Posts Tagged afternoon

Chelsea Comes to Hoboken

My Friday off was certainly an eventful one. I spent the better portion of the afternoon planning and participating in my first real threesome. I was already starting to judge myself and question all my recent behavior. A large part of me knew this was not who I was. I was completely acting out, but another part of me realized these were my gay “formidable years.” I never hooked up with guys in college while all my male friends were taking girls home from the bar. This was my wild time. Basically, I was giving myself license to have emotionless sex for sport.

That being said, I was still searching for the guy who would get me off Grindr and be the reason to settle down. I’d already gone on one good date with Chelsea. He asked what my plans were for the evening. I told him I had none since I had the day off, and he asked if we could do something together. I didn’t feel like doing anything crazy or going out, so I requested a lazy night in and suggested he come to my place. “Cuddle night?” he replied. “Definitely,” I said.

I still felt a little disgusted with myself for my afternoon behavior, but I also hoped maybe he could help distract me. He would certainly be something to get my mind off it. I took all my sheets off my bed and threw them in the washing machine. I hopped in the shower once again. I needed a cleanse.

I texted him back and told him I would make us dinner, and we could watch a movie. He agreed that sounded like a great idea, but he told me he’d already eaten. I made myself something quick before he came over.

“Do I have to come back to NYC late by myself?” he added. I told him he could certainly spend the night. In fact, I would very much enjoy that. He tried to convince me to come into the city, but I wasn’t about to budge. I’d already done one date in his neighborhood. I didn’t want to go into the city that evening since I wasn’t already there for work. He painted a better picture of what I was asking him to do: “Mind you, I don’t even go see my friends in Brooklyn. So this better be scoring me some hefty points! Haha! LMAO. You can ask my friends how much of a NYC snob I am. I’m like who? What? Why? Do I need a passport? And does Jet Blue fly there?” I quickly responded, “This isn’t my first rodeo. You’re not the first guy I’ve stolen out of the city.” Every guy I’ve convinced to come over to Hoboken has fallen in love with it and become an advocate. I am slowly introducing the NYC gay community to the great city of Hoboken one gay at a time :).

He agreed to stay over, as long as we agreed to behave. I told him I had no problem with that, and I appreciated him wanting to take things slow. I was very surprised by this, considering we met on Grindr, and I learned he’d done the hookup thing more than a handful of times.

When he arrived, I got him some comfortable clothes to wear, and we settled in on the couch with a few refreshments. We went through the guide trying to find a movie to watch. Finally, we settled on Drive, with Ryan Gosling. We laid on the couch with him in my arms the entire film. It was nice to snuggle with a man. It was very romantic. We both thoroughly enjoyed the movie, and when it was over, it was decently late. We decided to head to bed.

I found it adorable he didn’t take his shorts and shirt off when we went to bed. I don’t exactly sleep naked, but I have a hard time sleeping with clothes on. I find them restricting. I stripped down to my boxer briefs and encouraged (playfully removed the shorts I lent him) him to get comfortable before spooning with him a little. He warned me about getting too fresh, but I told him to relax. “I’m just trying to cuddle, not rape you. Stop fussing,” I jokingly stated. He did relax, and we got into a comfortable spooning position before finally dozing off for the night.

That night, neither of us slept very well. He was a thrasher and constantly woke up. I didn’t mind too much because I didn’t have anything to do the next day but lounge around. It was nice change to be sharing my bed with such a sweet guy. This had potential, and we certainly weren’t rushing things…

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Shout From the Rooftop

Today is a Fast Forward Monday!!!  

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 spending the day with The Navigator at the beach and then sharing a pretty spectacular relaxing evening together, I slept great. There was a sexy naked man in my bed, and I knew just what to do with it. We fell asleep spooning each other. When I woke in the morning, I couldn’t stop smiling when I realized it wasn’t a dream.

I still had to bring myself back down out of the clouds to keep myself in check. This wasn’t going to last forever. I didn’t care. Right now, there was a man in my bed, and he needed to be cuddled.

I rolled over and pulled him close to me. He was still slipping in and out of sleep. As he woke up, we picked up just where we left off the night before. Everything we did was fun. We were constantly ribbing each other and joking around. When we ended laying face to face, I said to him, “I just want to climb up to the roof and shout, I love my best friend, [The Navigator]. Boop!” as I reached my finger out and tapped him on the nose (an homage to Super Bad).

We both laughed for some time. We continued to cuddle all morning. I didn’t care if I stayed in bed all day. I was happy.

We were interrupted by a call from his roommate. I’d already learned he was a really good friend, and he liked to placate his friends. While he was on the phone, I took out my camera and snapped a few pictures of him lying naked in my bed. I don’t think he realized what I was doing because he had his back to me, but I wanted some souvenirs to take home with me.

Turns out, his roommate wanted to go to the grocery store that afternoon. They share groceries, so he regrettably turned to me and told me he had to go with him that afternoon before we went hiking. I was very disappointed, but I wasn’t going to make a stink about it. I quickly hopped in the shower and got ready for the day while he packed up his things and got dressed. As we walked out the door, I pointed out the Marilyn Monroe portrait saying, “My week with Marilyn.”

I drove him home and dropped him off. I was already sad to see him go even though I knew it was a matter of hours before I’d see him again. I grabbed some lunch and made my way back to the pool. I relaxed with some light reading. I needed to finish off the Tickle My Tush book so I could write my review.

When most of the afternoon passed by and some noisy kids arrived at the pool, I texted him to see how he was progressing. He was on his way home, so I decided to go get ready to go hiking and make my way over to his place.

I pick him up, and we take a short drive to the base of the mountain. I grab my camera and we make our way up the trail. When we get to a decent height, he suggests we climb back down part way and hit up another trail that had a much better view. We were having fun just being together. On our way back down, he pointed out a shack along the trail: “I wanted to surprise you, but this is going to be where we live when we get married. :)” While he said this, he took hold of my arm. I knew he was completely kidding, but it was also a sweet gesture.

When we got to the top of the other trail, we had quite a view. We could see LA and Burbank off in the distance. He took my camera from me and took some pictures of me. Again, I thought this was a sweet gesture, as were many things he did. He was just very conscientious. You didn’t have to ask him to do things; he just anticipated it. I was falling for him more and more every minute, but I still maintained my mental state.

I then turned the camera on him and snapped a few pictures. I wanted to remember the great guy I met in LA. I hoped we’d remain friends even after I returned to New York. It would certainly be nice to have a friend on the West Coast. Maybe I could even come back to visit some time.

We climbed back down the mountain and made our way to Burbank. We joked about PDA. We both agreed we weren’t really into it, but at one point he casually reached out his hand and grabbed my junk while looking the other way. I pointed out to him that just because he wasn’t looking at it doesn’t mean other people wouldn’t see it as well. We both laughed and continued to joke about other things. We walked around for a little bit and grabbed some ice cream. He was cold, and I was trying to do my best to keep him warm without making him feel uncomfortable. That’s when he broke the bad news to me.

He’d already prepared me for the possibility he’d have to go to work that night at 1:00am. He was on call, and they hadn’t gotten back to him yet. He needed to go home and nap before that shift started.

My heart sank a little. He wouldn’t be spending the night in my bed again. I needed to be a big boy about it though. I drove him back to his apartment and said goodbye. We talked about seeing each other the following day since it was my last day there; I had a flight out at 10:00pm.

I returned to my hotel room and watched TV in my bed. I knew he was napping, but it was make or break for me to ask him if he would come with me for my ride up the Pacific Coast Highway. After debating for some time, I decided to text him: “Lonely here without you already 😦 haha. What are the chances you’d wanna ride up the PCH with me after work tom?” I really didn’t want to take that ride alone. I loved his company, but I seriously feared a disappointing answer.

The Navigator wouldn’t let me down like that: “LOL. I know. I wish I were cuddling with you!!!!! That sounds like a swell idea.” I was thrilled. I was prepared for the worst, and I got the best. I was looking forward to tomorrow’s road trip so much more now that I had my Navigator! “Marylyn Misses you too,” I added.

Shortly after that text, he requested I send him some pictures of myself. “You’re most handsome ones,” he added. “Whom are you showing me to now?” I asked. Apparently, he wanted to show off his “super long first date” to his roommate and his other friend.

I was pretty crazy about him, but reality wasn’t absent from my brain. It did, however, bring a big smile to my face to know he was showing me off to his friends. It made me feel special and gave me hope I would have a longtime friend from what started as weak Grindr banter…

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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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