Posts Tagged flirtatious

Small Expectations, XL Frustrations

For weeks upon weeks, I stressed about Pride Weekend, and it finally arrived. CK wasn’t helping, and it exploded into an argument over the phone, culminating in a temper tantrum on my part.

We were finally able to come to an agreement, and I went back to packing a bag. Needless to say, I still wasn’t thrilled with the idea of the weekend ahead of me, but my nerves were slightly calmed after my chat with CK.

I made the voyage into the city to head to CK’s apartment. The plan was to head to XL that night. I’m not quite sure why, but none of CK’s friends were joining us that night. We had plans to hang with some of them the following day/night, but we were on our own for XL. I would have preferred to have more familiar faces around me in such an unfamiliar place, but that wouldn’t be the case. I got dressed with a little help from CK, but of course this turned into a bit of a heated discussion. Our nerves were very exposed, and he was encouraging me to expand my wardrobe comfort zone further than I was ready to. I wanted to fit in, but I still wanted to stay true to myself. I didn’t want to dress like everyone else there, however, I wanted to make sure I wouldn’t stand out.

As we walked there, I was very quiet. CK and I were holding hands as we walked the streets of Hell’s Kitchen, but all I could think about was how I could make myself feel comfortable in this foreign land. As we approached the entrance, there were gay men in every direction. I felt reasonably comfortable with my wardrobe choice and laughed to myself a little at some of the ridiculous outfits. I know this is going to come off as if I saw myself as better than them, but quite the opposite. I give them a lot of credit for feeling so comfortable in their own skin that they dress the way they do, but I could never pull it off. I would feel too uncomfortable and self-conscious, and then I’m absolutely no fun to be around. That was one of my main worries going into this weekend — I would feel uncomfortable, clam up, and I would be no fun to be with.

The cross-dressing boy checked our IDs, and we made our way inside to pay the cover charge. CK had some kind of VIP card and encouraged me to sign up for one with one of the boys holding iPads for just that thing. We paid, and I was a little shocked how expensive the cover was just to get in. Obviously, it was cheaper for CK since he was a member, but overall I was a little taken aback. I wasn’t aware of any talent performing that would justify the rate being so high.

As we made our way inside, I needed a drink bad! There were men in every direction, half without shirts on already. This wasn’t my kind of place. I liked the run-down pubs where the bartenders knew my name and they played good music. This, on the other hand, was a scene. We made our way to the bar and ordered drinks from a shirtless bartender who made me feel I needed to go to the gym immediately. I downed my first drink pretty quickly. The only way I would survive this would be with some help from some special spirits.

We made our way down to the dance-floor and started dancing and grinding with each other in front of the fog machine. I’m not sure why we didn’t relocate. At one point, I couldn’t breath, let alone see CK in front of me, and his back was pressed against my chest. Directly in front of me was a feast for the eyes. There were go-go boys dancing on the stage wearing very skimpy briefs. Some of the guys had the most gorgeous bodies with cute smiles, and it was hard to divert my attention at times. I even received a text from my old roommate asking me if I wanted to go out. I responded telling him where I was, and he jokingly responded reprimanding me for not inviting him. That’s when I responded with a picture message, to which he said, “Okay. Never mind. I’m good.”

I wasn’t the only one on his phone throughout the evening. CK was on his phone a lot when we were together, so this was nothing out of the ordinary, however, I wasn’t aware of the plans he was making over text. Minutes before he walked through the door, CK informed me the guy from his old building he used to hook up with would be joining us. Needless to say, I wasn’t happy. I can be very reasonable, but the idea of hanging out with one of CK’s old hookups didn’t thrill me. It also didn’t exactly seem on the up-and-up since he waited until he was walking through the front door to tell me he was joining us.

When he arrived, CK gave him, who we’ll call Old News, a big hug and a kiss on the cheek. He was thrilled to see him. I swallowed my pride and extended a hand to shake his. From then on, and for quite some time, CK and Old News were deep in conversation. I felt like a third wheel in my own relationship.

We began to make our way to the bar to get another round. CK and Old News walked ahead of me, and as I climbed the stairs, a guy extended his arm out to shove me out of his way as he passed me. It was so obvious my mind flashed back to my days on the basketball court in junior high. He wasn’t being subtle at all. He was also messing with the wrong guy at the wrong time. I wasn’t about to let this little sh*t get away with it. I was already on edge on so many levels. I gave him a solid shove back in the opposite direction, so much that he stumbled down a stair. When his glance came back up to meet mine, I looked at him in a way of saying, “Go ahead. Bring it! What you got?” Me being 6′ 2″ and him being about 5′ 7″, he immediately turned and walked the other way.

When I got to the bar, of course CK and Old News were ordering and didn’t quite notice I was lagging behind. I understand the need to catch up, but I felt I had no part in the conversation. After I was handed my drink, I felt so outside the conversation, I simply walked away and stood at the railing overlooking the dance-floor. It took CK quite some time to even notice I’d stepped away.

From then on, Old News was attached to us. When we went to the bathroom, he came. When we danced, the circle was opened up to him. I didn’t think we would ignore him for the rest of the night, but I felt like he always made sure to put himself between myself and CK. I was shocked and  happy to say, I was actually having a great time with CK before he arrived. We were dancing shirtless and taking pictures in front of the fog machine and on stage. I finally felt comfortable in this new setting. I was no longer concerned with anyone else’s eyes on me. My only slight concern was CK’s eyes on anyone else. My whole mood went to sh*t the minute this intruder arrived. I wasn’t just dealing with being at the club anymore — I was having fun, but now I was back to being miserable again. I tried to be cordial with him, but I was not happy with his presence. He and CK hooked up at one point, and while CK assured me they were just friends, I was never quite sure Old News fully got that memo. I could tell he still had feelings for CK. He was very flirtatious, and took every opportunity to exclude me when possible.

In the middle of the night, a crazy drag queen named Ebonee Excell came out and performed. It was a welcome distraction. When the go-go boys came back out on stage, I recognized one of them from the Meet Me at the Ice Cream Truck music video.

Finally, our night was coming to an end. We were ready to head home. CK was hungry for sex, so we said our goodbyes to Old News and made our way back to CK’s bed. Old News may have garnered CK’s attention throughout the night, but in the end, I got to go home with him. He was my man! But, neither of us were quite expecting what was to come next…

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Never-Ending Date

I’d begun an amazing date with a spectacular man, and I couldn’t wait for what was to come next. Although I had been to Frankies 570 multiple times before with multiple dates, this time was special. I had an amazing guy to share a meal with. Ironically, my meal from days prior was so good, I ordered the same the again.

Conversation over dinner we great. It flowed like water downhill. We were both very flirtatious and chatty. On many of my other dates, there were long awkward pauses, but not on this one. Everything was just so easy. When I excuse myself to go to the bathroom, he leaned in requesting a kiss first. It was incredibly sweet and adorable. I really liked this guy. He was everything I was looking for.

I was just taking extra care to make sure I didn’t get ahead of myself. I had a history of falling for guys who would hurt me or not be interested in pursuing anything further. While in the restroom, I looked in the mirror to keep myself centered. All I could do was smile at my reflection like a giddy schoolgirl.

When I returned to the table, the conversation picked back up where we left off. My hand was on his leg under the table. His body language was very positive.

Our meals came, and we shared them with each other. Both of us were very happy with our selections. When the meal ended, we agreed to order a dessert to share. We got the crème-brulee. I dug my spoon into it and fed him a spoonful. It felt incredibly romantic. He smiled as his mouth closed around the spoon. We finished dessert and began to chat about what to do next. He was dancing around what I can only assume were his true motives. He said, “We can go have more drinks.” I interjected, “I don’t want to drink anymore.” “We can drop our bags at my place and go out. We could grab Pinkberry…” he added. I cut him off at the pass saying, “You can stop dancing around it. We can go back to your place.” He immediately smiled and agreed that was the best idea.

I wasn’t thinking we were going back to his place for sex. I knew there would be making out and a lot of heavy petting, but I wasn’t planning to give it up that easily. We hopped in a cab back to his apartment. He asked if I wanted to go to the roof, and I told him I would default to him. We were on his home turf. He could run the show. I picked the bar and restaurant. It was his turn to drive. Before we got to his place, he warned me of the condition of it. He informed me he lived like a frat boy.

When we got to his place, we stopped in his apartment on our way to the roof. I didn’t think he was as bad as he let on. We began making out on the bed. This, of course, led to many other things. Slowly but surely, clothes started landing on the floor in scattered piles. Eventually, we fond ourselves naked and engaging in a myriad of sexual acts, but penetration would never occur.

He was a very passionate man. I have found it nearly impossible to find a man whose intellect, wit and sense of adventure outside the bedroom matched their passion in the bedroom. He was a diamond in the rough. I wasn’t going to let this one go without a fight.

I noticed he was very into music. It was like he needed a soundtrack. I liked it. Every minute I was learning something new about him, and it was all making me like him even more.

We never made it to the roof. We ended up passing out on top of each other’s naked body. In the middle of the night, we both woke up. It was around 2:00. He offered for me to stay. I was under the impression that was already happening. I assumed I would just stay the night. We cuddled some more, and he turned out the lights.

When we woke in the morning, things weren’t awkward at all. I felt very comfortable with him. We talked about how we didn’t have sex and how that made us both happy. We didn’t need to rush things. I mean, I was spending the night on a first date, but I was happy true sex didn’t occur. I was also thrilled he was the type of guy who would just bring that up and not keep it inside for fear of saying the wrong thing. He spoke his mind. I needed to get back to that. Being with him might help me get back to that.

He was amazing. There was no question about it. We were both starving and decided to get dressed to hunt for some breakfast. We stopped by a few places before finally settling on Jimmy’s American Grill and Bar. We grabbed a table outside and picked up the conversation where we left off the previous night.

I let my freak flag fly. I felt so free with him. I told him all about me and my idiosyncrasies. I explained my Christmas Bash and all the work I put into it. He referred to me as Martha Stewart, and I expressed my hatred for that referral. I didn’t like that my cooking and entertaining had a feminine connotation. I told him I was more the Nate Berkus type. He laughed and agreed it was a better reference. I told him about my crazy coworkers and how we would make an amazing reality show. I told him about growing up on a farm. Everything I could think of, I brought out. He loved it all! I learned about where he grew up and his career in advertising. Every word made me like him more and more. He also told me about his friends. They texted him while we were eating to ask him to come to brunch 2.0.

Somehow, we got on the topic of The Hunger Games. I was reading the books, and he had already seen the movie. I told him I was looking forward to seeing the movie. He told me he would go see it again and asked if we could go see it Sunday. You could have knocked me over with a feather. He was already planning date number two before date number one concluded. I was thrilled and immediately accepted.

He walked me to the PATH to say goodbye before heading downtown to meet his friends at Elmo. We kissed each other goodbye and gave a long lasting hug. There was a homeless man panhandling next to us who said, “Get a room,” through a smile. He began laughing, and I started to crack up since I was the one facing him. I said to my amazing date, “That made my day.” Immediately, he replied, “You made my day.” I was in heaven. I said goodbye and went down the stairs to the train.

Later, I learned from checking his Twitter that when he checked in at dinner on Foursquare, he wrote, “Easy conversation + tasty food + hot boy = great date on a Fri night (@ Frankies 570 w/ 2 others)” and the next day at brunch, “When last night’s date becomes this afternoon’s brunch date (@ Jimmy’s American Grill & Bar). He really did like me. I was just finding it hard to take. It was like a dream. I couldn’t really believe it. I didn’t want to get too excited because I didn’t want to get hurt. But, honestly, who gives a f*ck. I was happy, and that was all I cared about.

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Southern Drawl

Today is another Fast Forward Friday!!!  

Hope you are enjoying these. It will help bring the blog a little closer to real-time. If you’re keeping up with the stories chronologically, please skip down to this morning’s post first, then read this one. I think it’s a good one! Enjoy!

Back to your special edition of One Gay At A Time…

During my week off from work, I was laying in my bed on Grindr on my tablet. Much to my surprise, the southern guy from OKCupid I connected so well with over the phone popped up. Last I heard from him, he was seeing some guy. That was the reason he gave me for never following through to meet up with me. I wasn’t exactly thrilled with how it all went down. I left a really bad taste in my mouth. I really didn’t want to ever give him a chance, but I was constantly drawn to how well we hit it off when we talked on the phone.

I messaged him, “Well, look who it is!” He responded, and we began chatting a bit. He asked how I was and started getting a bit flirtatious. I told him I was well and pointed out his flirting would not work on me. He’d already turned me off by shooting me down. I detailed for him all the advances I made on him and pointed out how he never even took the time to meet me.

He pulled out the excuse that he wasn’t looking to meet someone else — It just happened. He kept trying to get pictures out of me. I told him I was not looking for sex, especially from him. I pointed out that if he wanted to grab a drink as friends, I would be down, but I wasn’t going to send him pix and do the whole Grindr flirting thing.

I’m not proud of this, but I had an internal conflict in my head. Part of me wanted to steal him away from the guy he was currently seeing. Another part of me wanted to make him fall for me and then dump him. I’m not that kind of vindictive guy, but I have to admit, the thought crossed my mind.

I decided then and there to form a game-plan. I was going to present myself as I am. I wasn’t going to try too hard or be someone I wasn’t, i.e. someone he wanted. I was just going to display my best self. If he happened to choose to go on a date with me, that was his choice, not mine. We exchanged pictures, none of which showed the goods. This is what really seemed to reel him in. He was certainly responding to visual stimuli. He really started getting chatty. I’d already learned he was still seeing someone, but he let it slip that it wasn’t the person he was going on the date with when he dropped me like a bad habit. I called him out for not calling me when things ended with the first guy. I put it all on him. I was running him through a guilt gauntlet. I made myself quite a prize for him to attain. Now, I had his attention. I wasn’t going to chase him. I set the bait, and he was going to chase me.

After more flirting and exchanging of pictures, we made plans to grab drinks after work Monday evening. We agreed upon Chelsea Manor, but when I arrived there, it was closed. He met me shortly thereafter, and we began to walk to find a bar to go to. I met him on the street with a very awkward handshake. He seemed very aloof. I had a feeling this was going to be an awful date!

We found a bar nearby, The Guilty Goose, and sat in the front window drinking a few rounds of beers. I quickly learned how homophobic he was. I’m a fan of guys who aren’t into the scene, but he was so far removed. It was alarming. He wouldn’t even walk through the “gay part” of Chelsea. I wasn’t asking him to go to a gay bar, but that was the neighborhood between his office and mine. There were plenty of places to go that weren’t gay bars.

We chatted over our beers and kinda hit it off once again. After three rounds, he asked if I was hungry, and we decided to grab dinner together. He knew of a good Thai place nearby, so we went there. We ordered a bottle of wine and our food. We didn’t need the bottle of wine. I could tell he was getting quite intoxicated. I was still pretty lucid, but I didn’t want to be drinking that much on a Monday night.

He started getting very flirtatious and sexual. At one point he removed his shoe and began massaging my crotch. I was wondering how the guy he was dating would feel about this. I wasn’t going to move things across the line, but if he did, I wasn’t going to stop him. Some other guy stole him away from me when I was trying to court him. It wouldn’t be my fault if he came to me while seeing someone else. I will say, I egged him on a little by unzipping my pants and offering a challenge to his dexterity. He wasn’t able to maneuver his foot into the opening. Then he tried using his hand, reaching far under the table. When I felt the waitress noticed the under the table horseplay, I got embarrassed and told him to put his shoe back on.

We paid our bill and made our way toward the PATH for me to go home. Apparently, he wasn’t done with me. “I’m really enjoying hanging out with you. Let’s grab another drink.” My goal for the first night was to set the bait, not to win him over. I was very cautious with him. He seemed like a wanderer. I didn’t want to take things too fast with him. He was going to have some decisions to make, and I didn’t want to force his hand with excitement. I wanted him to have the time to choose.

We plopped down at the bar at Jake’s Saloon and ordered a round. He placed his hand in my crotch and began groping me a little. I was getting drunk, so I upped the ante slightly. I put my hand down his pants and began groping him as well. He was making an attempt to do the same with me when I stopped him. He wasn’t very good at not being obvious. That’s when my mind began to develop a plan. I suggested we casually use the bathroom. I would go, and he would follow one minute behind. I wasn’t looking to have sex. I was simply thinking a little making out with some heavy petting.

I went into the bathroom stall, and he followed close behind. He began kissing me and unzipped my pants. He suggested “you show me yours, I’ll show you mine.” We both stood there with our manhood in our hands when he bent down and began licking the tip of mine. It was time to go. I did not want the bartender walking in on us. We put the boys away, zipped up and casually walked back to the bar.

We finished our beers and made our way for the door. I was saying goodbye to him outside the bar because we would be heading in separate directions. I brought up how he was seeing someone else, and I didn’t want to get involved with someone who was involved with someone else. Better judgment was kicking in. I was noticing how his wandering eye would be a problem. If he was willing to dump his current guy for a better model, who’s to say he wouldn’t do the same to me. I was proceeding very cautiously. He assured me things with the other guy were already on their way out. He’d had doubts before even meeting up with me. He wasn’t willing to really kiss me, and when I called him on it, his inhibitions dropped a bit. We kissed a lot. I told him he needs to shape up if he wanted to pursue anything with me. Outside all the sexual flirtations, we really did click. We shared a lot in common and the conversation was good. I wasn’t thrilled he was so southern, but I’m sure that would be something I could get over.

There was potential here, but like I said, I was proceeding with caution. He was far from perfect, but I did like him. This wasn’t simply a game of cat and mouse. This was the first time I truly played the game with purpose, but he was the end goal. Only time would tell if anything meaningful would blossom…

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Hoboken Seconds

Today is another Fast Forward Friday!!!  

Hope you are enjoying these. It will help bring the blog a little closer to real time. If you’re keeping up with the stories chronologically, please skip down to this morning’s post first, then read this one. I think it’s a good one! Enjoy!

Back to your special edition of One Gay At A Time…

After our date on Monday, I wasn’t sure when I’d see Chelsea again. Things were moving forward at a nice pace, but I still wasn’t diving in like I normally do. What was holding me back? Was I finally going about things the right way? Was I not fully interested in him?

That Tuesday was his last day in his current role at his job. He went out celebrating with coworkers, and when they were nearing the end of their evening of drinks and fun, he texted to ask if he could come by. Two days in a row. I certainly didn’t have a problem with that. He obviously wanted to see me, and I was very happy about that. One of his coworkers lives across the street from me, and they were able to share a car. I told him I’d be thrilled if he came over.

When he arrived, I could tell he was quite tipsy. It was cute how he couldn’t hold his liquor. Alcohol gets him quite lubricated. He was very flirtatious once again, as he was at the end of our first date. Everyone was buying him drinks since he was no longer be working out of that office. His new territory was Massachusetts, Connecticut, New Hampshire, etc.

We started with some kissing when he walked in the door. I took his hand and led him to my bedroom. He was wearing a full suit, so I found him some more comfortable clothes. In the middle of changing, we began to fool around. It was fun. He was a good kisser, and we were making out all over my bed. I liked having someone of the same size to hold, kiss and roll around with. This time around, he certainly wasn’t shy about being in just his briefs. We had a lot of fun with each other and still no sex. And, I was fine with this. I knew things would progress slowly, and I was quite happy about that. ( I was missing sex a little).

He was a sweet guy, but that night was a little different. I saw a side of him I hadn’t only caught a glimpse of. A lot of his drama started pouring out, and I realized he had just been trying to keep it all down in an attempt to not scare me off. Now, I was getting to see the real Chelsea. I went to bed with a different picture in my head. Was this what was holding me back? Did I think maybe he was a bit too gay for me?

We watched TV and ate some dinner. a lot of the little things I ignored previously were bothering me that night. We went to bed at a reasonable hour. After sleeping together twice and it not ending well, I made a suggestion at the risk of sounding cold. I told him there was no need for us to snuggle while we slept. I tried to be honest and realistic about it. I said, “We can cuddle and snuggle, and when we’re ready to fall asleep, we can curl up on opposite sides of the bed. That way you will get a good night’s rest.” I also took this as the opportunity to tell him I wanted to go for a run the following morning. I was finally getting into a workout groove, and I didn’t want to throw it off. I could sneak out while he was still sleeping, and when I returned we could get ready to head into the city together. With that, we both went to sleep on opposite sides of my California King bed.

I woke in the morning and quietly snuck out to pound the pavement. I had a good run. I needed to clear my head, and the run was just the ticket. When I returned, I hopped in the shower. When I came out of the shower, I gently woke Chelsea. Normally, I would have slipped back into bed with him to cuddle, but I wasn’t feeling it. It was then I realized I wasn’t particularly sexually attracted to him. He was very shy about his body, and while I enjoyed the slower timeline and waiting, a part of me knew it was an important part of the relationship I couldn’t ignore. I’d sacrificed that in the past too many times. I wouldn’t make that mistake again.

I continued to get ready. I was pretty quiet, but then again, I usually am after I work out. I’m also not a morning person to begin with. I either get quiet or I become combative, as my mother learned many a time riding home from swim practice in high school. There was little talk and discussion as we got ready for work/for him to head back home. When we emerged from my room, I found a mess left by my roommate. I detailed to him why I was so annoyed and how this was a common occurrence.

The walk to the PATH wasn’t exactly full of chatter either. I struggled to think about things to talk about. I fixated on his new job and asking the questions about how he was going to handle it. Subconsciously, I was noticing all the things in the back of my head I’d brushed aside once again. Now, my cons list was growing.

When we got to his stop, I gave him a quick peck on the lips. I could tell it made him uncomfortable, but I was trying to force myself to stop being ashamed of being gay. If he were a woman, I’d have had no problem kissing her to say goodbye on the PATH. Why should I censor myself just because he was a man?

Later that day, I received a text from him asking me if everything was okay, or was it my roommate. I blamed my quietness on being annoyed with my roommate, but in reality, I was no longer looking at him as a prospect.

That weekend, I went shopping with my friend, P. While at the Woodbury Common Outlets, I got a text from Chelsea asking, “Will I see you at the end of the week?” I didn’t want to drag this out. I decided in my mind I was no longer interested. It was going to be tough to convince myself otherwise. I replied, “[Chelsea], I don’t want to lead you on or anything, but I’ve been giving it some thought. I just don’t know if we’re a strong match. You’re a really nice guy, I just don’t know you’re the guy for me. I want someone who is going to be around more… That’s important to me. Hope you understand.” Immediately, he responded, “Yup. I feel the same way :). Anyways, all good here. Please do me a favor and put me in touch with your friend about subletting my apartment, and I’ll see you sometimes in the city :).” I don’t know if that was his way of protecting himself emotionally or if it is how he truly felt. Either way, it was a clean break. All was good, and we could still be friends if we ran into each other in the future.

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Where’d He Go?

FraI already started my morning off with a little frisky visit and some well appreciated service. It was time to join the real festivities.

I walked out into my kitchen to find my roommate with all her college friends and my other roommate with his girlfriend. I thought I pulled a fast one on all of them sneaking my visitor in the back door, but I was wrong. My male roommate saw him come in.  He and his girlfriend questioned me on it, and I was completely honest with what happened. They were fascinated by how transactional it was. They couldn’t believe it, and his girl gave me a high-five.

I celebrated myself with a nice cold beer from the fridge. It was already 1:00 and I was well behind the rest of Hoboken. Before I finished my shower, I had four down. That would be enough to scratch the surface.

I got dressed and convinced my roommate and his girlfriend to come with me to a friend’s apartment. She was having her annual St. Patty’s Day bash. I was meeting D and K there as well. I was happy D was going to be in town. Since his car got a flat, he wouldn’t be visiting his girlfriend in Philly.

When I got there, the party was already well underway. I sat on the arm of the couch and conversed with my friends. I just took in the scene. For some reason, I wasn’t really feeling St. Patty’s Day this year like years passed.  I didn’t feel the need to get sloppy drunk.

Of course, since my bladder has shrunk since college, I had to go to the bathroom. Since I was somewhat bored at the party, I was chatting with a sexy man I’d been chatting with for some time on Grindr. We’d talked about getting together so many times, but never did. Things were getting very flirtatious and leading toward an afternoon hookup. When I went to the bathroom, he suggested I come over. I took the opportunity to sneak out the door when I finished in the restroom instead of returning to the party. I’m sure it was just a matter of time before my friends realized I’d gone, but it wouldn’t be immediate.

I wasn’t even slightly drunk. I’d been anxious to see this guy for some time. I wasn’t about to let the opportunity pass. I quickly walked home, grabbed my helmet, hopped on my motorcycle and sped off uptown. Before I left the party, my Grindr friend asked me how I felt about glory holes. I told him I’d never used one before. When he sent me a picture of a sheet with a hole cut in it and a caption reading, “How would you feel about this?” I became excited. He told me he’d leave the door unlocked. I was to walk in, come to the sheet, unzip and let him take care of the rest.

Warning: The following may be too graphic for some. As I entered, I noticed how nice his place was.  I was a little shocked. I walked straight to the sheet hanging in the bathroom door. I hadn’t even fully unzipped before he reached his hand around the sheet and began. It felt amazing! He continued for some time before I reached my hand around the sheet and began to stroke the back of his head. I could feel him, but I couldn’t see him. Finally, my curiosity got the best of me, and I just pushed the sheet to the side. I wanted to see him. He was very attractive in his pictures and even more so in person. On top of that, the only thing he was wearing was work boots.

After a little more time, he turned around and I began grinding myself against his backside. He was extremely hot and he knew how to use his body. I reached around and used my hand to pleasure him as well. He was VERY gifted. I hadn’t felt one like that since my friend in San Francisco.

He then requested we move things to the couch. I sat down, and he straddled my lap. It didn’t take long before he finished all over my chest and without warning. I had no idea it was coming. I tried to finish as well, but it was no use. Between my morning visit and the few beers I had, I sat there for quite some time without climaxing. He was so hot and he tried everything to help me finish, but it was no use. I gave up and apologized. I could tell he was very disappointed. He blamed the drinking, and I concurred that was to fault.

As he stood in front of me, I took all of him in. He had a spectacular body, and I let him know it. I asked him about his workout routine, and he told me he didn’t since his heart attack. He elaborated and told me it was no big deal, but I was a little worried. I could only think of him keeling over in front of me.

We chatted a little bit more while I got dressed and looked around a bit. He told me he had a roommate, but he wasn’t home. Something didn’t quite line up, but for some reason, I was buying the story. While we chatted, he stood in front of me in just his boots with his large gifts swinging back and forth. He was very proud of them as well. He put sweatpants on so he could walk the dog, and I could see his large bulge. I commented on it, and he commented how he loved how people would check it out, especially the guys with their girlfriends. I was so turned on. I also learned he managed a bar in the city, and he told me I should hit it up sometime.

We talked about meeting up again sometime soon. We both thought the other was thoroughly sexy and wanted a repeat. He was particularly looking for a sequel since he didn’t get a happy ending from our first encounter.

I said goodbye and made my way back downtown to my apartment…

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So When Are You Moving Back to New York?

Finally, work sent me somewhere fun, and I was taking full advantage. I stayed out in LA, managed to have some fun, and even managed to find myself a pretty great guy, The Navigator, to hit up the beach with. After swinging by his apartment, we agreed we weren’t done hanging out.

We made our way back to my hotel. After we turned off his street, I came to a stoplight. I took the opportunity to reach over and put my hand on his leg. He immediately responded positively to my advances. He reached down and laid his hand on top of mine and gave it a squeeze. We continued to hold hands the entire way back to the hotel.

We made our way to the room, and when we arrived, we quickly got comfortable with each other. We dropped our bags and laid down on the bed. We chatted a bit before he reached over, pulled me in, and we exchanged a long deep passionate kiss. When we finally came back up for air, I said to him, “I’ve been waiting to do that all day long!” He smiled from ear to ear and pulled me right back in for another deep kiss. He was a great kisser — Not just a good kisser, but a great kisser.

Was there anything wrong with this guy? He certainly wasn’t going to make leaving easy on me. I still had to keep myself in check. This thing would have an end. I couldn’t grow too attached, or I would be in for a world of pain.

The thing I liked most about the chemistry between us was how playful we were. There was no drama. We were just having fun. Everything was so easy. We cuddled and talked and tickled and joked. I felt incredibly comfortable with him. We just seemed to be on the same page about everything. He was certainly giving me hope that I could find a guy out there who I just clicked with right off the bat.

All day long, he had been texting with his friend giving him updates on our “date” as he so-called it on the beach. While we laid there he teased his friend about how good-looking I was, but lied and told him I’d just dropped him off at home while I listened on speaker phone. The exchange between the three of us was very comical and flirtatious. He showed me pictures of the guy we were talking to, and we sent pictures of me to his friend. We all had a good laugh, and his friend asked for continued updates.

The kissing slowly turned into making out. The making out evolved into heavy petting. The heavy petting became stripping. The stripping led to oral pleasures. And finally, the oral pleasures led to me learning he is versatile, which of course led to penetration. My provisions weren’t presumptuous at all. I suspect he noticed my condom/lube purchase at CVS, and this is what gave him the courage to propose going back to my hotel room.

The sex wasn’t the most amazing because I was having difficulties with the condom, but it certainly wasn’t bad. We were passionately enjoying each other on many levels.

After we had sex, we laid next to each other talking more. We attempted to take some pictures together to send his friend, but we couldn’t keep our eyes open because the flash was too bright. After our romp in the sheets and copious amounts of cuddling, I was hungry. I remembered an In-and-Out burger down the street. It was 1am, and they were one of the few places still open, so we got dressed and made our way there to grab dinner.

We took our food back to the room and had a picnic in my bed. We talked and made plans to go hiking the following day. The whole night, all I could think about was how crazy it was I even met him. It was even crazier how we both dove in headfirst. He even mentioned being worried I might be a serial killer for the first couple of minutes in the car. After we finished eating, I jokingly confirmed he was staying. He went to his bag and got changed and broke out his toothbrush. It seems he may have been presumptuous as well in packing his bag.

I didn’t care one bit. I was thrilled to be sharing my bed with such a great man. I only wished it was for a longer-term basis…

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My Week with PR

Things between PR and I seemed to be something of a fairy tale. We’d met months earlier on Grindr after he had a very rough breakup, and I was just getting my relationship off the ground with Smiles. He temporarily moved a few blocks from me, and after a night out as friends, we’ve been spending a lot of time together as love interests.

After our night out to the movies and dinner, PR spent the night once again. Why should he sleep on a pull-out when he could be sharing a California King with me. I got ready for work, and he made his way home to figure out his day. He was on-call that day, but ended up not having to go into work. Instead, he went shopping with his mother.

When he returned to Hoboken Wednesday night, he came over to hang out. We watched TV in each other’s arms on the couch and he spent the night once again. Things were getting hot and heavy with us, and fast. We still hadn’t had “sex’ in the traditional penetration sense of the word, but we were fully enjoying each other’s company.

Thursday night I have volleyball. This was good because it offered a natural break for us. I couldn’t believe he wasn’t tired of me yet. We’d been spending A LOT of time together, and I’m not always the easiest to be around. I was happy to have the time apart – Not because I didn’t want to see him, but more so because it made me look forward to seeing him again that much more.

When I got home from volleyball, he started texting me. We texted about the shows we were watching until he added, “So, I miss you.” I quickly replied, “Stop being so adorable. You know I can’t resist it!” And then he called it spot on. I love how real and upfront he is about things. “Is today resist each other day? If you need a break, I understand. I find you intoxicating in the best sense — Like happy,” he texted. I told him I did not need a break, and I in fact did miss him. But I also told him I wanted to make sure we didn’t tire of each other. He told me he was having a rough day. He heard back about a job he applied for and was told he didn’t get the position. I felt really bad that was the night we decided to spend apart. I’m sure he just needed a hug. He was depressed. I told him. “I can try to hug it away.” He asked if we could hang out the following night. I told him I had no plans and would love to.

When he stopped responding to my texts, I joked, “Replaced me with pizza?” He apologized since his pizza was delivered, and he added, “Food won’t comfort me as much as you.” And with a smile on my face, I dozed off for the night.

The next night, he came over. I made dinner for us both, and we watched movies. It was nice to have someone to spend my evenings with. This is what I really wanted in a relationship. This is what I was looking for. I was happy!

When we woke the next day, I made us breakfast. He spent the afternoon with me, and we finally motivated ourselves to hit the gym. He went home and changed while I showered. We met at the corner and walked to the gym together. He was very quiet and solemn that morning. We didn’t work out together, but that’s because I like to do my own thing at  the gym. We finished at the same time and walked home together.

That’s when he dropped a small bomb on me. He told me he was moving back home. I didn’t quite know how to take the news. I wasn’t thrilled with it. It meant he would be much further away, and we wouldn’t be spending evenings together so readily. I knew why he did it, and I realized he needed to get his life back on track. But, I selfishly didn’t like the idea.

That evening I had a bunch of friends come over to pregame before hitting up my friend’s birthday gathering at a bar a block away. He met many of my friends and seemed to fit in, but I still had the idea of him moving home in the back of my mind. When the time came, we all made our way to the bar. It was a fun night, but PR was being standoffish. He wasn’t mingling with my friends and was only talking to me a majority of the night. I was a little disappointed. On top of this, he was getting pretty inebriated and flirtatious. I’m comfortable with my sexuality, but I don’t like PDA in a “straight” bar. I feel all eyes on me, and it hinders me from enjoying myself. Nothing he was doing crossed the line, but it also was edging further and further.

By the time we moved to a friend’s bar (after hours) he was being overt. Granted it was a much more exclusive group and mainly my friends, but he was drunk and making me uncomfortable. I tried to just look past it.

Once again, we went to Cluck U to get a late-night snack. He was so drunk he couldn’t stay awake long enough to eat his. I carried him to my bed and tucked him in. He wasn’t happy because he wanted his chicken, but soon enough he dozed off. I put it in the fridge until the following day. I wasn’t resentful at all of this. I actually enjoyed taking care of him. I knew if our relationship continued, he’d be doing the same for me down the road. I sat in the living room and ate my chicken with the company of my thoughts. I had a lot on my mind since he told me he’d be moving back home. The news he didn’t get the position he applied for was a little unsettling as well. On top of this, there was the incompatibility we shared in the bedroom that hadn’t been resolved. This wasn’t the stability I was searching for, but I was still enjoying his company.

When I had my fill, I tucked myself in bed in quickly dozed off.

The next day, we woke, and he continued to give me $hit for not allowing him to eat his chicken the night before. He ate it for lunch instead.

We got dressed and ready for the day finally. I needed to go grocery shopping, so we walked to Garden of Eden together. His mother was coming in an hour to take him home. It was a bittersweet day. We’d spent more than a week straight together with the exception of one day. Things progressed quickly, but then again, they were about to change drastically.

I said goodbye to him as we made plans for the coming days. We were a few days away from Valentine’s Day, and he really wanted to celebrate it together. I obliged.

I thought about him the rest of the night and what this new arrangement would mean for us. I was quickly coming back down from the clouds…

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Late Night Rendezvous

I nailed down plans to meet Connecticut Cutie after work that Tuesday night. He told me he’d be in my neighborhood, so it would work out well.

He ended up running late from dinner with friends, so I stayed in the office and did a little blogging until he was ready. When I go the call that he was on the corner, I went down to meet him.

My favorite date spot in the city lately has been The Breslin, so I suggested we go there. It’s a short walk from my office, and we had great flirtatious conversation on the walk there. He joked about going to a psychologist for mother issues, and I made more than a few Oedipal comments in jest. I told him I don’t go to a therapist nor need one because I have free therapy sessions all the time. I use my friends for that service. I’m sure they all just love to hear all about my problems and issues, but hell. What are friends for?

We also talked about our days at work. I had a very easy day involving a lot of personal work with just a little professional work.

When we got to The Breslin, it was very crowded. I couldn’t believe how many people were there on a Tuesday night. We had a hard time finding a seat, so he ordered drinks at the bar while I tried to hold some ground in the corner. I was standing next to some of the most obnoxious men I’d ever met. You could tell they were a real “boys’ club” type, making lewd comments. I knew it was only a matter of time before I heard the f@ggot term thrown out. I decided to move away from the group before they p*ssed me off more.

I ordered my usual dark and stormy, and he followed my lead. He’d never had it before, and I told him it was a good winter drink. He tasted it, and was happy with his selection.

FInally a table opened up, so we jumped on it. Space was limited, so we sat with our legs intertwined. This was good body language once again and made it easy for a little leg touching. Our conversation was going very well. We were both telling stories and laughing a lot. I told him about how much I get into Halloween and started showing him pictures from Facebook. He was shocked because he never got into the holiday. It was always something haphazard and last-minute for him.

Throughout the course of the night, there was a lot of leg touching. It was nice because we could flirt in this way without making a spectacle of ourselves. The only people who had a view of this were the bartenders, and I didn’t care if they noticed. It was mutual. As much as I was rubbing his legs, he was rubbing mine.

When he needed to use the facilities, I told him how to get there. I joked about the long journey he’d have to make through the basement of the hotel. He looked at me like I was insane. I equated it to backlot Disney. When he returned, he detailed his journey through the underground labyrinth he encountered. He detailed the myriad of characters he passed on his journey and joked about how strenuous it was. I liked his sense of humor. It was all something I would say. We were meshing well.

However, I was still having a hard time getting past the flamboyance. I had a feeling he was holding back some as well. I liked the guy quite a bit, but I also wanted a real man, not a man who acted in a feminine manner. The distance thing was still in the back of my mind. The vetting process was far from over. I’d have to continue to see where things went and evaluate if it was worth the extra effort.

I hadn’t eaten any dinner, so I ordered some fries from the bar. We joked about working out and my being fat as of late. I know I’m far from fat, but there is a certain level that is fat for me. I don’t like it, and it makes me want to eat better and work out more.

After three dark and stormies, when I brought it to his attention, he realized he needed to make his way to the train. If he missed it, he’d have to wait another hour for the next. I told him I’d walk him half way — Basically back to my office. He needed to stop at the bank along the way, but we also really needed to hustle. When we got to my office, I told him I’d walk him one more avenue before heading home. When we got to Fifth Avenue, we embraced on the corner. We started kissing, and this quickly turned into a bit of a makeout session. He was a great kisser, so I didn’t mind one bit. I was starting to worry he’d miss his train. We’d already joked about how his parents extended his curfew for the evening. I knew they’d be royally p*ssed if he made them pick him up at midnight.

It was comical as we both acknowledged the other’s hardon as we pulled back. We were both really enjoying each other’s company. I said goodbye, and he sped off to Grand Central Station.

I made my way home, and made it a point to text him and tell him how much I enjoyed myself that evening. I learned he did in fact make the train and would get home at a decent hour. He responded, and I could tell he was really into me. I needed to make a decision fast, or I would risk really hurting him. But, I still wasn’t sure. I had a lot to think about. I would be traveling to Chicago for work, so this would allow me time apart and time to think about what I really want.

We talked about possibly getting together over the weekend, possibly in Hoboken. I knew once that happened, things were going to escalate fast. I already knew he had a great body from his revealing pictures on a4a. I knew he had a healthy sex drive, so that wouldn’t be an issue. I just needed to decide if the flamboyance thing was something I could get over — Something I could either look past or fully embrace. It wasn’t my style, but after all, I was constantly expanding my horizons…

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