Posts Tagged nipples

Leavin’ On a Jetplane

Another Monday. Another day at work. My staycation was officially over. Another day periodically checking Grindr.

I spent my vacation getting myself back. The only problem was I only repaired the physical me, not the mental and emotional me. I wasn’t on Grindr all day long, but I would periodically check it to see if anyone had messaged me. I was simply a Grindr fish. No longer would I be a fisherman.

I had a dermatologist appointment in the middle of the day. While walking to my appointment, I fired up Grindr. I was curious to see if anyone was scoping me out. I was also in a new neighborhood. I was hoping to find something new and unexpected. In the short window it took me to walk about twenty blocks, I’d managed to strike up a conversation with three different guys. All seemed to be quite level-headed. I told them all I was looking for dates, and all of them seemed excited at the prospect. It was difficult trying to keep three conversations going at the same time. I told them I was walking into my appointment and asked each of them for their phone numbers. I managed to pick up a lawyer, an actor and someone who worked for a magazine rating cruise ships. I asked each of them for their pictures to add to my roster and went to see my doctor about lightening up a scar.

When my appointment was over, I thought I’d make my walk seem shorter by checking messages on Grindr once again. A guy near my office was on and started messaging me. He seemed pretty hot and well fit. He was staying at a hotel near me and was anxious to give head. I told myself not to even continue the conversation, but once again, I found myself thinking with the wrong head. I entertained the idea and asked him what he was proposing specifically. He told me he had to catch a flight in a short while, but wanted some fun before leaving New York. I immediately knew which hotel he was staying at and his occupation. “You’re a flight attendant staying at the Radisson, aren’t you?” I asked. “Yea. How did you know?” he replied. “Not the first one I’ve talked to at that hotel. You guys love that hotel, and you guys love Grindr. So what exactly are you looking for?” I texted.

He asked me to come to his room. He would leave the door ajar. I would walk in, he would tear off my pants and just begin orally pleasuring me. I wouldn’t have to touch him or do anything to him. He just really wanted to blow someone. I knew better, but I still bit anyway. I figured, “What’s the harm?” Work had no idea how long my appointment would last, and it was a slow day at the office. I decided to take a detour, but I basically had to run to his apartment. Thank God I have long legs to get me there. He was anxious because his checkout was very soon.

He was very worried about STDs and HIV. I assured him I was clean. I also asked if I would be allowed to play with his manhood if I chose to. He enthusiastically said yes.

I arrived at his hotel in time for an afternoon tryst. I hopped in the elevator and made my way to his room. I’d been here before. This wasn’t my first b.j. from a flight attendant at the Radisson. I really needed to stop making that a habit, but at the time, I was excited to get off in the middle of the afternoon. I arrived at his room, and the door was left ajar.

Warning: The following may be too graphic for some. I walked in and said hi. He immediately began lifting my shirt and sucking on my nipples. I lifted my shirt off, and he undid my pants. Just then, he turned to me and asked, “You’re really clean right?” I assured him I was. “You can never been too sure,” he added.

He began pleasuring me. After a few minutes, I made my way to the bed and laid back. I wanted to fully enjoy him. It wasn’t too long before he worked his magic, and I was able to conjure up exciting mental images. I shot in his mouth and all over his face and chest. He spit on my chest and began working on himself. Seconds later, he shot all over my leg. “Let me grab you a towel,” he said immediately. I wasn’t moving. I was quite anxious to get both of “us” off me.

I cleaned up and began to exchange small-talk with him. He was Austrian and was headed home that evening shortly after I would be departing his room. I needed to get back to the office, and he needed to finish getting ready for work. He told me how much he enjoyed himself, and with that, I made my way out the door.

Shamelessly, I had a smile from ear to ear. I was still high from the endorphins. It felt amazing. I was ashamed and proud in the same moment. I still knew I was broken inside and needed to stop having these trysts with strangers, but I was also enjoying my sexual liberation. Somewhere, there had to be a happy medium. It was up to me to find it…

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Valentine’s Letdown

Valentine’s Day had arrived. I managed to find myself single once again. I have yet to celebrate a Valentine’s Day. The one year it came while I was dating Broadway, we couldn’t be together because I got shipped off for work to the Midwest.

I ended my intense weeklong relationship with PR just the night before. I knew it was bad form to stick to our plans to go out for a romantic evening if I was just going to be faking it.

Just because I wasn’t going out for a romantic dinner doesn’t mean I wasn’t looking forward to the company of a man. For some unknown reason, I was exceptionally horny that day. Granted this has become the norm, and I’m starting to wonder if I may have a problem. However, I wasn’t stopping myself from exploring possibilities that day. I was single and ready to mingle.

I was all over Grindr and even pulled up the OKCupid app to see who was around my area. When this produced little results, I began to filter through all my previous Grindr, Adam4dam.com, OKCupid, and Manhunt contacts to see if there maybe something I missed or someone I wanted to revisit.

I messaged a few guys and asked what they were up to. The ones who I hadn’t spoken to in quite a while I asked how they’d been since we last spoke.

One guy hit me up on Grindr. I was pretty horny, so I wasn’t being picky. He was just offering to come over and give me a blowj*b.  I at the very least had a fallback. I was really looking to get it in, but I would settle for him if no candidates produced themselves.

I wasn’t happy with who I was becoming. Once again, I was letting myself get out of control. I needed to reign in my sex life, but that day, I just wanted to get it in. Tomorrow is another day.

I started chatting with the guy I’d gone on an awkward date with. We’d already talked about trying to figure something out about getting together again. I could tell he was more interested in sex than a relationship, but there was also still a glimmer of hope there for something to bud. I don’t claim to be a pro in the bedroom, but I do think, based on previous feedback, I am pretty damn good between the sheets. Maybe I could win him over that way.

We went back and forth for some time about him coming over. He wanted to go to the gym and hadn’t left work yet. Apparently I didn’t give him enough notice, but I could tell he was very interested. We talked about the logistics, and I made some great progress imploring him to come over. He told me he’d try to get his errands done and then he’d be in touch.

In the meantime, I had the blowjob on hold. I told him I had some work to do, and I would get back to him. He wasn’t thrilled, but he accepted my proposal of postponement. I told him I’d reach out to him as soon as I finished my work.

Finally, I got a text message. It appeared we were going to have our “second date” after all. He was wrapping up a few things and then he’d be over. He informed me he was bringing his c*ckring and poppers. I told him that was fine, but I wouldn’t be partaking in the poppers.

I immediately hopped in the shower to clean up, shave and prep for his arrival. I also opened a bottle of wine so we could relax before just jumping in the sack. I wanted to seduce him a little.

When he arrived, he was slightly awkward. I poured him a glass of wine and we sat on the couch chatting and drinking. When I felt the moment was right, I made a move. I was all but on his lap kissing him. And that’s when I learned why he was still single.

He was the worst kisser I’d ever been with. I thought he was going to eat my face. All that time I spent staring longingly at his lips, and that’s how he chose to use them. It was a very sad Valentine’s Day. I tried to soldier on past it. I tried to lead him and make-do the best I could.

Finally, I stood up to take a break, took him by the hand and led him to my bedroom. We slowly undressed each other. I was enjoying peeling his clothes off one by one. As I did, I was groping his entire body. He had a very sexy body and great skin. I couldn’t stop feeling him up.

Warning: The following may be too graphic for some. We laid head to toe and began orally pleasing each other. Eventually, he stopped to put on his c*ckring and grab his poppers from his jeans pocket.

When he came back to the bed, I began orally pleasing his bottom. He had a great a$s and manscaped very well. I was enjoying myself, but it didn’t seem I was doing the best job for him. That’s when I learned he doesn’t really get anything out of it, he told me apologetically. I didn’t understand because long ago he told me he was a bottom. I also recalled how much stimulation he got from his nipples, so I concentrated on them. He went wild.

A short time later, we laid next to each other stimulating ourselves. It didn’t take long before I finished all over his chest per his request. For once it didn’t take me forever to climax. As soon as I finished, he too exploded on his chest.

After giving him a towel and we both cleaned up, we laid next to each other in bed. I wanted to cuddle, but he didn’t seem the type to I just put my hand on his inner thigh. We chatted about the most random things. He was staring at my bookcase, and we talked about some of the books on the shelf. I pointed out my only gay book on the shelf, Beaches. It’s a picture book I like to page through periodically. He told me all the gay books on his bookshelf deal with barebacking. A huge red flag went off in my brain! Was he into barebacking? I didn’t ask him to elaborate, but I wish I did.

That’s when I hopped on his back and began to give him a massage. I have very large and very strong hands. I like to put them to good use. Apparently he was a little more delicate that I anticipated. He asked me to lighten up a bit, but he was enjoying what I was doing. I noticed how he analyzed everything. He really was a headshrinker.

When I stopped, he started inspecting my skin. I recalled on our date how he wished he was a dermatologist. He was very complimentary of my skin and complexion. I appreciated the compliment, but the delivery was incredibly awkward. He was not an easygoing guy, and I started to realize how little I was attracted to him. On top of that, I was starting to get an irritation on my neck from where he was trying to eat it. I knew then this would not be a repeat offender.

With that, he got dressed, collected his things, and we said goodbye at the door. He left very unceremoniously. I had no plans to reach out to him again after that. We’d had such a long history, making it weird, but we’d only really known each other a short while. He too had no plans to reach out to me.

Ironically enough, he messaged me on Grindr the other night, but of course this went nowhere.

Now, the only question is when and if I unfriend him on Facebook and what are the consequences?

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Pretty Fly for a Brit Guy

Life was returning to normal. I went to work every day, and I managed to fit in some gym sessions over my lunch breaks. I was feeling good.

I was free. I was single. I had no rules. Or at least I could live by my own rules.

Sadly, my old friend Grindr and I were rejoined at the hip. I wasn’t thrilled to be pals again, but he was a necessary evil. If I was going to straight bars every weekend, I was destined to live a life of the third wheel forever. I needed to do something proactive.

Most days at work, Grindr would sit open on my phone in the background waiting for the right guy to come along. Periodically throughout the day, I’d check on it to see what I caught in my net or to periodically toss out a new line.

I try to take my “lunch” at the gym at least twice a week. This frees up my evenings and actually makes me more productive. When the endorphins are flowing, I’m a far better worker.

I was also back on Grindr full force. I was on the hunt for a man. Mainly I was looking for a relationship. But, if the right opportunity came up, and I was in the mood, I wasn’t going to turn them away.

Just as I said before, if I wanted sex, I would go for it. But, if I wasn’t interested, I would simply let the opportunity go by. There was no need to hold on to guys for future use. There are plenty to go around.

Monday, on my way to the gym for a workout, I pulled up Grindr and began chatting with a great looking torso. We exchanged a few messages before he told me to come to his hotel. I laughed to myself and told the guy, “Sorry buddy. I’m on my way to the gym for a workout. Good luck.”

Apparently, he wasn’t done with me. He continued to message me all the things he wanted to do to me. Now, I was at the gym, and I was turned on. Originally I had no interest, but his persistence peaked my interest.

I learned he was a flight attendant staying at the Radisson Hotel near my office. This certainly wasn’t the first flight attendant I had a chat with staying at that hotel. It was almost a daily occurrence in the past. This one was hungry. He really wanted to give me a blowjob. He sent me a few pictures, and my interest was peaked even more. However, I continued with my workout.

Smiles and I were no more. I had to do what I could to attract a new man. I was focused on my workout. I needed to whip my body back into shape. It didn’t matter if it was winter. I wasn’t going to use that as an excuse. I’d lost some weight since Smiles challenged me on that subject. However, it all returned when my relationship was coming to a close. I was simply feeling lazy. The breakup was the kick in the butt I needed to get back to the gym in a dedicated fashion.

I told him I would not be able to come by because I was at the gym, and I had to return to work. I did offer the possibility of stopping by on my way home after work. I asked him what his plan was exactly. He stated: “I leave the door open for you. You come in with the lights out, we make out and I suck you off.” That was quite a plan. I had very little heavy lifting, and I would go home a happy man. “And I don’t have to do anything to you?” I added. “No. I just really love sucking c*ck,” he replied. The pictures he sent certainly showed him to be a very attractive and fit man. I wasn’t completely sold, but the prospect was top of mind.

There was one catch. I wasn’t done work until at least 5:30, and he had to leave the hotel at 6:15. As my workday was coming to a close, I messaged him to see if our arrangement could work out. He said as long as I arrived quickly, there would be enough time for him to blow me.

Yes, I know how incredibly risky this situation sounds. I also know how incredibly disgusting it sounds. I was completely using another human being. I’m not proud of it, but we all have a sexual animal instinct. Mine was starved for nearly twenty-six years. After that, it fluctuated. I was in need of pleasure, so I wasn’t about to deny myself that. Feel free to judge away.

I left work and went to the hotel. I arrived at his room and knocked on the door. He answered in a pair of shorts. I came in, and he immediately began making out with me. He was hot. I was really enjoying myself.

Warning: The following may be too graphic for some. He then unbuttoned my pants and pulled them down. He did all this while one hand was lifting my polo up, and he was licking my nipples. This guy was good. Good kisser and sensual bedfellow.

We moved things to the bed, and I stripped off his shorts. He had a great body and an amazing d*ck and a$s. I was having a blast. I scoped out his body. I told him to join me up on the bed so I could play with his body. He had a spectacular a$$ and an amazing d*ck. I was having a blast treating parts of his body like an amusement park for my hands and fingers. I almost couldn’t get over how sexy this guy was. He could probably have any guy he wanted. Why was he offering to blow guys without receiving anything in return? He must really enjoy pleasing another man.

Finally, I finished just as he requested. I really enjoyed all of it. It was a blast. I know it’s not the most conventional thing, but I saw no harm in this. He aimed all over his face. This guy really had a kinky side. I know I wouldn’t be able to do what he did, but if that’s how he got his rocks off, more power to him.

I asked him if he had a towel. These were the first words exchanged between us. We walked to the bathroom to retrieve a towel to clean up. I finally got to see him in the light. He had an adorable face to match his hot body, and I took the opportunity to inform him of all of this. On top of that, I heard him speak for the first time. He had the cutest British accent I’d ever heard. I wanted to take this guy home immediately. Sexy, good in bed, British accent — He was the full package! And, if it couldn’t get any better, when I gave him all these compliments, his smile was incredible.

I talked to him about his plans for the rest of the evening. He had to run to catch a flight back to the U.K. He was working and overnight. He planned on finishing himself off before he showered and made his way to the airport. We talked a little about his job, and I wished him the best of luck. With that, I was off on my way home.

As I walked to the PATH, I messaged him on Grindr and asked him for his email. I told him we could meet up the next time he was in New York City. Maybe we could even do something crazy like grab a drink. I dunno why, but I wanted this guy to be a pen pal of sorts. I was thrilled to think I could make a friend in the U.K., and I was sure he’d be back in the states often. When I got to the other side of the Hudson, he’d replied with his email. I sent him another Grindr message a day later when he arrived home. He told me he was looking forward to seeing me again. I told him when he came back to New York, we’d grab a drink at the bar sometime, but I still have yet to send him an email to set up a meeting time…

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