Posts Tagged boyfriend

Ladies and Gentleman, My Boyfriend

The morning after my “wild night,” I woke early. I was happy to realize I didn’t have a hangover, but I had a lot to do. I sat at my desk and went through circulars to make a grocery list, I went over my to-do list, I cleaned my bedroom, did two loads of laundry and sorted through my clothes to get rid of some of them. It was a very productive morning. The only thing I didn’t get done was to make it to the gym.

Around 11:00am, CK called. I didn’t want to call him because I was afraid of waking him. I knew he wasn’t a morning person. I was happy to hear his voice. He told me he needed to do laundry and wouldn’t come to Hoboken until about 2:00. I was fine with that. It allowed me to finish what I needed to get done for the morning.

I planned to head over to the Hoboken Arts and Music Festival around 2:00. That’s what I told P and my sister. As I was walking out the door, he called to apologize for running late. He was just walking out the door to hop on the PATH. Obviously he wasn’t going to arrive at 2:00. I told him I’d be at the festival, and I would make my way to him when he arrived.

I managed to find P, my sister and her friend without much effort. P had her dog, Baby, with her and needed to find her water. I told them I needed to make my way to the PATH to get CK, and they were welcome to join me. They all followed. We waited at the PATH for some time before he finally arrived. It was close to 3:45 before he finally arrived. He was running late as usual. I happily introduced him to the three of them, and we made our way back to the festival to find lunch.

Before he arrived, I had a worry in the back of my head. We were used to showing affection openly, but not in Hoboken. I still wasn’t out to everyone I knew around town, and I had my reservations about PDA. I was trying to get over it. There was no reason I shouldn’t feel comfortable being myself. But, I can’t lie. I was very nervous.

That being said, I greeted him with a hug, and we spent a large portion of the day holding hands and our arms around each other. This was a first for me. I did relax a bit and began to let my guard down.

We found the steak sandwiches I’ve gotten many years in the past and hopped in line. My old roommate (also my favorite roommate) was making his way toward us, so I told him where we were. I introduce him to CK, and he reminded me I’d met the girl he was with in the past.

As we ate, we walked uptown chatting. He mentioned wanting to do something special for my birthday that Friday. He asked if I’d be able to get out of work early, and I told him it shouldn’t be a problem. All I knew about this surprise was that it would cater to my adventurous side. I thought it was incredibly sweet of him to plan something special for me.

When we reached the north end of the festival, I was ready for dessert. I hadn’t passed anything along the way I really wanted, so I decided to hit up Ralph’s for some cream ice. I ordered the peanut butter cookie dough, and we shared it. It was utterly amazing.

P, my sister, her friend, CK and I were all heading to City Bistro to grab a drink on the rooftop bar since it was such a nice day. We found a seat and relaxed. I could tell one of the guys on the roof was making comments about CK and I, but I didn’t care. I continued resting my hand on his leg or putting my arm around him. I noticed two guy I thought might be gay and informed CK of the “Pickle game” I’d learned from Boston in Miami. We agreed they were gay.

The time came for us to head out. CK wanted to go for a ride on the motorcycle, and I needed to start dinner. We had to stop at ShopRite on the way home for supplies, and it was a bit of a walk home. CK wasn’t happy, but he did it — Not without complaining most of the way.

When we got home, we cuddled in bed for a few minutes before I told him I wanted him to help me with dinner. As I put the beef roast in the oven, I asked him to slice the potatoes for the scalloped potatoes on the mandolin. I warned him quite pointedly to be careful since the blade was so sharp, and I’d already cut myself pretty severely on it once, as did my mother. When he was cutting the last potato, he sliced his finger pretty badly.

I immediately ran to his rescue. He was bleeding pretty bad, but not enough for stitches. He sliced off a small piece of the tip of his thumb. He was now the third person to cut themselves on that mandolin (Him, my mother, and myself). He couldn’t believe how well I was handling the blood. I told him I was a lifeguard for seven years and had my own share of accidents involving a lot of blood. “Awww. Baby, you’re my lifeguard,” he said. I bandaged him up, told him to hold his arm above his head, gave him some painkillers and told him to sit on the couch. Maybe asking him to help was not a good idea. I thought it would be romantic, but it turned out tragic.

When dinner was ready, we ate in front of the TV. He raved about how good dinner was. We watched the shows I normally record on a Sunday night. It was really nice to have him fit so nicely into my routine. That was a sign our relationship had a solid foundation.

When we got tired, we made our way to my bedroom. He must have been really tired, and he kept dozing off. I wanted sex, but it was quite obvious that wasn’t going to happen. It’d been quite some time since we had sex, but I would have to settle for some cuddling instead.

He was out cold, so I brushed my teeth and came back to bed. I must have roused him, because he too got out of bed to brush his teeth. We turned out the light and fell asleep in each other’s arms.

It’s rare to find me happier than when I wake up next to him. It’s impossible not to have a smile from ear-to-ear. Warning: The following may be too graphic for some. As per usual, he began to give me a bl*wjob. It was one of his favorite morning activities. He told me he wanted me to finish for him. This is an immediate killer for me. I begin to concentrate on that alone. (I really need to see someone about this!) After a while, I told him it was time to shower. I scooped him up and carried him to the shower. He began bl*wing me outside the shower as well. I was too distracted in the bathroom, so I grabbed his hand and led him back to the bed. He felt amazing, and when he began teasing my boys with his tongue, I used my hand to get me over the edge.

“Baby. You taste so sweet today!” he told me. I was a bit shocked to hear this considering N told me I tasted awful. This made me like CK so much more in that moment. Seconds later, he exploded all over his own abdomen. It was incredibly hot to watch.

We went back to the shower and cleaned up. That morning, we joked about water sports. He threatened to pee on me in the shower. I told him if he did, I would certainly be returning the favor. When I saw his warm stream hitting my feet, I delivered on my promise. Both of us immediately got weirded out, and that ended immediately. “Yea. That’s definitely not going to be a thing!” I exclaimed. He nodded his head in sever agreement. Afterwards, I bandaged his finger once again and gave him a band-aid for the road.

We got ready and made our way to the PATH. I had to say goodbye to him in Hoboken to get my allergy shot, and he hopped on the PATH.

Monday, he called me as I was picking out a wedding card at CVS. He wanted to know if I was still in the city so we could meet up for a bit. I’d just gotten off the PATH five minutes prior. He was hopping elevator, so he told me he’d call me when he got up to his apartment, but I didn’t hear back from him.

I sent him a picture message of a t-shirt saying “I would cuddle you so hard.” He didn’t acknowledge the message. When I called later that evening, he seemed weird. He told me he was reading Hunger Games and sounded like I woke him up. The conversation was very short and awkward, so I just said goodnight and went to bed.

We made plans for Tuesday, but work got in the way for him. I proposed getting together Wednesday night at my place for Revenge again instead. I also left work early to pick up my new custom-made bed. I was so excited! I brought it home and assembled it. It was amazing. I sent him pictures, and he responded, “Can’t wait to break it in!” He also asked me if I would be interested in a show at the Upright Citizen’s Brigade. I told him that sounded great. Later Tuesday night, I texted him, but got no response until 12:30, just after I dozed off.

The question of fidelity did cross my mind for a hot second. I wondered if we needed to have the exclusivity conversation or was that covered under the can I be your boyfriend conversation? It wasn’t that I didn’t trust him, but my mind can run wild at times. I was just going to keep it in the back of my mind until I decided whether it was necessary to bring it up…

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Boyfriend Material

From early on, I learned of CK’s affinity for comic books. When I started seeing more and more trailers for the new Avengers movie, I knew it would be a big event for him. I was curious to see if he’d want to go with a group of his friends or would this be something special he’d want to share with me.

I’m pleased to say it was the latter. He asked me if I was interested in seeing it, so we made plans for Friday’s premier. I was also pleased to learn I would be meeting two of his close friends who would be joining us. We bought our tickets early in the morning, as they were already beginning to sell out.

After work, I went home and packed an overnight bag to take with me back into the city. I met CK at his apartment an hour before the movie. We cuddled and chatted a bit before making our way to the theater. As we got into the elevator, I noticed a sprig of hair dangling in front of his face. He really looked like Superman, and I loved it. This is where the Superman nickname came from. Just as I was noticing this, he ran his hands through his hair, messing up the sprig. That’s when he called me out for not commenting on his haircut. He had it cut after work that evening and was legitimately mad I didn’t comment on it, and he let me know it. I told him how I noticed the sprig of hair, but apparently that wasn’t enough. I needed to verbalize. I apologized profusely. I felt really bad. He eventually forgave me, but he was still a little putout.

I thought we had plenty of time, but he seemed worried about timing. He was trying to flag down a cab to cut across town, but none were available. When he spotted a pedi-cab, we hopped in and shot across town. He was like a little kid in a candy store. He was shouting at passersby and snapping pictures left and right. He took a lot of pictures of us kissing each other, in which I always look AWFUL!

We met his friends in line for the movie. CK introduced me, and I tried to make small talk. They weren’t the friendliest of characters, but they were far from cold. CK was still hyper.

CK and I split off to grab drinks for all of us at Dunkin Donuts. We grabbed donuts as well. While putting a straw in one of the large iced teas, I spilled it everywhere on the counter. The whole store came to a halt for about 5 minutes while the cleaned it up.

When we got back to the line, his mother called. While talking to her, he mentioned how the day of her arrival is my birthday. He also mentioned wanting for the three of us to try to do dinner.

Finally, we got into the theater. We got great seats, and I peeled off to get popcorn, candy and soda. But first I needed to relieve myself. I didn’t want to have to go in the middle of the show. One of CK’s friends came out to concessions with me. After using the restrooms, we stood next to each other not speaking more than ten words. It was a bit awkward.

I thoroughly enjoyed the movie. It was awesome, and I really enjoyed seeing CK so excited. The cuddling the accompanied the movie was also a nice addition.

As we were leaving the theater, CK ran toward the mini arcade. He wanted to play the two-person Terminator game. We put in our money and began shooting. It wasn’t long before one of his friends mentioned their desire to go. CK shouted at them encouraging them to play a game. He wasn’t having any of it. “I think we’re just gonna go,” he responded. CK convinced them to wait until the game was over. We left with them and said goodbye at the curb. They were tired and ready to go home. CK and I hadn’t eaten yet, so we were trying to figure out dinner.

As we walked to grab food, CK pulled my arm around him over his shoulder. People were commenting left and right. I was surprised. This wasn’t my first sign of gay PDA in NYC. I never experienced this before. Some of the comments were negative or simply mocking. Others were actually positive. Hell. We’re two good-looking guys. Why not?

We stopped at Charley’s Grilled Subs for cheesesteaks before heading back to his place to eat them in front of his iPad (aka, TV). When we got back to his place, we smoked a little, stuffed our faces, and watched the first episode of Smash. I’d seen it already, but I wanted to share it with him since I knew he’d like it. I fell asleep about three quarters through the show. Eventually, he too fell asleep. When he woke, he turned off the lights, and we pulled up the covers and dozed off.

Sadly, I couldn’t sleep in. My parents were coming into town to see War Horse and grab lunch. I needed to leave his apartment at 10:00am. I still needed to get them a parking pass in Hoboken. We woke to my alarm. I set it early to allow for ample cuddling.

While we were lying there, he said to me, “I know this is completely unnecessary and not something I need, but I’m going to ask you anyway. I want to know if I could be your boyfriend?”

I have no idea the look that must have been on my face. I was shocked. I did not see that coming, but I immediately said yes through an enormous grin. “Bet you didn’t see that coming!” he added. “No. No I did not,” I responded. I told him how utterly happy he makes me. I told him I thought it was a great idea!

I really don’t think he realizes how happy he makes me. I was beaming for the rest of the morning. He asked if he should order us breakfast, but I told him he didn’t need to do that. I told him I’d rather spend the time cuddling than eating since I didn’t have much time before I needed to leave. We began to fool around, which led to grinding. When he turned around and asked if I wanted to f*ck him, I told him I want nothing more, but I couldn’t. I needed to walk out the door in fifteen minutes. I could tell he was disappointed, but so was I. We cuddled some more before I had to say goodbye.

As I walked to the PATH, I had a smile from ear-to-ear. He made me so happy. I started texting friends to inform them of my new status.

I began to wonder a little if it bothered him my parents were coming into town and I wasn’t introducing them to him since he was so keen to introduce me to his mother. His mother lived much further away, so it somewhat made sense, even if it was early in the relationship. My parents would be back by at least June. I could introduce him then. I just hoped he wasn’t hurt I never mentioned it.

Either way, I wasn’t going to worry about that. I was too happy to car. For the first time in my life, I had a boyfriend!

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Is Something Bothering You?

That Tuesday, I woke to the sound of my alarm. I was going to go for a run, but the sound of my alarm wasn’t all I heard. It was raining outside. I turned off the alarm and looked out the window to see rain pouring down. I checked my phone to see if CK texted, but he hadn’t. Who knew what happened? I sure didn’t.

I wanted to text him when I got to work, but I decided against it. He knew where I was. He was the one who suggested plans that evening. He would be the one to hit me up and clue me in on those plans.

Finally, around noon I got a text: “Hey sexy.” I didn’t see it until a little later. I responded, “Hey. How was the rest of your night?” Apparently he’d gotten tipsy at the work event he called me from. He went home and passed out in all his clothes including his shoes. When he woke at 4:00am, he properly put himself to bed. The he apologized for not calling me back and asked how my night was. I mentioned my cancelled run, and he expressed interest in going for an early run with me sometime. Tthat would be the only way he’d do it since he’s not a morning person. I told him we’d both just stay in bed because I’d just be tempted to lie there with him.

I then asked him if we were still on for that night. “I’m game. What’s the plan?” he responded. I reminded him he set the plans, and I was waiting for the details. He decided he’d rather stay away from alcohol, and I asked what he wanted to do instead. He was eating his lunch, so he asked if he could get back to me later. 5:00 rolled around, and I still hadn’t heard back from him. I certainly wasn’t feeling very special anymore. That’s when the phone rang. I was heading into a meeting, so I sent him a text. When my meeting ended, I called him but got no answer. At 6:00, I finally got a call back. He was heading home and wanted a quiet night in with me. I wasn’t opposed, but I wasn’t thrilled either. I was beginning to wonder if it was all about sex with him. He needed time to straighten up his apartment, so I made my way over there around 7:00.

When I got to his apartment, I stood in the hall waiting for quite some time before he answered the door. I hadn’t called to tell him I’d arrived. A small part of me was surprising him on purpose. He just happened to be getting out of the shower.

He greeted me with a giant hug and a big kiss. I removed my shoes and got comfortable. He finished toweling off and joined me on the bed. We cuddled a bit until he asked me if everything was alright. I lied and said everything was fine. He pointed out I seemed short in my text messages. Big kudos to him for noticing the subtleties in my mood. We continued to hug until we discussed what we wanted to do for the evening. He mentioned watching the sunset, and I told him that’s exactly where my head was.

I had ulterior motives. When we got to the roof, I would find the appropriate time to bring up my concerns that arose since Sunday. He also asked if I wanted to smoke, and I shook my head yes. “Are you sure everything is cool?” he added. I told him I was short in my texts cause I was actually working all-day and apologized. I didn’t really think I was being all that short. We smoked and finally made our way up to the roof about a half hour later, Coronas in hand.

When we got to the roof, we continued snuggling on the outdoor couch. We talked about the surrounding buildings in an “I’m high” kinda way. The conversation never really had any direction. Then again, he brought up my mood and asked if everything was alright. I didn’t think I was being that obvious with him, but I also wasn’t being myself. That’s for sure. I didn’t know how to let myself be free with him anymore. I started to close myself off to ensure I wouldn’t get hurt. I was shoving distance in there with both fists.

I finally told him how I was feeling. I explained how I thought his sentiments came out of nowhere on Sunday. I told him I thought it was a bit early to have that conversation, but now that it’s been had, a few issues were brought to top of mind. I addressed my feelings regarding him being on Grindr and how that made me feel. I told him I felt as if I wasn’t enough for him. I told him I didn’t need to be on there, and while I wouldn’t dictate to him to not be as well, I just didn’t understand why he felt he needed to still explore it.

I was having a hard time expressing my feelings, but I think I got the point across eventually. I told him because of what he told me, I was afraid of getting hurt. I wasn’t able to be myself and give him the real me if I felt vulnerable to pain. I wanted to be myself with him. I wanted to give him the real me. I needed to feel safer than I did. “Since meeting you, you’ve made me feel incredibly special. Since you told me what you did on Sunday, I no longer felt special,” I told him.

He looked a bit shocked. “The last thing I want to do is make you worried or scare you. What I said to you on Sunday was not calculated. It was just how I felt at the time. You are incredibly special, and that hasn’t changed. You are… an aspirational boyfriend. I’d be insane to do anything to lose you. Baby, I think you’re incredible. Part of me knows how amazing you are and wants to dive in full force, but another part of me wonders if I still want my freedom. I’ve already started thinking of you less as something to schedule in my life and more as just part of my life.”

I wasn’t expecting him to tell me he wouldn’t hook up with other guys and tell me we were exclusive. I think I just needed him to know how I felt and where my head was. I could see in his eyes that he understood what was in front of him. I would still be patient and let him figure it out on his own. I just wasn’t going to find myself in another Smiles relationship. He needed to know that eventually the Grindr would have to go, or I would have to go. He needed to know that I wanted a boyfriend and not a friend with benefits. I needed to hear from him I wasn’t just a hookup cuddle buddy. I needed to know I was different from the other guys he slept with from Grindr.

We kissed and embraced. I felt a lot better. It was really starting to weigh me down. I think I handled it very well to suit my needs. A large part of me wanted to ignore the conversation we had in the Sonic parking lot. The other part of me, my constantly overactive brain, wanted me to get some closure on the topic. I think I found the sweet spot.

Warning: The following may be too graphic for some. After kissing and embracing, he began to get a bit frisky. He started to undo my pants. There was high risk here. We were in plain sight of the doorway leading to downstairs. One neighbor had already come up to the roof once to smoke. He began blowing me, always keeping one ear out for signal of someone approaching. I undid his pants and began pleasuring his endowment with my hand. Finally, paranoia got to him, and he suggested we move to the far corner of the roof, out of sight of the door.

When we got over there, he pulled my pants down to my ankles and did the same with his. He was pleasuring himself while going down on me. He edged me many times, getting quite close to making me finish. I was picturing my seed all over his chest, just as he wanted it. Alas, I wasn’t able to fulfill his wish. I came close many times, but just couldn’t get over the hump. He stood and suggested we move downstairs. We got dressed and made our way downstairs. I was incapacitated and had a hard time descending the stairs. My legs were jello from the full-body orgasm he gave me. I may not have had the release, but I still received all the pleasure. He laughed at my struggle.

As we walked down the stairs, I realized he had a slight exhibitionist streak in him. The stunt on the roof, sex with the blinds always open… I had a bit of this in me, but in smaller quantity. He was expanding my comfort zone.

When we got downstairs, the fooling around continued until we took a break to order Thai food. It was 10:30. Once that was taken care of, we had sex. I had the first chance on top, and then we swapped. It wasn’t long before he finished all over my back. He was out of breath and in a daze from how amazing it was. I knew I was having a blast, but I was thrilled our time in bed was so enjoyable for him.

Like clockwork, the food arrived. We settled into bed and ate while we watched Smash. I convinced him he needed to see the show so I could talk to him about it. He really enjoyed it, so much so we watched two episodes, eventually switching to dessert. I passed out half way through the second episode. When it was over, we turned out all the lights and went to sleep. I was happy to have the weight off my back after telling him my concerns. I felt comfortable with him once again. I fell asleep with an amazing man in my arms and a smile across my face from ear to ear.

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Revisiting the Past

Relationships aren’t easy. No matter whether you’re friends or lovers, each relationship is accompanied by its own set of issues. When you introduce sex into these relationships, things get exponentially more complicated.

Tuesday, I engaged in unprotected sex with M.E. It happened in the middle of the night in the passion of a moment, however, there is never an excuse. People’s lives are at stake. I tell you about the poor decisions and the mistakes I’ve made because I hope you can learn from them.

From that morning on, I was on damage control. I’d already talked to him about what transpired between us, and we agreed to get tested and share our results to ensure we were safe going forward. I called a doctor’s office and made an appointment that Wednesday following work to have an STD test.

As I walked into the doctor’s office, I noticed a few other men sitting in the waiting room. I had never been to this facility before. I was curious if they were there for the same thing I was. I began to wonder what was going through their heads. Were they petrified? Were they already infected? etc. I myself began to worry a little. I wasn’t particularly worried until I walked into the waiting room. There was nothing I could do at that point, so I tried to calm my nerves. The only good part about this was it made me quite ready to fill a cup with my urine sample. They also drew blood and told me to call in three days for my results.

Now, it was the waiting game. I couldn’t do anything and would have to wonder for three days.

That night, I had plans with P to go see Silence, The Musical. After my tests, I walked all the way downtown to meet her for dinner near the theater. Dinner was very nice. I got her caught up on all the latest action in my life. She’s always incredibly supportive, even when I make poor life choices.

We went to the show, and about two minutes in, I noticed how attractive one of the male actor/dancers was. It was a small theater, and any time he was on stage, I couldn’t take my eyes off him. When they came out for curtain call, he caught my eye, and we made eye contact. There was a bit of an awkward moment, but I was crushing a bit.

I wasn’t intimidated because I’d already dated someone who worked on Broadway. This was Off-Broadway. I didn’t think twice about what I was about to do. That night, when I got home, I decided to do some research (and when I say research, I mean stalking). I pulled out the Playbill and looked to see if I could find him on Facebook. Much to my surprise, he was on there. I decided to message him. What the hell, why not? What did I have to lose?

I’m sure you’re wondering who this is, and I really hope this doesn’t come off incredibly creepy. I myself can’t believe I’m about to send you this. (And, something tells me I may not be the first).
First off, I came to see Silence tonight and thought you were incredibly cute and incredibly talented. Your mother must be so proud.
Second off, I have no idea if you’re single or even gay. But gay or straight, single or taken, I’d love to strike up a conversation with you. On the flip side, I fully understand if this makes you uncomfortable. 
Anyway, with nothing to lose but a little dignity, I thought I’d give it a shot. Hit me back if you’re interested in chatting some time. If not, enjoy the flattery…

Then, I noticed he was a friend of Broadway, the guy I dated for ten months. I pulled out my phone and texted him to see what their relationship was. His response was, “Who is that?” I explained who he was and how they were Facebook friends. “Oh yes. We audition together. HOT!! You dating?” I told him, “No. I just cold called him on Facebook after seeing his show… LOL. We’ll see what happens. Think I creeped him out?” He felt I did creep him out, but I explained how I had nothing to lose.

Sadly, I never heard back from him. It just wasn’t meant to be.

Much later that night, I received a text from the guy I had sex with when I cheated on N. We’d been texting a bit recently after noticing each other on Grindr. He asked if I was up. I replied, and he asked if he could come over. Apparently, I was getting a booty call. It was about 11:30, but I didn’t see the harm. After all, I did fantasize about the first time we had sex quite often. It was something my mind went back to many times. This isn’t because of the cheating. It was simply because the sex was that good.

He came over, and I could tell he’d been drinking a bit. He immediately commented on how crazy it was that my new apartment looked exactly like my last. He began taking his shoes off before hopping on the bed with me. He immediately began making out with me interspersed with conversation. He never got closure with how messed up things ended between him, N and myself.

He wanted to talk a lot about him. I would have been fine if N never even came up in conversation. I learned they got together once after I told him to take a hike. It was hysterical how much their accounts of this encounter were completely different. The only commonality was how much disdain they had for each other. At one point he mentioned how dirty N was. I asked him to clarify as in physically or as in naughty. He then went on to describe a particular body part that would only have been encountered during sex and how disgusting it was. He then went on to tell me they never had sex. He told me N just gave him a blowjob and he finished on his face. He pointed out his surprise I ever dated N. N’s account of the story was they met on the street. After seeing him, he couldn’t believe I would hook up with someone so ugly, let alone cheat on him with someone of that caliber. All I could do was laugh my a$$ off in my head. These two were ridiculous. I was so happy I cut things off with both when I did.

After the N conversation concluded, he really wanted to have sex with me. He mentioned how amazing it was the last time we hooked up, and he told me he hadn’t had sex with a man since the previous summer. I told him how hot it was last time we hooked up and how I referred back to it many times in my mind. With that, the clothes began to strip off.

Warning: The following may be too graphic for some. We were intertwined in each other’s embrace making out. I found myself lying on my stomach with him on top of me. I knew he would try to penetrate me, but I wasn’t game for that. The last time he did that, I sprang from the bed because he did it with no preparation and full force. I wasn’t about to let that happen again. He tried and tried, and I never relaxed to allow entry. I think he got embarrassed with his fumbling, and he made a comment. I complimented him and told him he was too large for me. We switched positions, much to his chagrin, and now I was the one on top. He was on his back, and I put his legs up on my shoulders.

He told me how much he enjoyed me inside him because I hit his prostrate just right. With that, I slipped inside him. It felt amazing. It was just as good as the last time I played over and over again in my mind’s eye. He loved it too. After a short while, he finished on his abdomen. Seconds later, I alerted him I was about to finish. He replied, “I want you to shoot inside me,” and I did. For me, this was a first, and it felt incredible.

I’m not sure why, but I had no problem finishing this time. It completely came naturally and without over thought. I felt amazing and incapacitated all in one. We lay there next to each other speechless for a minute before even moving or talking. We were in euphoria.

When that wore off, I became the topic of conversation. N told him about the blog when everything went down. He told me he read part of it and still didn’t understand why I wrote it. He also asked this story not make an appearance, but I find it too important to exclude. He pointed out I was looking for a boyfriend, and that was not what he was looking for at all. He pointed out how I was going about things all the wrong way if I wanted to find love. I explained to him all my trials and tribulations and what I was looking for in the end. He fully understood.

Then he made a comment about how stupid we were to not use a condom. I agreed. I’m sure he was far more worried about the situation than I was since I finished inside him. Apparently, with everything I’ve been through, I still didn’t learn my lesson. I wasn’t being responsible.

This was my wake-up call. I’d hit rock bottom. I’d gotten so reckless with my life. I needed to stop before I did something that could end my life. What was I doing? How could I be this stupid? This wasn’t how to find love — Having unprotected sex with the guy I cheated on my ex with. No more excuses. No more Grindr hookups. No more strangers. If I wasn’t finding love, I would be single and celibate for some time until I got myself under control. This was my turning point.

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Two Hours

After coming to the realization Middle Eastern was not dating material, I began my search for a boyfriend once again. I thought I’d give him a second chance, and he proved to me he wasn’t worthy of that.

I went back to my matchmaker once again – Grindr. I was a little addicted. I found myself spending hours out of my day on the app. I was searching with great fervor. When I woke in the morning, the first thing I did was reach for my phone and fire up Grindr. The next thing I did was grab my tablet and fire up Grindr on that. It was even better on my tablet. The pictures were bigger, I could multitask with my phone, etc. I fully realized how much time I was spending searching for a man. I saw how much of my day was stolen from me. It was like a second job.

On a few occasions, I would strike up a conversation with a guy I thought worthy of my time. One such man lived nearby in Jersey City. We started chatting on Grindr, and I did what I always do. I asked him for his number so I could take things out of the Grindr app and start a conversation over text. I always asked for a picture from the start so I could keep the guys straight in my phone contact list. I kid you not when I tell you I have around 100 contacts from Grindr, Adam4adam.com, ManHunt and OKCupid. I had a system in place as well. Everyone’s name began with where I met them. I was cataloging these guys in theory. Some I never spoke to on the phone, let alone met them in person, but they were saved no less.

After getting this guy’s number, We texted about chatting on the phone some night. He picked up the phone and called me. This earned him a lot of brownie points in my book.

We started with the superficial things – Where we lived. He told me all about his building. I was quite familiar with it. I’d run past it on many occasions. This morphed into a discussion about where we grew up. He was fascinated to learn I grew up out in the country on a farm. Through texting, I’d already learned he was from Canada. I told him how surprised I was he didn’t have a Canadian accent. It popped up a few times, but quite infrequently for someone who grew up there.

I quickly learned he certainly fit the Canadian nice guy stereotype. Everything he said was sweet and polite.

I learned he was slightly older than me. This wasn’t an issue for either of us. I had always liked slightly older men, but I am always leery that older men aren’t thrilled with dating a younger man. I’m quite mature for my age, so I hope my personality can make up for the age gap.

We chatted about our jobs, and I learned he worked in the travel industry. He jetted around the country and internationally quite frequently. He even mentioned the possibility of taking someone like me with him on said trips. I wasn’t getting ahead of myself, but I did enjoy the idea of traveling with my boyfriend to far off locations. He detailed many of the perks, which I really enjoyed, but I didn’t want to let that cloud my perception of him. On the flip side, I told him one of my most embarrassing secrets. I told him I’d never left the country with the exception of Windsor Canada from Detroit. He told me it wasn’t a big deal, and he would help me remedy that issue.

Somehow we got on to the topic of dating and being single and previous lovers. He wasn’t very forthcoming with the information of his major heartbreak, but all it took was one question for him to tell me the overarching story. It seemed it was a sensitive subject, but he was willing to tell me the story. He was dating a man for seven years. This was before he was traveling for work. He was scheduled to go away for work, and at the last-minute, his trip was cancelled. He came home to their shared residence to find his boyfriend in their bed with another man. I expressed my grave sympathy. After seven years with someone he must have been crushed. My heart broke for him. He told me he simply told his boyfriend he needed to move out and that was the end of them.

I tried to lighten the mood and asked him what he likes to drink. Ironically, our lists shared a lot of the same drinks. It was uncanny how similar our pallets are. I learned he too is a fan of Malbec. We discussed how it would need to be present on our first date. I was happy we were on the topic of meeting for a date. He seemed like a great guy. Maybe he was the ship I was searching for in the storm.

I asked him what he was looking for, and he described his ideal situation. Amazingly, our perfect pictures lined up quite impressively. I was really excited to meet him. I only had one picture, and he appeared to be an attractive man. I was more excited to meet him to see how strong the chemistry would be. It was already pretty strong considering we spoke on the phone for two hours.

Only time would tell, and we made tentative plans to grab a drink or dinner in the near future.

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Meeting Chelsea

It was another day at work and another day on Grindr. I was back to work after my relaxing and fun day off. It’s not easy jumping right back in the grind after a four-day weekend, but I still have to pay the bills.

I decided to pull up Grindr when I went to the gym on my lunch break. I started talking to a few guys, but I was more enamored with some of the hotties live in front of me picking up heavy things. They were very motivating in an “I could look like that” kind of way. Every once in a while I checked to see who messaged.

One of the guys who responded to my message was absolutely jacked. I knew messaging him was a shot in the dark. I never expected a response from him. We chatted a bit before he asked for my picture. I wasn’t able to send it through, so I asked for his cell phone number. I sent him the picture, and he blocked me on Grindr. I was very disappointed, because in the little time we chatted, he seemed like a really nice guy. I texted him and asked if he blocked me. He apologized and said I wasn’t his type. He explained he was really just looking for steroids. I told him I couldn’t help him there. “They are illegal in my country,” he added. I told him they are illegal here as well.  This was news to him. I told him if he was looking for them, his best bet was at the gyms.

We chatted a bit more, and I told him he seemed like a really nice guy. He returned the compliment. Since I wasn’t really able to help him with what he needed, and that was really all he was looking for, the conversation ended.

That night, I went home alone. I was okay with that. I’d been having more than my fair share of sex lately. In the meantime there was another man I met on Grindr. This one seemed like a really good guy. We hit it off almost immediately, and a strong connection grew between us. We were both there for the right reasons. Ideally, we each really wanted a boyfriend. We both had our transgressions in the past on Grindr. Part of me was leery about that. Another part of me was quite happy. It meant he wasn’t a wet noodle, like many of the guys from OKCupid.

We made plans to go out Wednesday night after work. When I had finished work I walked his apartment. We didn’t have real concrete plans, but we were going to go out for a drink. He apologized because he was still doing laundry, and he invited me inside until he finished. It would only be a few minutes. He greeted me at the lobby, and we went up to his apartment with a pit stop in the laundry room to pick up his clothes. I was pleasantly surprised how nice is one-bedroom apartment was. I knew he had a good job but I didn’t know it was that good.

Since we didn’t have a game plan, I defaulted to him. We were in his neighborhood after all. We agreed on Mexican and margaritas. Salsa Y Salsa was nearby, and he knew some of the wait staff, so we headed there.

We had a cute table in the middle of the restaurant. It was very crowded for a weeknight. We chatted a bit before deciding on the flavor of margaritas we wanted. It was nice conversation. We got along swimmingly. He was a little flamboyant, but no more than I imagine I really am. It was nice because there were no awkward pauses. We both very much enjoyed our drinks and our meals. We decided to order a few things to share as appetizers and then shared a few bites of our meal choices with each other. It was romantic and comfortable. The more he drank, the more flirty he became. I didn’t have a problem with this, but it was interesting to watch the slow transformation. We had ordered quite a few rounds of drinks before we were both stuffed and ready to head out.

Early in the night he told me he may be having a few people over to watch the premier of Happily Divorced. He wanted to make sure he got home before it aired. He also invited me to join.

When we got the bill, I was shocked to learn we were each only charged for one drink. Chelsea was friends with the Brazilian waiter who served us. Over dinner, I came to learn he had quite a few Brazilian friends. Of course, we left him a very generous tip.

When we got outside, there was an awkward moment of “now what?” I offered to walk him home since we weren’t far from the PATH. When we got to his apartment building, a girl was standing outside smoking. We chatted with her for a few minutes before she went back inside. He paused awkwardly for a minute before finally asking me up to his apartment. His plan of having friends over for the premier went by the wayside.

He was excited for Happily Divorced, so we sat on the couch watching the episode. I decided to hang out for one episode before making my way home. A short bit into the show, I put my arm around him, and he nuzzled in the crook of my arm. It was nice cuddling with him. When a commercial finally came, we kissed — Slow at first, but then passionately. He was a good kisser. I appreciated his skills. When the show ended, we began making out a bit. He pulled me to the bed, and we spooned a bit. He already laid down the ground-rules that there would be no sex until the appropriate time. I was happy with this. He invited me to stay the night, but I graciously declined. I needed to go home before work the next day, and I liked taking things a little slower than I had in the past.

With that, he kiddingly kicked me out so he could go to bed before a crazy workday the following day. I decided to head over to my office three blocks away and take a car home.

It was a good night, and I thoroughly enjoyed myself. I was looking forward to seeing him again and the possibilities the future may hold.

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Stood Up Twice But Third Time’s a Charm

So much for getting things out of my system while in California. I was supposed to find myself while I was out there. I was supposed to calm down with the hookups. If anything, it had a converse reaction. Maybe it jump-started my libido. Since I arrived home, I had one meaningless one-night stand/hookup, and hooked up with a guy I could possibly considering seeing again. What was I, in college?

Wednesday at work, I was back to my old habits. I was all over Grindr searching for guys to go on dates with. The problem was none of them were looking for dates, so I decided to fill the time between dates with more hookups.

I hit up one of the guys in my favorite list, but he was really just interested in sex. We tried to make plans to meet up, but were having a hard time finding a location. He proposed an adult video store booth, but as you can imagine, I wasn’t onboard. He also wanted to go bareback, but I’d learned my lesson with that. No more taking those kinds of chances. When I tried to make more realistic plans, he flaked.

I started talking to one guy who was really hot. He wanted to hookup badly, but he needed time. He needed to prepare, which I can heavily respect, but he was also visiting. He needed to go out and get supplies to perform said preparation and needed to find poppers. It was pushing 6:00, and I wasn’t going to hang around the city any longer. He ended bailing on me, so I made my way home alone.

Two guys flaked on me; however, talking to them got me riled up. My libido was hungry. When did I become such a horn ball. After 25 years of basically no sex, you think I’d be fine going home with just my right hand.

I had an ace in the hole though. I texted the Middle Eastern guy from the pervious night and asked if he wanted to come over again. I don’t think I lifted my finger off the send button before I got a response back. He was certainly interested, but had to come over later after class. He wouldn’t arrive until around 10. That was fine. I figured out other things to do with my time, like eat dinner.

When he arrived, we went straight to my room, but I’m sure, much to your surprise, we didn’t immediately jump in the sack. We kissed for a bit, but then we simply laid next to each other cuddling while we watched Modern Family. We are both big fans!

Every time there was a commercial, he took the opportunity to kiss me passionately. There were no complaints from me. He was a great kisser. He had perfect lips and knew what he was doing. We also took the time to chat a bit. I wanted to get to know him a little. He lived with a bunch of guys in an apartment and even shared a room with a guy. None of them knew he was gay, and he recently broke up with a girl. He told me he’d been on a handful of Grindr meet-ups, but none were anything like what we shared. He told me how much he enjoyed the previous night and how much he thought about me all day long. It was very flattering, and a little alarming. This kid was falling for me — and fast. I needed to make sure things didn’t get out of control because I didn’t want to hurt him.

I couldn’t tell him what I was looking for because I didn’t know what I was looking for. I really wanted to find a boyfriend, but I wasn’t sure he fit the bill. This was new territory. I’d never dated anyone so much younger than me, let alone still in college. He was a really nice guy, and I could tell his friends loved him, but I was still conflicted. He was very mature, but nonetheless, he was still in school.

When the show was over, the making out led to heavy petting. Things escalated, and I invited him to spend the night. While naked, he walked to the bathroom to take out his contacts. I watched him from the bed, staring longingly at his body. I told him how hot I thought he was. He really riled me up. I loved the innocent confidence he exuded. It was incredibly sexy.

He told me he wanted to go to bed horny so we could wake in the morning and have some real fun. It was late, and I was tired, so I didn’t oppose. With that, he rolled into little spoon position, and I pressed my naked body against his in big spoon position. It felt so comfortable. It felt so right.

In the morning we both woke to the sound of my alarm — strategically set early to allow for time to play. We were both in a very frisky and playful mood. He certainly wasn’t shy about kissing. He loved it and did it often.

Warning: The following may be too graphic for some. While we embraced each other, he whispered in my ear how he wanted to ride me. I certainly was in no position to deny him this privilege. I was looking forward to it. I was shocked, him being so new, how much he was gung-ho about bottoming. I think he discovered he’s really a bottom. He hopped on, and it felt great. He came really close to finishing, but never did. I knew exactly what was happening, so I didn’t put any pressure on him or comment on it. That would only bring it to top of mind and make it worse.

He had to stop. He wanted to keep going, but told me he was sore. He informed me that I was a big guy. I’d never really thought of myself as big. I always thought of myself as average. But, as of late, I was informed otherwise. (This is not something that is important to me, but it is quite the ego boost to hear).

We laid next to each other once again pleasuring ourselves while he laid in the crook of my arm. I finished after a few minutes. I was happy things were turning around for me. It wasn’t taking a long time for me anymore. I was far from a one-minute man, but my mental block was easing. This wasn’t the case for Middle Eastern (will be called M.E. from now on). He never finished, but also never complained. He noted, “I can never [finish] after you’re inside me. I can’t explain it. It feels amazing, like a full body orgasm, but I just never shoot.” I knew exactly what he meant. I told him it’s just part of sex sometimes. I wanted to ease his mind.

With that, we both hopped in the shower, and I took the opportunity to wash him from head to toe with a bar of soap and my hands. It was really sexy and slightly romantic. We both enjoyed it. Then he did the same to me. It felt great!

While I get ready in front of the mirror, he noted its existence. He complimented me on what I was wearing to work. He really was charming and sexy. I was really starting to like this kid. I just worried we wouldn’t be able to have a real relationship. He was in the closet and in college. He told me he wasn’t hiding it anymore, but he was advertising it. I understood, but I just wasn’t sure if it was for me

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What Doesn’t Kill You Makes You Stronger

Sunday afternoon, I tried to see if Smiles would want to do something fun the following day since I didn’t have to go to work. Sadly, he had work to do. He was trying to build up a company from scratch, and it is a lot of hard work, so I understood. What I didn’t expect was he would be busy he wouldn’t be able to find the time to pick up the phone and call or text.

Monday passed with me planted on the couch watching TV all day while surfing adam4adam.com and reactivating my Grindr account. I was just seeing what was out there, but as the afternoon progressed, I started to think toward the future while examining the past.

I realized I wasn’t happy. I equated my relationship to the struggle of Sisyphus, a king punished by being compelled to roll an immense boulder up a hill, only to watch it roll back down, and to repeat this throughout eternity. I was constantly putting work into the relationship only to find I wasn’t receiving much benefit from it.

I had given Smiles more than his fair share of chances to finally woo me, and he failed. I enjoyed his company, and he was a very nice, successful, good-looking man, but the time had come to move on. It just seemed he wasn’t that into me, and I realized I deserve better. Since I had been on the journey to this conclusion for quite some time, I wasn’t that broken up about it. I’ve had varied reactions to the end of relationships in the past. I moved on with closure after my mutual breakup with Broadway. I had slight some minor cardiac scarring after I ended things with San Francisco. I was a wreck when things went south with N — Losing ten pounds in a week (Not proud of that).

This epiphany wasn’t all that earth-shattering for me. Things had been on the decline for some time. This certainly didn’t come out of the blue, so the blow was lessened.

I actually started to get slightly angry about things. I felt used. I recalled asking Smiles on our first date why he was on Grindr, and he had mentioned he was lonely. I realized I was someone to pass the time for him. I was someone he could go to dinner with so he didn’t have to eat alone. I was someone he could have the occasional romp in the sheets when he was in the mood. I was a seat warmer. He never had any plans to forge a relationship with me, and this made me really feel used.

I wanted more. I deserved more. And I was going to find more. I started searching once again on a4a and Grindr. These are clearly not the best place to find Mr. Right, but it couldn’t hurt to try. Once again, it was just going to be a lot of work.

On top of it all, our sex-life was minimal. As a result, I was horny. I was hungry for some good sex. Over the summer when I was having my wild time, I felt I started to really hone my craft. I had numerous guys constantly hitting me up for seconds, thirds, and more. It was great for my ego, and I craved a really good romp in the sack.

That’s when I turned my efforts toward Grindr. I wanted to find a local guy with a hot body. I knew it wouldn’t be easy from past experience, but maybe some new hotties moved into the area in the three months I’d been away. I started talking to one guy for quite some time. We even started to Skype with each other while I watched TV. He lived very close and had a really nice body. He was Asian, which doesn’t quite get my engine roaring so there he wasn’t a relationship prospect, but we could at least start on a friendship. We face-time chatted most of the evening. I gave him full disclosure on the situation. We even discussed him coming over to hook up, but in the end I decided to be good.

Afterall, I still hadn’t officially ended things with Smiles yet. It wouldn’t be right. I’d already betrayed that relationship once, I didn’t need to do it again, not matter how resolved I was about its end.

I got an offer from a man I’d had a tryst with in the past. He begged me to come to his apartment, but it was cold outside, and it was getting late. I had work the next day, and I needed to go to bed. I told him I’d take a rain check.

My new friend went to bed, and I continued to figure out a way to satiate my libido. I figured I would hit up some old friends in my Skype contact list. One of the sexiest men happened to be online. He lived in South America on an island, and I wanted to do bad things to his body. It was amazing. I loved camming with him. The only issue was he had a big thing for me. He always begged me to be his boyfriend, no matter how many times I told him it couldn’t happen because we are so far away. He begged me to come visit, but I told him I couldn’t afford the flight. I wasn’t about to fly to South America for a booty call. But if he lived anywhere close, I would have been over there in a second!

I convinced him to have a little fun on camera until I finished. As usual, it sapped all the energy from my body, and I jumped into bed and dozed off without a thought left in my head.

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Bradley Cooper?

Welcome to Fast-Forward Fridays!!!

For a limited time only, I’m trying something new. After receiving many requests to bring the blog closer to real-time, I have decided to start releasing two posts on Friday. I hope you like the new addition. Scroll to the previous post below to keep up to date with the story. Keep your eyes open for new and exciting things to come…

On with this special edition of One Gay At A Time…

Wednesday morning I dropped Smiles off at the airport. I felt like a chauffeur considering the goodbye I received at the curb.

After running my errands, I was home alone with my thoughts. My good friend, A proposed we hang out, and I jumped at the opportunity. She was passing through Hoboken to the city since a coworker was giving her a ride. It would be a great distraction, and I needed to catch her up since the last time we chatted, I was in need of the “where are we” conversation.

She arrived at my apartment, and I made us dirty martinis because we were both due for a good stiff drink. She proposed we go out for dinner, and I agreed since I wasn’t in the mood to cook food. A suggested we go there to Cucharamama. I’d never been, but I’d heard some great things, so I was on-board.

We walked the few blocks to the restaurant in the drizzling rain and got a nice table in the back of the restaurant. It was cozy and warm, and I was happy to be out of the bad weather. We sat and she told me about how things are with her boyfriend.

A month or so ago, she’d told me about the communication problems they had shortly after moving in together. Apparently, things had greatly improved and they seemed to be finding their groove. I was happy for her.

My relationship was taking a different direction. I told her about the conversation we had the night before. I told her everything he said when I asked him where we stood as a couple. A was already skeptical going in. When I last told her how I was feeling about things, she told me it was time to move on. She didn’t think he was right for me. She told me, “You need someone who will worship you. You need someone who is as into you as you are them because you as so giving in a relationship.”

She was kinda right, but I was still going to give him a chance. It wasn’t like I was blissfully unaware of our issues, but I wasn’t willing to turn my back on him because of it.

After I told her my feelings and thoughts on my current situation with Smiles, she agreed with my plans to proceed. I told her I was going to continue to date him, but I wasn’t going to close myself off to other possibilities should they come my way. I wasn’t going to completely throw myself out there and jump back on adam4adam.com or Grindr, but I also was going to be open to possibilities. I knew I deserved better, and so did she. I was going to give him a short window of time to prove he was going to treat me better, but if that window closed, I was ready to move on. There was no reason for me to immediately drop Smiles. I had no other prospects lined up. Why not give him a chance.

Then the conversation switched to men and women in general. We talked about emotions and dating. The topics of masculinity and femininity came up, and we exchanged our opinions on both. It was a very friendly debate, and I really enjoyed and appreciated the time with her. If there was a time I needed her, it was then. We ordered glasses of wine and a few appetizers and main courses and shared all of them. All the food was great, but the company really made the night. I needed someone to talk to about what was going on in my love-life, but I also needed someone who wouldn’t let me dwell on it and change the subject after we’d discussed it at length.

I wasn’t even thinking about Smiles by the time the check came. And, because my friend A is overly generous, she would not let me pay for dinner. She paid the entire bill. She wouldn’t even let me pay the tip. If anything, I should have been paying for it since she was helping me and giving me what I needed. She gave me the confidence boost I needed to realize what is best for me and seek it out.

I needed to return my friend’s keys since I borrowed his car to take Smiles to the airport, so I said goodbye to A at the restaurant with a hearty hug and went in the other direction towards his apartment. I returned his keys and stayed to chat a bit before heading home for the night.

My roommate was at trivia that night, and it was a block from my friend’s apartment. So, I joined him for the close of the night. Ironically, the host of trivia was Adam from Big Brother. I’m quite a fan of the show, so I chatted him up a bit about what it was like to live in the house. I’d love to be on that show, and I think I’d clean up.

When I got home, I was bored and a little horny. I decided to hop on manroulette.com. It was usually a good go-to for casual fun and an ego boost. The talent on their wasn’t exactly great, but I managed to find a decent guy to chat with and have some camera fun. He paid me numerous compliments, and I ate them up. He told me I looked great. Over the three months I dated Smiles, I think I got maybe five compliments from him. This guy paid me five in five minutes. I needed it. I often need validation. It’s a defect, but it’s who I am.

When the guy told me I looked like Bradley Cooper, I questioned him. I thought he was just stroking my ego to keep me interested in him, but when I questioned him on it, he insisted. I’d heard that in the past, but for some reason he made me start to believe it. I really needed that.

The time came to end my chat with my new online friend and get ready for bed. I realized I hadn’t heard from Smiles all day. He was probably settling in with his family, but he also told me he’d call me later that night when I dropped him at the airport. I was disappointed. He wasn’t exactly winning my affections already. I laid there as my mind struggled with what to do. I wasn’t sure how to proceed, but it certainly would be with caution.

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A Pointless Cancellation

When Smiles and I spoke on the phone Sunday night on his way home from a party in Connecticut, I asked him to come to my apartment for a special dinner Monday night. He told me he had to work, but he was going to leave early and we’d just eat a little later. I told him this was perfect since it would take some time to cook the roast after work.

I’d told Smiles about my standing rib roast before, and he didn’t quite get what it was. I explained to him the similarity of it what one might be served at a carving station at a wedding reception. He got a clearer picture, but it still wasn’t crystal clear.

I had a rib roast in my freezer with our name on it. I finally had a chance to cook it for us, and he was on-board. I was excited. It was a plan.

Monday morning, before work, I took the roast out of the freezer to thaw for that night. I planned out the accoutrements as well. I was very excited for our romantic night. It’d been a while since we spent time together. I wanted a night of beef, wine, couch, and bed. The thought sounded spectacular to me!

What excited me even more was the idea of my sanity back. I planned to ask Smiles that night where we stood. I didn’t need a title. I didn’t need to be his boyfriend. I just wanted to know where his head was at.

I know I probably sound like a broken record at this point, but that’s what my inner dialogue is. I get fixated on something, and it exhausts me until I get some closure on the issue.

Much to my chagrin, at 1:00 that afternoon, Smiles sent me a text with some bad news. “Looks like I have people coming tonight so I’m not going to be able to sneak out. I don’t think dinner at 11:00 would be the bet. Do you want to have an early dinner here in the city before he show?” Very disappointed, I agreed with a “Sure.”

I was p*ssed. It wasn’t his fault, but I was a little crushed since I was taking so much care to plan out the evening, and it all went to sh*t. He suggested we do it another night, but came up with a consolation prize. He suggested I come over to his apartment for dinner instead before the screening. I begrudgingly agreed to the idea since it’d been so long since I’d seen him, and I sent my roommate a text asking him to put the roast back in the freezer.

When I finished work, I made my way downtown to his apartment. When I arrived, I was shocked to be received with a nice big kiss. Maybe he missed me. Maybe I wasn’t just a seat warmer in this relationship. There was actually emotion behind that kiss. I was happy.

I was a little anxious because I was still planning to ask him where we stood that evening.

He told me he had food in the fridge to make and suggested we cook that instead of going out for dinner. He preferred that since he wasn’t feeling well, and he was exhausted. It made no difference to me. Asking him my question in the privacy of his apartment sounded like such a better idea than in a restaurant anyway.

I ended up cooking the pork chops and asparagus for the two of us since Smiles wasn’t quite himself. We sat and ate — Him at his computer chair working while he ate and me on the couch. Not nearly the romantic meal I planned for the evening. When we finished, I helped him clean up and put the leftovers away. He started getting ready for the rest of his night, and we talked about my plans. He asked if I was planning to spend the night. “Well, I guess the first question I should ask is if you were planning to come to the screening tonight,” he added.

This was the first I was hearing this. I was quite open to the idea, but I told him, “I have nothing for work tomorrow. You were supposed to be coming out to Hoboken, remember.” “Right,” he responded. I reminded him I’d seen the movie twice now, but if he wanted company, I would come with him. I asked if he actually watches the movie, or if he does other things during the film. He told me he usually watches most of it. Things remained unsettled as he made his way over to the couch to take a quick nap on me.

That was my opportunity to ask him my burning question. Every moment I tried to open my mouth, I froze. Nothing would come out. I was suddenly transported back to when I sat on the couch trying to tell my parents I was gay. The anxiety was making my heart pound out of my chest. I tried over and over to ask him, but I couldn’t muster the courage. I’m not sure what I was afraid of, but it was driving me insane.

After a half hour of this, it was time for him to get up. I asked him if he wanted me to sleep over, or did he want to get some rest alone. We made a final decision. It was better he get some uninterrupted rest that night since he was so exhausted as much as I wanted to spend the night with him. He told me, “It’s very sweet of you to offer to see the film again to spend the night with me.” I liked hearing that. He recognized the sacrifice I was willing to make to spend time with him.

With that, I said goodbye, and he made his way to the screening while I made my way to the PATH — Without my answer.

I was so p*ssed at myself for getting so worked up about a stupid question. What was wrong with me?! Obviously, I needed someone to talk to. I tried Boston, my therapist. I needed him to talk me off the ledge and help me make sense of the situation. I couldn’t do it on my own. We talked it over for over a half hour and he convinced me I had no choice but to blatantly ask him where we stood. We even helped me nail down the phrasing.

When I got to the other side of the tunnel in Hoboken, I got a text from Smiles telling me he was on his way home. His friends never showed. My blood was boiling. We cancelled our dinner plans for NOTHING. I still had no closure on where I stood with Smiles. It certainly was going to be a toss-n-turn kinda night…

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