Posts Tagged couch

Is Something Bothering You?

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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Fast Forward

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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Glued to the Bed

Waking up with one of the sexiest men I’d ever met, Clark Kent, in my arms would make any morning spectacular. On top of that, I had no obligations to fulfill that day. It was Saturday, and I was ready to lounge around. Sure I had plans to go to the gym and grocery store, but that would wait until much later. Right then, there was a gorgeous specimen of a man in my bed, and I wasn’t going to let him go to waste.

I cuddled and snuggled with him. It was finally 11:00am when I was conscious enough to remain awake for more than a few seconds to shift our spooning positions. I don’t think there was a moment we weren’t in contact with each other throughout the night. Even when we were sleeping on opposite sides of the bed, my hand was on his thigh.

Warning: The following may be too graphic for some. When we woke, things started slow and progressed rather quickly. We were both naked before we knew it. Eventually, we found ourselves in a familiar position. I had my face buried in his backside. He always derived great pleasure from this, and I wasn’t shy about delivering. I even pulled out some of the tricks I learned in the Tickle My Tush book once again. Oral penetration eventually led to full penetration. He felt amazing, and I was not in any hurry to stop. Every thrust was better than the last, however, whenever I slowed the pace to both give myself a break and to enjoy the friction, he would protest, “DON’T STOP!” I picked the pace back up again and pushed as deep as I could go. He let out constant moans of pleasure, this time at a decent volume until he needed to stop to catch his breath.

He immediately turned over to face me with a look of exhaustion/excitement in his eyes. “Baby! You feel AMAZING!” he exclaimed. I dove on top of him and began to kiss him passionately. I told him how great he felt as well between zealous kisses. I took his legs and lifted them high and began to penetrate him again. It felt incredible. When I finally stopped, he said, “I love when you take me from behind, but this way… I dunno. You just hit the spot every time!”

We laid intertwined with each other enjoying the moment. We had great sexual chemistry. It had been such a long time since I’d shared that on top of chemistry outside the bedroom. Standard issue seemed to be one or the other as of late. CK was the full package.

After considerable amounts of cuddling, he climbed on top of me while I arched my back and gave him everything he wanted. I knew that morning my roommate’s friend slept over. I’d already heard them up and talking. I was a bit reserved in my morning romp with CK out of slight embarrassment. While I didn’t care if they knew I was having sex, I didn’t want to be overly loud about it. I buried my face in the pillow and let out my grunts and moans through a heavy down filter. When the moment hit, he pulled out and finished on my back.

Most straight women don’t understand this, but when a guy finishes on you, it can be incredibly hot, not something to turn your nose up at. It is a sign that you truly excite them. For me it’s validation, and it’s an incredible aphrodisiac. Many times, seeing a guy shoot is what it takes for me to finish as well. He asked where I kept the towels, but I was incapable of words. Only grunts came out. I tried with all my might to use my arm to reach down to my nightstand drawer, but no matter how much I concentrated, I could not move. I finally gave in and just lay there accepting defeat. “I’m glued to the bed,” I told him. “You will be glued if you roll over onto your back,” he added through a laugh. My body was in full orgasm. After about ten minutes, I regained composure and handed him a towel to wipe my back.

We rotated and lay in each other’s embrace. I was enjoying everything about him. He was witty. He was fun and adventurous. He was smart. He was incredibly sexy. Most of all he was passionate and caring. He was exactly what I needed – Exactly what I was looking for. We enjoyed the embrace for some time before he finally began orally pleasuring me – One of his favorite activities.

This time it felt amazing. I closed my eyes and concentrated on how good it felt. I imagined penetrating him and his mouth being his insides. It felt amazing. I thought about how good it would feel to explode inside of him, and that’s when it finally happened. I gave out a warning, and began to explode like a fountain. CK was greatly excited by this and took advantage. “Wow! You really weren’t kidding. Hidden talent indeed,” he added. I simply smiled and began giggling from his gentle touch tickling me.

I was so incredibly relieved. I’d finally finished with him. I didn’t want him to take it personally or worse, think I was broken. I told him early on of my issue, but he seemed to be quite understanding of it. That doesn’t mean he didn’t bring it up periodically, further stressing me on the issue, but regardless, I finished and made him happy.

We made our way to the shower, where the fun only continued. We quickly found ourselves back in bed together sans clothing or towels. We just lay intertwined for almost an hour. We’d already spent the entire morning and part of the afternoon together in bed. He was answering texts on his phone periodically and showed me a text from his mother. It mentioned being at [One Gay At A Time’s] and her reply was: “Hoboken sounds nice. Why don’t you look for a place there?” However, he told me he couldn’t afford any studios in Hoboken. I was touched he’d mentioned me to his mother and was excited he actually entertained the idea of living in Hoboken.

When my empty stomach couldn’t take it anymore, I suggested I make us breakfast. I told him to stay in bed while I whipped something up. I took some of my world-class pork and apple sausages out of the freezer, scrambled some eggs with cheddar cheese, and buttered some toast. I returned to the room to get his coffee flavor or choice and let him know breakfast was ready. He emerged shortly thereafter and joined me for breakfast. “If you’re trying to win me over, you’re going about it all the right way!” he said after shoveling some of the sausage into his mouth. This was the second time I’d heard him say this.

After we finished eating we made our way to the couch. We were both shirtless the entire morning and afternoon. My roommates and their friends came and went and we paid them no attention. We watched TV and movies all afternoon. When it was getting to be about 4:00, he admitted defeat and suggested he just stay. He wasn’t going to make any progress finding an apartment at that point, and he much rather stay with me anyway. With that, we both smoked a little and enjoyed each other’s company in front of the TV.

We ordered Mediterranean for dinner, opened a special bottle of Malbec I’d been saving for the right guy and had more of the pineapple upside down cake for dessert. We watched Bridesmaids and other movies the rest of the night. We stayed on the couch all day until we both passed out. When he finally woke me, it was 1:30am, and we made our way to bed. I was exhausted, and I’d done absolutely nothing all day long. It was some of the best absolutely nothing I’ve ever done. Every last second of it.

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When It Rains, It Pours

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…

Life was good. I finally met a man who seemed to be too good to be true. We’d already been on three unforgettable dates, and things were only getting better.

Saturday morning, I said goodbye to Clark Kent when I dropped him off in the city. I wanted to spend every waking minute with him, but things were still fresh and young for us. It’d only been a week. I needed to stop my habit of diving in head first, or I could be in for a world of hurt. Saturday night, I made plans with friends to go out. One of the guys I swam with in college asked me to come by to pregame and then go to the bar with him and some other friends. It’d been months since a request like that came in, so I was ready and raring to go. By the time I got ready to go out after running all my errands, they moved things to the bar. I met the group at Black Bear in Hoboken. These friends are serious triathletes, so they never go out, and when they do, they go to bed early. I also encouraged my other friend P to join us.

When I got to the bar, I sent CK a text to see what he was up to. He responded by telling me to come into the city and spend the night with him. Had he texted me a half hour earlier, I probably would have never entered the bar and would have gone straight into the city. I stepped outside to call him and explain. I really wanted to go see him since I couldn’t get enough of him, but P had just arrived. I didn’t want to ditch her. He fully understood. A small part of me wanted to ensure he wouldn’t get tired of me, so I thought some time apart would do us good.

I went back to the bar and had a good time with my friends. In true fashion, a half hour later, all but P made their way home to go to bed. It wasn’t even midnight yet. I told her all about CK and how amazing he was. I also told her about how I’d ended things with all the other guys. She kept asking things like, “Well, what about [X]? I thought you had a good date?” I explained to her that none of these guys were like my Superman. They didn’t measure up at all. She was impressed with my conviction and wished me luck, but she warned me not to get too far ahead of myself. P and I decided to go to another bar we enjoyed far more, Cooper’s Union, where we sit and chat while our favorite Hoboken bartender serves us.

Just as we were about to leave the bar, it started pouring. We agreed to call it a night instead. She hopped in a cab, and I made my way down the street home. I didn’t get far before I decided to run. I ripped off my soaking wet shirt and ran on my Cole Haans the dozen blocks home. When I got home, I texted CK to tell him about my “TV commercial-like sprint in the rain home.” (The Nike technology in Cole Haans really is amazing btw!). He responded back telling me how much he wished he’d seen me. He told me he was turned on by the mental picture. I achieved my goal. I knew exactly what I was doing when I sent that text to him. I wanted him to want me.

Sunday, I talked to CK, and we made plans for me to spend the night in the city. It made sense since he was so close to my office. I could bring clothes for work the next day and head straight there in the morning.

As the day progressed, the weather deteriorated. It was pouring. I made my way to his place around dinnertime soaked to the bone. I had my giant umbrella with me, but water-soaked my pants from the ground up. He stripped me of most of my clothes when I arrived, and we began fooling around immediately. This, of course, led to sex and some hot, sweaty fun.

I was happy to be spending a rainy night in with him. We had no plans and no obligations. We were simply going to cuddle in his apartment and watch something on his iPad. He offered to make me dinner, and I accepted. He told me his cooking abilities were limited, but he would whip up his specialty for me. I heard a lot going on in the kitchen while I sat in his living room. He wouldn’t let me help. He wanted to surprise me. When I came into the kitchen to give him a hug and kiss, I got my kiss but was ordered back to the couch.

Moments later, he brought me a plate full of salad with chunks of chicken and a tasty dressing. It was very good, and I enjoyed it thoroughly. That night, I would also learn of CK’s sweet tooth. We weren’t even done our salads before he was talking about dessert. He didn’t have anything in the apartment, but there was a bodega on the block. We would venture out into the rain to satisfy a craving for sweets. He offered for me to stay in the apartment and stay dry, but I insisted on coming with him.

We picked up Oreos, ice cream and some cheddar bread sticks and made our way back out into the rain. I was tempted the whole walk back to ask him to hold the umbrella while I ripped my shirt off and ran back to his apartment in the rain. The only thing that stopped me was that I’d have to stand in front of his doorman with no shirt on until he caught up, and I thought it might embarrass him. I chickened out! I was so disappointed in myself. I wanted to show him I didn’t take myself too seriously.

When we got back to his apartment, we dove into the ice cream and Oreos. He made each of us a bowl, and we cracked open the bread sticks. We sat in bed, and when we finished, we cuddled in front of his iPad watching Smash. Shortly thereafter, I dozed off in his arms. It was a perfect rainy night, and I truly looked forward to many others with him while I dreamed the night away.

The next morning, we fooled around before getting ready. While I showered, he made me a bowl of yogurt, fresh berries, honey and granola. It was delicious. He was really taking care of me.

Every moment made me fall for him more and more. We walked to my office together before he hopped on the subway, and I made my way inside. I was head over heels, and things were just starting. The possibilities were endless, and I planned to explore them all…

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A Child’s Plaything

A Thursday finally arrived where I didn’t have volleyball. I thought I would capitalize on this opportunity and do something with my night.

Southern Drawl was visiting home in the South, and I was in the process of dissolving things between he and I. Slowly but surely, I would draw back communications until it was over. I had a great date night with the Jersey City athlete the night before, and only time would tell where that was headed.

That left Middle Eastern. Things between he and I had become purely physical. I liked him, but I was not interested in a relationship with him. He was still in college and apparently entertaining other offers. We had chatted about us over text. He said, “I was just keeping my distance because I am getting too attached to you. And I don’t know what’s happening between us. It sucks because I miss you. Have you slept with someone else in the past week?” I said no. I lied because in truth I had slept with S.D., however, we didn’t have sex. “So what’s happening between us. I get nervous when I think about it. I have an amazing time every time I see you. I don’t want to get stuck in the just friends phase,” he stated.

I had been waiting for this question for some time. I told him, “To be honest, I don’t know. I’ve taken things too fast in the past, and I’m trying to get away from that.” I was being honest now. I didn’t know what we were. We were both on the same page that we enjoyed each other’s company, and we were having fun together in bed. He would send me scandalous picture messages of himself and tell me how much he wanted to see me. I’d put him on the back-burner for a little bit since he grew quite attached. We also went through the Grindr thing, so I wanted things to cool down. He added, “I honestly still don’t know how you feel about me. I’m not asking you to be in a relationship or anything. I know you’ve told me where you stand.” I reassured him, “Just taking it one day at a time and enjoying it along the way. I like you, and if I didn’t, I’d have moved on a long time ago.  He responded, “I’m enjoying this too. I don’t know. Like it’s a little hard because I wanna have fun, but in my mind, I have fun and emotions kind of together. So, it’s hard for me to say I’m not emotionally attached to you in any way. So I just get a little scared because I thought you’re going to move on when you get bored with me.”

I explained further, “I never said I wasn’t emotionally attached to you. I don’t know what this is, but I can assure you it’s more than just sex!” He apologized for being a head-case, and we began to discuss our plans for the evening.

That being said, I did want to be with him. He was great in bed, and it had been some time since I last had sex. I texted him to see what he was up to. “Busy tonight?” I texted. He was still in class, but he had plans to come to Hoboken later that evening. I told him, “So I take it you met someone else…” He adamantly denied meeting someone else and told me he would possibly be able to swing by after class. “Maybe I can sneak out. I really want to see you,”he added. We continued to talk over text trying to make plans to see each other. I didn’t really fit into his plans that evening, but he was making an effort. He got me horny, and I sent him some of my sexier pictures. He responded, “No, no. Don’t do this to me! I’m in class, and I’m wearing tight pants!” I laughed at the thought and continued to send more pictures.

Eventually, he had to bail on coming to see me before going out with his friends in Hoboken. I had been sitting on the couch waiting for him and was quite disappointed. “I hate disappointing you,” he shot back. I simply sent him another sexy picture. He told me he would sneak away from his friends and come see me at some point. When 9:30 rolled around, I sent him a text telling him to have a fun night. Around 11:00, I texted him again. “Wish I didn’t get my hopes up, ” I added for dramatic effect. He apologized, but I was already quite disappointed and ready to move on from him.

He texted the following day to let me know he was using my picture to pleasure himself. I didn’t respond. He told me he would swing by the previous night, and he didn’t deliver. I sat at home alone on the couch in hopes he’d come, and he never did. I was angry with myself for getting so caught up in him. I decided I needed to move on from him. My roster was now cut down to one single possibility.

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House Call with the Good Doctor

In a strike of luck, in terms of my desire to turn my dating/sex life around, the timing of a family trip could not have been better planned. My parents, my sister and I were heading to Virginia to visit my aunt, uncle and cousins. The purpose of the trip was to see the cherry blossoms in Washington DC.

It was a fun trip. I got to see my cousins’ girlfriends and their children, many of which for the first time. Even though the cherry blossoms had already fallen due to an early bloom, it was still nice to get away and relax.

While driving back to New Jersey with my sister, I began attempting to line up dates with all the guys I’d been talking to before I left. As far as going on dates, the trip came at a bad time because it put a roadblock in the momentum. I kept up with the texts from the southern boy I’d gone on one date with so far. We were trying to line up a second date, as well as a few first dates with some other men I’d chatted with.

I got back to town on a Monday afternoon and tried to dive right into the dating. One of the guys I’d been chatting with was a doctor I met on Grindr. We exchanged pictures. He was very good-looking, very well-spoken and very charming. His response to my picture was, “Matthew McConaughey party of one?!” I was incredibly flattered, and suggested he consult with an optometrist friend. Although he had some promise, I wasn’t all that excited to meet him. I was going in with an open mind, but the fact that he was a doctor was somewhat of a turnoff. He would have no time for me, and I have come to realize I need someone who will be around and spend time with me.

We texted back and forth to nail down plans. As the workday was ending, I asked him what he wanted to do. He responded, telling me, “I honestly feel like I need a quiet night in. A bit drained here but would definitely like to have you over for drinks and conversation if you are up for that?” It was a bit unconventional, but I told him I was game. He gave me his address, and we set a time at 9:00pm.

I made my way into the city, bottle of red wine in hand, and walked to his apartment. I called Boston, and he shocked me by picking up. I wanted to hear how his birthday went and catch up. He further shocked me with a story involving an on-duty officer and himself that made me so proud. It was nice to hear Boston letting loose.

As I walked up to his apartment, I hung up with Boston. He lived in a very nice building. He answered the door, and we exchanged hugs. He had a gorgeous place. I came in and made myself comfortable on the couch while he opened the bottle. I felt quite overdressed when I noticed him in sweatpants and a t-shirt. I was jealous. I removed my shoes and sat Indian-style on the couch.

He was far more attractive than his pictures. His tight t-shirt showed off his chiseled body, and his face and smile looked very similar to Taye Diggs. I was slightly mesmerized.

It wasn’t long after we began talking that he let his guard down. The flamboyance came bubbling up, and it was really turning me off. I immediately lost my attraction for him. I could see us being friends, but I could never date someone like that.

We sat on opposite ends the couch talking the whole time. I learned about his job and what he does in his free time (which wasn’t much since he didn’t have much of it). He told me his specialty, and that dominated a majority of the conversation from then on out. Ironically, his specialty was relevant to me, and we got on the topic of safe sex and HIV for over and hour. It was incredibly educational on two levels. I learned a few things about HIV transmission and the disease itself, and I learned how little I know about the stuff I was so cavalier about days prior. I thoroughly enjoyed our talk, but I wasn’t attracted to him as a potential man to date. I would, however, love to keep him around as a friend.

It was late, and I needed to go home. He needed to go to bed. He walked me to the door, and I said goodbye with a kiss. He pulled back and made a comment on how he wished he’d only done that sooner. He really liked it and came back in for more. He was a good kisser too. I walked to the PATH and then walked home, and it took me a while to get there.

The next morning I noticed a text from the doc. “Off to sleep here, but just wanted to say thanks for an awesome date! I really had a great time meeting you.” I apologized for my lack of response and told him I was at the allergist to getting poked with various things to find my allergies. We exchanged small talk on the subject, and the conversation fizzled out. That was the last I’ve heard from the good doctor…

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Connecting the Dots

Just because I said I wasn’t going to hit up Grindr constantly in search of sex from strangers didn’t mean I couldn’t satisfy myself with guys I’d already been with. This way they wouldn’t be strangers.

The last time I visited the bar manager in Hoboken, I had a great time. He had an amazing body, and we both really enjoyed each other. Wednesday, when I woke, he happened to be around. There had been a few days I suggested we get together, but he was always heading out-of-town for something. This time, he was available. There was a small snafu. He was sick. He had a sinus infection, so he was worried he’d get me sick. I told him it would be alright. We would simply avoid kissing each other. He told me to come up to his place, and he’d break out the glory hole again.

This visit was pretty much the same drill as my last visit to his apartment. He left the door unlocked. I was to walk in, undress, and saunter up to the hole in the sheet hung in the bathroom doorway. He was waiting for me on the other side. I hopped on my motorcycle and made my way to his place. I did as I was told.

Warning: The following may be too graphic for some. I removed my shorts and inserted myself into the opening. Immediately, he grabbed hold and began to orally pleasure me. It felt amazing. I wasn’t fully into the glory-hole thing, but it was making it a little more exciting. It wasn’t long before I pulled the curtain back once again. We started kissing each other all over each other’s bodies and swapping back to him on his knees. He was wearing his hat, which I’d already knocked on the floor so I could grab hold of his long flowing hair and his boots. It was an incredibly sexy look for him, and he knew it. I couldn’t keep my hands off his body.

He turned around and began grinding his backside against my crotch. I was incredibly turned on and excited. It felt so great to simply have his back pressed against my chest with one hand pulling across his chest so keep him close and the other pleasuring his impressive manhood. We continued this action until he was so excited he finished all over the bathroom floor. Everything felt amazing, and I was very close to finishing myself. However, this didn’t happen.

Once again, we moved things to the couch. He was all over me and everything felt incredible. I wanted to finish for him so badly. He was awaiting it with great anticipation ever since I first fooled around with him. We played for quite some time, and I kept losing my erection and gaining it again when I would pleasure his endowment. Throughout the whole visit, we were incredibly tempted to kiss, and came close many times, but at the last second withdrew again.

When a large period of time passed, he threw in the towel. He had to get on with his day. He was disappointed, and I was too. Not only disappointed, but also embarrassed. I wanted so much to please him. I wanted to give him exactly what he was looking for, but I came up short.

He walked into the bathroom and threw on a pair of sweatpants. As he walked, I could see his manhood swinging back-and-forth. It was such a turn-on. This is one thing that will always get my engines revving! He loved walking around with his package easily visible as well. It was something he was proud of, making it all the more sexy. I walked up to him and grabbed hold of it. I wish this was something I could do on the street. It would be so hot!

As I got dressed, I made a point to look around a bit. When I last left his place, I suspected he lived with his partner. I indeed confirmed my suspicion when I noticed there was only one bedroom. I also tried to casually scope out the pictures on the wall. The apartment was not decorated like two random roommates living together. It was definitely the residence of a loving couple. I felt a pang of guilt. This guy seemed like a good guy. I was disappointed in him for cheating on his lover. I didn’t know the dynamic between the two, but I never liked seeing infidelity. I wasn’t passing judgment, but I was putting myself in his mate’s shoes. I was a partnered man’s affair. Now I knew why we never had full penetration.

I said goodbye and made my way home. This would be the last time I would see him. I wouldn’t be the last time I chatted with him. He happened to sign on to Grindr about a week later. I was checking to see if I received any new messages and messaged him just to say hi. He was in Miami. I asked him if his man came with him, and he told me he was at home. Without knowing it, he slipped up and confirmed to me he had a man in his life. I pointed out to him how I caught him in a slip-up. When he originally mentioned the guy, he told me it was his roommate. He acknowledged his lie, and I told him we were cool. I had no hard feelings. It was his life, not mine. I then realized he was probably on Grindr down in Miami looking for a new piece of tail. I told him to enjoy himself, and with that, I said goodbye to him for probably the last time.

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Spring Fling

SPRING! The first day of Spring finally arrived. We didn’t have a very rough winter, but I was certainly ready for spring. I had no work obligation, so I rang in the new season from the comfort of my bed watching TV.

About 1:00 am, I got a booty call. There was a guy I had been in touch with for over a year and never met. He was a very sexy Hispanic man who it seems swam in the same circle as me. This wasn’t just any random booty call, however. He was over at a friend’s place, and they were looking to have some fun.

They didn’t want to have a threesome in the sense I’d recently been in. They were more looking to watch porn and jerk together with some light fun. Things got particularly uncomfortable when he asked if I party. I am NOT into drugs mixed with sex. It’s not my thing. I was pretty clear about this. I don’t feel comfortable around it at all. I told them if partying was in, I was out. They were fine with that. They didn’t think I was coming, but in the end I agreed to come by.

I quietly snuck out of my apartment and hopped on the motorcycle. I made my way in the chill of the night over to Jersey City where his friend lived. When I got there, I couldn’t figure out where to enter the building. I finally found it when the Hispanic guy came down to meet me. I finally got to meet him in person. He was hot and was an impressive presence. He was well-built and very tall. I shook his hand and rode the elevator up with him.

When we entered the apartment, I was greeted by a gorgeous dog. It was the Hispanic guy’s dog, and he put him in the bedroom so he wouldn’t be a bother. It was a gorgeous apartment. The owner was sprawled on the couch in front of the porn playing on the big screen TV. I was introduced and removed my jacket. I was encouraged to make myself comfortable. All three of us began to strip. I wasn’t attracted to the owner of the apartment at all. He wasn’t attractive, and he had a very distant look in his eyes. He kinda creeped me out. I had my suspicions he had already partied. He had a beer in his hand, but I had a feeling that wasn’t the culprit.

Warning: The following may be too graphic for some. The three of us laid on the couch watching porn together exciting ourselves. Then the kissing began. I started kissing the hot one while the ugly one started kissing all over my body and began orally pleasuring me. He was constantly going deeper to the point of making himself violently gag. I was petrified he was going to vomit in my lap. I tried to concentrate on the hot one. He was very normal and enjoying himself.

The ugly guy was almost like a dog on me. He kept climbing on me, and I really wanted him to go away. The Hispanic guy kept making comments about him and to him. He, however, wasn’t speaking at all, only grunting. “She’s a big old bottom,” the Hispanic said. I fully understood that by him nudging his hairy a$$ toward me constantly, but I was not interested. He wanted me to penetrate him, but I was not going anywhere near that, even with a condom on. I was cordial to him, but I never purposely engaged him in any way. He kept getting in the way of me enjoying time with the hot one, whimpering by my face waiting to suck on my mouth.

A few times I contemplated leaving. I never did anything I wasn’t comfortable with, but I wasn’t really enjoying myself. Periodically, the porn would freeze to buffer, and the “dog” would have to fix it. It was a nice reprieve from him being all over me.

After some time, the hot one decided it was time for him to head home. He needed to get the real dog back and settle in for the night. If he wasn’t staying, neither was I. I stood and told them I was heading out as well. I started to get dressed. The ugly dog on the couch was confused by all this and still in a haze. The Hispanic guy asked if the other guy could give him a ride home. After some confusion, he agreed. I was very happy I wasn’t in that car. I wasn’t sure he’d be ok to drive. I waited for the other two to finish getting ready and dressed to head out.

The Hispanic with the dog told us he needed to go downstairs to let the dog relieve itself. I wasn’t thrilled with the idea of being left in the apartment with just him. I stood by the door, and the other guy got ready quickly. We ended up all riding down in the elevator together. When we got downstairs, we all said goodbye. I hopped back on the motorcycle, sped home and hopped in the shower.

When I got back to my apartment, I got a text from the Hispanic guy. “Sorry. I think my friend was into you. I felt kinda out-of-place. LOL.” I responded back after I got out of the shower, “Hey dude. Great body. Seem fun. No offense, but your friend isn’t really my speed. Sorry. Not sure if you had fun with me, but feel free to hit me up sometime.” That’s when I got the full story between the two of them: “Him and I hooked up when we first met and no more after that. Sorry if I came off rude. I had fun with you. Definitely. But, he was trying to have you for himself. I got the hint. He’s my bud, so I was trying not to f*ck it up. I wasn’t sure if you were into him or not. You were kissing each other. Plus I had my pup with me.” I explained to him the confusion: “I was more just letting him play. Didn’t want anyone to feel left out. LOL. I was trying to get more of you ;)” He told me, “I would chill again whenever.” I quickly responded, “Cool dude. You have my number. Anytime. Trying to go on a Grindr diet… Obviously failed tonight.” He finally added, “It’s cool. Had fun. Finish some other time. ;)” With that, I hopped into bed.

I finished myself off and passed out. I didn’t set an alarm since I had nothing to wake up for early in the morning. This post should have been titled I have no willpower. Hopefully the next day I would be able to stick to my new diet.

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Chelsea Lately

Since we saw each other over the weekend, I had tentative plans to see Chelsea again on Monday after work.

I texted him during the day to figure out somewhat of a game plan. When I finished work, I walked to his apartment in Chelsea. He buzzed me in, and greeted me at his apartment door with a kiss. I got caught up on his day a lil’ while we sprawled on the couch a bit. He was in a good mood and was very talkative. After we lounged a bit, we started talking about what we wanted to do for the evening. Between the two of us, we couldn’t really come up with a game plan other than to find drinks and food somewhere.

He finally suggested Sushi Samba. I had never been, but I had their food before. It was amazing. I knew it was a little pricey, but I wasn’t really under a budget these days. As long as he was cool with it, I was game. We walked through the West Village, my favorite neighborhood in the city. We talked as we walked and had great conversation.

We sat at a table on the upper terrace of Sushi Samba since it was an unseasonably nice day, so we decided to order summery, fruity drinks. I ordered a melon drink and he ordered something with passion fruit. Both drinks were excellent, but ironically we enjoyed the other’s drink far more. For the next round we ordered the same, but swapped. We also decided to order a few small appetizers. Everything was great, and I was having a really nice time with Chelsea. We were both relaxed and enjoying the night. It just felt easy. Nothing was forced. I was liking him more and more. He was masculine enough. He was tall, good-looking, a sweetheart… There was little I could find to complain about.

On top of all this, he insisted on picking up the tab when it arrived. No matter how much I protested, he wouldn’t let me split the bill. Finally, I gave up. I was a bit shocked as well, because the tab came to $130 for drinks and apps. We hadn’t even gone to dinner yet — That was next.

One of his friends worked at a Brazilian restaurant nearby, Berimbau, and after trying to get ahold of him, he finally got the address. We made our way three blocks to the restaurant and were seated at a cute, romantic table for two. We decided what to order and both enjoyed our meals. The conversation continued to flow while we ate and even a little under the table leg stroking occurred. I was happy. This guy was turning out to be quite a catch.

While I was rubbing his knee, we started talking about PDA, and I came to learn he wasn’t very big on it. I find myself being a bit shy with PDA as well, but if the right guy gets me out of my shell, I go with it. I’m still building up that comfort level. He, however, did tell me he certainly had no problem with the leg rubbing. He was rather enjoying that, and so was I.

We shared dessert, and I insisted on paying the tab. He didn’t put up a fight.

We walked back to his place. It was a really nice night, and we enjoyed ourselves. Everything felt easy and casual. I liked that a lot. Things were going well, but for some reason, something was still holding me back.

I was pretty tired by the time we arrived back at his place. We hopped into bed and fooled around for a bit. I still had no idea if he was a top or bottom. I wasn’t looking for sex, but I was curious if I could find out the answer. I began to slowly inch my finger toward his bottom until I was “knocking at the door,” but he rather quickly jerked my hand away and stated, “I’m going to have to mentally prepare before that’s going to happen.” I laughed, and we both shrugged it off. That told me he didn’t normally bottom, but he wouldn’t be opposed to it after we got a little more comfortable. After another bit of time, we snuggled up and dozed off.

Once again, we both slept poorly. I was up every five minutes throughout the night. I woke up exhausted. To make matters worse, it was incredibly gloomy and rainy, and he didn’t have to go to work. I did. He sprawled out on the couch in his briefs. He certainly didn’t have a problem stripping down in front of me anymore. He sat there visually teasing me while I got dressed. I came over and joined him on the couch for the little time I had left before I needed to make my way to work. I needed to get a little before I left. The teasing was a little too much for me. I stood, gave him a kiss, gave his package a gentle little squeeze and made my way across town.

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