Posts Tagged affectionate
After our day at the beach, I still had a few lingering worries. I’d made the mistake of getting involved with the wrong guy before, and I wasn’t getting any younger. I wanted to make sure if I was getting into a relationship it was with the right guy. There was no use getting attached if in the end I was just going to get hurt. Or at least that’s how I saw it.
Sunday morning, we woke up in my bed. In his usual fashion, I woke to a kiss on the lips. With a lot weighing on my mind, I’m sure I wasn’t the most affectionate. I certainly wasn’t cold either. I just had a lot to figure out. I wanted to make sure I was the right guy for CK, and he was the right guy for me. There was no use panicking just yet. I needed more information about CK’s true intentions.
We had a lazy Sunday. After making breakfast, we made our way to the Hoboken pier get some sun. I took along the weekly circulars and a few magazines so I could make my grocery list and catch up on the stack of magazines piling up in my room.
At one point, CK excused himself to make a few phone calls he’d been neglecting. He walked around the entire pier while chatting on his phone for quite some time. I was a little turned off. After all, we were supposed to be spending the afternoon together. Instead, I was spending it with GQ. When he came back, he informed me one of his exes was going to be on Fire Island for the Fourth of July (three days away). He really wanted to go out there for the holiday after asking me to go out there all summer. Of course I wasn’t okay with going out there to hang out with one of his exes. It just didn’t feel right. I also wasn’t sure I wanted to trek all the way out there (my reason for not going all the previous times he asked). We hadn’t made solid plans yet, but I did want to watch the fireworks. One year prior, I was searching for N so I could break up with him. I was unsuccessful, and I didn’t exactly have the best Fourth of July. I wanted this year to be spent in CK’s arms watching explosions of light with the New York City skyline as the backdrop. I told him we would discuss it further. I have to admit, I was also stalling because I wanted to see what my friends were up to as well.
When the sun began to set and a chill developed in the air, we made our way back to my apartment. I agreed we’d spend Sunday night at his place, so I packed a bag so we could make our way into the city before dinner. While I packed, CK made plans to grab dinner with his two friends. We went to CK’s apartment to drop off our things before meeting them at the Statler Grill in midtown. After dinner, we went back to CK’s to watch TV before falling asleep.
Monday we woke and made our way to work. Our only saving grace was the short week. It was the only thing getting me out of bed and motivating me to finish my workday. I even managed to finagle working from home the following day.
That night, CK asked if I would be up for the midnight showing of Spiderman 4. I told him, “I don’t have to go in to work tomorrow. You do. Are you sure you want to do this?” He was all in. Being a big comic book fan, he was waiting for this movie for some time. Of course, we both struggled to stay awake the entire film, and there were certainly portions I was out cold.
The following day, CK went to work, and I stayed home. I had to “work” a half day, and I actually got a lot of work done. I just picked up the social media duties at work, so I had a lot on my plate. That being said, when 1:00 rolled around, my workday was finished. I was out the door on my way to the gym. I just started a membership at the gym near my apartment via Living Social because I would finally be able to get back in the pool and get back in shape. I was incredibly motivated and had a great workout in the pool and in the weight room.
It was also just what I needed to clear my head. It’s amazing what staring at the black line on the bottom of a hole in the ground filled with water can do for you. I thought a lot about CK and came to the conclusion I was overreacting in response to his comments on the beach. I heard his comment, but I also needed to hear him when he stressed how much he loved me and was willing to do what it takes to make me happy. Thinking about this made me happy and made me smile. I learned to let some of my worry go.
This also served as motivation. I wanted to look sexy for my man. Summer was in full swing, but my body was not. I’d fallen into the soft trap — When you date someone and your body goes soft from lack of exercise.
After my workout, I made my way home and got ready to head into CK’s place. We were laying low because I agreed to go to Fire Island with him the following day. We were entertaining the idea of watching the fireworks out there. I was trying to be more flexible and understanding — Something I’m certainly not the best at. Regardless, I was happy to be in his arms and his bed. Whenever I was in his arms, I felt home. This was going to be a much better Fourth of July than the previous one, that’s for sure!
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As gay men, CK and I had been anticipating the release of Magic Mike with bated breath. One Friday night, CK suggested we check it out. When he said we, I assumed he meant just the two of us, but I quickly came to learn we included Old News as well. As long as we were inviting friends, I knew P wanted to see the movie as well, so I reached out to her. This was two-fold because it would also help balance the scale since I wasn’t exactly comfortable with how Old News was with CK. We were all planning to gather in midtown to check out a late showing.
I was meeting CK at his apartment before the movie, and when I arrived, I learned Old News would be meeting us there as well before walking to the theater together. I already couldn’t wait. From the moment Old News arrived, he began schmoozing CK. A friendly greeting with a hug is completely acceptable, but the kiss on the cheek was a little unnecessary. This was no air kiss, and I know because I was behind CK looking right at him as he did it. It probably was not his intent, but I felt it may have been done for my benefit. I didn’t like it — Not one bit. All I could do was stand by and watch this without saying anything. I would have to wait to have a private conversation with CK later.
Of course, he was very cordial toward me, but I couldn’t have cared less. I still had a bad taste left in my mouth from the last time we hung out at XL. That night, I was going to get the answer to a question that arose every time he came around. Was he actually flirting with CK because of lingering feelings, or was I imagining things? I had an advantage that night. I had two sets of eyes on him. I had asked P to watch and tell me if my suspicions were correct.
We met P in front of the theater, and as we took our seats, what transpired next could not have made me happier. It just so happened, as we walked into the theater, the order was Old News, myself, CK and finally P. So, when we sat, I was between Old News and CK, and I was thrilled. When CK and I go to the movies, we’re fairly affectionate in the way we sit. We hold hands or put our arms around each other. I wasn’t going to change that this time, and Old News was about to get a front row seat to this. Maybe he’d realized the CK ship has sailed. He was my man now, and it was time to back off and learn to simply be his friend. Nothing more. Don’t get me wrong. I didn’t want Old News out of the picture completely. He was CK’s friend. I simply wanted him to respect the relationship between CK and I.
The theater was a sh*t show — Like being in an actual strip club. Women were everywhere, shouting and squealing at the screen as they jumped out of their seats in excitement. I was shocked I didn’t see a dollar bill or two go flying in the air.
As we left the theater, Old News commented to us, “Wow! It smells like wet vagina in here! Do you smell that?” I thought the comment was hysterical because he was pretty spot on, but I wasn’t exactly in the frame of mind to laugh at his jokes yet.
We stopped on the corner of the street to discuss what we wanted to do next. None of us had eaten, so food was discussed, but no one would make a decision. Finally, we landed on heading back to CK’s apartment to smoke and hang out.
As we walked down the street, Old News was joking and what I would certainly call flirting with CK. When the opportunity arose, he’d throw an arm around him or pat him on the back. Don’t get me wrong. I’d seen this interaction time and time again with Hip, and I had no problem with it. In fact, I welcomed it. It all seemed completely different with Old News. Old News would draw CK into a conversation, and the two of them continued on as if P and I didn’t exist. At some point, CK noticed I was a bit out of sorts. He hung back with me and asked what’s wrong. I reiterated how I felt Old News was flirting and still had a crush on him. Once again, he told me I was imagining things. I started to get adamant, and I think he finally realized how much this bothered me.
If he was willing to act like this in front of me, what would Old News try to do if I wasn’t around. Like I said, it wasn’t CK I trusted, it was Old News. After chatting for so long, I’m sure he realized something was up. We agreed to talk about it again later and returned back to the other two.
We hung out at CK’s for quite some time, and around 2:00am, we decided to go to Flaming Saddles, and P decided to head home. As I walked her out I asked her what she thought. She agreed he was still flirting, but to a bit of a lesser degree. It was all I needed to confirm I wasn’t being irrational. I thanked her and gave her a hug goodnight. I wasn’t thrilled with the idea of going out since it was already quite late, and we were going to the beach the following morning with Boston and a few others. As our group was shrinking by one, we were also growing by two. CK’s roommate and his assistant joined us. The night was only getting better and better.
When we arrived at Flaming Saddles, no one was there. Instead, we continued on to Industry. It was a good scene, and the good news was that CK and I were dancing. Old News seemed to disappear. However, it wasn’t long before I felt I was beginning to disappear too. I was slowly but surely getting comfortable with going to gay bars, but I was also learning something about CK in gay bars I didn’t exactly appreciate.
When we danced, I never felt like I was dancing with just him. I felt like I was dancing with the entire bar. He danced, and I was tried to dance next to him. He constantly looked around to see who was looking at him, gently touching guys as they passed by him. I never had his full attention. This was only exacerbated when he stepped up on the stage, and I was two steps below him. I felt like I was there with a go-go boy, and I have to admit I was a little crushed. It hurt. Was my attention not enough for him? Did he need the eyes of every other guy in the room? This brought up a lot of worries I’d been having about our relationship. I was worried I wasn’t enough for him, and that was all I wanted.
We ended up closing down the bar at 4:00am. We were all starving, so we foraged for food. We settled on Empanada Mama and grabbed a table outside. They had a packed house, so it took forever for us to get our food. When it finally arrived, everyone dug in. When I went to grab my second empanada, it was gone. I looked across the table and noticed Old News shoveling it into his pie hole. I don’t think he took it on purpose, but it was a perfect picture of my relationship with him. First, he was trying to steal my man. Now, he was stealing my food.
I was already agitated by Old News, but at this point, it was 6:00am and the sun was starting to come up. As the time ticked on, I grew more and more anxious about getting up the next day to follow through on my plans. CK was already so tired he actually fell asleep at the table. It was time to go home and go to bed. We said goodbye and made our way home. While we walked he turned to me and said, “You’re nuts if you think we’re heading to the beach tomorrow at 10:00.” That set me off. I told CK about my plans to go to the beach days prior to this. He should have planned accordingly. This was important to me. I hadn’t seen Boston in over a year. He was completely disregarding my plans, and I was furious. “You’re nuts if you think we’re not.” He looked at me with a confused look.
I explained how upset I was and of course started getting loud. The fact that he remembered the beach plans and completely disregarded them was incredibly demeaning. In doing so, he was telling me that his unplanned fun mattered and my planned day did not. We could have called it quits at any point throughout the night so we could have done a bit of both. Had he brought it up before 6:00am, I probably would have been receptive of a compromise. I would have said we could leave around 11:00 so we could stay out a little later. At this point, after being told I’m nuts, I wasn’t about to give up any ground. I told him I was going, with or without him. I had made plans with a friend visiting from out-of-town, and I wasn’t about to back out because he wanted to stay out all night.
Against the advice of nearly every couple I’ve ever met, that night (or should I say morning) we went to bed angry…
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Before going to bed Friday night, CK and I made plans to go to the beach the following day. The weather was supposed to be gorgeous, and I hadn’t made it to the beach yet this year. I was very excited to go, but I also knew it would be a bit up an uphill struggle to get CK and his friends coordinated for a train ride to the beach in a timely manner.
We spent the night at his place thinking it would cut down on commute time in the morning. I was already packed and ready to go the night before because I had to bring all my things into the city in anticipation of going. My plan was to wake up, shower and go. That plan would not come to fruition. It was very difficult not only getting CK out of bed, but also getting him to move once I got him up. We ended up leaving his apartment late and came to the realization we would not make the train we originally planned. It also didn’t help that I told his two friends to meet us on the wrong corner, but when we tried to reach both of them, neither picked up their phones.
When we finally all gathered, we realized we’d have to take the next train in 45 min. I felt bad because I knew how much of a stickler for time one of CK’s friends was. I bought our tickets, and we decided to find a nearby spot to grab breakfast. One of his friends offered to pay for mine since I bought the tickets. I found it ironic because he was normally he was also a stickler for numbers when it came to payments, and I didn’t see how he would be buying me $30 worth of breakfast. However, I didn’t say anything because I didn’t want to make it a thing.
We finished our breakfast and made our way to the train. The four of us found seats and relaxed for the ride out there. It was then I noticed, only by contrast, how affectionate CK and I were.
When we got to Long Beach, we made a pit stop at Starbucks and a drugstore to buy beach tickets before heading to the sand. We met up with my sister and one of my previous female roommates. I introduced everyone and we laid out in the sun. CK and one of his friends had square-cut suits on, and his other friend and I had on short board shorts. Because of this, I wonder if my sister was slightly uncomfortable. This wasn’t something she was used to. Periodically, I would wear my square-cut bathing suit from my days of college swimming, but I didn’t walk around in it. I only laid out in the sun in it, and this still brought comments from her. I bring this up because she basically didn’t talk to the four of us the entire day. She’s a little antisocial by nature, but never quite to this extent.
We had a nice relaxing day, taking pictures and making videos in the sun. When CK and I got bored, I decided to try to teach him paddle ball. I always liked playing because I get beach ADD. While we were playing, dark clouds started to roll in. We weren’t at the beach three hours when the other two guys were ready to go home. I don’t think they liked the scene because it wasn’t “gay enough” for them. On top of this, my sister wasn’t exactly chatting them up while CK and I played. We were summoned back to the blanket so we could pack up and head home. I felt it was a bit of a waste of a day, but I these were CK’s friends. I didn’t want to make a bad impression by disagreeing with their plans.
We found a bar so some of the group could use the facilities. While we waited, I ordered myself, CK and one of his friends a drink. When we finished, we made our way back to the train station. When we got back to the city, we split ways. I felt there was a bit of tension in the air, but I couldn’t put my finger on it. So, when the time came to split, it felt like a bit of relief. Had I done something wrong? Did his friend simply not like me? Who knew?
On the walk back to CK’s apartment, we stopped in the comic book store. Just then, the sky opened up and started pouring. At least we were indoors, so we poked around the comic book store until the storm lifted. We grabbed a slice of pizza to share to hold us over for dinner, we showered, and we had sex.
After laying in his bed most of the evening, the time came for us to head back to Hoboken to grab dinner. I had a Groupon I planned to use up. This was our new economical way of going out to dinner on a budget. It was around 10:30, so I called the place to make sure they were still serving dinner. We made our way back to the train to Hoboken to spend the rest of the night…
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Some of the strongest bonds you make in life are those shared with the coworkers you meet at your first job out of college. I remember my first week meeting one of the account directors who managed new business pitches. She was tall, gorgeous, fit, sassy as all hell and certainly knew how to dress to accentuate her sexiness.
From day one, she treated me like a kid — Like an intern. But, when I threw the sass right back at her, she elevated me in her mind to her equal and commented how we’d be good friends. I found her incredibly sexy and even had a small crush on her for some time. We continued to work together for a few years before I moved on to another agency, however, that didn’t mean we fell out of touch. Granted we saw far less of each other, but we still managed to find time to catch up either online or in person.
Since then, she’s left that agency and now works for a major radio broadcasting company. We’d been trying to meet up for cocktails after work for some time when she realized it would be really easy if she invited me to one of their concerts. She’d still be “on the clock,” but we’d get to hang and chat while taking in some awesome tunes. She sent me the calendar of upcoming performers and told me to pick a night.
We set plans to grab a quick drink before the Train concert so I could tell her all about my new man, CK. I marked my calendar, and as the date approached, I became more and more excited.
Then, days before the small venue concert, she told me to bring my man with me, however, there was a small change of plans. She apologized and told me she had to meet with clients, so she wouldn’t be able to grab a drink beforehand, but we could all go out after the show. “Sounds like a plan,” I replied.
That day, CK left work early and made his way home to change and drop off his bag. He met me outside my office, and we took the subway downtown to the venue. It was raining, so that didn’t help as we were trying to figure out where to go under an umbrella. We arrived just in time. I wasn’t able to find my friend, but soon enough, she found us seconds before the show started. She took us to the VIP section, and we settled in.
It was so good to see her. It’d been months since I’d seen her last, and she looked better than ever. Seeing her brought back a lot memories. We’d grown close over the two years we worked together. I came out after leaving the agency we worked at, and she was one of the people I decided to tell early on. She has a gay brother, so I knew she would be more than supportive. I had already talked to her quite a bit about CK, and she was thrilled with my new-found happiness.
As the concert began, my friend had to return to her clients to ensure they were thoroughly entertained. CK and I enjoyed each other’s company while we danced and bopped to the music. I was quite familiar with Train, but he wasn’t and neither was my friend. They both kept saying throughout the concert, “I had no idea this was Train!”
Let me tell you, they put on a good show. They audience was not the least bit energetic, which I’m sure is incredibly hard to perform for, but they did a stellar job! I spent most of the concert with my arms wrapped around CK from behind hugging him as we listened to the music swaying back-and-forth. We were being quite affectionate without making a spectacle of ourselves.
Afterwards, we all made our way to a little bar called The Macao Trading Co. We ventured downstairs, and the five of us cozied up to the bar for some cocktails and tapas plates. I felt a little awkward because I didn’t want to steal my friend away from her clients. I knew she had a job to do, and I didn’t want to interfere. But, I also knew, she wouldn’t neglect CK and I. She is a brilliant multi-tasker, I chatted a bit with one of the women on the walk to the bar, and we bonded when I learned we shared a common coworker/ex-coworker.
My friend ordered the group food and drinks to keep our bellies full and our spirits high. The food was AMAZING! I had a taste of everything, and loved/savored every bite! If you ever find yourself there, definitely be sure to try the mushroom and truffel croquettes. They are like heaven in your mouth!
When the two women were ready to call it a night, they said goodbye to my friend and made their way home. Finally, we could sit and relax and chat up a storm. CK and I were being affectionate, with my hand on his leg most of the night, but again, not drawing attention. I liked that about him. We could show we loved each other publicly without going over the top. It was interesting seeing him a bit on the quieter side. He’d met other friends before, but this time he was a bit quiet. When my friend started asking him more and more questioned, he opened right up, and they hit it off.
When CK excused himself to go to the restroom, of course we took the time to talk about him. She said, “I love him. I’d hang out with him outside you, and that’s saying a lot! He’s amazing!” I agreed with her and told her how amazing he really is. When I started to explain how well we hit it off and the conversations we’d had about our future, the smile on her face grew bigger and bigger.
It was amazing the information we covered while CK was in the bathroom. He was only gone about two minutes, but I managed to squeeze in so much gushing about him. As CK returned to the table, we were just turning the conversation to my friend’s love life. Apparently, she too found a man to make her happy. They’d been together for some time. I’d never see her so gaga for anyone before. She is a very powerful, successful, strong, beautiful woman who would intimidate the sh*t out of any man. Finally, she found a man who realized what he found and treated her right, all the while holding her attention. I was incredibly happy for her.
Not only were all three of us in love, but we were all at a bit of a crossroads in our careers. We were all faced with the decision to stay on our current path or shake things up and create a new path for ourselves. We all discussed our happiness with our current jobs, but fully discussed our lack of momentum and fulfillment in them. My friend told me I am too smart for my job gave both CK and I great career advice.
When the night was getting late, my friend was incredibly kind and picked up the entire tab. We went outside with our umbrellas, and she offered to share a cab with us. We rode north to CK’s apartment to settle in for the night. When we got out, I gave my friend a hug and said goodbye.
We got ready to go to bed, but not before fooling around a bit. We also talked about my friend, and he commented how much he liked her. I told him what she said while he was in the bathroom, and a smile lit up his face.
I was truly in love with this man. He meant so much to me. I had no problem picturing myself spending the rest of my life with him. I could imagine it all. No guy had ever treated me this way before. No guy put up with my sh*t like he did either. He was something special, and I realized this. So much so, I simply looked forward to spending more and more time with him, if not the rest of my life.
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Sunday, I made plans with my Superman — My Clark Kent. I was very excited and could hardly wait.
I barely knew him, but I could already tell we were quite a match. On top of that, we weren’t even done the first date before he planned to see me again. It was his suggestion for us to catch The Hunger Games Saturday morning while we had breakfast.
I texted him and invited him to come over to Hoboken. We would take the motorcycle out for a ride before the movie. I ran a lot of errands that morning in anticipation of his arrival later in the afternoon. As the day progressed, the weather looked like it would cooperate less and less. The sky was covered with clouds and the wind picked up significantly. It looked like it would rain any minute.
I texted CK and suggested we hold off on the ride, and I just come into the city to see the movie. It would make things less complicated, and it would give him something to look forward to in the future.

He agreed with the new plan. I met him at his apartment with plenty of time to catch the movie. He suggested we hit up the rooftop since I didn’t get to see it the first time I was there. How could I say no to that? When I got to his apartment, we went directly up to the roof. We spent time checking out the sights, cuddling and taking pictures like we’ve been a couple for a year already. I was crushing hard!
We sat and talked, and he suggested we catch a later showing so we could relax and not have to rush to the theater. I wasn’t going to object to anything at this point. I was so happy. I was just going to go with the flow.
We finally made our way to the theater. He insisted on buying my ticket. I protested since there was no reason I couldn’t pay for myself, but he continued to insist. He wanted this to be his treat. I relented, but was sure to pick up the tab for the pretzel bites and soda.
We made our way into the theater and got great seats. Almost immediately, the PDA began between us. It wasn’t gag yourself PDA. We were simply holding hands or caressing each other’s arms. It was my kind of PDA. I was quite enjoying myself!
When the movie was over, we made our way to the street and discussed the film while we walked. This was his second time seeing the movie. He expressed interest in reading the book, and I strongly encourage him to. I was already part of the way through the second book in the series of three.
We held hands while we walked and at times put our arms around each other. I could hear a lot of people making comments, and some even began to shout or hoot and holler at us. A few of the comments were jeers and a few were shouts of support. This was not something I was used to, but it was something I would have to learn to shrug off. I’d walked through the city being affectionate with other guys before, but it never gathered this type of reaction. At one point, CK acknowledged the comments, asking, “Are they still honking at us?” I told him I thought so, and we kept walking. Frankly, I was a little surprised by it all. We were in midtown west — Smack dab between Chelsea and HK, two of the gayest neighborhoods in NYC. I had a feeling a lot of the commenters were out-of-towners, and many of them were young guys.
When we got away from the crowds, he commented how he liked how I was into the hand holding. “Not all guys are into it. I’m glad you like it,” he added. I told him I liked little signs of affection, but I wasn’t into the far more obvious public displays. I told him I’m not much for making out in public.
He also mentioned the idea that had we planned better, I could have brought clothes to wear to work the next day and spent the night, however, he was happy we weren’t taking things for granted. He was happy with the pace of things, even though he wouldn’t have been opposed to sharing his bed with me.
We stopped by Pinkberry on the way back to his rooftop as per his request. We ordered ice cream and shared spoonfuls with each other as we walked up the street. When we got back to his place, we headed straight to the roof.
We laid on one of the outdoor couches together and got comfortable while we ate our ice cream. We talked for a while before we ended up making out. Things stepped up to the next level when he undid my belt and began orally pleasuring me with one eye on the door. It was risky but I wasn’t fully exposed. I liked his passion and excitement. I’d finally met my match in terms of a decent, normal guy with a healthy sexual appetite.
After some time, he asked, “You wanna continue this downstairs in my apartment?” I told him I was totally game, and we descended the stairs.
Warning: The following may be too graphic for some. It wasn’t long before we were both naked in his bed. There was significant foreplay before he asked if I wanted to penetrate him. I was completely engulfed in our passionate romp and nodded my head in definitive agreement. “Yes! Like no other!” I added.
Then, I’m not sure how things switched so quickly, but as I was grinding on his backside, and stopped to put on a condom, he turned to me and said, “Can I f*ck you?” A long time ago, I made a rule for myself I would not bottom for a guy unless we were in a relationship. It wasn’t something I really enjoyed, so only special guys would receive the privilege. I had very strong feelings for him. I wanted to share something special with him already. I could hear A’s voice in my head telling me no sex until the third date, but that voice in my head was no comparison to the passion of my other head. After all that thinking, I said, “Yes.”
Like that, he started making out with me, and he had me on my back. While we were making out, I set the open condom down on the bed. He was already putting it on. I thought he was going to top me after I topped him. I didn’t realize I was giving up my position first. I was a little disappointed, but I let it happen anyway.
I told him it was a very long time for me since any guy had been inside me. I told him he’d have to go VERY slow. He began to slide in when I gripped his leg and implored him to stop. He told me to relax and just hold it there, but I insisted he pull out. I needed a break before we could continue. I know he thought it would be better if he simply held it there, but I was being painfully stretched. He wasn’t exactly a small guy — Quite the opposite. He pulled out, and I could see the disappointment on his face. He thought that was it, but I wasn’t giving up that easily. I just needed a second to relax again. He began kissing me in a caring way. It was as if it was his way of saying, “I never want to hurt you again.” When I regain composure, I directed him to begin again. Delight spread across his face at this news.
This time was much easier. He slid in with no problem, and began gyrating. It’d been some time since my prostate was stimulated like that, so part of it was discomfort and part was unexplainable pleasure. I never finish from bottoming, but I always have a full-body experience. I rarely can walk afterwards — Not because I’m so sore but more so because my legs go limp.
He continued until he was close, pulled out, ripped off the condom and shot all over my chest. It was very hot to watch him explode with gratification. He expressed how great everything felt, and we both laid there incapacitated. He told me how awesome he thought it was that I would flip so readily and let him top me. I told him I thought it was the best way for any healthy relationship. Both partners get to experience it all. Even though I didn’t always enjoy bottoming, I found it to be the ideal situation.
We cuddled for hours after that. We even dozed off for a period. When I woke, it was two am. I checked the schedule for the next PATH and made sure I was on it at 2:30. I said goodbye to him with a very passionate kiss, and we talked about when we’d get to see each other next. It was clear I couldn’t get enough of him. Now, the question was, did he feel the same way about me?
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Things were going well for PR and I. He was turning out to be a great guy.
He’d been out with my friends and fit in. We’d had fun in the bedroom, and living room for that matter. I still had yet to meet any of his friends, but so far I was liking where things were going.
One evening after work, we made plans to finally go see The Woman in Black in the city. We both shared an interest in horror/scary movies, so I agreed. It sounded like a nice date too. I was sure it would involve some intimate hand holding in the theater and a nice night on the town for us.
I stayed at work killing time by writing a few blog posts until the time came to go to the movies. We agreed to meet in midtown by the PATH station and walk to the theater together. I didn’t hear from him for quite some time. It was getting very close to showtime, and I was getting annoyed. Why wasn’t he answering me? We were going to miss the movie.
Finally, I got a call from him. I met him on the street after learning he’d already started walking towards the theater. When I met him, I informed him we missed the movie. We needed to go to a different theater or find somewhere to grab a bite before the next showtime. He was very apologetic, but I was okay with everything. I didn’t have a schedule for the evening. I was just happy to be spending it with him.
We altered our plans and started walking to the theater on 42nd street. This would work out well because we could just hop on the bus at Port Authority to head back to Hoboken after the movie.
PR tried to pay for my ticket, which I thought was very sweet of him, especially since he was just working part-time until he found a full-time position. I thanked him for offering as I put my own credit card into the ticket vending machine to buy my own ticket. He tried to fight me, but it was no use.
We grabbed a big bag of popcorn and sodas and found our seats. I enjoyed holding his hand or rubbing his arm while we watched the movie. He was an affectionate guy like me. I liked that we were a match in that department. I was falling for him pretty fast, and we were spending a lot of time together over a short period of time.
The movie was decent. I don’t know that I would have picked it, but I was entertained and was happy to be out with PR.
We decided to grab dinner back in Hoboken. PR had only lived there a short period of time. He was anxious to get a lay of the land, so I suggested a few places we could hit up along the way. We settled on It’s Greek to Me and rode the bus through the Lincoln Tunnel. We hopped off the bus at our stop and went into a convenient store to grab a bottle of wine to take to the restaurant.
We sat at a table and decided on our meals. I insisted he try my favorite appetizer there, saganaki cheese. It was perfect with the wine we bought. I was really enjoying a casual night with him. The conversation was so relaxed and easy. We’d already gotten well past the awkward date stage. I was happy to just sit there with him at times, not even talking.
After we split the bill, we made our way home. We chatted more while we walked, and when we got to the intersection between our apartments, he was ready to say goodbye. I questioned him, and asked, “Aren’t you going to spend the night?” He replied immediately, “Do you want me to?” To which I confirmed and pulled him towards my apartment immediately. He asked if my roommates were home, but I told him that wouldn’t matter. They were cool and had people over all the time. He had no worries.
He’d forgotten to call his sisters to wish them a happy birthday, so he made a few phone calls to them while I answered a few emails and checked up on the blog. We relaxed on the couch for a little bit before making moves to the bedroom to go to bed. We watched Archer and Chelsea Lately in bed together, and laughed at all the same parts. It was nice to just sit and watch TV with a man.
When a commercial break came, I asked him what his “roommate” thought about him not being home all the time lately. “I told him I’m sleeping in a cute guy’s California King bed,” he quipped. I laughed and joked with him: “Is that all I am to you — A comfy bed?” He laughed and kissed me to show the contrary. Shortly thereafter, we dozed off and went to bed.
When my alarm went off in the morning to get ready for work, I looked back to the bed and smiled. I was happy to be waking up next to him. Of course I hopped back into bed and started to get a little frisky, but that wouldn’t make me late for work. I planned ahead and set the alarm a few minutes early.
I always leave room for play time…
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A few days after my date with Connecticut Cutie, we made plans to grab lunch.
Apparently, he had a very laxed work schedule, and he was able to come down to my neighborhood to meet me for a bite. It was nice to have a lunch date. Most days, I eat my lunch at my desk so I can go to the gym in the afternoon. It’d been some time since my last lunch date was well.
I rearranged my day so I could make this happen. I did not want to cancel on him last minute. Of course right when I was getting ready to walk out the door, people started coming to me with work. I told them I had a meeting to run to, and I snuck out of the office.
He had chosen to meet me at Cafe Rustico. It’s a small pizza place around the corner. Since I was a little late, he went to scope the place out.
When I met him on the corner by my office, he told me he wasn’t thrilled with it and asked if I knew of any good places in the neighborhood we could go. I picked a spot, Lena, and ran it by him. He was fine with it, so we decided on that. We ordered our food, and I picked up the tab. We found a small table to eat and chat. He told me more about his getting locked in the bathroom on the train going home after leaving me from our last date. He was quite a goofball. I loved it.
This time, we spent a lot of time talking about my roommates and his. Mine being my current lot, and his being his parents. Both had their positives, but they also had some big negatives as well. We also talked about our coworkers and bosses and our different situations at work. It was nice learning about his job. Last we spoke, it was left a little vague. However, overall, I think I monopolized most of the conversation.
I was enjoying spending time with him. I wasn’t completely sold on him yet. Only time would tell. But, he was certainly a nice guy and was winning me over slowly. My main hesitation was that maybe he was a little “too gay” for me. I wondered if he’d get along with my friends. My other hesitation was that he was living in Connecticut. How often were we going to be able to see each other?
We talked about what each of us had planned for the weekend. I had nothing special going on, and he was helping his dad remodel their bathroom at home. He joked about his “manly DIY project.”
After we each finished, we made our way to the door. I had to get back to work, and he needed to visit one of his stores and check on the merchandising.
We stood outside the restaurant to say our goodbyes. We exchanged a very nice hug, and then he went in for the big kiss. We pulled back, and he went in again for another, like he just couldn’t get enough. He was a good kisser. I liked it. It was a good sign for him.
I was slightly uncomfortable knowing any one of my coworkers could walk by at any second, but another part of me just didn’t care. Let them see. I’m not hiding anymore. I’m not going to walk around the office broadcasting my sexuality, but I also am not going to hide it.
I walked in the other direction with a smile from ear to ear. It’d been a while since a man kissed me like that. Lately, I’d been the one to initiate. Smiles was never particularly affectionate either.
I was heading to Chicago again for work, and I wanted to see him again before I left. When I got back to my desk, I texted him to thank him for meeting me and told him we’d get together again soon…
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Wednesday night arrived. It was “date night” for San Francisco and I. We were meeting in the Castro to grab a drink and maybe some dinner together. It had been a while since I’d seen him last, and we were due for a catch up.
Since work was paying, and I was too lazy to learn the public transit system in San Francisco, I decided to take a cab. We arrive in The Castro neighborhood, and I witnessed the largest rainbow flag I’d ever seen in my life. The only thing I could compare it to (for the Americans in the room) is the giant American flags that adorn the poles in the parking lots of Perkins across the country. If you read my blog, you know how much I’m not a fan of the rainbow. However, I’m embarrassed to admit, the sheer size and presence of this thing actually made me a little proud.
I got out of the cab and met him on the street as we exchanged a hug and a kiss. We made our way to Badlands just up the street just in time for some happy hour specials. We caught up on the other’s dating life over the past few months. I learned San Francisco is currently casually dating someone. In the back of my mind, I’m very happy to hear this news. I didn’t want things to escalate beyond drinks for us, and this news was reassuring.
I told him the abbreviated story of Smiles and what I did on New Year’s Eve. He was a little surprised, but certainly didn’t judge.
As the alcohol flowed, his emotions escalated. He became much more affectionate, and even started to get a bit hot n’ heavy. I just went along with it. I had no emotions attached to these actions. I was fully over San Francisco. I tried changing the subject so he wouldn’t keep putting the moves on me.
He talked about the possibility of moving back to New York, but said it would be very different this time around. He’s a completely different person. Everything he was saying were basically the reasons why I ended things with him. It was as if he’d read the blog. (To my knowledge, he still does not know about the blog).
We started talking about his dream of opening a bar in Hawaii. We talked a great deal about even the smallest details in his dream. I suggested a name for his bar, and he immediately fell in love with it. He even went as far as to register the domain immediately from his BlackBerry. I told him how to do all this with my advertising background and knowledge and my recent experience of purchasing my own domain for this blog.
He then brought up the possibility of checking out a drag show that evening, but then he remembered it wasn’t my thing. Instead, he suggested we grab dinner at one of his favorite restaurants.
The meal was spectacular, and it wasn’t that expensive. I was also introduced to one of his friends who is a server there. As the night went on, San Francisco grew more and more inebriated. He wasn’t’ too much to handle yet, but he was drawing closer. He started growing louder and more indignant.
When the bill arrived, I think he thought I was going to take care of it. I think he thinks I have an unlimited expense account (which isn’t the case at all), when in reality I paid for his meal the last time I was out there because I wanted to thank him for hanging out with me that night. We split the check and made our way for the door.
The whole time, I was trying to send a pretty clear signal I wasn’t interested in hooking up that night. I was failing. He asked if we should go back to my hotel or hit up his apartment. Then he answered his own question when he realized how close to his place we were. Again, I just went with it. I’m not entirely sure why I didn’t just go home. I think I thought I could get him home and then say goodnight.
While we rode in a cab to his apartment, he asked me about the stuffed animals and orchids he sent me for my birthday. I explained that was over nine months ago. I was lucky I kept the orchids alive for six months. As far as the stuffed animals, I told him I gave the mistaken monkey away, but I still had the bear (of much more significance) at my parents’ house.
When we got to his place, I met his roommate for the first time. One had only seen me on Skype and heard lots about me, and the other had never met me. Ironically, the other share the same unique name as me and joined on as a roommate shortly following our breakup. I’m not going to lie; I thought it was a bit weird.
When we finished tormenting the roommates with S.F.’s drunken antics, we went into his room. It appeared I was spending the night. However, it was just going to be that. I was not having sex with him.
Of course the makeout session ensued. I thought to myself, “At least he’s a good kisser.” Then the makeout session morphed into more passionate actions, and I found myself with no clothes on. S.F. put me in a position to begin to penetrate me, but I wasn’t going to make it that easy for him. I kept casually squirming so it wouldn’t be possible. He kept gently trying, but I wasn’t going to give in. There was no way in hell I was going to have sex with him, but I also knew I was dealing with a drunk man. I gently whispered into his ear, “Let’s just spend the night together.”
With that, he rolled over into little spoon position. I curled up with him and went to bed. In the morning, when my alarm went off for me to head back to my hotel to go to work, I found myself with his mouth on my “morning excitement.” I had forgotten how good he is at that. It didn’t quite matter. I wasn’t in the mindset to finish with him, and we know how difficult that can be even when I am in the mindset.
I got dressed, and he remained in bed. I could tell he was disappointed, but I didn’t care. I was not going to revisit old territory.
I didn’t hear from him until much later the next day. He told me how hungover he was in the morning, proving to me how drunk he was. He asked what my plans were for the remainder of my trip, but we didn’t discuss meeting up again while I was there. I was happy to dodge that bullet.
I let things go further than I wanted, but at least I didn’t hurt his feelings too harshly in the meantime. In my mind things wouldn’t quite be the same for us going forward. No longer did I feel the urge to call him just to chat, which is sad. It appears I have collected what pieces of my heart I left in San Francisco…
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When I arrived back at Smiles‘ apartment, we agreed upon watching a movie and ordering take-out. He was in the mood for barbecue, so we pulled up a menu online to figure out what to order. We also took the time to pick a movie to pull up on Netflix since Smiles doesn’t subscribe to cable.
Throughout all this, I started getting handsy. He was sitting in his computer chair, and I stood behind him massaging his shoulders and then his chest. I had my hands down his shirt caressing his chest in a very sensual motion. He was really enjoying it, which means I too was enjoying the moment. He commented, “This feels better than the Asian woman who gives me a massage. You’re more relaxing than she is. I should save my money and come to you.” I took this as a great compliment and continued to pleasure him.
After some time, I backed up and sat on the couch. He was going back and forth between the living room and the kitchen. I stuck out my finger and beckoned him to come closer. I pulled him down on my lap, and we sat there embracing for some time. After about two minutes of silence, just enjoying our closeness, we started to chat a bit. When he had his fill, he started to back away, but I pulled him in closer and told him, “I’m not done yet.” We both laughed and he tightened his embrace.
Our dinner order was placed, and our movie chosen. He grabbed my hand and led me to the bedroom, and we hopped into bed to watch Vanity Fair. Smiles was very cuddly throughout the entire movie. We changed positions periodically to ensure consistent blood flow and comfort, but I was really enjoying snuggling with him. He had been very sweet from the moment I walked in the door.
About half way through the movie, we realized our food hadn’t arrived. Smiles called to inquire and was told it would arrive shortly. When another half hour passed before we saw our food, he called again to complain. Just then the food arrived. We paused the movie, filled our plates and made our way back to the bedroom.
When the movie was over, we cuddled and spooned and chatted a bit. I was happy. Things started getting more playful when I pulled up his shirt and started to blow raspberries on his stomach. He went off in a fit of laughter. He then resorted to pulling any body hair I have. I told him that was just plain mean. I told him that was my mother’s defense mechanism when I would joke around with her as a kid.
This segwayed into exchanging fun stories from our childhood. I was really beginning to feel like I had a boyfriend. Yup. I said it. I just used the “b word.” I didn’t say this to him, but I began to think about it. I felt very close to him at that moment.
Smiles began to become very relaxed and slowly started drifting off towards sleep. I was gently rubbing his whole body while he dozed off. We were spooning, and I slide my hand between his thighs and started to massage his manhood. It wasn’t long before my hand was pulled away with a grunt.
I know I said I was going to bring it up the next time I was denied, but I chickened out. I was a little taken back by it. He had been affectionate all night, but when I tried to make a move, my seduction was shot down.
At this point, my ego was in the toilet. I quietly spooned a few minutes longer before we hugged and kissed goodnight. I found myself in the very familiar situation of walking home alone pondering why the guy I was so strongly attracted to was so distant from me on so many levels. I tried to think about how great the day was instead of the unhappy ending, but I’ve never been good at fooling myself. I’m far too much of a realist.
I needed a new game-plan, but it wasn’t going to be an easy one to come up with…
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Things weren’t exactly progressing smoothly in my mind between Smiles and I. In fact, things weren’t progressing at all when I come to think of it.
Instead of abandoning my relationship with him, I decided to put forth greater effort to ensuring its success. I’m not one to quit without a fight, so when Smiles texted me to ask how my day was going, I was quite elated. I told him it was going well and was anxious for work to be over. We made plans to go to dinner that evening after work. I was looking forward to it and was ready to make sure it wasn’t a repeat of our last date.
In turn, I asked him about his day, and he responded with an explanation. I explained I wouldn’t be done work until a little later, and I wasn’t sure exactly what time that would be. One of my coworkers was dragging his feet, and my day was beginning to drag on. It was a Friday, and I wanted nothing more than to see Smiles after a long day.
Smiles was running errands in my neighborhood and called when he was finished. I had a feeling I would be done shortly, but there really was no telling when I’d finish. Smiles occupied himself for some time. When he called again to check in on me, I was able to tell him I was about to be walking out the door. He was about to hit up Barracuda to have a drink with his bartender friends, but instead, we picked a place to meet.
I snuck up on him on the street and startled him with a big hug. We exchanged a kiss and started to walk towards Chelsea. We quickly found a spot to grab dinner. Smiles wasn’t drinking, but I certainly needed a drink. I ordered a glass of wine and took a big swig. I’d been talking up a storm from the time we kissed on the street. I was going to make sure the conversation flowed like a waterfall. He was well engaged all throughout dinner at Bar Baresco. I really felt very comfortable with him and was appreciating his company greater. It was night and day difference from the last date we had. I was realizing why I fell for him in the first place. No awkward pauses. No blank stares.
During my workday, I began drafting plans to build my new closet since I was moving. Smiles had much experience in this sort of thing, so I asked him for advice and to look over my plans. He gave his suggestions, and I appreciated his advice.
When we finished dinner, we hit up Barracuda. Smiles suggested it because he figured we’d say hi to his friends. When we arrived there, we found they weren’t working. Smiles ordered us two drinks. After relieving myself, we found a quiet corner to tuck ourselves in to sit and chat.
We discussed age and the ability to hang. He talked about how he used to be able to go out all the time all night long. We talked about growing older and looking forward to staying in and sitting on the couch on a Friday night.
We were growing even closer. As time progressed, I realized he was growing weary. I asked if he would like to get out of there, and he gladly obliged, but not before we played around with his scarf in about 20 different permutations around his neck and head.
As we walked outside, I proposed coming back to his place with him. He agreed. I thought I was sending a pretty clear signal of my intentions. We walked over to Seventh Avenue to hail a cab to no avail. I was not properly dressed for the weather. I was freezing. The Smiles did one of the sweetest things. He came up behind me and wrapped his arms around me to keep me warm. I reached up and grabbed his arms and brought him in closer. It was extremely romantic, and I wasn’t about to let this moment run away from me. It took a long time to get a cab, but I was relishing every second.
When we finally hailed one, we hopped in. He extended his hand beckoning for mine. He was winning me over big time! It was a complete 180. I was thrilled with his new-found affections. It painted a clearer picture of his true feelings for me. He was still interested in me. I was thrilled.
When we arrived at his place, he started cleaning. I kept yelling at him to stop. I didn’t care about the condition of his apartment. I would have liked to think of myself no longer as company, and more as companion. He sat on the couch, and I sat on his computer chair facing him while we chatted. After a while, I realized how ridiculous this setup was. I aimed to remedy it. I got up, walked over to the couch, moved the pile of papers from it, and sat next to him. He looked slightly uncomfortable by this, and I couldn’t fathom why.
He suggested we move to the bed. My goal was being accomplished. I was all too happy to move things to the bedroom. We climbed onto his bed. We talked and then began hugging each other. This morphed into spooning.
I was happy and hoping this would progress to sex, but I was sorely mistaken. After spooning for about ten seconds, he had his fill. He was ready to go to bed, and apparently I wasn’t part of that scenario. He went to brush his teeth, and was giving me all the signals it was time for me to go.
We said goodnight and exchanged a kiss at the door. Yet another night without sex. It was an enigma to me. I couldn’t figure him out. He spent the earlier portion of the night being utterly sweet and affectionate, but when it came time to end the night, the sparks were quickly doused.
I wished the night ended on a more positive note. I would have liked to go home a happy satisfied man, but yet again, I was debating in my head Smiles’ attraction to me…
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Superman Returns
Posted by One Gay at a Time in Gay Dating on May 30, 2012
Sunday, I made plans with my Superman — My Clark Kent. I was very excited and could hardly wait.
I texted him and invited him to come over to Hoboken. We would take the motorcycle out for a ride before the movie. I ran a lot of errands that morning in anticipation of his arrival later in the afternoon. As the day progressed, the weather looked like it would cooperate less and less. The sky was covered with clouds and the wind picked up significantly. It looked like it would rain any minute.
I texted CK and suggested we hold off on the ride, and I just come into the city to see the movie. It would make things less complicated, and it would give him something to look forward to in the future.
He agreed with the new plan. I met him at his apartment with plenty of time to catch the movie. He suggested we hit up the rooftop since I didn’t get to see it the first time I was there. How could I say no to that? When I got to his apartment, we went directly up to the roof. We spent time checking out the sights, cuddling and taking pictures like we’ve been a couple for a year already. I was crushing hard!
We sat and talked, and he suggested we catch a later showing so we could relax and not have to rush to the theater. I wasn’t going to object to anything at this point. I was so happy. I was just going to go with the flow.
We finally made our way to the theater. He insisted on buying my ticket. I protested since there was no reason I couldn’t pay for myself, but he continued to insist. He wanted this to be his treat. I relented, but was sure to pick up the tab for the pretzel bites and soda.
We made our way into the theater and got great seats. Almost immediately, the PDA began between us. It wasn’t gag yourself PDA. We were simply holding hands or caressing each other’s arms. It was my kind of PDA. I was quite enjoying myself!
We held hands while we walked and at times put our arms around each other. I could hear a lot of people making comments, and some even began to shout or hoot and holler at us. A few of the comments were jeers and a few were shouts of support. This was not something I was used to, but it was something I would have to learn to shrug off. I’d walked through the city being affectionate with other guys before, but it never gathered this type of reaction. At one point, CK acknowledged the comments, asking, “Are they still honking at us?” I told him I thought so, and we kept walking. Frankly, I was a little surprised by it all. We were in midtown west — Smack dab between Chelsea and HK, two of the gayest neighborhoods in NYC. I had a feeling a lot of the commenters were out-of-towners, and many of them were young guys.
When we got away from the crowds, he commented how he liked how I was into the hand holding. “Not all guys are into it. I’m glad you like it,” he added. I told him I liked little signs of affection, but I wasn’t into the far more obvious public displays. I told him I’m not much for making out in public.
He also mentioned the idea that had we planned better, I could have brought clothes to wear to work the next day and spent the night, however, he was happy we weren’t taking things for granted. He was happy with the pace of things, even though he wouldn’t have been opposed to sharing his bed with me.
We laid on one of the outdoor couches together and got comfortable while we ate our ice cream. We talked for a while before we ended up making out. Things stepped up to the next level when he undid my belt and began orally pleasuring me with one eye on the door. It was risky but I wasn’t fully exposed. I liked his passion and excitement. I’d finally met my match in terms of a decent, normal guy with a healthy sexual appetite.
After some time, he asked, “You wanna continue this downstairs in my apartment?” I told him I was totally game, and we descended the stairs.
Warning: The following may be too graphic for some. It wasn’t long before we were both naked in his bed. There was significant foreplay before he asked if I wanted to penetrate him. I was completely engulfed in our passionate romp and nodded my head in definitive agreement. “Yes! Like no other!” I added.
Then, I’m not sure how things switched so quickly, but as I was grinding on his backside, and stopped to put on a condom, he turned to me and said, “Can I f*ck you?” A long time ago, I made a rule for myself I would not bottom for a guy unless we were in a relationship. It wasn’t something I really enjoyed, so only special guys would receive the privilege. I had very strong feelings for him. I wanted to share something special with him already. I could hear A’s voice in my head telling me no sex until the third date, but that voice in my head was no comparison to the passion of my other head. After all that thinking, I said, “Yes.”
Like that, he started making out with me, and he had me on my back. While we were making out, I set the open condom down on the bed. He was already putting it on. I thought he was going to top me after I topped him. I didn’t realize I was giving up my position first. I was a little disappointed, but I let it happen anyway.
This time was much easier. He slid in with no problem, and began gyrating. It’d been some time since my prostate was stimulated like that, so part of it was discomfort and part was unexplainable pleasure. I never finish from bottoming, but I always have a full-body experience. I rarely can walk afterwards — Not because I’m so sore but more so because my legs go limp.
He continued until he was close, pulled out, ripped off the condom and shot all over my chest. It was very hot to watch him explode with gratification. He expressed how great everything felt, and we both laid there incapacitated. He told me how awesome he thought it was that I would flip so readily and let him top me. I told him I thought it was the best way for any healthy relationship. Both partners get to experience it all. Even though I didn’t always enjoy bottoming, I found it to be the ideal situation.
We cuddled for hours after that. We even dozed off for a period. When I woke, it was two am. I checked the schedule for the next PATH and made sure I was on it at 2:30. I said goodbye to him with a very passionate kiss, and we talked about when we’d get to see each other next. It was clear I couldn’t get enough of him. Now, the question was, did he feel the same way about me?
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