Posts Tagged graphic

Check That Off the List

Once again, another Friday arrived, and once again, I used up a carry-over vacation day to stay home and relax.

This post is embarrassing. It is now especially embarrassing because a few readers have commented about my promiscuous ways, but nonetheless, I will report the incident honestly and to my best ability. I, in no way shape or form, condone the following behavior. An early warning as well – this post will be graphic.

For some time, I’d been speaking to a few guys on Grindr who happened to be tops. When we both learned we were the same position, discussion turned to other options, such as bringing in a third. We were both really attracted to each other, but neither was willing to bottom for the other.

Many men dream about the threesome. Straight men fantasize about it constantly, and I assume it’s a big gay male fantasy as well. The only difference is gay men probably act on it and achieve it far more often. It certainly isn’t, however, easy to pull off. You have to organize three different mens’ schedules and also take into consideration their taste in other men. We all know how finicky gay men can be.

I woke up Friday with no agenda and morning wood. I wanted to take care of it, but I also wanted to act on my recent fantasy of a threesome. I started with one of the most promising guys who I’d discussed this with before. He wasn’t getting back to me. I began going through more than a few permutations trying to find 2 guys willing to participate who weren’t occupied with work.

Finally, I found one, and we both began to hunt for that elusive third. There were many roadblocks, and lots of waiting to hear back when questions were posed. I thought I had it all worked out, when one of the guys went dark on me. I was very disappointed because I thought I found the perfect combination. One top (me), one bottom, and one vers. When the bottom got a flat tire, it all went to $hit. All this juggling really made me realize why this never happened before.

After much discussion about who could host and who wouldn’t host, I managed to get my original group together, but not without issue. I had to ride my motorcycle into New York City to pick the bottom up. He wasn’t comfortable coming out to Hoboken alone, and the other guy wasn’t willing to host strangers. Strange to think he had no problem hopping into bed with strangers, just as long as it wasn’t his own. I rode in and picked him up. It was slightly awkward, but it all fell right into place. He hopped on the back of the bike, and we rode off to my place.

Warning: The following may be too graphic for some. We arrived before the other guy. I didn’t know the rules, but I was looking to wait for the vers guy to arrive before we got started. The bottom wasn’t so patient. He wasn’t the best looking man in the world, but he had a great body. He started kissing all over me until he undid my pants and started orally pleasuring me. He was quite good. He undid his pants as well and revealed a generous gift. He asked me if we could go to the bedroom until the other guy arrived. I encouraged him to wait since he was only a few blocks away.

When he arrived, the bottom walked to my bedroom and began to undress. I brought the vers guy into my room, and he and I began to undress. I wasn’t as thrilled with him. He looked much better in his pictures, but there certainly wasn’t anything wrong with him. You can’t win ‘em all. I laid on the bed in my boxer briefs while the other two joined me and began rubbing me all over and kissing me. I felt like a king. Everyone was there serving me, and it felt great!

Then the underwear was removed on all parties. There was lots of rubbing, kissing, sucking, etc. After some time, I broke out the condoms and lube. I was horny and ready to get started with the real fun. After using his poppers, the bottom was ready and eager, so I penetrated him while he orally pleasured the vers. Then the vers came to my side of the bed. We’d already discussed I wasn’t bottoming, but he thought I could be persuaded. I told him sorry, but no. I backed off and let him have a turn with the bottom.

This guy was incredibly awkward. He looked like he was having a seizure. His sex was spastic and crazy. On top of that, he was very particular and insisted I use the condoms and lube he brought. While he was inside the bottom, I climbed on top and penetrated the vers. This was not the easiest sex position by any means, and it did not last long. The logistics of three people getting the same rhythm are nearly impossible. It’s obvious in porn when this happens, they are doing it for the camera and certainly not for pleasure.

We swapped positions a few times and had already gone through a substantial amount of condoms. If one thing was certain, I was going to be wrapped up at all times! Finally, I suggested we move things to my shower.

We went through a few permutations of positions in the shower before I told them I simply wanted to watch them while I took care of myself. The bottom protested. I could tell he was very annoyed by the vers and wanted me more. When we ran out of warm water, we all toweled off. The bottom needed to excuse himself. He was feeling light-headed. He made his way out to the living room in his towel.

I was left with the spaz in my room, and I wasn’t thrilled. We tried a go at it for a short bit, but I was much more interested in the guy sitting in the living room. We stopped and moved things out to the living room after closing all the curtains. The bottom was feeling better, so he was eager for me again. He hopped on the chair and asked me to go again with him.

There was something that really turned me on watching the other two guys have sex. I pulled out and encouraged the vers to join in again. I wanted to sit on the couch and finish while I watched them. The bottom wasn’t happy about this because the vers was bad at sex. All three of us were on the couch when I finally finished on my chest. The vers reached climax as well, but the bottom seemed content with stopping before he finished.

The vers guy almost immediately began to get dressed, noting he had to get back home to finish work. The bottom was going to head back in with him so he wouldn’t get lost, but the vers wasn’t willing to wait for him to get dressed. The bottom asked me to ride him back onto the city, but I told him I would give him a ride as far as the PATH. From there on, he was on his own.

We chatted a bit about how spastic the other guy was. Neither of us were thrilled with him, but it is what it is. The bottom got dressed and hopped on the back of my motorcycle. When we got to the PATH, I gave him directions for getting back home.

I sped off home. I was in need of a serious shower. Since the morning’s activities began, I felt incredibly dirty.

If you’re considering a threesome, I strongly encourage you to think it out first. Don’t just jump into it to satisfy some great fantasy you’ve seen many times in porn. If you have the constitution for it, then by all means, do what makes you happy. But, if you’re thinking twice, I strongly suggest you leave the fantasy to your mouse clicking.

There was nothing sexy about what happened. It did not live up to the fantasy I had originally dreamed of. It was awkward and at times laborious. I needed to wash away the shame and guilt I felt, but it was no use. Those would stick around for at least the remainder of the day.

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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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