Posts Tagged crotch

Connecting the Dots

Just because I said I wasn’t going to hit up Grindr constantly in search of sex from strangers didn’t mean I couldn’t satisfy myself with guys I’d already been with. This way they wouldn’t be strangers.

The last time I visited the bar manager in Hoboken, I had a great time. He had an amazing body, and we both really enjoyed each other. Wednesday, when I woke, he happened to be around. There had been a few days I suggested we get together, but he was always heading out-of-town for something. This time, he was available. There was a small snafu. He was sick. He had a sinus infection, so he was worried he’d get me sick. I told him it would be alright. We would simply avoid kissing each other. He told me to come up to his place, and he’d break out the glory hole again.

This visit was pretty much the same drill as my last visit to his apartment. He left the door unlocked. I was to walk in, undress, and saunter up to the hole in the sheet hung in the bathroom doorway. He was waiting for me on the other side. I hopped on my motorcycle and made my way to his place. I did as I was told.

Warning: The following may be too graphic for some. I removed my shorts and inserted myself into the opening. Immediately, he grabbed hold and began to orally pleasure me. It felt amazing. I wasn’t fully into the glory-hole thing, but it was making it a little more exciting. It wasn’t long before I pulled the curtain back once again. We started kissing each other all over each other’s bodies and swapping back to him on his knees. He was wearing his hat, which I’d already knocked on the floor so I could grab hold of his long flowing hair and his boots. It was an incredibly sexy look for him, and he knew it. I couldn’t keep my hands off his body.

He turned around and began grinding his backside against my crotch. I was incredibly turned on and excited. It felt so great to simply have his back pressed against my chest with one hand pulling across his chest so keep him close and the other pleasuring his impressive manhood. We continued this action until he was so excited he finished all over the bathroom floor. Everything felt amazing, and I was very close to finishing myself. However, this didn’t happen.

Once again, we moved things to the couch. He was all over me and everything felt incredible. I wanted to finish for him so badly. He was awaiting it with great anticipation ever since I first fooled around with him. We played for quite some time, and I kept losing my erection and gaining it again when I would pleasure his endowment. Throughout the whole visit, we were incredibly tempted to kiss, and came close many times, but at the last second withdrew again.

When a large period of time passed, he threw in the towel. He had to get on with his day. He was disappointed, and I was too. Not only disappointed, but also embarrassed. I wanted so much to please him. I wanted to give him exactly what he was looking for, but I came up short.

He walked into the bathroom and threw on a pair of sweatpants. As he walked, I could see his manhood swinging back-and-forth. It was such a turn-on. This is one thing that will always get my engines revving! He loved walking around with his package easily visible as well. It was something he was proud of, making it all the more sexy. I walked up to him and grabbed hold of it. I wish this was something I could do on the street. It would be so hot!

As I got dressed, I made a point to look around a bit. When I last left his place, I suspected he lived with his partner. I indeed confirmed my suspicion when I noticed there was only one bedroom. I also tried to casually scope out the pictures on the wall. The apartment was not decorated like two random roommates living together. It was definitely the residence of a loving couple. I felt a pang of guilt. This guy seemed like a good guy. I was disappointed in him for cheating on his lover. I didn’t know the dynamic between the two, but I never liked seeing infidelity. I wasn’t passing judgment, but I was putting myself in his mate’s shoes. I was a partnered man’s affair. Now I knew why we never had full penetration.

I said goodbye and made my way home. This would be the last time I would see him. I wouldn’t be the last time I chatted with him. He happened to sign on to Grindr about a week later. I was checking to see if I received any new messages and messaged him just to say hi. He was in Miami. I asked him if his man came with him, and he told me he was at home. Without knowing it, he slipped up and confirmed to me he had a man in his life. I pointed out to him how I caught him in a slip-up. When he originally mentioned the guy, he told me it was his roommate. He acknowledged his lie, and I told him we were cool. I had no hard feelings. It was his life, not mine. I then realized he was probably on Grindr down in Miami looking for a new piece of tail. I told him to enjoy himself, and with that, I said goodbye to him for probably the last time.

, , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , ,

Leave a comment

Why Do I Make Such Poor Decisions?

Another Friday, and I used up yet another carryover vacation day. This one would kick off a staycation lasting over week long. I was beholden to no schedule and no one.

Once again, I woke up horny and turned to my go-to. I fired up Grindr and began to search for someone to satisfy the animal within. When over an hour passed by and had no luck, I turned to my computer. I checked adam4adam.com for any messages. I had a few, but no one seemed to be around for the day. I cast out a net to see what was out there. I began messaging some of the guys who lived in Hoboken and the surrounding area. Some of the guys were online, many were not.

After some time, I got some responses. I exchanged messages with a few guys, but they were all preoccupied or messaging me from work on their phone. This was turning out to be a bust, and I’d already wasted hours doing this. Geez, what was I doing with my life! But, I was still horny. Rather than turn to porn and finish myself off, I continued to search.

Then, out of the blue, a guy, who had messaged me many times before, sent me a message. He was horny and looking for fun. His profile was pretty bare, which is why I’d rejected him so many times before. However, this time I was a bit “desperate.”

I responded to his message and learned he lived close by. We talked about what he was looking for. I learned he was a “hungry bottom.” He was looking for some no-strings-attached action, and I was too. I told him to come by my place.

Half an hour later, he buzzed my apartment. When I answered the door, I was a little shocked. He was much smaller than he looked in the pictures. This is not at all what I was expecting. I don’t mean to sound racist here, only descriptive. He was a tiny little Mexican boy. He told me he was 29, but he looked about 18.

This is where I go wrong. Where I should be able to say, “Sorry. I don’t think I can do this,” I don’t because I feel bad they came all the way to my place. Why is this when the nice side of me decides to show its face?

I tell him to come in and show him to my bedroom. He immediately asks me again, “Are you clean?” I reassure him of my negative and clean status. I was a little relieved by his paranoia – It made for a stronger argument that he himself was clean and afraid of contracting something. At least I knew this guy was safe.

Warning: The following may be too graphic for some. With that, he undid my pants and began orally pleasuring me. He had a mint in his mouth, and this was certainly a new one for me. Everything tingled. I’m still not sure if this was a good thing or a bad thing. I’m also still not sure if he did it on purpose, or if he just happened to be concerned with his fresh breath.

After a short while, he turned around and began to grind his a$$ in my crotch. He asked me to get a condom and lube. He was bent over the foot of my bed while I penetrated him. He thoroughly enjoyed it. He told me to keep going until I finished. “I’m here to serve you,” he added. “I want you to finish inside me.” I wasn’t sure this was a request I could fulfill. I have enough of a problem finishing without the added hindrance of the condom’s desensitizing nature. I alternated between penetration and self stimulation to see if I could manage to finish, but it was no use. Finally, with the right combination, I ripped off the condom and finished all over his back, accidentally hitting him in the back of the head with a shot. He began to spread it around when I told him I would get him a towel. He didn’t seem to mind nor need one, but I insisted on wiping what was left of my DNA off his back. He was going to find it to be an incredibly uncomfortable ride home in the car if I didn’t.

He turned and asked if he could suck on my toes. I’d never had that request live in person before, but I was game. After my toes were thoroughly bathed, while he pleasured himself to no finish, he collected his clothes and got dressed. I saw him to the door, and with that, he was gone.

I felt so disgusting. I didn’t waste one more second before jumping in the shower. Everything I did was safe, but I still felt incredibly dirty. I needed to wash the shame down the drain as well. I found myself asking the question once again, “What the f*ck are you doing!?” I decided then and there I wasn’t going to turn this into a trend over my staycation. I was going to turn things around. This staycation was going to be all about me bettering myself. I was going to eat right, relax, read, tan, go to the gym… No more was I going to call random guys for sex. I needed to move on and stop giving myself excuses.

This was a fine plan. Now I just needed to stick to it!

, , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , ,

11 Comments

Popping the Question

Another night went by, and I was still in the dark about where I stood in Smiles‘ eyes. He had to be somewhat interested, otherwise why would he be sticking around. However, the question remained, was he interested enough for me?

Out of nowhere, Smiles asked me to come with him to see a Christmas play in New Jersey. One of the men he worked with on his movie wrote a spoof on the Nutcracker and thought to ask me to come with him.

I was so frustrated! I was getting mixed signals in every direction. He didn’t invite me to casual Christmas parties, but he invited me to be his guest for a stage-play. I graciously accepted the invitation, but informed him I had a doctor’s appointment I would have to change if we wanted to get a ride from his friends instead of taking the train.

I managed to change my appointment, so I planned to just make my way to his apartment when I finished. I called him as I walked out of my office, but he told me he was still working. I had nowhere to kill time after the doctor really, but I didn’t exactly feel welcome to go down to Smiles’ apartment and hang out while he finished what he needed to do. I figured I would walk around Union Square and try to find something to kill time.

My appointment ended later than expected, and when I called Smiles after, he told me he was wrapping up work, and I could come by. I asked him if he wanted anything from Starbucks and walked towards his apartment.

We didn’t have a lot of time before we were supposed to be picked up, but just enough time to chat a bit and move a few more of his boxes to his storage unit.

When we got picked up, the driver/writer asked me what my connection was. “I know [Smiles],” I responded. I was purposely ambiguous because I myself would like to know the answer to that question. When he asked for clarification, Smiles spoke up and said, “We’re dating.” I was happy to hear him say it publicly for once, but I still didn’t quite know what that meant. At least it was verbalized. He then elaborated as to how long we’ve been dating. He pinpointed it to around the time of the NYC screening of his film. In my mind, I did the math. That was about a month after I met Smiles. Apparently I was one month ahead of him as far as our timelines were concerned. I’d already journeyed out to The Hamptons to see his film once before that night.

The rest of the ride was casual. Smiles even playfully reached his hand down and tickled my crotch. “That’s going to make for an interesting car ride,” I said to him. Smiles sat between myself and one of his friends I’d met twice before. Some in the car were joking about Jersey, and it was interesting to see Smiles defending it now that I’ve given him a more positive opinion about it. I kinda got to know his friend a little better, and I thought he was a good guy. I liked knowing that I could get along well with one of Smiles’ best friends.

When we arrived in the town, we all went out to dinner. It was pleasant, and I met a few new people. Over the course of the meal, somehow it came up that Smiles used to be a dancer. He’d taken classes throughout childhood. This was news to me. Even his good friend didn’t know about it. When I went to make a comment, Smiles jokingly shushed me out of embarrassment. He told me I wasn’t allowed to bring it up again.

We got to the theater and took our seats. Our group was all over the auditorium. Smiles and I were nowhere near anyone else. Before the show started, we cracked a few jokes and made some sexual innuendos about the Nutcracker on the stage curtain. I liked the playfulness I was witnessing in Smiles for once.

The show was far from good, but I had fun with it. I wasn’t expecting a Broadway hit. Smiles was nonplussed.

We got a ride back, and swapped Smiles’ friend for another. When we were getting in the car, Smiles had the friend sit in the middle. I’m significantly taller than anyone in the car, so I wasn’t going to sit in the middle, but the fact that Smiles wasn’t willing to make that sacrifice to sit next to me I found VERY off-putting. I sat next to a stranger, which I’m comfortable with, instead of the man I was dating for an hour-long car ride.

I became the topic of conversation once again. This time it was about my origins. They were surprised to learn I grew up on a farm. “Oh. A farm boy. Better hold onto this one [Smiles],” the driver exclaimed. The rest of the ride home was casual as well. They were kind enough to drop us at my apartment since Smiles was spending the night.

It was late, so we immediately began to get ready for bed. “What’s with you and the purple underwear?” he said. I informed him it was navy. I showed him my one pair of purple underwear and said, “This is purple.” I continued with, “What? Don’t you like it?” He told me he did. He was just surprised I had such colorful underwear. I hardly find navy boxer briefs all that arresting, but I went with it.

We hopped into bed and spooned for a little while we chatted about a few random things. I wasn’t going to see Smiles for some time after that night because of the Christmas break, so there was no way I was making it through the night without getting my answer on where we were. Somehow the topic of chatroulette and manroulette came up. I explained to him how it worked and told him it was how I met the first guy I dated.

As time passed, we turned out the light. We were still snuggling when I finally built up the courage to say, “So where are we?”

“Somewhere between Hoboken and SoHo,” he joked. I responded, “That’s an avoiding answer if I ever heard one.”

After a pause, Smiles said, “I can’t be in a serious relationship right now. When I am, I put a lot of myself into it, and I can’t let myself do that. I need to concentrate on my career right now. But, I really enjoy hanging out with you and spending time with you.”

I took a second to absorb what he just said to me. It wasn’t the answer I was looking for, but it also wasn’t a crushing blow. My response was: “I was pretty much okay with whatever answer you had for that question. I just needed to know where I stood. I would like to continue to move forward, but I’m not in any rush or anything.” He knew I wasn’t thrilled with his answer. I don’t know if it was out of fear I would leave or if he truly was concerned with my feelings on the situation, but he added, “If it becomes a problem, let me know.”

We cuddled some more and went to sleep. I was relieved to finally have the answer. I felt a huge weight lift off my back. I was also horny. I tried to seduce him. “If you keep rubbing me, I’m never going to fall asleep,” he retorted. I quickly quipped, “Maybe that’s what I’m going for.”

I didn’t keep putting up a fight. I knew it was useless. He was stubborn enough that he’d certainly win that battle. I made myself comfortable to sleep and tried not to dwell on the news I’d just received. It was time to sleep. Worrying about what he said would only get in the way of that. Tomorrow was another day…

, , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , ,

15 Comments

Surprise Ending

When I got home from my dinner date with Smiles, I sent him a text asking if I could spend the following night with him at his place. I wasn’t sure if he’d already passed out, but I never got a response. I was hoping he’d answer me before I left for work in the morning so I knew if I should bring clothes for work the next day.

My office party was that Wednesday night at the Greenwich Village Country Club. We weren’t able to bring guests, but I was hoping I could see Smiles following the party. I wasn’t all that into it and was willing to leave early if need be.

Wednesday morning arrived, and I still had no answer. I decided to be on the safe side and bring clothes regardless. Maybe he’d answer me midday. When I didn’t get an answer, I asked the question again in a text.

He responded with an apology. He didn’t realize he didn’t respond the night before. “Yes. You can spend the night.” I explained the party, and he told me he had happy hour plans with his wealthy client friend and his partner.

For me, the office party was not all fun. Every year I get wrangled in to help with a few elements of the night. I performed my duties and then had fun drinking and dancing with my coworkers. It was a really good time — Better than I expected. However, I was more looking forward to seeing Smiles.

I texted him to see what he was up to. If he was still out, I was going to meet up with him. He told me he was wrapping up drinks and heading home shortly. I told him I would be leaving the party shortly as well and would come by.

I said my goodbyes and collected my coat. I wasn’t that far from his apartment, so I decided to walk. While I walked, I called his phone just to make sure he was home. I called about 10 times in a row with no answer. I sent text messages and heard nothing back as well. I wasn’t sure what to do, but I decided to continue on to his place. Finally, just as I was nearing his block, he picked up. His phone was on silent in the other room, but he was home.

He buzzed me in, and I came upstairs. I gave him a big kiss hello. I wasn’t drunk, but I was properly tipsy.

We talked about happy hour and the party while we hopped into bed. I undressed and hopped on “my side” of the bed, and he slid into his side.

Just recently, I made the switch back to briefs periodically. I decided I looked good in them since they showed off my legs — The same legs Smiles loved to compliment. So I knew what I was doing when I laid on my back in just briefs while talking to him. We chatted a bit before he made a big move. My seduction worked.

Warning: The following may be too graphic for some… As I laid on my back in my briefs, he started groping my crotch as he rolled over partially on top of me to make out. This was a bit out of character for Smiles, but I like it. Apparently he liked what he saw and went for it. I could get used to that.

Things got more heated and passionate and the clothes came off. I thought this was going to be the extent of our romp in the sheets, but apparently he was ready to escalate things. He proposed sex. I was a little apprehensive because he was still recovering from surgery. I didn’t want to further injure him. He detailed his limitations; he couldn’t top and he couldn’t put his legs up. I was still worried I may hurt him, but if he was good for it, I was game.

With that, he put a condom on me, and he climbed on top. It didn’t take long before I lost it. I’d been drinking the better portion of the night, and that really wasn’t helping at the moment. “I always lose you in this position,” he said. I found that ironic, because that was the position Broadway and I so often found ourselves in.

“Have you ever done poppers? he asked. I told him I’d never done them myself, but I’d witnessed them used. He told me it increased blood-flow and would produce one of two effects. Either it would make the problem worse or it would solve it. I figured it was worth a shot, so I agreed to partake.

He opened his nightstand drawer and pulled out a small vial. He held it up to my nose as I inhaled. Sadly, it had a negative effect.

“Let’s try one more thing. Stand up. It may help the circulation,” he told me. So I did what I was told. Magically, it worked. He turned, and I pressed my chest against his back. He lubed me up and bent over the bed, and we went at it. Finally, we were having great sex, even if it did get off to a rocky start. Apparently, he also was enjoying it as he finished on the floor. Just as he did, he turned around and said, “I wish I could make you cum.”

And it was over… I was close to finishing, but him pointing that out to me made me lose it immediately. My mind switched over immediately.

He walked to the shower, and I laid in the bed. I wanted to hop in the shower, but that wasn’t physically possible based on his setup. I thought we could have more fun and maybe I would finish. When he came back, I took off his towel and pulled him into the bed. I told him not to say things like that because it was a sure fire way to make sure I didn’t finish with him.

We cuddled for a bit, just laying in each others’ arms. Just as he was about to get up to go brush his teeth, I asked him if I could ask another question. I wanted to ask him where we stood. I wanted to know what I was to him. However, as he walked away, he responded, “No.”

I was a little crushed. I went from being so happy to finally be having great sex to utter disappointment. How was I supposed to be in a relationship with him if I couldn’t express how I was feeling.

He came back, and I was already prepped for bed. I curled up facing the wall ready for sleep. I wanted him to read my body language and realize how much I closed off, but I don’t know if he got the hint.

That night I had a dream about Smiles. I specifically remember him in the dream saying to me, “You know I like you, right?” It was the reassurance I wanted in reality, but this was a figment of my imagination. It was just that – A dream.

For the rest of the night, I didn’t sleep well. I tossed and turned like the inner turmoil I so wanted to release.

, , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , ,

6 Comments