Posts Tagged High-five

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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The Milkman

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…

Periodically I get slightly outlandish requests from men on Grindr. Some want to pay me to suck on my toes and lick my feet. Some are looking for very kinky things. Some just want to give a bl*wjob. To be honest, this was never something I have ever craved giving. It’s part of my bedroom repertoire, but it’s never something I’m just really itching to do without getting some reciprocation. This isn’t always the case with Grindr, adam4adam and ManHunt men.

On the night before St. Patty’s day in Hoboken, I received a bunch of Grindr messages from a guy who’d been asking to come over and give me a bl*wjob before work on numerous occasions. I was laying in bed watching TV and saw no harm in a little oral pleasure. As the conversation continued, he went dark, and I went to bed.

As per my usual, the next morning, I woke up horny. I had multiple messages from “The Milkman.” I conversed with him on the subject for a little bit. He apologized for dozing off the night before and never coming over. He seriously wanted to make it up to me. “I’ll make up for last night. I swear! You won’t regret it. I’m that good!” He was at his apartment waiting for his friends to wake up. They spent the night in anticipation of the local holiday. I told him I was still in bed and was horny. He immediately offered to come over and service me, but he wouldn’t be able to do it until 12:30. By then, my roommate would have my apartment filled with her friends. That would prove to be a logistical nightmare to sneak him in. Not that I need to sneak him in, but I don’t need a bunch of fresh college grad girls running their mouths about me.

He continued to push me to figure out a way to make it happen. “You can drink a beer while I do it,” he added. He had to wait until 12:30 because that was when his group was heading to the bar. He would double back and come over to my place. I explained the party and told him I’d have to sneak him in the back door. He seemed to be game with the plan. I questioned what I’d have to do for him, and he immediately told me nothing. He just really wanted to service me. He wasn’t the best looking guy, but he wasn’t ugly either. I was okay with the situation as long as I didn’t have to service him.

We started getting graphic, but also discussed safety. We didn’t really know each other. We didn’t want to do anything too risky. I was all riled up and having a hard time not finishing myself off right then and there. I told him to just come over then, but he wouldn’t sneak out on his friends. I was so horny. “I can’t. My girl is here. Wait. You’ll get it.” WHAT!? His girl? Guess he had a girlfriend. That was none of my business. If he wasn’t doing it with me, it’d be some other guy. It was obvious we weren’t going to form a relationship out of this, so it was no skin off my back. I did question him on it, and he explained it was a terminal relationship. It was already on life-support. He told me not to touch myself. “Think about baseball or grandmas,” he added. With that, I went and took a shower to pass the time before his arrival.

When he got to the door, he texted. I buzzed him in and he climbed the back staircase. It took a few attempts and close calls before I opened the door and he came straight into my bedroom and closed the door. When I told him a girl just walked past the door, he responded, “This is crazy bro.” Everyone was finally in the kitchen, and I assumed I pulled it off.

We chatted a bit about our previous conversation and our plans for the day while we shared a beer. He seemed like a reasonable guy. Very down-to-earth and realistic. He wasn’t the most fit guy, but he was a fun character. He was also very anxious to get my pants off.

Warning: The following may be too graphic for some. I sat on the bed, and he pulled my shorts down. He was very pleased with what he saw, and he went to town. I took the opportunity to use my hands to fondle him through his pants. He quickly became aroused, which further increased my arousal. He continued for some time before I moved up on the bed. He came around my side, and I undid his pants so I could really feel him. It didn’t take much longer before I was on the edge of climax. He back his head away and began to use his hand while I finished in quite a fountain show. I think we both loved every second of it. He really was as good as he made himself out to be.

While I toweled off, I asked him about his girlfriend. He told me he was ready to dump her. He also mentioned many of his friends already knew he was gay. I wasn’t fully buying any of his stories. They all seemed just a little too convenient.

The conversation then turned on me. He told me how good-looking I was. He enjoyed my strong features. I complain about my nose quite often and am seriously considering getting it fixed. When I mentioned this, he heavily protested. “You have a very strong Roman nose. Don’t change a thing about it,” he protested. I told him that was the nicest way anyone has ever described my big nose before. We both laughed. “No. But really. It’s great. That and your strong chin. You’re a very handsome man,” he added. I was blushing.

Shortly after, we snuck him back out the door when the coast was clear. Five minutes later, I received a text from him: “Thanks! You’re a pretty rad guy!… And stop picking on that face. You’re a f#ckin’ knockout!” This was the first time anyone had ever thanked me for them giving me a bl*wjob. I replied, “If anyone should be saying thank you, it’s me.” He told me any time I wanted him to come over, he’d be all over it. “I’d love to have a regular thing where I swing by in the morning before work a few times a week,” he said. He really was like the milkman.

I polished off my beer and walked out to the kitchen. I wasn’t as sneaky as I thought. My male roommate and his girlfriend noticed him come in. They didn’t care and didn’t judge me. When I told them the full story, they actually gave me a high-five. I walked to the fridge and grabbed another beer. I had a long day of drinking in front of me…


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Asian Sensation

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 a relaxing afternoon of fine food and poolside tanning, I’d already wet my appetite with some Armenian. It was a speedy delivery, and I enjoyed it. But, it left me still desiring more. If I was going to do this, I was going to do this. I was going to fully take advantage of my hotel room.

I hopped back on Grindr and decided to have some Asian delivery as well. We chatted a bit, and he sent me some pictures. I don’t typically go for Asians, but I liked his eagerness and spunk. He was hungry, and I still had an appetite.

After exchanging pictures and chatting a bit, I told him to come by. I showered to get the smell of sun screen and Armenian off me while I waited for him to arrive. I was already feeling like a bit of a hustler, but I also wanted to give myself a high-five in the same turn.

When he arrived, I answered the door and he came in. We chatted a bit on the bed before finally making a move and making out with him a bit. Slowly but surely, I got him naked. He was eager to please, and I really appreciated that. I think he cared more about how much I was enjoying it than he did himself.

Warning: The following may be too graphic for some. We tried numerous positions with each other. We never did anything really complicated, but I could tell this guy liked to have fun — And we were. However, I think he was enjoying it far more than I because he finished in no time flat. He really loved to bottom, and it showed.

I didn’t finish, but I couldn’t keep going after he finished. I’d have him in pain in a few minutes if I kept going. We laid there next to each other chatting a bit more about what we did for a living and where we lived. I was still really horny and I wanted to keep going. I knew my body was capable of rallying the troops again after at least two hours since the Armenian. I wanted to keep going.

I gave him some time to recover while we chatted. When I thought enough time had passed by, I asked if he wanted to go again. I asked if he was able to rally the troops again. He said, “Sure. If you wanna go again. Pretty sure I can do it.” I proposed we move things over by the window. I was feeling quite adventurous now. I was on the 19th floor. I knew it wasn’t likely we’d be spotted, but the chance of it happening made the sex that much more exciting. He agreed with a grin from ear-to-ear.

We moved to the window with both his palms pressed against the glass and his legs spread. We had a really hot time with my arms wrapped around him. It was one of the most fun positions/situations I’d been in. With a fresh condom, we went at it again. This time, I wanted to see him finish. I used my hands to pleasure him while he moaned loudly. I wondered if my “neighbors” would hear us. He finished on the carpet below as he let out a loud moan, but sadly I wasn’t quite there yet. I continued to attempt to see if I could finish, but something just wasn’t quite there. I couldn’t concentrate, and I knew this was a lost cause.

I’d already been talking to a guy who asked if he could come by late night. I decided to stop trying and save up for the next guy’s arrival. He turned around and expressed his gratitude and told me how hot that was. He cleaned up and got dressed, and I said goodbye to yet another guy whose name I didn’t even remember.

I was such a whore! I’d just been with two strangers in the same evening, but I told myself I was on vacation. I justified it in my mind by telling myself when I returned to New York, I was going to be a good boy. I gave myself a weekend pass and decided to get it all out of my system. The maid at the Hilton was certainly going to have a large pile of towels to clean up in the morning…

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