Posts Tagged bed
From early on, I learned of CK’s affinity for comic books. When I started seeing more and more trailers for the new Avengers movie, I knew it would be a big event for him. I was curious to see if he’d want to go with a group of his friends or would this be something special he’d want to share with me.
I’m pleased to say it was the latter. He asked me if I was interested in seeing it, so we made plans for Friday’s premier. I was also pleased to learn I would be meeting two of his close friends who would be joining us. We bought our tickets early in the morning, as they were already beginning to sell out.
After work, I went home and packed an overnight bag to take with me back into the city. I met CK at his apartment an hour before the movie. We cuddled and chatted a bit before making our way to the theater. As we got into the elevator, I noticed a sprig of hair dangling in front of his face. He really looked like Superman, and I loved it. This is where the Superman nickname came from. Just as I was noticing this, he ran his hands through his hair, messing up the sprig. That’s when he called me out for not commenting on his haircut. He had it cut after work that evening and was legitimately mad I didn’t comment on it, and he let me know it. I told him how I noticed the sprig of hair, but apparently that wasn’t enough. I needed to verbalize. I apologized profusely. I felt really bad. He eventually forgave me, but he was still a little putout.
I thought we had plenty of time, but he seemed worried about timing. He was trying to flag down a cab to cut across town, but none were available. When he spotted a pedi-cab, we hopped in and shot across town. He was like a little kid in a candy store. He was shouting at passersby and snapping pictures left and right. He took a lot of pictures of us kissing each other, in which I always look AWFUL!

We met his friends in line for the movie. CK introduced me, and I tried to make small talk. They weren’t the friendliest of characters, but they were far from cold. CK was still hyper.
CK and I split off to grab drinks for all of us at Dunkin Donuts. We grabbed donuts as well. While putting a straw in one of the large iced teas, I spilled it everywhere on the counter. The whole store came to a halt for about 5 minutes while the cleaned it up.
When we got back to the line, his mother called. While talking to her, he mentioned how the day of her arrival is my birthday. He also mentioned wanting for the three of us to try to do dinner.
Finally, we got into the theater. We got great seats, and I peeled off to get popcorn, candy and soda. But first I needed to relieve myself. I didn’t want to have to go in the middle of the show. One of CK’s friends came out to concessions with me. After using the restrooms, we stood next to each other not speaking more than ten words. It was a bit awkward.
I thoroughly enjoyed the movie. It was awesome, and I really enjoyed seeing CK so excited. The cuddling the accompanied the movie was also a nice addition.
As we were leaving the theater, CK ran toward the mini arcade. He wanted to play the two-person Terminator game. We put in our money and began shooting. It wasn’t long before one of his friends mentioned their desire to go. CK shouted at them encouraging them to play a game. He wasn’t having any of it. “I think we’re just gonna go,” he responded. CK convinced them to wait until the game was over. We left with them and said goodbye at the curb. They were tired and ready to go home. CK and I hadn’t eaten yet, so we were trying to figure out dinner.
As we walked to grab food, CK pulled my arm around him over his shoulder. People were commenting left and right. I was surprised. This wasn’t my first sign of gay PDA in NYC. I never experienced this before. Some of the comments were negative or simply mocking. Others were actually positive. Hell. We’re two good-looking guys. Why not?
We stopped at Charley’s Grilled Subs for cheesesteaks before heading back to his place to eat them in front of his iPad (aka, TV). When we got back to his place, we smoked a little, stuffed our faces, and watched the first episode of Smash. I’d seen it already, but I wanted to share it with him since I knew he’d like it. I fell asleep about three quarters through the show. Eventually, he too fell asleep. When he woke, he turned off the lights, and we pulled up the covers and dozed off.
Sadly, I couldn’t sleep in. My parents were coming into town to see War Horse and grab lunch. I needed to leave his apartment at 10:00am. I still needed to get them a parking pass in Hoboken. We woke to my alarm. I set it early to allow for ample cuddling.
While we were lying there, he said to me, “I know this is completely unnecessary and not something I need, but I’m going to ask you anyway. I want to know if I could be your boyfriend?”
I have no idea the look that must have been on my face. I was shocked. I did not see that coming, but I immediately said yes through an enormous grin. “Bet you didn’t see that coming!” he added. “No. No I did not,” I responded. I told him how utterly happy he makes me. I told him I thought it was a great idea!
I really don’t think he realizes how happy he makes me. I was beaming for the rest of the morning. He asked if he should order us breakfast, but I told him he didn’t need to do that. I told him I’d rather spend the time cuddling than eating since I didn’t have much time before I needed to leave. We began to fool around, which led to grinding. When he turned around and asked if I wanted to f*ck him, I told him I want nothing more, but I couldn’t. I needed to walk out the door in fifteen minutes. I could tell he was disappointed, but so was I. We cuddled some more before I had to say goodbye.
As I walked to the PATH, I had a smile from ear-to-ear. He made me so happy. I started texting friends to inform them of my new status.
I began to wonder a little if it bothered him my parents were coming into town and I wasn’t introducing them to him since he was so keen to introduce me to his mother. His mother lived much further away, so it somewhat made sense, even if it was early in the relationship. My parents would be back by at least June. I could introduce him then. I just hoped he wasn’t hurt I never mentioned it.
Either way, I wasn’t going to worry about that. I was too happy to car. For the first time in my life, I had a boyfriend!
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That Tuesday, I woke to the sound of my alarm. I was going to go for a run, but the sound of my alarm wasn’t all I heard. It was raining outside. I turned off the alarm and looked out the window to see rain pouring down. I checked my phone to see if CK texted, but he hadn’t. Who knew what happened? I sure didn’t.
I wanted to text him when I got to work, but I decided against it. He knew where I was. He was the one who suggested plans that evening. He would be the one to hit me up and clue me in on those plans.
Finally, around noon I got a text: “Hey sexy.” I didn’t see it until a little later. I responded, “Hey. How was the rest of your night?” Apparently he’d gotten tipsy at the work event he called me from. He went home and passed out in all his clothes including his shoes. When he woke at 4:00am, he properly put himself to bed. The he apologized for not calling me back and asked how my night was. I mentioned my cancelled run, and he expressed interest in going for an early run with me sometime. Tthat would be the only way he’d do it since he’s not a morning person. I told him we’d both just stay in bed because I’d just be tempted to lie there with him.
I then asked him if we were still on for that night. “I’m game. What’s the plan?” he responded. I reminded him he set the plans, and I was waiting for the details. He decided he’d rather stay away from alcohol, and I asked what he wanted to do instead. He was eating his lunch, so he asked if he could get back to me later. 5:00 rolled around, and I still hadn’t heard back from him. I certainly wasn’t feeling very special anymore. That’s when the phone rang. I was heading into a meeting, so I sent him a text. When my meeting ended, I called him but got no answer. At 6:00, I finally got a call back. He was heading home and wanted a quiet night in with me. I wasn’t opposed, but I wasn’t thrilled either. I was beginning to wonder if it was all about sex with him. He needed time to straighten up his apartment, so I made my way over there around 7:00.
When I got to his apartment, I stood in the hall waiting for quite some time before he answered the door. I hadn’t called to tell him I’d arrived. A small part of me was surprising him on purpose. He just happened to be getting out of the shower.
He greeted me with a giant hug and a big kiss. I removed my shoes and got comfortable. He finished toweling off and joined me on the bed. We cuddled a bit until he asked me if everything was alright. I lied and said everything was fine. He pointed out I seemed short in my text messages. Big kudos to him for noticing the subtleties in my mood. We continued to hug until we discussed what we wanted to do for the evening. He mentioned watching the sunset, and I told him that’s exactly where my head was.
I had ulterior motives. When we got to the roof, I would find the appropriate time to bring up my concerns that arose since Sunday. He also asked if I wanted to smoke, and I shook my head yes. “Are you sure everything is cool?” he added. I told him I was short in my texts cause I was actually working all-day and apologized. I didn’t really think I was being all that short. We smoked and finally made our way up to the roof about a half hour later, Coronas in hand.
When we got to the roof, we continued snuggling on the outdoor couch. We talked about the surrounding buildings in an “I’m high” kinda way. The conversation never really had any direction. Then again, he brought up my mood and asked if everything was alright. I didn’t think I was being that obvious with him, but I also wasn’t being myself. That’s for sure. I didn’t know how to let myself be free with him anymore. I started to close myself off to ensure I wouldn’t get hurt. I was shoving distance in there with both fists.
I finally told him how I was feeling. I explained how I thought his sentiments came out of nowhere on Sunday. I told him I thought it was a bit early to have that conversation, but now that it’s been had, a few issues were brought to top of mind. I addressed my feelings regarding him being on Grindr and how that made me feel. I told him I felt as if I wasn’t enough for him. I told him I didn’t need to be on there, and while I wouldn’t dictate to him to not be as well, I just didn’t understand why he felt he needed to still explore it.
I was having a hard time expressing my feelings, but I think I got the point across eventually. I told him because of what he told me, I was afraid of getting hurt. I wasn’t able to be myself and give him the real me if I felt vulnerable to pain. I wanted to be myself with him. I wanted to give him the real me. I needed to feel safer than I did. “Since meeting you, you’ve made me feel incredibly special. Since you told me what you did on Sunday, I no longer felt special,” I told him.
He looked a bit shocked. “The last thing I want to do is make you worried or scare you. What I said to you on Sunday was not calculated. It was just how I felt at the time. You are incredibly special, and that hasn’t changed. You are… an aspirational boyfriend. I’d be insane to do anything to lose you. Baby, I think you’re incredible. Part of me knows how amazing you are and wants to dive in full force, but another part of me wonders if I still want my freedom. I’ve already started thinking of you less as something to schedule in my life and more as just part of my life.”
I wasn’t expecting him to tell me he wouldn’t hook up with other guys and tell me we were exclusive. I think I just needed him to know how I felt and where my head was. I could see in his eyes that he understood what was in front of him. I would still be patient and let him figure it out on his own. I just wasn’t going to find myself in another Smiles relationship. He needed to know that eventually the Grindr would have to go, or I would have to go. He needed to know that I wanted a boyfriend and not a friend with benefits. I needed to hear from him I wasn’t just a hookup cuddle buddy. I needed to know I was different from the other guys he slept with from Grindr.
We kissed and embraced. I felt a lot better. It was really starting to weigh me down. I think I handled it very well to suit my needs. A large part of me wanted to ignore the conversation we had in the Sonic parking lot. The other part of me, my constantly overactive brain, wanted me to get some closure on the topic. I think I found the sweet spot.
Warning: The following may be too graphic for some. After kissing and embracing, he began to get a bit frisky. He started to undo my pants. There was high risk here. We were in plain sight of the doorway leading to downstairs. One neighbor had already come up to the roof once to smoke. He began blowing me, always keeping one ear out for signal of someone approaching. I undid his pants and began pleasuring his endowment with my hand. Finally, paranoia got to him, and he suggested we move to the far corner of the roof, out of sight of the door.
When we got over there, he pulled my pants down to my ankles and did the same with his. He was pleasuring himself while going down on me. He edged me many times, getting quite close to making me finish. I was picturing my seed all over his chest, just as he wanted it. Alas, I wasn’t able to fulfill his wish. I came close many times, but just couldn’t get over the hump. He stood and suggested we move downstairs. We got dressed and made our way downstairs. I was incapacitated and had a hard time descending the stairs. My legs were jello from the full-body orgasm he gave me. I may not have had the release, but I still received all the pleasure. He laughed at my struggle.
As we walked down the stairs, I realized he had a slight exhibitionist streak in him. The stunt on the roof, sex with the blinds always open… I had a bit of this in me, but in smaller quantity. He was expanding my comfort zone.
When we got downstairs, the fooling around continued until we took a break to order Thai food. It was 10:30. Once that was taken care of, we had sex. I had the first chance on top, and then we swapped. It wasn’t long before he finished all over my back. He was out of breath and in a daze from how amazing it was. I knew I was having a blast, but I was thrilled our time in bed was so enjoyable for him.
Like clockwork, the food arrived. We settled into bed and ate while we watched Smash. I convinced him he needed to see the show so I could talk to him about it. He really enjoyed it, so much so we watched two episodes, eventually switching to dessert. I passed out half way through the second episode. When it was over, we turned out all the lights and went to sleep. I was happy to have the weight off my back after telling him my concerns. I felt comfortable with him once again. I fell asleep with an amazing man in my arms and a smile across my face from ear to ear.
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Sunday morning, I woke to find myself sleeping next to a gorgeous man once again. How lucky was I – Two nights in-a-row spent in the arms of Clark Kent.
The night before, CK asked me to promise to get him up and on with his day at an am hour. I agreed. When I woke, I glanced at the clock. It was 9:00am. My alarm wasn’t set for another forty-five minutes. I rolled over and pulled CK into my tight embrace, cradling his entire body with mine. We fit together like intricate puzzle pieces. We became so entangled in each other, we jokingly called it forking. I didn’t fully wake him. He let out a tiny groan of pleasure when I pulled him in tight.
This, of course, wasn’t enough for me. I wanted more. No, not sex – Body contact. I began to remove his briefs, and he willingly aided my attempt. I followed suit and removed my own boxer briefs so our bodies would be pressed against each other skin-to-skin. I enjoyed his touch so much. He felt amazing. I fell asleep in this position until my alarm woke us at 9:45. He asked me what time it was, and I told him. His only response was, “Too early.” He grabbed my arm, rolled to his other side, and pulled my arm around him fully engulfing him.
He was such a sweetheart. We cuddled for quite some time. Periodically we’d switch positions when one of our arms would lose feeling. This was always accompanied with a myriad of kisses.
I hadn’t completely fallen for him. Why was this time different? There was nothing holding me back this time. Nothing, except myself. I was protecting myself. I didn’t bring my baggage with me on this trip, but I did bring my smarts. I knew it was too early to dive in with him. I wanted to build this the right way. If you rush the foundation, the building will collapse in due time. If you take the time to build a strong base, it can last a lifetime. I wanted to take my time. I was in no rush. Sure, I’m 28, but I still had a lot of my life in front of me to love, lose, and find love once again. I was proceeding with cautious optimism.
I think my caution goes back to our early interactions in which he propositioned me to come over for sex. I knew then and there I was dealing with a different kind of animal. Maybe he could be tamed. Maybe not. Only time would tell, but until I knew he could be tamed, I would protect myself.
The cuddling and kissing continued for some time. When my alarm rang again at 10:30, we were both a little more awake. Warning: The following may be too graphic for some. He began, as he did many times, orally pleasuring me. He loved worshiping me in that way. I certainly wasn’t about to complain. I also made sure to return the favor. I know I’m pretty good, but it wasn’t as easy for me – He was a definite challenge. He was well endowed, and at times more than I could handle. He would get a little overzealous with his hands and my head, and I would find the need to pause to ensure I didn’t suffocate.
We continued to play in bed until there was a natural pause in the action. I suggested we hit the shower. I attempted to find a way to toss him over my shoulder. I knew I could pick him up, but tossing him like a sack of potatoes was a different story. I failed. I told him I was holding up my end of the bargain to get him moving before noon. He protested and said, “Not yet. Just two more minutes,” and pulled me in to cuddle more.
Warning: The following may be too graphic for some. We started to kiss again. Finally, he said, “Shall we?” I replied, “We shall.” With that, I scooped him up and carried him to the bathroom. We hopped in the shower, and I took the bar of soap and washed his entire body. I used my own body to build up a lather as well until I found myself grinding on his backside and him bending over moaning in pleasure. Things never escalated from there to full penetration, but the didn’t need to. What we were doing was hot enough. He took the opportunity to wash me as well, and while he was crouching, he also took the opportunity to orally pleasure me. We then continued to rinse ourselves off before drying off and getting dressed for the day.
I had small plans for us that morning. I knew he’d be thrilled to take a ride on the bike. It was a gorgeous day outside, and I also knew a money saving breakfast would also be welcomed. I used all my eggs the day before, and the only real option I had left was cereal. I had a Living Social deal to use up at Sonic. What a perfect way to use it. It was a five-minute ride away, and it would be nearly free.
We hopped on the bike and off we went. We ordered our breakfast and sat. While we waited for the food to arrive, he asked if it was alright that he call his mother back. She’d been calling periodically over the weekend. They talked about his apartment search. He also mentioned me by name and told her how amazing I am, especially since I cook. I was shocked. He’d already been talking to his mother about me!? What else did he tell her about me? His mother put his nephew on the phone and they chatted for a minute. It was incredibly adorable. I was so turned on seeing his reaction to talking to his nephew.
When the food arrived, he hung up and ate. We shared our ice creams, feeding each other periodic spoonfuls. While we ate, he shared his tweeted comment on his Foursquare check-in with me: “Meal: cost-effective + tasty, but the company I keep: priceless + delicious.” He got a phone call from his friend who was just released from the hospital. After more than a few times of trying to end the conversation he was finally successful. His whole mood changed. When we finished eating, we stood, and he said, ”So I wanted to fully discuss what it was I said I wanted to chat with you about.” I was under the impression we’d already done that. Now, I was worried.
“I really enjoy spending all this time with you. You’re amazing. I really enjoy being with you. And, if I had to put a label on it, I’d say we’re dating. That being said, I think we should still be able to date other people. And, I should recognize you probably noticed I blocked you on Grindr, and that was by design. It’s a policy I have because if you try to call me, and I don’t pick up. Maybe you see me on Grindr and your mind will start to come up with scenarios.” At this point I acknowledged my awareness of this and told him how I felt about it. He continued, “I’ve done it, I’m sure other do too. And, I also should tell you, there’s a friend I’ve also been seeing since the beginning of the year. We see each other about once a month, go out to dinner, and then, well, we’ve done more than friends things.” I stood there not speaking through this whole thing. I just listened and nodded in my own confusion. “This is only going to work if we have communication and are honest with each other. I just wanted you to know,” he added.
I thanked him for his honesty, and he added, “Once again, please just be patient with me.” I assured him I was in no rush. Again, I had no idea where this was coming from.
He then pointed out how one of his loyal followers liked his comment on Twitter. He explained to me how he was kinda a hero on Twitter. He’d received comments from guys who found the confidence to change their lives based on some of the things he’s said. This was my moment. I told him I had a similar situation, and I had a secret I was waiting until the right time to tell him about it. I explained how I had a blog and received emails of a similar nature. I told him one day I’d share my alter ego with him, but it was like reading my diary, so not just yet. He seemed to be happy about the idea and accepting of my delayed full explanation.
I was still a little taken back by what he said. Part of me appreciated the honesty and part of me was confused by it all. Regardless, we hopped on the motorcycle, and I dropped him off at the PATH to head home. As I said goodbye, I told him to call me later to tell me how the search went. I didn’t think too much about what he said the rest of the day. There would be plenty of time for all that.
That night, as I was climbing into bed, I got a text from CK: “Are you awake?” Seconds after replying, the phone rang. He did call as he promised. I’d begun to think he’d forgotten. He really just called to say goodnight. He’d fallen asleep and napped most of the evening. He was tired and ready for bed as well. I told him, “Now I will be going to bed with a smile on my face.” He replied, “Aww, baby, that’s sweet! Me too. Sweet dreams!” With that, I laid my head on the pillow with a smile across my face.
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Clark Kent and I tried to find a way to be together over the week, but it just didn’t seem to work out. We tried Wednesday, but he had to work late on a pitch. Thursday was out because he was supposed to be going to the hospital to visit his friend who just had his hip replaced. He didn’t even get to do that because work had him there late. We settled on spending Friday together once again.
Friday morning when I arrived at work, two of my team members were walking out of the building. I asked them where they were headed, and they told me to check out the shuttle flyover on the Hudson. I had nothing on my plate for the morning, so I joined them. We staked out a spot and waited for the shuttle to arrive. I realized this was something CK would probably love to see, so I texted him asking if he was checking it out. He worked near the Hudson River and could be there within five minutes. He was completely unaware, so I told him to hurry up.
Unfortunately, he missed it, so I sent him pictures. I made my way back to work and got started with another slow day at the office. I spent a better portion of the afternoon working on the blog to get things squared away for the rest of the Friday releases.
In the middle of the afternoon, CK texted me. “How’s your day going baby?” I told him it was great. “I scoped out the shuttle, and now I’m out to lunch with one of our old interns and the rest of my team. I also have some fun news to share with you.” I learned that morning; one of the girls from my team was going to work at his agency. I couldn’t wait to tell him since she was one of my favorite coworkers. “I could use some fun news,” he added. I replied and told him I was “so excited to see you!”
He replied, “Me tooooooooo. Can’t wait :). What do you wanna do tonight baby? I’m home. Left office early. Gonna go with [his friend] to see [his other friend] in Brooklyn. Can we please do something free/cheap, yet priceless/memorable? That’s the sweet spot I’d like to hit. Well, one of the sweet spots… and by no means the sweetest ;).”
I quickly responded, “Yes. Glad to hear you get to go see him! How bout movie/Revenge night on the couch? You can come to my city oasis. Popcorn, wine, ice cream…” He immediately shot back, “#purrrrrrrrfection. You have no idea how happy you just made me =].” And to add the icing on the cake, I told him, “And, I didn’t shave for you today.” He loved when I had stubble. He liked the way it felt against his skin and liked how I looked with scruff.
When he finished at the hospital and was walking to the subway, he called me. He spent more time there than he expected. His friend was released and they took him home to get him settled in. He needed to go home and freshen up, and then he’d make his way to me.
I’d been sitting around since 6:00 waiting for him to arrive. I prepped the fillet mignons and the chicken for the grill, peeled the carrots and put them in a pot, and I even baked a pineapple upside down cake. After that, I laid on the couch waiting for his call in my motorcycle gear. Around 10:15, I finally got a text from him. Apparently he wasn’t paying attention and rode the PATH back into the city to 33rd street. He was so engulfed in his book, he completely missed the stop.
I was slightly annoyed because I didn’t fully buy his story. The PATH doesn’t simply arrive at Hoboken and turn right back around. It sits there for at least a good ten minutes without moving. He was obviously doing something else before coming over. At 9:45, he tweeted, “I saw the movie before starting the book, and I gotta say, the adaptation translates incredibly well.” He was referring to the Hunger Games he was reading. He was supposed to be in Hoboken at 9:30. How was he tweeting from under the Hudson River? Sure, I was stalking him a little, but I was always waiting for him. I was trying to figure out where he was. He wasn’t aware I was checking out his Twitter account, and I wanted to keep it that way. If he was going to cut me off from Grindr access (he blocked me), maybe I could find another way to check in periodically. (Yes, I’m aware how psycho I sound!)
Finally, he made it. I arrived minutes after him to scoop him up on the motorcycle. No longer would we be taking the long way home. I was slightly annoyed and starving! I hadn’t even begun to cook yet.
When we parked the bike, I tore my helmet off and planted a big kiss on him. We continued to kiss on the street a few minutes before I persuaded him to come upstairs so I could work on dinner. I took everything to the grill and began to cook it while we lay in bed making out. When I started to strip his clothes off, he asked, “We’re going to have sex before we eat?” I explained things needed a little time to cook. “Not sex, but that doesn’t mean we can’t fool around first,” I added. With that I pounced right back on top of his naked body.
In the middle of making out I realized I needed to tend to the grill. I sprang out of bed, threw on a pair of shorts and ran outside. I caught it just in time before becoming a charred disaster. I gave CK a pair of shorts and a t-shirt to wear. We made our way to the kitchen and filled out plates. We sat on the couch and ate off the coffee table while we started Revenge. We’d already both seen it, but I was in the process of delofting my bed while doing so. Some of the show would still be fresh to me.
We spent the remainder of the night on the couch in front of the TV in each other’s embrace while the rest of my roommates and their friends prepared for a night on the town. It was such a nice change when they all vacated the apartment. We started to fool around a little on the couch, and eventually we made our way back to my bedroom, where some of the fun just began.
Warning: The following may be too graphic for some. We started slow, but things quickly progressed. Before long, I was penetrating him. He was incredibly loud and the window was open. I was expecting to hear one of the neighbors yell out. I was also afraid my roommate or her friend who was sleeping over would wake up. His moaning could have woken the building up. I was happy to learn the bed was holding up quite well and not making a ruckus this time. When he needed a break, the make out session resumed. Then things flipped and I found myself on my back with my legs in the air. Before long, he got excited and finished on my chest. I cleaned up, and we lay there a bit in each other’s embrace. “I really want you to shoot all over me like that,” he said. That was all it took. That psyched me out enough that all I could concentrate on was finishing. It was sure not to happen. After long, we were spooning. “Should I turn out the light?” he asked. With that, we dozed off intertwined like a pile of TV cables.
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On April 20th, my blog turned one year old. I didn’t even realize the milestone was coming up until I looked back at the calendar on a whim one day. I felt the need to celebrate, but I hadn’t told Clark Kent about my blog yet. How could I tell him I wanted to celebrate something I didn’t feel comfortable sharing with him yet?
Instead, I celebrated privately with messages from friends and readers on the blog and over social media. I also had a date night planned with CK.
I invited him to come out to Hoboken for an evening ride on the bike since we weren’t able to do so the previous Sunday. This would be the first time he came out to Hoboken and would see my place. I was quite excited. I came home for work early after a pitch and made sure my place was acceptable.
He had to work slightly later and had to swing by home before he came over. It was a Friday night, and he would be spending it in my bed. As time passed, I sat on the couch patiently awaiting his arrival as the clock ticked on. I had no word from him. I tried calling, but no answer. Where was he? What was he doing? What was taking so long?
Since I was a little broken from previous relationships, my mind began to get creative with where he may have been or what/who he may have been doing. Finally, I convinced myself to put those thoughts out of my head. They weren’t born of any behavior he exhibited. They were simply a spawn of his presence on Grindr. I needed to learn to trust again. The thoughts were gone, and all I could think about was seeing him.
He finally arrived in Hoboken around 8:00. I wanted to watch the sunset with him. The way it reflects off the city skyline is breathtaking, however, the sun had completely set. We’d be taking a ride in the dark.
I picked him up on the bike at the PATH, and we set off along the waterfront to the palisades of Weehawken. I wanted to show him a spectacular view while taking the bike out for a spin. He’d been so excited about it ever since he first learned of its existence.
I really relished having him ride behind me. He pulled himself in tight against me. It was incredibly romantic, and I loved how he wrapped his arms around me. I felt like a great protector.
When we got to the palisades, we parked the bike and took a short stroll along the cliff. We talked while hugging and kissing each other with the spectacular NYC skyline in our periphery. We happened upon a family taking pictures of each other with the city in the background. He offered to take the picture so everyone could get in the shot. I thought it was incredibly sweet of him, and I fell for him a little more at that moment. Every moment with him made me want him all the more. Again, I wouldn’t let myself get too wrapped up in him. It was still early. I didn’t even know if he was interested in a relationship, let alone one with me.
After taking the picture, I told him about my desire to prank tourists in NYC. I would offer to take a picture of them. Just as I was about to snap the picture, I would turn as if to run. When they began to chase after me, I would turn around and snap a picture. It would give them a great experience and a fun story to tell for the rest of their lives, and they’d have a picture to accompany it. He thought this was brilliant and commented on his desire to do this himself.
That’s also when I told him about my life’s to-do list. I told him I wanted to share it with him later because it spoke volumes about me.
We made our way back to the bike and decided to grab dinner back in Hoboken. I knew of a great spot everyone had been telling me to check out but had not been to yet, Bin 14. We rode down the hill from the palisade and made our way back to Hoboken along the river.
I found a spot to park, and we walked to the restaurant holding hands. I wasn’t yet comfortable doing this in Hoboken, but it was something I needed to get over. I would be gay for the rest of my life. If I wasn’t okay showing affection in public, I was in for a lot of headaches going forward. Since we didn’t have a reservation, they asked if we minded sitting outside. I preferred it actually. However, this posed a new situation for me again. We would be street side, and if I wanted to show affection, all of Hoboken could see — Or at least that’s how it felt.
Slowly but surely, I got over this. I was rubbing his knee under the table and exchanging kisses over our meal. I didn’t care who was looking. I still felt a little self-conscious, but I was proud of myself for getting over this.
After discussing wine at length, we agreed upon a nice bottle of Malbec. It took us some time to figure out how to order from the tapas like menu. We still hadn’t figured out our sharing dinner groove, but it was fun to learn this together. I came to find we shared a lot of the same tastes and likes. It also helped we were both share quite an adventurous palette. We ordered a few plates and told the waiter we would continue to order until we had our fill.
The food was great, and the conversation was even better. I was still getting to know him, and I was mesmerized by his smile the entire meal. I was gaga for this guy. If it turned out he wasn’t interested in pursuing a relationship with me, I was going to be heartbroken. I was past the point of protecting myself. I’d already cracked the candy shell. Now, I was in his hands.
We declined dessert, and I made sure to give the waiter my credit card to pay the bill before CK even had a chance to think about it. This date was going to be my treat. I liked this new system. With all the other guys I dated, we both threw down our credit cards and split everything. This felt more like dating and more like a relationship. Each date felt special because one of us was treating the other to it.
We hopped back on the bike and rode back to my apartment. When we got there, it was already fairly late, so we headed straight to my bedroom. I was just finishing removing my shoes when he shoved me backward onto my bed. Since it was up on risers, the bed shifted to the side and collapsed. He was so scared he’d broken my bed, but I assured him it was already an issue. This had already happened with N once before. I’d already been searching for a new sturdy bed not on risers, and this would be the impetus that forced me to address the issue with much more vigor.
We fixed the bed as best we could and continued to make out. It’d been a week since we were last together, so of course we were both horny for each other. I hadn’t had sex since we last saw each other, but I wasn’t sure I could say the same for him. We hadn’t crossed the monogamous relationship bridge yet, and I had no right to ask that question yet. We’d only been dating a week. One step at a time I told myself.
Warning: The following may be too graphic for some. Regardless, we found ourselves naked, and I was grinding on his backside. Our passion was elevated to a new level, and we were all over each other. I couldn’t get enough of his body — It was purely amazing. I’d never been with someone so handsome, so sexy, so fit, so sexual. He was like nothing I’d ever experienced before.
Eventually, he reached behind himself, grabbed hold of my manhood and directed it in until I found myself deep inside him. Amazing sex ensued until we both had our fill.
I was incredibly happy once again. I had a man who could come to dinner and hold a great conversation, and a man who could satisfy all my sexual desires. He was the best of both worlds.
With that, we cleaned up and climbed back into bed. I was happy to finally be sharing my bed with him. This would be the first time in a long time my California king was being put to good use. We fell asleep in each other’s arms. He was my little spoon. Throughout the night, we changed positions many times, but never fully woke up. We slept great.
When we woke in the morning, CK had to head back into the city to begin apartment hunting. He’d been putting it off and needed to put his nose to the grindstone. We stopped for a delightful breakfast at Ganache while we got to know more about each other. When we finished, we rode through the Lincoln tunnel into the city. I couldn’t drop him in front of his building because there was a parade going up his street, so we said goodbye to each other in front of the Empire State Building. I couldn’t think of a more romantic way to begin my Saturday…
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Sunday, I made plans with my Superman — My Clark Kent. I was very excited and could hardly wait.
I barely knew him, but I could already tell we were quite a match. On top of that, we weren’t even done the first date before he planned to see me again. It was his suggestion for us to catch The Hunger Games Saturday morning while we had breakfast.
I texted him and invited him to come over to Hoboken. We would take the motorcycle out for a ride before the movie. I ran a lot of errands that morning in anticipation of his arrival later in the afternoon. As the day progressed, the weather looked like it would cooperate less and less. The sky was covered with clouds and the wind picked up significantly. It looked like it would rain any minute.
I texted CK and suggested we hold off on the ride, and I just come into the city to see the movie. It would make things less complicated, and it would give him something to look forward to in the future.

He agreed with the new plan. I met him at his apartment with plenty of time to catch the movie. He suggested we hit up the rooftop since I didn’t get to see it the first time I was there. How could I say no to that? When I got to his apartment, we went directly up to the roof. We spent time checking out the sights, cuddling and taking pictures like we’ve been a couple for a year already. I was crushing hard!
We sat and talked, and he suggested we catch a later showing so we could relax and not have to rush to the theater. I wasn’t going to object to anything at this point. I was so happy. I was just going to go with the flow.
We finally made our way to the theater. He insisted on buying my ticket. I protested since there was no reason I couldn’t pay for myself, but he continued to insist. He wanted this to be his treat. I relented, but was sure to pick up the tab for the pretzel bites and soda.
We made our way into the theater and got great seats. Almost immediately, the PDA began between us. It wasn’t gag yourself PDA. We were simply holding hands or caressing each other’s arms. It was my kind of PDA. I was quite enjoying myself!
When the movie was over, we made our way to the street and discussed the film while we walked. This was his second time seeing the movie. He expressed interest in reading the book, and I strongly encourage him to. I was already part of the way through the second book in the series of three.
We held hands while we walked and at times put our arms around each other. I could hear a lot of people making comments, and some even began to shout or hoot and holler at us. A few of the comments were jeers and a few were shouts of support. This was not something I was used to, but it was something I would have to learn to shrug off. I’d walked through the city being affectionate with other guys before, but it never gathered this type of reaction. At one point, CK acknowledged the comments, asking, “Are they still honking at us?” I told him I thought so, and we kept walking. Frankly, I was a little surprised by it all. We were in midtown west — Smack dab between Chelsea and HK, two of the gayest neighborhoods in NYC. I had a feeling a lot of the commenters were out-of-towners, and many of them were young guys.
When we got away from the crowds, he commented how he liked how I was into the hand holding. “Not all guys are into it. I’m glad you like it,” he added. I told him I liked little signs of affection, but I wasn’t into the far more obvious public displays. I told him I’m not much for making out in public.
He also mentioned the idea that had we planned better, I could have brought clothes to wear to work the next day and spent the night, however, he was happy we weren’t taking things for granted. He was happy with the pace of things, even though he wouldn’t have been opposed to sharing his bed with me.
We stopped by Pinkberry on the way back to his rooftop as per his request. We ordered ice cream and shared spoonfuls with each other as we walked up the street. When we got back to his place, we headed straight to the roof.
We laid on one of the outdoor couches together and got comfortable while we ate our ice cream. We talked for a while before we ended up making out. Things stepped up to the next level when he undid my belt and began orally pleasuring me with one eye on the door. It was risky but I wasn’t fully exposed. I liked his passion and excitement. I’d finally met my match in terms of a decent, normal guy with a healthy sexual appetite.
After some time, he asked, “You wanna continue this downstairs in my apartment?” I told him I was totally game, and we descended the stairs.
Warning: The following may be too graphic for some. It wasn’t long before we were both naked in his bed. There was significant foreplay before he asked if I wanted to penetrate him. I was completely engulfed in our passionate romp and nodded my head in definitive agreement. “Yes! Like no other!” I added.
Then, I’m not sure how things switched so quickly, but as I was grinding on his backside, and stopped to put on a condom, he turned to me and said, “Can I f*ck you?” A long time ago, I made a rule for myself I would not bottom for a guy unless we were in a relationship. It wasn’t something I really enjoyed, so only special guys would receive the privilege. I had very strong feelings for him. I wanted to share something special with him already. I could hear A’s voice in my head telling me no sex until the third date, but that voice in my head was no comparison to the passion of my other head. After all that thinking, I said, “Yes.”
Like that, he started making out with me, and he had me on my back. While we were making out, I set the open condom down on the bed. He was already putting it on. I thought he was going to top me after I topped him. I didn’t realize I was giving up my position first. I was a little disappointed, but I let it happen anyway.
I told him it was a very long time for me since any guy had been inside me. I told him he’d have to go VERY slow. He began to slide in when I gripped his leg and implored him to stop. He told me to relax and just hold it there, but I insisted he pull out. I needed a break before we could continue. I know he thought it would be better if he simply held it there, but I was being painfully stretched. He wasn’t exactly a small guy — Quite the opposite. He pulled out, and I could see the disappointment on his face. He thought that was it, but I wasn’t giving up that easily. I just needed a second to relax again. He began kissing me in a caring way. It was as if it was his way of saying, “I never want to hurt you again.” When I regain composure, I directed him to begin again. Delight spread across his face at this news.
This time was much easier. He slid in with no problem, and began gyrating. It’d been some time since my prostate was stimulated like that, so part of it was discomfort and part was unexplainable pleasure. I never finish from bottoming, but I always have a full-body experience. I rarely can walk afterwards — Not because I’m so sore but more so because my legs go limp.
He continued until he was close, pulled out, ripped off the condom and shot all over my chest. It was very hot to watch him explode with gratification. He expressed how great everything felt, and we both laid there incapacitated. He told me how awesome he thought it was that I would flip so readily and let him top me. I told him I thought it was the best way for any healthy relationship. Both partners get to experience it all. Even though I didn’t always enjoy bottoming, I found it to be the ideal situation.
We cuddled for hours after that. We even dozed off for a period. When I woke, it was two am. I checked the schedule for the next PATH and made sure I was on it at 2:30. I said goodbye to him with a very passionate kiss, and we talked about when we’d get to see each other next. It was clear I couldn’t get enough of him. Now, the question was, did he feel the same way about me?
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Monday morning I woke up. Since I wasn’t wasting so much time messaging guys on Grindr, I felt so much freer. I had no idea how much time I spent searching and complimenting guys on their torsos in hopes they’d see something they’d like and allow me to ask them out on a date.
I was also thrilled since I got to sleep in my own bed the night before. My parents came to visit for Easter weekend, and I gave them my bed. Sunday night, they offered to get themselves a hotel room so I could get a decent night’s sleep for work Monday. After I dropped them at their hotel with my sister, I came home and passed out. I love my parents, but I was happy to have my place back again. I’d spent the weekend playing tour guide. It was exhausting.
Even though I wasn’t sending out messages on Grindr didn’t mean I wasn’t checking them. I fired it up to see if my prince charming would ask me out on a date. I found quite the opposite. I blocked a fair amount of guys before I found an interesting message. I spent the weekend being celibate. One of the guys on Grindr seemed pretty normal and chill. We began to chat a bit before he offered to blow me. Like that, I was back in it. I had done such a good job of staying away from the simple Grindr stranger hookups, but I was horny after a weekend of being good. I made an exception of course and accepted his offer to blow me. What harm was there? I could enjoy myself before work and have a great day. “Sure,” I said in reply.
I gave him my address, and he drove over to my place on his way to work. I quickly hopped in the shower. He buzzed, and I called him up to my apartment. I quickly dried off and got dressed. When he got to the door, I brought him right into my room. I was wearing gym shorts and a tank. We made our way to my bed, and I sat down. Just then, he looked at me and said, “Sorry bud. I’m just gonna go.” With that, he turned around, sped out my door and left without another word.
I felt so rejected. What was it about me that scared him off. He made it all the way to my bedroom before darting. Was I that repulsive? Why the sudden change of heart!? I felt so dejected! My self-esteem shot down to an all-time low. This had never happened to me, and I suppose it was karma for all my Grindr trysts. It was bound to happen at some pont. I thought about all the times I wanted to do what he did and didn’t. I’d always regretted not standing up and walking out, but suddenly I no longer regretted it. I would have put those guys in a tailspin like I was going through. I did have to respect him honesty however. It was a catch 22.
I was horny from the thought of getting off before work, so I quickly finished myself off and got ready for work. I was disgusted with myself for bending my new rule, especially since I didn’t get anything out of it. Served me right!
That night I had a date scheduled with a guy I’d been chatting with for over a year. We met through Grindr and tried to grab drinks before I met N, but when I started dating him, things fizzled out. We chatted periodically on AIM, but nothing ever materialized. I even contemplated making a career shift to event planning, which this guy did, but we were never able to get together to talk about it. We simply kept it to a digital relationship. When things with Smiles ended, I began to look back at the guys I’d been chatting with. I hit him up and asked him out.
We made plans to meet at Ariba Ariba after work for margaritas and a bite. During the day, I stalked him a bit on Facebook. I noticed he was a camera whore. He took so many pictures in so many gay bars. He was totally a part of the scene. He was a fixture. I worried this would be a roadblock, but I was still optimistic. Maybe I could learn to love it.
I arrived ahead of him and waited on the corner. When I saw him arriving, I noticed how attractive his smile was, followed by how short he was and how “fun” he dressed. He was very cute. We awkwardly said hi and made our way inside. He asked if I was hungry, and I told him I hadn’t eaten, so we agreed to grab dinner on top of drinks. We were seated at a tight table and settled in.
We mainly began talking about work. It was very awkward. Considering we’d chatted so often online, you think we’d have been able to jump right in — Not the case. There were so many awkward pauses. I was struggling to find topics to talk about with him. He wasn’t exactly spurring the conversation on.
We started to talk about TV and what we watch. I thought that would be a safe topic and would spur further conversation. That only led to learning we had very different entertainment tastes. He watched a lot of Bravo TV like Housewives of… and other shows of the same ilk. I was more into the mainstream network TV. I wanted to have more in common with him, and I could tell he did too based on comments, but it was a bit of a struggle. I asked so many more mundane questions followed by mundane answers.
We ate our meals while we talked, but it was far from a great dinner. It was pleasant. The food was good, but there was no flow to the date. I was ready for it to be over. I was a bit disappointed since I thought we’d get along swimmingly. We just didn’t have good chemistry.
When we finished, we paid the bill and made our way out. We began walking through Hell’s Kitchen south together. He lived that way, and I was headed to the bus. When we got to a shop along the way, Tagg, he needed to run in and grab something for a friend’s birthday. I went in with him since I had nowhere to be. We had some fun chatting about random things in the shop. He made his purchase, and we continued south. When we got to his intersection, we exchanged a kiss goodbye, and he made a comment about hanging out again sometime. I agreed, but in my mind it would be under a friendly premises.
We texted afterwards, but was pleasantries and formalities. We exchanged that we each had a nice time, but that would pretty much be the end of us.
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Today is another Fast Forward Friday!!!
Hope you are enjoying these. It will help bring the blog a little closer to real-time. If you’re keeping up with the stories chronologically, please skip down to this morning’s post first, then read this one. I think it’s a good one! Enjoy!
Back to your special edition of One Gay At A Time…
During my week off from work, I was laying in my bed on Grindr on my tablet. Much to my surprise, the southern guy from OKCupid I connected so well with over the phone popped up. Last I heard from him, he was seeing some guy. That was the reason he gave me for never following through to meet up with me. I wasn’t exactly thrilled with how it all went down. I left a really bad taste in my mouth. I really didn’t want to ever give him a chance, but I was constantly drawn to how well we hit it off when we talked on the phone.
I messaged him, “Well, look who it is!” He responded, and we began chatting a bit. He asked how I was and started getting a bit flirtatious. I told him I was well and pointed out his flirting would not work on me. He’d already turned me off by shooting me down. I detailed for him all the advances I made on him and pointed out how he never even took the time to meet me.
He pulled out the excuse that he wasn’t looking to meet someone else — It just happened. He kept trying to get pictures out of me. I told him I was not looking for sex, especially from him. I pointed out that if he wanted to grab a drink as friends, I would be down, but I wasn’t going to send him pix and do the whole Grindr flirting thing.
I’m not proud of this, but I had an internal conflict in my head. Part of me wanted to steal him away from the guy he was currently seeing. Another part of me wanted to make him fall for me and then dump him. I’m not that kind of vindictive guy, but I have to admit, the thought crossed my mind.
I decided then and there to form a game-plan. I was going to present myself as I am. I wasn’t going to try too hard or be someone I wasn’t, i.e. someone he wanted. I was just going to display my best self. If he happened to choose to go on a date with me, that was his choice, not mine. We exchanged pictures, none of which showed the goods. This is what really seemed to reel him in. He was certainly responding to visual stimuli. He really started getting chatty. I’d already learned he was still seeing someone, but he let it slip that it wasn’t the person he was going on the date with when he dropped me like a bad habit. I called him out for not calling me when things ended with the first guy. I put it all on him. I was running him through a guilt gauntlet. I made myself quite a prize for him to attain. Now, I had his attention. I wasn’t going to chase him. I set the bait, and he was going to chase me.
After more flirting and exchanging of pictures, we made plans to grab drinks after work Monday evening. We agreed upon Chelsea Manor, but when I arrived there, it was closed. He met me shortly thereafter, and we began to walk to find a bar to go to. I met him on the street with a very awkward handshake. He seemed very aloof. I had a feeling this was going to be an awful date!
We found a bar nearby, The Guilty Goose, and sat in the front window drinking a few rounds of beers. I quickly learned how homophobic he was. I’m a fan of guys who aren’t into the scene, but he was so far removed. It was alarming. He wouldn’t even walk through the “gay part” of Chelsea. I wasn’t asking him to go to a gay bar, but that was the neighborhood between his office and mine. There were plenty of places to go that weren’t gay bars.
We chatted over our beers and kinda hit it off once again. After three rounds, he asked if I was hungry, and we decided to grab dinner together. He knew of a good Thai place nearby, so we went there. We ordered a bottle of wine and our food. We didn’t need the bottle of wine. I could tell he was getting quite intoxicated. I was still pretty lucid, but I didn’t want to be drinking that much on a Monday night.
He started getting very flirtatious and sexual. At one point he removed his shoe and began massaging my crotch. I was wondering how the guy he was dating would feel about this. I wasn’t going to move things across the line, but if he did, I wasn’t going to stop him. Some other guy stole him away from me when I was trying to court him. It wouldn’t be my fault if he came to me while seeing someone else. I will say, I egged him on a little by unzipping my pants and offering a challenge to his dexterity. He wasn’t able to maneuver his foot into the opening. Then he tried using his hand, reaching far under the table. When I felt the waitress noticed the under the table horseplay, I got embarrassed and told him to put his shoe back on.
We paid our bill and made our way toward the PATH for me to go home. Apparently, he wasn’t done with me. “I’m really enjoying hanging out with you. Let’s grab another drink.” My goal for the first night was to set the bait, not to win him over. I was very cautious with him. He seemed like a wanderer. I didn’t want to take things too fast with him. He was going to have some decisions to make, and I didn’t want to force his hand with excitement. I wanted him to have the time to choose.
We plopped down at the bar at Jake’s Saloon and ordered a round. He placed his hand in my crotch and began groping me a little. I was getting drunk, so I upped the ante slightly. I put my hand down his pants and began groping him as well. He was making an attempt to do the same with me when I stopped him. He wasn’t very good at not being obvious. That’s when my mind began to develop a plan. I suggested we casually use the bathroom. I would go, and he would follow one minute behind. I wasn’t looking to have sex. I was simply thinking a little making out with some heavy petting.
I went into the bathroom stall, and he followed close behind. He began kissing me and unzipped my pants. He suggested “you show me yours, I’ll show you mine.” We both stood there with our manhood in our hands when he bent down and began licking the tip of mine. It was time to go. I did not want the bartender walking in on us. We put the boys away, zipped up and casually walked back to the bar.
We finished our beers and made our way for the door. I was saying goodbye to him outside the bar because we would be heading in separate directions. I brought up how he was seeing someone else, and I didn’t want to get involved with someone who was involved with someone else. Better judgment was kicking in. I was noticing how his wandering eye would be a problem. If he was willing to dump his current guy for a better model, who’s to say he wouldn’t do the same to me. I was proceeding very cautiously. He assured me things with the other guy were already on their way out. He’d had doubts before even meeting up with me. He wasn’t willing to really kiss me, and when I called him on it, his inhibitions dropped a bit. We kissed a lot. I told him he needs to shape up if he wanted to pursue anything with me. Outside all the sexual flirtations, we really did click. We shared a lot in common and the conversation was good. I wasn’t thrilled he was so southern, but I’m sure that would be something I could get over.
There was potential here, but like I said, I was proceeding with caution. He was far from perfect, but I did like him. This wasn’t simply a game of cat and mouse. This was the first time I truly played the game with purpose, but he was the end goal. Only time would tell if anything meaningful would blossom…
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Another Monday. Another day at work. My staycation was officially over. Another day periodically checking Grindr.
I spent my vacation getting myself back. The only problem was I only repaired the physical me, not the mental and emotional me. I wasn’t on Grindr all day long, but I would periodically check it to see if anyone had messaged me. I was simply a Grindr fish. No longer would I be a fisherman.
I had a dermatologist appointment in the middle of the day. While walking to my appointment, I fired up Grindr. I was curious to see if anyone was scoping me out. I was also in a new neighborhood. I was hoping to find something new and unexpected. In the short window it took me to walk about twenty blocks, I’d managed to strike up a conversation with three different guys. All seemed to be quite level-headed. I told them all I was looking for dates, and all of them seemed excited at the prospect. It was difficult trying to keep three conversations going at the same time. I told them I was walking into my appointment and asked each of them for their phone numbers. I managed to pick up a lawyer, an actor and someone who worked for a magazine rating cruise ships. I asked each of them for their pictures to add to my roster and went to see my doctor about lightening up a scar.

When my appointment was over, I thought I’d make my walk seem shorter by checking messages on Grindr once again. A guy near my office was on and started messaging me. He seemed pretty hot and well fit. He was staying at a hotel near me and was anxious to give head. I told myself not to even continue the conversation, but once again, I found myself thinking with the wrong head. I entertained the idea and asked him what he was proposing specifically. He told me he had to catch a flight in a short while, but wanted some fun before leaving New York. I immediately knew which hotel he was staying at and his occupation. “You’re a flight attendant staying at the Radisson, aren’t you?” I asked. “Yea. How did you know?” he replied. “Not the first one I’ve talked to at that hotel. You guys love that hotel, and you guys love Grindr. So what exactly are you looking for?” I texted.
He asked me to come to his room. He would leave the door ajar. I would walk in, he would tear off my pants and just begin orally pleasuring me. I wouldn’t have to touch him or do anything to him. He just really wanted to blow someone. I knew better, but I still bit anyway. I figured, “What’s the harm?” Work had no idea how long my appointment would last, and it was a slow day at the office. I decided to take a detour, but I basically had to run to his apartment. Thank God I have long legs to get me there. He was anxious because his checkout was very soon.
He was very worried about STDs and HIV. I assured him I was clean. I also asked if I would be allowed to play with his manhood if I chose to. He enthusiastically said yes.
I arrived at his hotel in time for an afternoon tryst. I hopped in the elevator and made my way to his room. I’d been here before. This wasn’t my first b.j. from a flight attendant at the Radisson. I really needed to stop making that a habit, but at the time, I was excited to get off in the middle of the afternoon. I arrived at his room, and the door was left ajar.
Warning: The following may be too graphic for some. I walked in and said hi. He immediately began lifting my shirt and sucking on my nipples. I lifted my shirt off, and he undid my pants. Just then, he turned to me and asked, “You’re really clean right?” I assured him I was. “You can never been too sure,” he added.
He began pleasuring me. After a few minutes, I made my way to the bed and laid back. I wanted to fully enjoy him. It wasn’t too long before he worked his magic, and I was able to conjure up exciting mental images. I shot in his mouth and all over his face and chest. He spit on my chest and began working on himself. Seconds later, he shot all over my leg. “Let me grab you a towel,” he said immediately. I wasn’t moving. I was quite anxious to get both of “us” off me.
I cleaned up and began to exchange small-talk with him. He was Austrian and was headed home that evening shortly after I would be departing his room. I needed to get back to the office, and he needed to finish getting ready for work. He told me how much he enjoyed himself, and with that, I made my way out the door.
Shamelessly, I had a smile from ear to ear. I was still high from the endorphins. It felt amazing. I was ashamed and proud in the same moment. I still knew I was broken inside and needed to stop having these trysts with strangers, but I was also enjoying my sexual liberation. Somewhere, there had to be a happy medium. It was up to me to find it…
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Another Friday, and I used up yet another carryover vacation day. This one would kick off a staycation lasting over week long. I was beholden to no schedule and no one.
Once again, I woke up horny and turned to my go-to. I fired up Grindr and began to search for someone to satisfy the animal within. When over an hour passed by and had no luck, I turned to my computer. I checked adam4adam.com for any messages. I had a few, but no one seemed to be around for the day. I cast out a net to see what was out there. I began messaging some of the guys who lived in Hoboken and the surrounding area. Some of the guys were online, many were not.
After some time, I got some responses. I exchanged messages with a few guys, but they were all preoccupied or messaging me from work on their phone. This was turning out to be a bust, and I’d already wasted hours doing this. Geez, what was I doing with my life! But, I was still horny. Rather than turn to porn and finish myself off, I continued to search.
Then, out of the blue, a guy, who had messaged me many times before, sent me a message. He was horny and looking for fun. His profile was pretty bare, which is why I’d rejected him so many times before. However, this time I was a bit “desperate.”
I responded to his message and learned he lived close by. We talked about what he was looking for. I learned he was a “hungry bottom.” He was looking for some no-strings-attached action, and I was too. I told him to come by my place.
Half an hour later, he buzzed my apartment. When I answered the door, I was a little shocked. He was much smaller than he looked in the pictures. This is not at all what I was expecting. I don’t mean to sound racist here, only descriptive. He was a tiny little Mexican boy. He told me he was 29, but he looked about 18.
This is where I go wrong. Where I should be able to say, “Sorry. I don’t think I can do this,” I don’t because I feel bad they came all the way to my place. Why is this when the nice side of me decides to show its face?
I tell him to come in and show him to my bedroom. He immediately asks me again, “Are you clean?” I reassure him of my negative and clean status. I was a little relieved by his paranoia – It made for a stronger argument that he himself was clean and afraid of contracting something. At least I knew this guy was safe.
Warning: The following may be too graphic for some. With that, he undid my pants and began orally pleasuring me. He had a mint in his mouth, and this was certainly a new one for me. Everything tingled. I’m still not sure if this was a good thing or a bad thing. I’m also still not sure if he did it on purpose, or if he just happened to be concerned with his fresh breath.
After a short while, he turned around and began to grind his a$$ in my crotch. He asked me to get a condom and lube. He was bent over the foot of my bed while I penetrated him. He thoroughly enjoyed it. He told me to keep going until I finished. “I’m here to serve you,” he added. “I want you to finish inside me.” I wasn’t sure this was a request I could fulfill. I have enough of a problem finishing without the added hindrance of the condom’s desensitizing nature. I alternated between penetration and self stimulation to see if I could manage to finish, but it was no use. Finally, with the right combination, I ripped off the condom and finished all over his back, accidentally hitting him in the back of the head with a shot. He began to spread it around when I told him I would get him a towel. He didn’t seem to mind nor need one, but I insisted on wiping what was left of my DNA off his back. He was going to find it to be an incredibly uncomfortable ride home in the car if I didn’t.
He turned and asked if he could suck on my toes. I’d never had that request live in person before, but I was game. After my toes were thoroughly bathed, while he pleasured himself to no finish, he collected his clothes and got dressed. I saw him to the door, and with that, he was gone.
I felt so disgusting. I didn’t waste one more second before jumping in the shower. Everything I did was safe, but I still felt incredibly dirty. I needed to wash the shame down the drain as well. I found myself asking the question once again, “What the f*ck are you doing!?” I decided then and there I wasn’t going to turn this into a trend over my staycation. I was going to turn things around. This staycation was going to be all about me bettering myself. I was going to eat right, relax, read, tan, go to the gym… No more was I going to call random guys for sex. I needed to move on and stop giving myself excuses.
This was a fine plan. Now I just needed to stick to it!
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Superman Returns
Posted by One Gay at a Time in Gay Dating on May 30, 2012
Sunday, I made plans with my Superman — My Clark Kent. I was very excited and could hardly wait.
I texted him and invited him to come over to Hoboken. We would take the motorcycle out for a ride before the movie. I ran a lot of errands that morning in anticipation of his arrival later in the afternoon. As the day progressed, the weather looked like it would cooperate less and less. The sky was covered with clouds and the wind picked up significantly. It looked like it would rain any minute.
I texted CK and suggested we hold off on the ride, and I just come into the city to see the movie. It would make things less complicated, and it would give him something to look forward to in the future.
He agreed with the new plan. I met him at his apartment with plenty of time to catch the movie. He suggested we hit up the rooftop since I didn’t get to see it the first time I was there. How could I say no to that? When I got to his apartment, we went directly up to the roof. We spent time checking out the sights, cuddling and taking pictures like we’ve been a couple for a year already. I was crushing hard!
We sat and talked, and he suggested we catch a later showing so we could relax and not have to rush to the theater. I wasn’t going to object to anything at this point. I was so happy. I was just going to go with the flow.
We finally made our way to the theater. He insisted on buying my ticket. I protested since there was no reason I couldn’t pay for myself, but he continued to insist. He wanted this to be his treat. I relented, but was sure to pick up the tab for the pretzel bites and soda.
We made our way into the theater and got great seats. Almost immediately, the PDA began between us. It wasn’t gag yourself PDA. We were simply holding hands or caressing each other’s arms. It was my kind of PDA. I was quite enjoying myself!
We held hands while we walked and at times put our arms around each other. I could hear a lot of people making comments, and some even began to shout or hoot and holler at us. A few of the comments were jeers and a few were shouts of support. This was not something I was used to, but it was something I would have to learn to shrug off. I’d walked through the city being affectionate with other guys before, but it never gathered this type of reaction. At one point, CK acknowledged the comments, asking, “Are they still honking at us?” I told him I thought so, and we kept walking. Frankly, I was a little surprised by it all. We were in midtown west — Smack dab between Chelsea and HK, two of the gayest neighborhoods in NYC. I had a feeling a lot of the commenters were out-of-towners, and many of them were young guys.
When we got away from the crowds, he commented how he liked how I was into the hand holding. “Not all guys are into it. I’m glad you like it,” he added. I told him I liked little signs of affection, but I wasn’t into the far more obvious public displays. I told him I’m not much for making out in public.
He also mentioned the idea that had we planned better, I could have brought clothes to wear to work the next day and spent the night, however, he was happy we weren’t taking things for granted. He was happy with the pace of things, even though he wouldn’t have been opposed to sharing his bed with me.
We laid on one of the outdoor couches together and got comfortable while we ate our ice cream. We talked for a while before we ended up making out. Things stepped up to the next level when he undid my belt and began orally pleasuring me with one eye on the door. It was risky but I wasn’t fully exposed. I liked his passion and excitement. I’d finally met my match in terms of a decent, normal guy with a healthy sexual appetite.
After some time, he asked, “You wanna continue this downstairs in my apartment?” I told him I was totally game, and we descended the stairs.
Warning: The following may be too graphic for some. It wasn’t long before we were both naked in his bed. There was significant foreplay before he asked if I wanted to penetrate him. I was completely engulfed in our passionate romp and nodded my head in definitive agreement. “Yes! Like no other!” I added.
Then, I’m not sure how things switched so quickly, but as I was grinding on his backside, and stopped to put on a condom, he turned to me and said, “Can I f*ck you?” A long time ago, I made a rule for myself I would not bottom for a guy unless we were in a relationship. It wasn’t something I really enjoyed, so only special guys would receive the privilege. I had very strong feelings for him. I wanted to share something special with him already. I could hear A’s voice in my head telling me no sex until the third date, but that voice in my head was no comparison to the passion of my other head. After all that thinking, I said, “Yes.”
Like that, he started making out with me, and he had me on my back. While we were making out, I set the open condom down on the bed. He was already putting it on. I thought he was going to top me after I topped him. I didn’t realize I was giving up my position first. I was a little disappointed, but I let it happen anyway.
This time was much easier. He slid in with no problem, and began gyrating. It’d been some time since my prostate was stimulated like that, so part of it was discomfort and part was unexplainable pleasure. I never finish from bottoming, but I always have a full-body experience. I rarely can walk afterwards — Not because I’m so sore but more so because my legs go limp.
He continued until he was close, pulled out, ripped off the condom and shot all over my chest. It was very hot to watch him explode with gratification. He expressed how great everything felt, and we both laid there incapacitated. He told me how awesome he thought it was that I would flip so readily and let him top me. I told him I thought it was the best way for any healthy relationship. Both partners get to experience it all. Even though I didn’t always enjoy bottoming, I found it to be the ideal situation.
We cuddled for hours after that. We even dozed off for a period. When I woke, it was two am. I checked the schedule for the next PATH and made sure I was on it at 2:30. I said goodbye to him with a very passionate kiss, and we talked about when we’d get to see each other next. It was clear I couldn’t get enough of him. Now, the question was, did he feel the same way about me?
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