Posts Tagged make out
Seems Fishy
Posted by One Gay at a Time in Gay Dating on June 4, 2012
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.
Follow @onegayatatimeFrom Metropolis to Hoboken
Posted by One Gay at a Time in Gay Dating on June 1, 2012
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…
Southern Drawl
Posted by One Gay at a Time in Gay Dating on May 11, 2012
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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Posted by One Gay at a Time in Gay Dating on February 17, 2012
Saturday finally arrived. Smiles so graciously found time in his busy schedule to meet with me to discuss “us.” I wasn’t in a combative mood, but I was resolved in the notion that I wouldn’t be a doormat for him anymore. I had a lot of things I wanted to say to him, but I didn’t rehearse them in my head. I wanted my emotions to speak for me.
I knew how I felt, and I knew how he let me down. I was so disappointed in him for simply trying to back away from our three-month relationship instead of just speaking to me like a man. I was embarrassed for him.
We decided to meet at Doma Coffee Shop. Ironically, it’s pretty much where our relationship started (after a failed date at Employees Only). I had a few places to go in the city that day, so I took the motorcycle in. It was a nice enough day I could get away with it with a few layers.
After I parked my bike and walked toward the shop, I noticed Smiles was just arriving. We shared an awkward hello. I think he may have been going in for a kiss, but I gently turned and just gave him a hug. I had no interest in giving him any more of my affections. I’d already given him enough.
We went inside, and he ordered his coffee and began to pay. I wasn’t expecting him to buy my coffee, but it was interesting he didn’t even offer. He found a table for us to sit at while I ordered my coffee.
I joined him at the table, and we awkwardly chatted about work for a bit. Surprise, surprise — Our conversation revolved around his job once again. I was trying not to enter this meeting bitter or with a superior attitude. After all, it was a week earlier I was kissing another man in front of him. I wasn’t above him in any respect.
He talked about his business partner who was in the news at the time. Because I stay well-informed, I knew a lot of the story about the man’s current situation that Smiles did not. So when he was complaining about the man not getting back to him, I informed him of the news of the day and his new partner’s involvement in it. He was shocked to learn some of the details I knew. We were about to break up, and I was still keeping Smiles up-to-date on the goings on in the world at the time.
When that conversation got stale, Smiles kicked off the “us” conversation. He led with his thinking on the “situation.” He told me he recognized he wasn’t putting as much of himself into the relationship as he could have and how that wasn’t fair to me. He pointed out his priority of focusing on his career currently, and his schedule didn’t allow for a relationship. He acknowledged the possibility of his being partly responsible for my actions on New Year’s Eve. Over more conversation, I realized he thought I might have been acting out or doing it on a subconscious level.
I reiterated for him how little of the end of the night I remembered. I was on the verge of tears as I explained this to him. I told him I never would have done it had I been sober. I told him I didn’t initiate the kissing, but I also didn’t stop it immediately. I told him that I would like to think I stopped it relatively quickly, but I have no idea because I don’t remember a single moment of it. I think Smiles wanted to know the motivation for the make-out session. He half asked a question and then stopped when he again realized I didn’t recall any of the end of that night. I apologized emphatically and acknowledged how horrible what I did was. I choked up as I told him it was one of the worst things I’d ever done in my life. I could see that it did in fact bother him. The morning after, he told me he was okay with it, but now, I knew he wasn’t.
Sadly, it made me feel a little better knowing it upset him. It showed that maybe he, on some level, actually did care about me, even if just a little bit. At least I knew he felt something toward me.
I transitioned into more conversation of how we would move forward. I told him I was pretty much on the same page as him as far as ending our relationship. I told him I wasn’t getting enough of what I was looking for from him, and it was a direct result of his priorities.
I told him how hurt I was that he would just drop me after three months. I really stressed that point. I told him I felt so disrespected that he would just stop texting and calling like a switch, as if I wouldn’t notice or I would be okay with it. It really did hurt, because in my mind it nullified our relationship. It showed he didn’t respect it enough to give it the attention it needed, even if it was coming to a close. He told me it was because he needed time to think about what he really wanted and how he wanted to proceed. I told him he didn’t need to cut me off while he thought about it, and he acknowledged his fault.
In the end, we were fine. The whole conversation lasted roughly a half hour. He was on task and had things to do, so when the conversation was winding down, he stood and said, “Shall we go?”
We walked outside and began to part ways. I turned back and said goodbye. I also told him to call me to grab dinner sometime. Just because we weren’t dating didn’t mean we couldn’t be friends. He responded, “Sure thing sir.” I thought that was an odd response, but I’ll take it.
It was an amicable breakup. I’m not sure if I got the closure I needed. I still felt like he used me and doubted if he ever really cared for me. I never got an answer if my suspicions were true. I wondered if he’d been with other men while dating me. I wondered if he met someone else. All questions I would never get answers to. I think that is the hardest part about a breakup — The blow to the ego. We take fault and feel there is a flaw in ourselves, even if that’s not the case at all.
I would recover from this breakup relatively quickly, but I certainly would walk away with a few new scars and a few pieces of luggage to my baggage pile. I would try not to let it affect me too greatly, but then again, you can only control your emotions so much.
Hopefully, as one door was closing, another would soon be opening…
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Posted by One Gay at a Time in Gay Dating on February 8, 2012
New Year’s Day, Smiles woke me in the morning. I was in a complete fog. I immediately began wracking my brain to remember how the night ended. I knew we had sex, and once again, I could only remember a tiny flash of the intimate moment we shared the night before but no more than a flash. I could remember being p*ssed at Smiles on the walk home for walking five paces in front of me. And, I could remember smoking on the balcony.
I had now realized I completely wiped my phone, so anyone who texted the night before would certainly not be receiving a response from me.
Smiles was up and about walking around the apartment. I searched the room for my briefs, but couldn’t locate them. He came in the room and retrieved them for me from deep within the sheets. I had a massive headache, so he gave me some pain killers and water. It was sweet of him to take care of me in my still inebriated/hungover state. I asked Smiles about leaving the party, and he recounted the details for me. It was clear he wasn’t thrilled about it, but he also wasn’t holding it against me. The he uttered, “And I haven’t even gotten to the fun part yet!” he added.
He was going to leave it at that. I told him he couldn’t do that to me. He had to tell me what else I did. He asked if I really wanted to know, and I insisted. This is the “fun” part:
Apparently, the advances made by the guy on the balcony didn’t end there. Clearly he was persistent, and clearly I was vulnerable and well intoxicated. Smiles recounted a scene for me that drained all the blood from my face. “[The guy who sang my praises to Smiles] came up to me and asked me if you were okay. When I told him you were fine, he replied, ‘Are you sure? Because he’s making out with someone else on the couch.” I nearly passed out. I couldn’t believe it. Was I really capable of that? Could I really do that to another person after witnessing N do that to me? Was I that heartless?
I racked my brain trying to remember any bit of a make-out session on the couch. A vague image came to mind of this man kissing all over my neck. I remember asking him to stop, but also couldn’t remember putting up a strong fight. I’m not sure if my mind was making this up or if it was reality. Either way, my actions were deplorable.
I froze. I didn’t know what to do. I didn’t know what to say. I couldn’t believe he was still speaking to me. I couldn’t believe he still had sex with me that night after that. I was mortified. What was going on? My head was spinning!
“What did you do? Did you come over and stop it?” I asked. He shook his head no.
“[Smiles], I don’t know how to apologize for that. I can’t believe I did that! I can’t believe your still speaking to me right now. I can’t believe you didn’t leave me there. I don’t have words for how sorry I am. I don’t remember any of that. At all!” I plead.
“It’s okay. You were drunk. It was New Year’s Eve. Don’t worry about it,” he said.
Don’t worry about it!? I made out with another guy in front of you, and you tell me don’t worry about it?! Should I be happy you’re not that upset about it, or should I be even more hurt that you’re not phased by it. “I still don’t know what to say. I can’t believe I did that,” I added. He just looked back at me with a face that said, “Yeah. You did that.” I wanted to slither away into darkness and forget the world.
We continued to get ready for brunch and walked out the door. As we walked, all I could think about was how disrespectful I was to the man I’d grown so fondly of. Sure we had our moments where I questioned our relationship, but what I did was unforgivable. I would not have been able to forgive myself for what I did. When N did it to me, it signaled the end of our relationship.
I did this in front of his friends — Many of which I told I was dating Smiles. I made myself look like a complete whore, and I made Smiles look like a fool. The man who was singing my praises was the man who witnessed my greatest downfall. This was one of the worst things I’ve ever done in my life, and there was no making up for it and no undoing it.
I continued to tell Smiles how bad I felt about the whole thing. He was trying to make conversation and ignore the subject, but it was all my mind could fixate on. “It’s fine. Stop worrying about it,” he kept saying. We ate breakfast and talked about a few things I can’t recall because my mind was completely elsewhere. I was crushed. I almost had to leave the restaurant, Extra Virgin — His favorite restaurant, so I could go outside and cry.
It was a gorgeous day, and Smiles told me he wanted to go for a bike ride. He asked what I had planned for the day. I couldn’t think. I had no plans. I was hoping to spend the day with Smiles, but clearly that wasn’t an option. I decided I was going to try to meet Boston before he left the city, even if it was at the bus stop. I had to tell him what I did. I knew he wouldn’t look favorably on me, but I also knew he wouldn’t judge me. I left Smiles with a kiss as he walked south, and I turned and walked north. I decided to walk off my disgrace.
As I pounded the pavement from 11th street to 43rd, I tried reaching Boston. He wasn’t answering the nearly twenty-five calls I made to him. I needed him. I needed someone to talk to. I decided to hit up my roommate and see what she was doing. Maybe we could curl up on the couch and watch a movie to help make the day pass by. I talked to her for a bit, but she had plans. I couldn’t bring myself to tell here what I did. I was too ashamed. I would tell her later.
I decided to call Smiles during my walk. I wanted to make sure he knew how broken up I was about it if we were to survive this. I reiterated how bad I felt and how wrong I was as I tried to choke back tears and a vocal quiver. “Listen. It’s okay. It’s in the past. It was New Year’s Eve. You were drunk. That was 2011. This is 2012. Don’t worry about it. It’s alright,” he assured me. I think he realized how upset this made me, and that was all I could do. My fate was in his hands…
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Posted by One Gay at a Time in Gay Dating on January 19, 2012
When I got home from my dinner date with Smiles, I sent him a text asking if I could spend the following night with him at his place. I wasn’t sure if he’d already passed out, but I never got a response. I was hoping he’d answer me before I left for work in the morning so I knew if I should bring clothes for work the next day.
My office party was that Wednesday night at the Greenwich Village Country Club. We weren’t able to bring guests, but I was hoping I could see Smiles following the party. I wasn’t all that into it and was willing to leave early if need be.
Wednesday morning arrived, and I still had no answer. I decided to be on the safe side and bring clothes regardless. Maybe he’d answer me midday. When I didn’t get an answer, I asked the question again in a text.
He responded with an apology. He didn’t realize he didn’t respond the night before. “Yes. You can spend the night.” I explained the party, and he told me he had happy hour plans with his wealthy client friend and his partner.
For me, the office party was not all fun. Every year I get wrangled in to help with a few elements of the night. I performed my duties and then had fun drinking and dancing with my coworkers. It was a really good time — Better than I expected. However, I was more looking forward to seeing Smiles.
I texted him to see what he was up to. If he was still out, I was going to meet up with him. He told me he was wrapping up drinks and heading home shortly. I told him I would be leaving the party shortly as well and would come by.
I said my goodbyes and collected my coat. I wasn’t that far from his apartment, so I decided to walk. While I walked, I called his phone just to make sure he was home. I called about 10 times in a row with no answer. I sent text messages and heard nothing back as well. I wasn’t sure what to do, but I decided to continue on to his place. Finally, just as I was nearing his block, he picked up. His phone was on silent in the other room, but he was home.
He buzzed me in, and I came upstairs. I gave him a big kiss hello. I wasn’t drunk, but I was properly tipsy.
We talked about happy hour and the party while we hopped into bed. I undressed and hopped on “my side” of the bed, and he slid into his side.
Just recently, I made the switch back to briefs periodically. I decided I looked good in them since they showed off my legs — The same legs Smiles loved to compliment. So I knew what I was doing when I laid on my back in just briefs while talking to him. We chatted a bit before he made a big move. My seduction worked.
Warning: The following may be too graphic for some… As I laid on my back in my briefs, he started groping my crotch as he rolled over partially on top of me to make out. This was a bit out of character for Smiles, but I like it. Apparently he liked what he saw and went for it. I could get used to that.
Things got more heated and passionate and the clothes came off. I thought this was going to be the extent of our romp in the sheets, but apparently he was ready to escalate things. He proposed sex. I was a little apprehensive because he was still recovering from surgery. I didn’t want to further injure him. He detailed his limitations; he couldn’t top and he couldn’t put his legs up. I was still worried I may hurt him, but if he was good for it, I was game.
With that, he put a condom on me, and he climbed on top. It didn’t take long before I lost it. I’d been drinking the better portion of the night, and that really wasn’t helping at the moment. “I always lose you in this position,” he said. I found that ironic, because that was the position Broadway and I so often found ourselves in.
“Have you ever done poppers? he asked. I told him I’d never done them myself, but I’d witnessed them used. He told me it increased blood-flow and would produce one of two effects. Either it would make the problem worse or it would solve it. I figured it was worth a shot, so I agreed to partake.
He opened his nightstand drawer and pulled out a small vial. He held it up to my nose as I inhaled. Sadly, it had a negative effect.
“Let’s try one more thing. Stand up. It may help the circulation,” he told me. So I did what I was told. Magically, it worked. He turned, and I pressed my chest against his back. He lubed me up and bent over the bed, and we went at it. Finally, we were having great sex, even if it did get off to a rocky start. Apparently, he also was enjoying it as he finished on the floor. Just as he did, he turned around and said, “I wish I could make you cum.”
And it was over… I was close to finishing, but him pointing that out to me made me lose it immediately. My mind switched over immediately.
He walked to the shower, and I laid in the bed. I wanted to hop in the shower, but that wasn’t physically possible based on his setup. I thought we could have more fun and maybe I would finish. When he came back, I took off his towel and pulled him into the bed. I told him not to say things like that because it was a sure fire way to make sure I didn’t finish with him.
We cuddled for a bit, just laying in each others’ arms. Just as he was about to get up to go brush his teeth, I asked him if I could ask another question. I wanted to ask him where we stood. I wanted to know what I was to him. However, as he walked away, he responded, “No.”
I was a little crushed. I went from being so happy to finally be having great sex to utter disappointment. How was I supposed to be in a relationship with him if I couldn’t express how I was feeling.
He came back, and I was already prepped for bed. I curled up facing the wall ready for sleep. I wanted him to read my body language and realize how much I closed off, but I don’t know if he got the hint.
That night I had a dream about Smiles. I specifically remember him in the dream saying to me, “You know I like you, right?” It was the reassurance I wanted in reality, but this was a figment of my imagination. It was just that – A dream.
For the rest of the night, I didn’t sleep well. I tossed and turned like the inner turmoil I so wanted to release.
Follow @onegayatatimeUnexpected Lovin’
Posted by One Gay at a Time in Gay Dating on September 14, 2011
All week long, I was still reeling from my date with Prince Charming. He was really everything I was looking for in a man. Mature, driven, sexy, interesting, masculine… the list goes on. However, I couldn’t limit myself to just him. I needed a distraction or I would end up driving him away. Pillow seemed to have fallen by the wayside. Not sure what went wrong there, but I wasn’t going to put any more effort into chasing him down. After coffee with the midtown trainer, I realized the potential we had for compatibility. He seemed like a really great guy. On top of that, he was texting me asking when we were going to finally go out again, which is always a good sign. Apparently I made a good first impression.
We agreed to go out for dinner that Wednesday. He chose an Italian restaurant, Il Melagrano in the neighborhood between his gym and apartment. When I arrived, he was already sitting at a cozy table at the back of the establishment. I apologized for being slightly tardy, and we got to it.
We chatted a bit about what we were going to order, and then turned the conversation to our days so far. He had a very busy morning, while I had a day mainly filled with surfing the internet. When that conversation got stale, I brought the conversation back to something we spoke about on our first “date” — His skydiving trip. He was very excited, and we joked about all the possibilities of things going wrong and what he could do about it. When age came up, I could see he was uncomfortable with how much younger I was — Seven years. I told him not to think about it and to judge me on my actions and words and not my years on the planet. We changed topics of conversation periodically from working out, to work attire, to the Tough Mudder, to Fire Island, his dog and so on…
When our meal arrived, we continued the conversation. I feel as if I was doing a lot of the talking because he finished his food much sooner than I. When I realized this, I started asking more questions and did less of the talking myself. The conversation flowed well over our single glasses of wine, but it wasn’t 100% fluid. At one point during the conversation he mentioned his studio apartment: “Well, you’ll see it some day when it’s not a complete mess.” It was nice to hear, because it showed promise of another date and signaled to me he was a gentleman.
After coffee and desert, I walked him home. The conversation on the walk was much more jovial and relaxed. I felt very at ease with him. When we got to his apartment, I was ready to say goodbye on the street, but he invited me in to his lobby. We started making out and things began to get heavy. He backed himself up against the wall and pulled me in closer. His hands were all over my body, including down my pants, and I was seconds away from him having my shirt completely off. At that point, he paused long enough to hit the elevator button, signaling an invitation upstairs.
From the look of him, he was tipsy off the one drink we had at dinner. I wasn’t expecting to move this fast, so I was a little caught off-guard. I liked this guy and debated if I should be doing this with him already, but I just went with the flow like I usually do. When we entered the apartment, I got to meet his dog. She was very cute and friendly. He put her in the bathroom so she wouldn’t bother us while we got busy.
Seconds after I sat on the couch, he ripped my shirt off. At least I knew he was attracted to my body. Him being a personal trainer, I was self-conscious about my body. His was nothing short of spectacular, so I was hoping I’d live up to his standards.
We moved things to the bed, and both of us had our pants around our ankles. We were doing some heavy petting and grinding. It was a good time, but once again, I was having second thoughts about this. After some more fooling around, he finished. I wasn’t able to join in the fun as my head was a bit distracted. And then, on top of that, I was worried he’d wonder if there was something wrong with me or if I wasn’t attracted to him. Neither was the case. It’s just something that has always been adversely affected by mental distraction.
While he went to clean up, I began to put my pants back on. He already established he was getting up around 5:00am to go for a run and had a 6:00am client. I knew he wouldn’t want me to linger for small-talk. He came back and sat next to me with the dog at our feet. She already took a shining to me after I gave her an extensive belly rub, but when he went to give me a kiss, she started making noise. At this point, he made a game of it and started testing her, scolding her between every kiss until she didn’t make a sound.
At that, I gathered my things and said goodbye with a kiss. I walked down to Port Authority to take the bus home. Normally, my MO. was to text immediately and tell him how much I enjoyed the date, but this time I waited to see if he texted me the next day to see if he was interested, especially since the night didn’t end exactly smoothly. Only time would tell…
Follow @onegayatatimeAt the ripe age of 26, I came to a life changing conclusion. I'm GAY!
It took me 26 years to realize this and come to terms with it, but coming out's been the best decision of my life.
This blog is about my dating life in NYC and what happens next...
One Gay at a Time 
Lazy Morning
Posted by One Gay at a Time in Gay Dating on February 3, 2012
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…
Smiles and I had a very special night together sharing dinner in my apartment. We went to be happily in each other’s arms after being away from each other for some time. I’m not entirely sure why, but I felt he’d finally come around to me.
The massage didn’t last long and the seduction failed to the grumbles of Smiles’ stomach. I should have remembered that was his first priority in the morning.
We sat at the kitchen counter and ate while we chatted a bit about what we had to do the rest of the day. I also caught Smiles up on some of the events going on around the world since he didn’t have cable and wasn’t the best at staying informed.
After breakfast, we returned to my room. I needed to get ready for the office, and Smiles needed to get dressed to head home to begin his workday. We started to make out a bit until I pulled him towards the bed. “Do you want to have sex?” he asked. I giggled with a big grin and replied, “Of course. Why do you think I was trying to seduce you before? I always want sex.” That was also my subtle way of letting him know I wanted to have more sex.
Warning: The following may be too graphic for some. I was already on my back with him on top of me, so I could only assume he wanted to top this time around. I topped the last time, so I only thought it fair to receive this time. I slipped the condom on him as he made a comment questioning whether I was doing it right. “[Smiles]. This isn’t my first condom, obviously,” I quipped.
I was getting very close as I pleasured myself while he penetrated me. Just as I was about to climax, he said, “I going to cum.” I quickly responded, “Me too.” And with that, as close as I was, I was a mile away from finishing. In that split second of him distracting me, I lost it. I could feel my muscles quivering just before he said anything, but it was gone. Now, it was top of mind, and I knew it wasn’t going to happen.
Smiles would have been so happy. He’d wanted to make me finish for so long, and he would have been the first to do so from topping me. Alas, it wasn’t meant to be. When it didn’t, I could see him looking into my eyes with compassion. The sex was great. There was no pain or awkwardness. I wanted to show him how much I enjoyed it, but I couldn’t. My mental block got in the way once again.
After we relaxed and kissed a bit, he suggested we clean up in the shower. He was getting ready to hop in, and I told him I was coming in with him. My shower has two shower heads and a seat. Everyone that has seen my shower has made sexual comments about it, and I was going to finally get some use out of them.
I wanted to have some more sensual time together, and when I hopped in, Smiles began to wash me. I was very turned on by this. When he finished, I tried to do the same for him, but he wasn’t interested. He rinsed off and hopped out of the shower to dry off. I watched him as he toweled off, and immediately got extremely aroused. He put lotion on his face with his towel on the floor while I pleasured myself in the shower at the sight. When he left my bathroom, I beckoned him to come back in the shower and help me finish. I wanted him to be a part of it. He climbed in and I pressed myself against his back while I tried to finish. Once again, failure.
When we ran out of hot water, we hopped out. He finished applying lotion and brushing his teeth while I masturbated on my bed. I needed to finish somehow or work was going to be hell for me! He came and joined me in the crook of one my arms while I pleasured myself. FINALLY, it came. I thought of him dropping the towel in the bathroom, and it set me off. I was disappointed it wasn’t a direct reaction to something Smiles did, but I was relieved he was there to witness that it was possible and that my climax was something pretty special 😉 .
We quickly finished getting ready and walked to the PATH with my roommate chatting the whole way. The conversation wasn’t as free-flowing between us as much as when it was just the two of us. I wondered if Smiles had issues with PDA and public discussion. It just felt a little awkward.
When we got to his stop, I gave him a peck on the lips to say goodbye. I thought about that morning all day. I was happy to finally finish with him in the room, but I wished it came at Smiles’ hand. I think it would have been an ego boost for him and a big step forward for the two of us. However, it was progress — Baby steps. This something I was going to conquer, hopefully with Smiles’ assistance.
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