Posts Tagged Date

WTF is Ashton Kutcher Doing Now?

Have you guys seen this?  What is Ashton Kutcher up to!? Apparently, even the success of his new show, Two and a Half Men, isn’t helping him find true love. He’s really putting himself out there now with a new series of dating videos.

I guess this is how you get over Demi Moore. Check it out!

Who knew he was so versatile!?

With the help of an Academy Award-winning make-up and hair team, Ashton was transformed into four very different and colorful characters:

    • Darl, the over-the-top, vain fashion designer who loves his dog, Pupu.
    • Nigel, the introspective new-age hippie with deep thoughts and wisdom.
    • Swordfish, the sweet, sensitive, lovable Harley-loving biker who tells his stories through his tattoos and his life on the road.
    • Raj, the happiest guy on Earth who is a Bollywood director looking for love based on his knowledge of pop culture and his glowing optimism.

Raj is by far my favorite. Everyone loves an inappropriately naive Indian man with a crush on the Kardashians, however, none of these guys stand up to the raw sex appeal of Ashton Kutcher simply being himself.

Together, along with Ashton himself, they are all in search of love at http://www.worldwidelovers.com. What do you think the chances are I’m his true love?

Check out the site to see if share the same love as Ashton…

[Sponsored by PopChips]


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Two Hours

After coming to the realization Middle Eastern was not dating material, I began my search for a boyfriend once again. I thought I’d give him a second chance, and he proved to me he wasn’t worthy of that.

I went back to my matchmaker once again – Grindr. I was a little addicted. I found myself spending hours out of my day on the app. I was searching with great fervor. When I woke in the morning, the first thing I did was reach for my phone and fire up Grindr. The next thing I did was grab my tablet and fire up Grindr on that. It was even better on my tablet. The pictures were bigger, I could multitask with my phone, etc. I fully realized how much time I was spending searching for a man. I saw how much of my day was stolen from me. It was like a second job.

On a few occasions, I would strike up a conversation with a guy I thought worthy of my time. One such man lived nearby in Jersey City. We started chatting on Grindr, and I did what I always do. I asked him for his number so I could take things out of the Grindr app and start a conversation over text. I always asked for a picture from the start so I could keep the guys straight in my phone contact list. I kid you not when I tell you I have around 100 contacts from Grindr, Adam4adam.com, ManHunt and OKCupid. I had a system in place as well. Everyone’s name began with where I met them. I was cataloging these guys in theory. Some I never spoke to on the phone, let alone met them in person, but they were saved no less.

After getting this guy’s number, We texted about chatting on the phone some night. He picked up the phone and called me. This earned him a lot of brownie points in my book.

We started with the superficial things – Where we lived. He told me all about his building. I was quite familiar with it. I’d run past it on many occasions. This morphed into a discussion about where we grew up. He was fascinated to learn I grew up out in the country on a farm. Through texting, I’d already learned he was from Canada. I told him how surprised I was he didn’t have a Canadian accent. It popped up a few times, but quite infrequently for someone who grew up there.

I quickly learned he certainly fit the Canadian nice guy stereotype. Everything he said was sweet and polite.

I learned he was slightly older than me. This wasn’t an issue for either of us. I had always liked slightly older men, but I am always leery that older men aren’t thrilled with dating a younger man. I’m quite mature for my age, so I hope my personality can make up for the age gap.

We chatted about our jobs, and I learned he worked in the travel industry. He jetted around the country and internationally quite frequently. He even mentioned the possibility of taking someone like me with him on said trips. I wasn’t getting ahead of myself, but I did enjoy the idea of traveling with my boyfriend to far off locations. He detailed many of the perks, which I really enjoyed, but I didn’t want to let that cloud my perception of him. On the flip side, I told him one of my most embarrassing secrets. I told him I’d never left the country with the exception of Windsor Canada from Detroit. He told me it wasn’t a big deal, and he would help me remedy that issue.

Somehow we got on to the topic of dating and being single and previous lovers. He wasn’t very forthcoming with the information of his major heartbreak, but all it took was one question for him to tell me the overarching story. It seemed it was a sensitive subject, but he was willing to tell me the story. He was dating a man for seven years. This was before he was traveling for work. He was scheduled to go away for work, and at the last-minute, his trip was cancelled. He came home to their shared residence to find his boyfriend in their bed with another man. I expressed my grave sympathy. After seven years with someone he must have been crushed. My heart broke for him. He told me he simply told his boyfriend he needed to move out and that was the end of them.

I tried to lighten the mood and asked him what he likes to drink. Ironically, our lists shared a lot of the same drinks. It was uncanny how similar our pallets are. I learned he too is a fan of Malbec. We discussed how it would need to be present on our first date. I was happy we were on the topic of meeting for a date. He seemed like a great guy. Maybe he was the ship I was searching for in the storm.

I asked him what he was looking for, and he described his ideal situation. Amazingly, our perfect pictures lined up quite impressively. I was really excited to meet him. I only had one picture, and he appeared to be an attractive man. I was more excited to meet him to see how strong the chemistry would be. It was already pretty strong considering we spoke on the phone for two hours.

Only time would tell, and we made tentative plans to grab a drink or dinner in the near future.

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Hoboken Seconds

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 our date on Monday, I wasn’t sure when I’d see Chelsea again. Things were moving forward at a nice pace, but I still wasn’t diving in like I normally do. What was holding me back? Was I finally going about things the right way? Was I not fully interested in him?

That Tuesday was his last day in his current role at his job. He went out celebrating with coworkers, and when they were nearing the end of their evening of drinks and fun, he texted to ask if he could come by. Two days in a row. I certainly didn’t have a problem with that. He obviously wanted to see me, and I was very happy about that. One of his coworkers lives across the street from me, and they were able to share a car. I told him I’d be thrilled if he came over.

When he arrived, I could tell he was quite tipsy. It was cute how he couldn’t hold his liquor. Alcohol gets him quite lubricated. He was very flirtatious once again, as he was at the end of our first date. Everyone was buying him drinks since he was no longer be working out of that office. His new territory was Massachusetts, Connecticut, New Hampshire, etc.

We started with some kissing when he walked in the door. I took his hand and led him to my bedroom. He was wearing a full suit, so I found him some more comfortable clothes. In the middle of changing, we began to fool around. It was fun. He was a good kisser, and we were making out all over my bed. I liked having someone of the same size to hold, kiss and roll around with. This time around, he certainly wasn’t shy about being in just his briefs. We had a lot of fun with each other and still no sex. And, I was fine with this. I knew things would progress slowly, and I was quite happy about that. ( I was missing sex a little).

He was a sweet guy, but that night was a little different. I saw a side of him I hadn’t only caught a glimpse of. A lot of his drama started pouring out, and I realized he had just been trying to keep it all down in an attempt to not scare me off. Now, I was getting to see the real Chelsea. I went to bed with a different picture in my head. Was this what was holding me back? Did I think maybe he was a bit too gay for me?

We watched TV and ate some dinner. a lot of the little things I ignored previously were bothering me that night. We went to bed at a reasonable hour. After sleeping together twice and it not ending well, I made a suggestion at the risk of sounding cold. I told him there was no need for us to snuggle while we slept. I tried to be honest and realistic about it. I said, “We can cuddle and snuggle, and when we’re ready to fall asleep, we can curl up on opposite sides of the bed. That way you will get a good night’s rest.” I also took this as the opportunity to tell him I wanted to go for a run the following morning. I was finally getting into a workout groove, and I didn’t want to throw it off. I could sneak out while he was still sleeping, and when I returned we could get ready to head into the city together. With that, we both went to sleep on opposite sides of my California King bed.

I woke in the morning and quietly snuck out to pound the pavement. I had a good run. I needed to clear my head, and the run was just the ticket. When I returned, I hopped in the shower. When I came out of the shower, I gently woke Chelsea. Normally, I would have slipped back into bed with him to cuddle, but I wasn’t feeling it. It was then I realized I wasn’t particularly sexually attracted to him. He was very shy about his body, and while I enjoyed the slower timeline and waiting, a part of me knew it was an important part of the relationship I couldn’t ignore. I’d sacrificed that in the past too many times. I wouldn’t make that mistake again.

I continued to get ready. I was pretty quiet, but then again, I usually am after I work out. I’m also not a morning person to begin with. I either get quiet or I become combative, as my mother learned many a time riding home from swim practice in high school. There was little talk and discussion as we got ready for work/for him to head back home. When we emerged from my room, I found a mess left by my roommate. I detailed to him why I was so annoyed and how this was a common occurrence.

The walk to the PATH wasn’t exactly full of chatter either. I struggled to think about things to talk about. I fixated on his new job and asking the questions about how he was going to handle it. Subconsciously, I was noticing all the things in the back of my head I’d brushed aside once again. Now, my cons list was growing.

When we got to his stop, I gave him a quick peck on the lips. I could tell it made him uncomfortable, but I was trying to force myself to stop being ashamed of being gay. If he were a woman, I’d have had no problem kissing her to say goodbye on the PATH. Why should I censor myself just because he was a man?

Later that day, I received a text from him asking me if everything was okay, or was it my roommate. I blamed my quietness on being annoyed with my roommate, but in reality, I was no longer looking at him as a prospect.

That weekend, I went shopping with my friend, P. While at the Woodbury Common Outlets, I got a text from Chelsea asking, “Will I see you at the end of the week?” I didn’t want to drag this out. I decided in my mind I was no longer interested. It was going to be tough to convince myself otherwise. I replied, “[Chelsea], I don’t want to lead you on or anything, but I’ve been giving it some thought. I just don’t know if we’re a strong match. You’re a really nice guy, I just don’t know you’re the guy for me. I want someone who is going to be around more… That’s important to me. Hope you understand.” Immediately, he responded, “Yup. I feel the same way :). Anyways, all good here. Please do me a favor and put me in touch with your friend about subletting my apartment, and I’ll see you sometimes in the city :).” I don’t know if that was his way of protecting himself emotionally or if it is how he truly felt. Either way, it was a clean break. All was good, and we could still be friends if we ran into each other in the future.

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The Best Commercial I’ve Ever Seen

Thought I’d share this with you since it’s amazing and has an amazing message. Share with everyone!

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Chelsea Lately

Since we saw each other over the weekend, I had tentative plans to see Chelsea again on Monday after work.

I texted him during the day to figure out somewhat of a game plan. When I finished work, I walked to his apartment in Chelsea. He buzzed me in, and greeted me at his apartment door with a kiss. I got caught up on his day a lil’ while we sprawled on the couch a bit. He was in a good mood and was very talkative. After we lounged a bit, we started talking about what we wanted to do for the evening. Between the two of us, we couldn’t really come up with a game plan other than to find drinks and food somewhere.

He finally suggested Sushi Samba. I had never been, but I had their food before. It was amazing. I knew it was a little pricey, but I wasn’t really under a budget these days. As long as he was cool with it, I was game. We walked through the West Village, my favorite neighborhood in the city. We talked as we walked and had great conversation.

We sat at a table on the upper terrace of Sushi Samba since it was an unseasonably nice day, so we decided to order summery, fruity drinks. I ordered a melon drink and he ordered something with passion fruit. Both drinks were excellent, but ironically we enjoyed the other’s drink far more. For the next round we ordered the same, but swapped. We also decided to order a few small appetizers. Everything was great, and I was having a really nice time with Chelsea. We were both relaxed and enjoying the night. It just felt easy. Nothing was forced. I was liking him more and more. He was masculine enough. He was tall, good-looking, a sweetheart… There was little I could find to complain about.

On top of all this, he insisted on picking up the tab when it arrived. No matter how much I protested, he wouldn’t let me split the bill. Finally, I gave up. I was a bit shocked as well, because the tab came to $130 for drinks and apps. We hadn’t even gone to dinner yet — That was next.

One of his friends worked at a Brazilian restaurant nearby, Berimbau, and after trying to get ahold of him, he finally got the address. We made our way three blocks to the restaurant and were seated at a cute, romantic table for two. We decided what to order and both enjoyed our meals. The conversation continued to flow while we ate and even a little under the table leg stroking occurred. I was happy. This guy was turning out to be quite a catch.

While I was rubbing his knee, we started talking about PDA, and I came to learn he wasn’t very big on it. I find myself being a bit shy with PDA as well, but if the right guy gets me out of my shell, I go with it. I’m still building up that comfort level. He, however, did tell me he certainly had no problem with the leg rubbing. He was rather enjoying that, and so was I.

We shared dessert, and I insisted on paying the tab. He didn’t put up a fight.

We walked back to his place. It was a really nice night, and we enjoyed ourselves. Everything felt easy and casual. I liked that a lot. Things were going well, but for some reason, something was still holding me back.

I was pretty tired by the time we arrived back at his place. We hopped into bed and fooled around for a bit. I still had no idea if he was a top or bottom. I wasn’t looking for sex, but I was curious if I could find out the answer. I began to slowly inch my finger toward his bottom until I was “knocking at the door,” but he rather quickly jerked my hand away and stated, “I’m going to have to mentally prepare before that’s going to happen.” I laughed, and we both shrugged it off. That told me he didn’t normally bottom, but he wouldn’t be opposed to it after we got a little more comfortable. After another bit of time, we snuggled up and dozed off.

Once again, we both slept poorly. I was up every five minutes throughout the night. I woke up exhausted. To make matters worse, it was incredibly gloomy and rainy, and he didn’t have to go to work. I did. He sprawled out on the couch in his briefs. He certainly didn’t have a problem stripping down in front of me anymore. He sat there visually teasing me while I got dressed. I came over and joined him on the couch for the little time I had left before I needed to make my way to work. I needed to get a little before I left. The teasing was a little too much for me. I stood, gave him a kiss, gave his package a gentle little squeeze and made my way across town.

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Chelsea Early

Saturday morning I woke up at a decent hour. It wasn’t easy sleeping with Chelsea. He thrashed constantly.

We quietly chatted for a few minutes lying face-to-face before I told him to go back to sleep while I made breakfast. I whipped up some of my famous homemade pork and apple sausage, scrambled eggs and sliced up an avocado. I brewed him coffee and went back into my room to rouse him. I slowly slid into bed and nuzzled with him to gently wake him. He was really cute, and I enjoyed doting on him a little.

When I finally woke him, we embraced and flirted a bit. I was feeling a bit randy and naughty, and I was trying to get a little frisky with him — Nothing serious… just a little heavy petting. He was quietly protesting, but he was enjoying it. When I finally managed to sneak his briefs down to his knees, he gave in. It was better than I expected. We had a little fun, but again, nothing serious — Just a lot of groping. I didn’t want to make him uncomfortable. After a bit, I made my way to the kitchen, and he joined me. He was very grateful for the breakfast spread and raved about how good it was.

After we finished eating, we moved to the couch to relax in front of the TV. My female roommate woke up and came into the living room. I introduced her to Chelsea, and they hit it off immediately. We had our laptops out, and we were playing on Facebook. My roommate was telling him all about her dating life, and Chelsea was trying to think of guys he could set her up with. I became a non-participant observer at this point while the two of them had girl talk. She apologized for monopolizing our time, but I didn’t really mind. It was nice to see him interacting with her. I always put prospective men through a litmus test. They must meet my friends and get along with them before I will fully accept them.

The time came for him to head back into the city. He needed to do a bunch of things before he started his new position in Connecticut. He was also looking to find a sublet for his apartment while he was traveling for work Monday through Thursday. I told him I’d talk to my friends about renting it out, but I wasn’t thrilled he was about to start a job that would have him traveling far away. This would most likely mean I wouldn’t see very much of him. He would only be around on the weekends. If I went away for the weekend, I wouldn’t see him for a long time. It was a tough obstacle I could see in the near future.

When he got back to the city, he texted me about his conversation with his friend. He was talking about where he was the previous night, and the friend asked him how we met. He was embarrassed we met on Grindr and lied. I texted him back telling him he need not lie in the future. He should simply tell people we met through a mutual friend. He also realized he forgot his toothbrush. We made plans to go out again on Tuesday, and I told him I could either bring it to him, or he could leave it at my apartment until the next time he spent the night. I was being slightly presumptuous, but he decided to leave it at my place.

That night, I went to one of my best friend (and avid blog reader), J’s surprise birthday parties hosted by his fiancée (another avid blog reader). It was still March and still cold outside, but there was no way I was taking the train out to where he lived. Every time I took the train there, I ended up sitting at the train station for roughly and hour or so, and then spent over an hour on the moving train. He lived a 40 minute drive away, so I decided if I bundled up, I could brave the cold and ride the motorcycle out there. Boy was I way off.

I froze my a$$ off. I was incredibly cold the entire ride. I couldn’t wait for it to be over, but my friend, J is well worth it. I also got to hang out with one of my other college teammates who just moved back from California. I hadn’t seen him since I went out there for a trip with friends and met up with him for an afternoon.

J was so surprised to see both myself and our other teammate. He didn’t even know he came back from CA. I was thrilled to see him so happy and glad I made it out there to witness it. When everyone was packing up to head home or off to the bowling alley for some more fun, I decided to split. It was already nearly midnight, and it was only getting colder. I said goodbye and sped off for home trying to avoid hypothermia in the process.

When I got home, my roommate and I chatted about how much she loved Chelsea. She thought he was a good fit for me and thought he was a really great guy. It was nice to hear her glowing review. I had nothing but positive reviews as well, but only time would tell if this was meant for the long haul.

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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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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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A Colombian Night

After a very nice date Wednesday, I was pretty happy. It had been a while since I had a good first date. I spent a lot of time having strings of bad first dates or finding guys to simply have fun with and send on their way. Nothing was fulfilling, but for the first time since PR, I was hopeful.

Thursday nights are always my volleyball nights. It’s the one night of the week I get to fulfill my competitive edge and work out some of the frustrations that have built up over the week. I always look forward to it, and I almost always commence the night at my favorite watering hole, McSwiggans.

Before riding home on the motorcycle from volleyball, I checked Grindr to see if I had any messages. A few started flowing in as soon as I opened the application. Where I play volleyball is a hotbed for Hispanic Grindrs and it seems they flock to me like a moth to the flame.

When I got home, I started chatting with one guy who seemed nice enough. When I told him where I lived, he was confused why I showed up so much closer. I explained to him why I was in his neighborhood. He was disappointed to hear I’d already left the area. “We could have grabbed a drink or something.” I told him it wouldn’t have worked out since I had the motorcycle and was disgusting from playing three games.

I did, however, invite him to come to Hoboken and join my friends and I at the bar. I had already texted a few friends and told them to meet me there. Two of my friends were already in the process of getting ready to meet me.

He entertained the idea for a few minutes before finally accepting my offer and dragging his roommate along for the ride. I was going into this arrangement mainly thinking this would be a friendly drink. I made it clear I had friends with me so he wouldn’t think I was asking him out on a date.

I arrived at the bar at the same time my friends did. We grabbed beers and sat at one of the tables. I informed both my friends a guy and his roommate would be coming by to hang out. My male friend looked very leery, but I told him this was just a friendly drink thing. I think he was worried he was basically going to sit through one of my dates. After some time passed, my Hispanic Grindr friend and I started texting. He arrived and was sitting at the bar. I had walked up and ordered right next to him without noticing him there.

I immediately walked over and said hi to him and his roommate and introduced myself. I called my two friends over to introduce them as well.

It wasn’t long before my male friend’s comfort level dropped, and he decided to meet other friends at another bar. My female friend, P, was hitting it off with the guy I met through Grindr. They are both Colombian and were sharing a few stories. The other guys seemed very nice and decently cool. We started with the small talk and then got into more of a discussion. It was nice, but I wasn’t really attracted to this guy at all. This was purely going to be a friendly drink. We talked for at least another hour, and more than a few rounds later, we decided to head out.

He was a really nice guy, and we all left at the same time. P lived uptown and in the direction they were heading to go home, so they offered to give her a ride home. They were parked in the direction of my apartment, so I agreed to walk them to their car at the least before heading home. As we got closer, the convinced me to hop in and let them drop me off. I finally agreed.

When we got to my apartment, it was slightly awkward because I could tell this guy wanted a moment alone with me. Maybe he wanted a kiss out of the night. I don’t know. I reached up and tapped his shoulder and said, “Thanks for coming down here. It was fun. We should connect again sometime soon.” He smiled and agreed. It was my subtle way of letting him down easy without getting his hopes up for a “date.”

Finally, I was making gay friends without overcomplicating things with hookups or sex. I needed to do more of this. I had one local gay friend, and he was all but married with a serious boyfriend, an apartment, a shared dog and a shared car. This was something I looked forward to, but maybe I needed to find a wingman to help me find the right guy first.

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