Posts Tagged quit

Sticking to the Plan

I had a Friday to myself, and I wasted it on hookups. I could have been doing something productive like going to the gym or grocery shopping, but instead, I spent the day inside trying to line up sex.

There was one man in particular who I’d exchanged messages with on adam4adam.com. He was a well-built guy with a sexy body. He had a nice amount of body hair, great muscles and a spectacular behind. We’d talked about hooking up a few times, but we’d never seemed to line our schedules up. I messaged him, but he didn’t respond.

I continued to search for other guys on the computer when he finally responded. He didn’t read my message until it was too late. We exchanged phone numbers, and he called and told me he had a lot of errands to run before his mother’s birthday the following day. He wasn’t able to see me until later, but suggested we Skype in the meantime. I had nothing to do, so I agreed.

He was even good-looking with bed head on the computer. I couldn’t imagine how sexy he was in person. Seeing him on the computer was just making me hornier, if that’s even possible. I tried so hard to convince him to come by before his errands and do them later. All he needed to do was time-shift his day. He kept telling me the only way it would work is if I came to his apartment. I couldn’t because it was raining, and I don’t ride the motorcycle in the rain. We pushed back and forth for some time to no avail. Of course there was some teasing with body parts on camera while all this was going on. I couldn’t wait to feel his sexy body. Alas, he had to go, so I said goodbye and we made tentative plans for later. I told him when I came by, he’d certainly have to wear his jockstrap for me. He gave me a disclaimer. He was up for almost anything, but he was not up for full penetration the first time meeting me. I was a little disappointed, but understandable.

That’s when I turned to the Mexican guy in the previous post. He was willing to come by right then, and I needed a release. I had immediate regret after that encounter.

Later in the day, my old roommate texted and asked if I was interested in meeting up for happy hour. After being cooped up in my apartment all day, I thought that sounded like a spectacular idea. No one ever invites me out for drinks either. It’s usually me doing the inviting, so it was a special treat. I texted the burly man from my morning Skype session to tell him I’d have to postpone. He called immediately protesting. I told him other things came up, and I wouldn’t be able to come by. He didn’t stop persisting to try to persuade me otherwise. I told him he could have solved the whole thing had he come by earlier in the day.

The clock reached 6:00, and I hadn’t heard from my old roommate. I reached out to burly man to see if he was still available. Indeed he was. I agreed to come to his place a few miles from my apartment. He told me he would be waiting for me in bed wearing nothing but a jock and would leave the door unlocked for me to just walk in.

I drove over there and texted him when I got to his neighborhood. I tried the door, but it was locked. I called him to tell him, and he said his upstairs renter must have left and locked the door behind him. He told me to back away so he could unlock the door. I did as I was told and gave him a minute to get back to his bed.

Warning: The following may be too graphic for some. I came in, undressed down to my boxer briefs and began kissing his back while pressing my body against his. It was as great as I imagined. His a$$ looked incredible in that jockstrap! I could barely resist him. We had a lot of fun together. There was a lot of groping, heavy petting, kissing, sucking, licking, biting, rubbing, etc. It was great. I was really enjoying the jockstrap as well. I was grinding on his backside, almost penetrating him, but never fully entering him. He really enjoyed it and was pushing me further, but in the end, he stopped himself.

He was begging for me to finish, and he brought me to the edge many times. He started orally pleasuring me. He thoroughly enjoyed this, and it was turning me on since he was enjoying it so much. Eventually, I finished in his mouth and all over my abdomen, and he loved it. He began to use his hand to pleasure himself. I helped by applying pressure to different areas until he finished all over his abdomen. We’d chatted about how each of us shoots on Skype, and it was interesting how different and how similar we were. His description was pretty spot on for what actually happened.

We both just laid there a minute and enjoyed the feeling pulsing through our bodies. I still couldn’t get over how amazing his a$$ was. I wanted to penetrate him so bad, but I knew that would have to wait for another day. He hopped out of bed and handed me a towel to clean up. While I stood there, I met two of his cats. They were very cool. This guy was quite into animals. He had a huge saltwater fish tank as well. He ran to the restroom while I got dressed. I also took the opportunity to snap two pictures. He came back and got dressed as well.

He walked me outside and chatted a bit while he smoked a cigarette. He didn’t live in the best of neighborhoods. An old woman so strung out on something walked by, and he engaged her in conversation for quite some time before finally offering her one of his cigarettes and sending her on her way. He told me about how his mother lived next door and his family’s ties with the city. He was a really nice guy. I could see myself seeing this guy again some time. He told me he was also kinda seeing some guy, but it was very casual and nothing serious. He mentioned the desire to see me again sometime, but we didn’t set up anything concrete.

I sped off on the motorcycle back home to shower and get ready to go out and meet up with friends. The only friend interested in going out was P. We agreed to hit up one of my favorite local spots where I know the owner, and he takes good care of me, Cooper’s Union in Hoboken. We had a relaxing night drinking and sitting at the bar. I told her about how I was getting out of control, and it was then I decided I was going on a Grindr diet. This had gone on far too long. I was realistic enough to know I couldn’t quit it cold turkey, but I also knew it was a great temptation for me. I was going to try to steer clear. I would only go on to see if someone messaged me. I would no longer cast out a net and would no longer have it running on my phone all day. I needed a break. I was addicted, and it was time for me to ween myself off the drug…

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Great Story, No Climax

Things weren’t exactly progressing smoothly in my mind between Smiles and I. In fact, things weren’t progressing at all when I come to think of it.

Instead of abandoning my relationship with him, I decided to put forth greater effort to ensuring its success. I’m not one to quit without a fight, so when Smiles texted me to ask how my day was going, I was quite elated. I told him it was going well and was anxious for work to be over. We made plans to go to dinner that evening after work. I was looking forward to it and was ready to make sure it wasn’t a repeat of our last date.

In turn, I asked him about his day, and he responded with an explanation. I explained I wouldn’t be done work until a little later, and I wasn’t sure exactly what time that would be. One of my coworkers was dragging his feet, and my day was beginning to drag on. It was a Friday, and I wanted nothing more than to see Smiles after a long day.

Smiles was running errands in my neighborhood and called when he was finished. I had a feeling I would be done shortly, but there really was no telling when I’d finish. Smiles occupied himself for some time. When he called again to check in on me, I was able to tell him I was about to be walking out the door. He was about to hit up Barracuda to have a drink with his bartender friends, but instead, we picked a place to meet.

I snuck up on him on the street and startled him with a big hug. We exchanged a kiss and started to walk towards Chelsea. We quickly found a spot to grab dinner. Smiles wasn’t drinking, but I certainly needed a drink. I ordered a glass of wine and took a big swig. I’d been talking up a storm from the time we kissed on the street. I was going to make sure the conversation flowed like a waterfall. He was well engaged all throughout dinner at Bar Baresco. I really felt very comfortable with him and was appreciating his company greater. It was night and day difference from the last date we had. I was realizing why I fell for him in the first place. No awkward pauses. No blank stares.

During my workday, I began drafting plans to build my new closet since I was moving. Smiles had much experience in this sort of thing, so I asked him for advice and to look over my plans. He gave his suggestions, and I appreciated his advice.

When we finished dinner, we hit up Barracuda. Smiles suggested it because he figured we’d say hi to his friends. When we arrived there, we found they weren’t working. Smiles ordered us two drinks. After relieving myself, we found a quiet corner to tuck ourselves in to sit and chat.

We discussed age and the ability to hang. He talked about how he used to be able to go out all the time all night long. We talked about growing older and looking forward to staying in and sitting on the couch on a Friday night.

We were growing even closer. As time progressed, I realized he was growing weary. I asked if he would like to get out of there, and he gladly obliged, but not before we played around with his scarf in about 20 different permutations around his neck and head.

As we walked outside, I proposed coming back to his place with him. He agreed. I thought I was sending a pretty clear signal of my intentions. We walked over to Seventh Avenue to hail a cab to no avail. I was not properly dressed for the weather. I was freezing. The Smiles did one of the sweetest things. He came up behind me and wrapped his arms around me to keep me warm. I reached up and grabbed his arms and brought him in closer. It was extremely romantic, and I wasn’t about to let this moment run away from me. It took a long time to get a cab, but I was relishing every second.

When we finally hailed one, we hopped in. He extended his hand beckoning for mine. He was winning me over big time! It was a complete 180. I was thrilled with his new-found affections. It painted a clearer picture of his true feelings for me. He was still interested in me. I was thrilled.

When we arrived at his place, he started cleaning. I kept yelling at him to stop. I didn’t care about the condition of his apartment. I would have liked to think of myself no longer as company, and more as companion. He sat on the couch, and I sat on his computer chair facing him while we chatted. After a while, I realized how ridiculous this setup was. I aimed to remedy it. I got up, walked over to the couch, moved the pile of papers from it, and sat next to him. He looked slightly uncomfortable by this, and I couldn’t fathom why.

He suggested we move to the bed. My goal was being accomplished. I was all too happy to move things to the bedroom. We climbed onto his bed. We talked and then began hugging each other. This morphed into spooning.

I was happy and hoping this would progress to sex, but I was sorely mistaken. After spooning for about ten seconds, he had his fill. He was ready to go to bed, and apparently I wasn’t part of that scenario. He went to brush his teeth, and was giving me all the signals it was time for me to go.

We said goodnight and exchanged a kiss at the door. Yet another night without sex. It was an enigma to me. I couldn’t figure him out. He spent the earlier portion of the night being utterly sweet and affectionate, but when it came time to end the night, the sparks were quickly doused.

I wished the night ended on a more positive note. I would have liked to go home a happy satisfied man, but yet again, I was debating in my head Smiles’ attraction to me…

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The Wedding Roommate Date

After Smiles left for New York to return the rental car with the two other girls from the screening, I sat around waiting for my roommate to wake up. When I got bored with that, I hopped in the shower, repacked my bags and laid everything out to get ready for the wedding. The night before, I promised her I wouldn’t wake her before 10:30. Obviously, all that didn’t take and hour and a half.

Finally, the time came to wake her. I sat impatiently while she got ready. She suggested we go eat and come back to get ready for the wedding. I agreed. However, when we couldn’t find a place to get brunch for about 45 minutes, we gave up and decided to go back to the house to get ready. We would grab breakfast at the first decent place we passed on the way to the wedding.

I was ready in about 10 minutes and had to wait another 40 minutes until she finished getting ready. WOMEN! This always makes me realize part of the reason why I’m gay! I’m sure my straight male readers can relate to me on this one!

We found a nice place to grab some great coffee and breakfast sandwiches. It was owned by a brother and sister pair far older than I. At one point, while talking to the gentleman in the booth behind us, they started to bicker. I put my head down and began to chuckle to myself. “Excuse me sir! I don’t think this is very funny,” the sister said towards me in a semi-joking tone. Now, I was laughing blatantly. “What’s so funny?” she asked. I explained my relationship with my older sister and how I could easily relate to the brother. I immediately was on her bad side, but I could tell deep down she really liked me — It was all an act. Everyone was eying us up ever since we walked in the door. I was wearing a dapper suit and my roommate had on a hot dress. There was no way to simply blend in now.

We finished our breakfast, we made our way for the door. The sister made a point of making eye contact with me and giving me a dirty look, but the brother also made a point to wish us a pleasant day.

Once we got back on the road, I was reminded once again how bad a driver my roommate is. She was all over the road and scaring the crap out of me. In fact, as we approached a cop on the side of the road, she veered off the road once again.

We got to the hotel and settled in. As we checked in, I noticed a guy in a tux (who I would later find to be the groom) who resembled me. I pointed him out to my roommate and she agreed. When the time came, we made our way to the church. We barely made it in time. We were actually running from the car.

After the wedding, my roommate and I walked downtown to take a few photos and buy some chocolates for my great-aunt. We had a lot of fun.

We made our way back to the hotel to hang out at the bar with my friends from college before we hopped on the bus to the reception. While closing my tab, the uncle of the bride asked me if I was a relative. I was a little perplexed since he was a relative. He should know if I was family. Then I realized there were two families coming together that day. I told him I swam with the bride in college. “Oh. You look a lot like the groom — Like you could be his brother or something,” said this man. I laughed and said I noticed the resemblance as well.

At the wedding reception, I really came to appreciate my roommate. As a gay man, I have limited resources for a wedding date since I wasn’t in a relationship. I planned to go with another female teammate who is still a great friend, but she went and got pregnant on me so she couldn’t travel. I floated the idea to my roommate to be my date months prior, and she jumped on the opportunity. She went to the same college as the bride and I, so I knew she’d fit right in.

I witnessed another friend from college sitting at our table arrive to the wedding and the reception stag. We had quasi dated in college for a very short period. The bride actually tried to set us up. She was the only single person at our table (I’m not exactly sure how you get a table with an uneven number). I felt really bad for her, but I was also very happy I didn’t show up stag myself.

I got myself nice and lubricated with about half a bottle of scotch and had a blast the rest of the night. The only time my roommate and I weren’t on the dance floor was to walk outside so we would stop sweating. Then, we’d make our way right back to the floor. The girl who came alone even came up to my roommate and made a comment about how lucky she was to have such a great wedding date (or so I was told later by my roommate). I had so much fun at this wedding – The most fun I’d had at any wedding I’d been to before. This is all for one reason. I had a great date! It makes all the difference. Who’d have thought taking your roommate to a wedding could be so much fun?

After the reception, we went back to the hotel bar to hang out some more. The problem was, all my friends left, and my roommate and I were exhausted. Half an hour passed, and the bride was nowhere in sight. While we waited, I took the opportunity to text Smiles: “Sooooo much fun! Missing you!” We were ready to give up and go to bed, but not before we raided the cereal bar for a late night snack in our room.

In the morning, we went down for the complimentary breakfast in hopes of seeing the bride again. I learned she wasn’t coming down because they had to get on with their honeymoon plans. I also learned I missed her last night at the bar, had I only stayed a little longer. I also received a text while we ate from Smiles. “Morning! Glad you guys had fun. I wish I could have spent the afternoon out there with you!” It was a very nice sentiment, and it brightened my day a little.

With that, we took coffee to go and got back on the road home…

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