Posts Tagged alone
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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It was another day at work and another day on Grindr. I was back to work after my relaxing and fun day off. It’s not easy jumping right back in the grind after a four-day weekend, but I still have to pay the bills.
I decided to pull up Grindr when I went to the gym on my lunch break. I started talking to a few guys, but I was more enamored with some of the hotties live in front of me picking up heavy things. They were very motivating in an “I could look like that” kind of way. Every once in a while I checked to see who messaged.
One of the guys who responded to my message was absolutely jacked. I knew messaging him was a shot in the dark. I never expected a response from him. We chatted a bit before he asked for my picture. I wasn’t able to send it through, so I asked for his cell phone number. I sent him the picture, and he blocked me on Grindr. I was very disappointed, because in the little time we chatted, he seemed like a really nice guy. I texted him and asked if he blocked me. He apologized and said I wasn’t his type. He explained he was really just looking for steroids. I told him I couldn’t help him there. “They are illegal in my country,” he added. I told him they are illegal here as well. This was news to him. I told him if he was looking for them, his best bet was at the gyms.
We chatted a bit more, and I told him he seemed like a really nice guy. He returned the compliment. Since I wasn’t really able to help him with what he needed, and that was really all he was looking for, the conversation ended.
That night, I went home alone. I was okay with that. I’d been having more than my fair share of sex lately. In the meantime there was another man I met on Grindr. This one seemed like a really good guy. We hit it off almost immediately, and a strong connection grew between us. We were both there for the right reasons. Ideally, we each really wanted a boyfriend. We both had our transgressions in the past on Grindr. Part of me was leery about that. Another part of me was quite happy. It meant he wasn’t a wet noodle, like many of the guys from OKCupid.

We made plans to go out Wednesday night after work. When I had finished work I walked his apartment. We didn’t have real concrete plans, but we were going to go out for a drink. He apologized because he was still doing laundry, and he invited me inside until he finished. It would only be a few minutes. He greeted me at the lobby, and we went up to his apartment with a pit stop in the laundry room to pick up his clothes. I was pleasantly surprised how nice is one-bedroom apartment was. I knew he had a good job but I didn’t know it was that good.
Since we didn’t have a game plan, I defaulted to him. We were in his neighborhood after all. We agreed on Mexican and margaritas. Salsa Y Salsa was nearby, and he knew some of the wait staff, so we headed there.
We had a cute table in the middle of the restaurant. It was very crowded for a weeknight. We chatted a bit before deciding on the flavor of margaritas we wanted. It was nice conversation. We got along swimmingly. He was a little flamboyant, but no more than I imagine I really am. It was nice because there were no awkward pauses. We both very much enjoyed our drinks and our meals. We decided to order a few things to share as appetizers and then shared a few bites of our meal choices with each other. It was romantic and comfortable. The more he drank, the more flirty he became. I didn’t have a problem with this, but it was interesting to watch the slow transformation. We had ordered quite a few rounds of drinks before we were both stuffed and ready to head out.

Early in the night he told me he may be having a few people over to watch the premier of Happily Divorced. He wanted to make sure he got home before it aired. He also invited me to join.
When we got the bill, I was shocked to learn we were each only charged for one drink. Chelsea was friends with the Brazilian waiter who served us. Over dinner, I came to learn he had quite a few Brazilian friends. Of course, we left him a very generous tip.
When we got outside, there was an awkward moment of “now what?” I offered to walk him home since we weren’t far from the PATH. When we got to his apartment building, a girl was standing outside smoking. We chatted with her for a few minutes before she went back inside. He paused awkwardly for a minute before finally asking me up to his apartment. His plan of having friends over for the premier went by the wayside.
He was excited for Happily Divorced, so we sat on the couch watching the episode. I decided to hang out for one episode before making my way home. A short bit into the show, I put my arm around him, and he nuzzled in the crook of my arm. It was nice cuddling with him. When a commercial finally came, we kissed — Slow at first, but then passionately. He was a good kisser. I appreciated his skills. When the show ended, we began making out a bit. He pulled me to the bed, and we spooned a bit. He already laid down the ground-rules that there would be no sex until the appropriate time. I was happy with this. He invited me to stay the night, but I graciously declined. I needed to go home before work the next day, and I liked taking things a little slower than I had in the past.
With that, he kiddingly kicked me out so he could go to bed before a crazy workday the following day. I decided to head over to my office three blocks away and take a car home.
It was a good night, and I thoroughly enjoyed myself. I was looking forward to seeing him again and the possibilities the future may hold.
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I have a generous amount of vacation days, as I did a very good job negotiating when I was hired at my job. I don’t, however, have friends who share the same luck. They can either take the time off and have no money to travel, or they have money, but can’t get away from work. On top of this, being single leaves me only with the option to travel – Alone. I don’t enjoy this. As a result, I build up all these vacation days and never use them.
When the new year arrives, I have until the end of March to use up all the days I carried over. As a result, I start giving myself four day work-weeks and have staycations. I decided to take Monday off after the local holiday in Hoboken. As per my usual, I woke up horny and turned to Grindr. I tried to get one guy I’d been flirting with to come to my place. He lived in the city in Harlem, so no matter how hard I tried, he was not going to come to Hoboken.
After him, I went through a ton of Grindr guys trying to find someone to come over for some morning fun. None were biting. I turned Grindr off after what I’m sure was over an hour of surfing, and hopped on the computer. I thought I would give adam4adam a shot. I had messaged a few guys, but I wasn’t getting a response. That was until I found one guy who is 26 and worked in the area.
He was a good-looking guy, as per his profile pictures. We began exchanging messages. He unlocked his pictures, and I got a glimpse of his face finally. He was a very sexy, light-skinned black man. He had this college jock look about him, and I was very turned on. His body was fit, he was clean-cut, and his smile was utterly adorable.
I asked him if he’d be free later to swing by. He had a light day at work since his boss was out of the office. We discussed logistics since he worked in neighboring Jersey City. He could either take a cab or the light rail to my place. I gave him all his options, and we made a plan for him to come by around 4:00. I learned he was usually a top, but he was willing to bottom for me. This was extra exciting to me, because I had greater hope he’d be a more masculine man than most typical bottoms.
When he arrived, I was immediately taken back by how sexy he was in his work clothes. Then I noticed his incredible blue eyes. He looked just like Michael Ealy. He was very masculine and had on slacks, a dress shirt, a tie and an incredible smile. He wasn’t nervous about this at all, which I found to be very sexy. I led him into my room, and he immediately began undressing himself. I liked his matter-of-factness — His “I know the drill” style. I sat on the bed talking to him as he undid his tie, stripped off his shirt, removed his shoes and took off his pants.
Warning: The following may be too graphic for some. The man had an amazing body. I was very pleased. I could tell he takes good care of his body, and I was ready to ravage it. I wanted to touch every inch of his milk chocolate colored skin. I was still sitting on the bed in my gym shorts and tank top when he unexpectedly took off his boxer briefs as well. If I wasn’t already excited before, now I was rock hard. He walked toward me as I stood and removed my clothes as well.
He was a well gifted man, and once we were both fully undressed, we laid on the bed with him on top of me making out for a bit. He had amazing lips and knew how to use them. He had a strong body, and I enjoyed wrapping my arms around him. It was hot! We began to fool around and explore each other’s bodies.
Ater some making out and mutual oral pleasure, he got into position for me to use some of the techniques I’d read in Tickle My Tush. I knew he was normally a top, so I took the time to make sure he was fully ready and not rush things. I was enjoying myself as well. He seemed to be really enjoying himself as well from the sound of things.
That’s when I reached over the edge of the bed to my nightstand and grabbed a condom and some lube. He was face down on the bed in front of me, and the real fun was about to begin. I really enjoyed being up against his body and feeling him. He may not have been a bottom, but he sure was passionate in the bedroom and knew how to use his body. The sex was great, and eventually he finished. Seconds after that I too pulled back and finished. It was very hot! I grabbed a towel to clean up his back and the sheets below while we exchanged a few more kisses and expressed our enjoyment with each other.
Just as he undressed like he knew the drill, he began to get dressed. I learned he was heading back to work. I was surprised because he lived in the city. I assumed I was a pit stop on the way home. I felt bad for him he had to return to the office, but I didn’t regret inviting him over. I had a great time with him and would certainly be willing to have him swing by again sometime.
I walked him to the door and gave him another kiss goodbye. He was such a polite gentleman. I could tell him momma did a good job raising him. He thanked me, to which I replied, “Thank me!? Thank you! That was great! Anytime you want to do this again, you know how to reach me.” And with that, he was gone.
In the coming weeks, we’d try to do it again, but he was having a busy week. I could tell he was more than just a hot body, so after that, I asked him if he’d ever be interested in grabbing a drink sometime, but I got no response. Perhaps he will just remain a fond memory of a day off…
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The idea that I was in LA for work completely faded from my mind, as did the trysts I’d met since my arrival. After meeting The Navigator, I was on cloud 9 since we hung out on the beach. He was an amazing guy, and I knew if we lived in the same city, we’d be dating.
Before going to bed, we exchanged a few messages around 2:00am. “Hiya handsome. Sorry for texting you so late. Just wanted to say hello,” he texted. I texted back, “Miss you lots. Can’t wait to see you again!” I didn’t care if I was being a bit aggressive; I was being honest. I had nothing to lose here, and I needed to get back to being more honest with myself and the guys I date.
The next morning, I woke up to my early alarm alone in my bed and immediately missed his presence. I quickly looked to my phone to see if I had a message. I did! “The pix of you on the hike turned out great! You look so handsome!” The previous night, we became Facebook friends. This wasn’t the text I was looking for, but it still made me happy.
I had a plan to go for a run that morning, and should I still have the energy, I would take a dip in the pool. I’d gone to the weight room and the pool the night before from 10:30-11:30. Even with all the guys I was spending time with, I was finding time for myself. I needed to get myself in line on this trip as well. I’d been floundering for far too long.
When I finished my run, I checked my phone, and I still didn’t have a message from The Navigator. I decided to take a dip in the hot tub to relax my muscles and take my mind off the excitement I anticipated all day. Finally, my phone lit up: “Morning! We have a call out for the next shift, so if there are no volunteers we draw straws. Keep your fingers crossed for me pal!”
My heart sank. There was no possibility he wouldn’t be joining me on the PCH until now. Now, I had to prepare myself for the idea this drive would be solo. If you recall, I HATE being alone. I don’t do well alone. I get depressed. This was one of the fears I had booking this trip, but I wanted to force myself to get used to it if I had to. I quickly responded, “Tell your boy to take one for the team. You have a hot date
Fingers crossed.”
I hopped out of the hot tub and made my way back to my room to shower and get ready for my road trip. I tried not to think about an empty passenger seat until I got another text: “:( Looks like there may be a surgery… If the owner approves the estimate, then it’s no longer a choice. I’m [Dr.’s] surgery tech. Still a slim chance
“
I was now facing the fact I would be driving alone. It was supposed to be a nice day, so I convinced myself I would be fine. It was going to be an exciting drive up the coast. I was going to go all the way up to Santa Barbara and check things out along the way. I still wanted to see him, so I asked, “What time would you be done ish?”
He didn’t answer me immediately. After I packed my bags, I got another text: “I’m gonna stop dragging my heels. Everyone is looking to me. UGH!!! It’s another full shift, but then I have the next day and a half off. So, I’ll be off at 5:30.” I could accept that, but I asked, “Can I see you then?” He immediately responded, “I’ll hurry home as soon as I can… yes!”
I told him I was packing up the car and about to hit the road. “I’ll aim to be back in the area around 5:30. Let me know closer to then what’s up… Maybe we’ll just meet somewhere since I don’t have to come back to the hotel. Sad I’m not spending the day with you, but I understand completely… Looking forward to this evening!” I added. With that, I hopped in the car and made my way to Porto’s Bakery for an amazing Cuban Medianoche sandwich that was incredibly difficult to eat in the car, a chocolate croissant and an iced mocha latte. If you even happen to be in Glendale, check this place out. It’s amazing!
I drove all the way up the coast taking in all the sights. At one point, Highway 1 cuts inland. I wasn’t paying attention, and I ended up in the middle of the orange groves and strawberry patches. I watched the motorcycle gangs as I passed them with envy. I would have killed to have my motorcycle out there. I get out of the care until I reached Santa Barbara. I pulled up to the beach and stood up for the first time in a few hours. I stretched out and broke out my camera to snap some pictures. It was a gorgeous area, and all I could think about was living there. I could move to LA, marry an amazing man, and we could retire to Santa Barbara. That’s when my thoughts jumped right back to The Navigator.
“Santa Barbara misses you,” I texted him. I was still disappointed he wasn’t with me, but I wasn’t going to let it ruin my drive. I had a sick convertible, no real timetable, and the freedom to do whatever I wanted. The ride up did allow me some clarity. I cleared my head of all the thoughts of the past. Everything was forward-looking.
After I had my fill of Santa Barbara, I made my way inland to Ojai. I’d always wanted to check it out since I seen Brothers and Sisters. The family business was there and it always looked gorgeous on-screen. I climbed up one side of winding mountains and down the other. I pulled off the side of the road a few times to take in the beauty of it all and snap some pictures for posterity.
When I arrived down into Ojai proper, I was shocked by how small town it was. I was out in rural farmland. It didn’t quite feel like home because the geography was very different from home, but it was very nice to see this side of the West Coast. I called my parents to tell them I was searching for Nora (a character on Brothers and Sisters), and they both laughed at me. They’d forgotten I was out there for work/vacation, and they expressed their jealousy. I thought about my new friend as well, texting, “Ojai misses you too.” Finally, he responded. I knew he was busy working, so I was surprised to get a response. “What’s Ojai? Pic?” he asked. When I told him, he added, “I miss you
” I was swooning a little bit.
I told him I was on my way back to LA and asked where he worked. He told me the name of the street, and I added, “Maybe I should meet you there. Then I’m not venturing that far from the airport.” He’d forgotten I had to catch a flight. I told him it would just mean more time we would get to spend together.
As I passed through Santa Monica, I reached out to him once again: “What’s the plan Stan? At Venice Beach. Was gonna drive down to Marina Del Ray… Could come out there and let me take you out to dinner.” I waited a long time to hear from him again. I even stopped at a Starbucks so I could park the car and walk around a bit. I ordered a coffee and walked out onto the pier in Venice Beach to take some pictures of the ocean. I still had a lot of time to kill, so I sat in the Starbucks charging my laptop while I wrote a blog entry.
Then I got a text from him I wish I’d never read: “Hey pal. I think I’m gonna have to skip hanging out. I’m exhausted. I just want to sleep. I hate to do that to you. I know you’ve been waiting. I’m not even gonna drive home. Gonna sleep at a coworkers place a couple blocks away. Didn’t really get to sleep before the shifts started. I had an amazing time with you and would love it if we stayed in touch. Hope you have a safe flight home and maybe I can come visit you in Jersey (hint hint) Muah handsome… Thanks for everything
” I was heartbroken. All I could think to respond was, “Wish I at least got to say goodbye.” He quickly shot back, “I know. Me too… I’m just very tired.”
This wasn’t good enough for me. “Let me know if I can at least come and say goodbye. If not, it’s cool…” I sent in an attempt to strike and emotional chord. When I got no response, I called him – No answer.

He texted back, “Still at work. Can text, but not talk. I’ll call you at 5:30 handsome.” I would have to be patient. I know my usual aggressive style, so I tried to curb that bad habit. When the clock reached 5:45, I called him again — No answer. I texted him again, “I have the time to kill. I could come and say bye and you go to sleep. I get it if you’re too tired to hang.” More time passed, and I still didn’t hear from him. I was emotionally beginning to panic. I knew the time to say goodbye was going to come, and I tried to prepare myself for it. But, to not have that at all rocked me a little.
Now, I was grasping at straws. I changed course and sped back to downtown LA. I called him over and over again while I weaved in and out of cars. Maybe if I wasn’t so locked in on one thing, I would have realized I could actually deal with LA traffic with the skills I was exercising.
In a last stitch effort, I texted, “In the middle of LA hoping I can come say goodbye before I go to the airport. Please call.” Silence. He’d gone dark on me. I was so disappointed in him. I thought we shared something special. I wanted him as a friend, and he was abandoning me. I was being very selfish, but so was he. I admitted defeat and gave up:
“Heading to airport. Sorry. I wasn’t trying to make a big deal about it. Just wanted to give a proper goodbye, even if just for two minutes. Get some rest. Def stay in touch. Hope I made a good friend on this trip! You’re a great guy! You have a place to stay any time you want to visit New Jersey/New York! Would love it if you called tomorrow when you wake up!
Stay sexy!”
He never called. When I got home, he never Facebook messaged me either. I was very disappointed. I wasn’t giving in that easily though. I texted him days later to see if he’d truly cut me off completely: “Hey stud. How’s it going? Just wanted to say hi.” I was happy to see a response some time later: “Hey
Sorry I didn’t say goodbye. I’m not very good at that type of thing. I know it wasn’t very nice. I had a wonderful time with you though. How is everything?”
We continued to text each other periodically over time. He even called me one day, but I missed his call. I hope I have a true friend in him. He really is a great guy, and if I can’t have him as my own, I’ll take him as a friend. I look forward to the day I can see him again. Maybe work will send me out there again. Maybe he’ll come to New Jersey for a visit. Maybe I’ll make a true pleasure trip out there and see him on my own. Who knows???
abandon, aggressive, airport, alarm, alone, amazing guy, anticipated, arrival, beach, bed, Brother's and Sisters, camera, chocolate croissant, cloud 9, Coming Out, conversation, convertible, coworker, Cuban, Date, Dating, defeat, depressed, dinner, disappointed, downtown LA, draw straws, drive, emotional, energy, excitement, exhausted, Facebook, farmland, fears, fingers crossed, flight, floudering, freedom, Friendship, Gay, Gay dating, gay sex, geography, Glendale, goodbye, gorgeous area, grasping at straws, grindr, handsome, heart sank, heartbroken, Highway 1, hike, Hoboken, Homosexual, honest, Hooking Up, hot date, hot tub, hotel, iced mocha latte, inland, jealous, Jersey, kiss, LA, laptop, last stitch effort, late, love, Marina Del Ray, marriage, Medianoche, miss you, motorcycle, mountains, muscles, navigator, New York, New York City, Nora, nothing to lose, ocean, Ojai, orange groves, Pacific Coast Highway, packing, pal, panic, parents, park, PCH, Penetration, phone, pictures, pier, plan, pleasure, pool, relationship, relax, retire, ruin, run, rural, sad, sandwich, Santa Barbara, Santa Monica, selfish, Sex, shift, shower, sights, silence, sleep, solo, Starbucks, strawberry patches, stretch, swooning, texting, time to kill, traffic, trysts, understand, vacation, Venice Beach, volunteer, weight room, West Coast, work
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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Once again, today is another double post to make up for lost time. If you are just visiting for the first time today, scroll down to the previous story to keep up with the timeline. Enjoy!
Connecticut Cutie wasn’t the only guy I’d been after for quite some time. There was a man I met on ManHunt I’d been trying to lock down for a date for some time.
The night following my date with C.C., Wed, I got home from work and felt extra motivated by the mild weather. I went for a run, and I had an amazing workout. It’d been a while since I ran, and I ran hard and far. I was feeling good. Mood was good. Body was improving slowly but surely. Things were going well. Following my run, I was texting this guy. He’d sent me a text telling me to call him earlier that day, but I was working and never got a chance.
Interestingly enough, he was just getting home from work, so he started texting back. Then he picked up the phone and called. We chatted for quite a bit. I learned how close he lived to me. I was enjoying our conversation. I learned all about what he does for a living and he learned about my job.
When I told him about my upcoming work trip, he told me about his recent vacation to Paris. I was uber jealous because that is somewhere I’ve always wanted to travel. He went alone and stayed a week. he loved every minute of it. He also started telling me a tip to get better service on the plane. If you buy the flight attendants a box of chocolates, you have a good chance of being upgraded. This wasn’t the first time hearing this.
We were chatting about flight attendants when I mentioned knowing a few. My mind immediately went to the flight attendant who cooked me dinner and whom I shared a great night with. He lived a few blocks away from this guy as well. I mentioned him, but I was drawing a blank on the name. That’s when this guy blurted it out. “You know him?” I asked.
“Well, I know his husband,” he responded.
His what!!!?? He has a husband. “Well, not husband husband,” he added before I could say anything. “How do you know him?” he asked. I told him we were acquaintances. There was an awkward pause. I could tell he was a bit suspicious. I tried to change the subject immediately, but he continued on about him. “He just had lipo actually. He went to Brazil to his family friend to get it done,” he added. I knew he had the friend and was getting Botox from him, but had no idea he’d go as far as getting lipo. Someone had more money than they knew what to do with. He did come from a very wealthy upbringing after all.
I was still in shock. I just got my confirmation I was the “other man” that night. It all made complete sense with all the sneaking around, the guest room, etc. I wasn’t oblivious to what was going on, but it was still shocking nonetheless to get a confirmation.
Finally, we changed the subject. We started talking about his dog. He loves his dog very much and dotes on him a lot. It’s very cute. I like a man who can show a lot of love. It’s a very admirable quality I seek out.
I really liked this guy. He seemed very mature, level-headed, sweet, relaxed, etc. What’s not to like? We agreed to try to grab lunch that Saturday, and we hung up the phone.
I no sooner put the phone down before I was all over Facebook scouring the pilot’s page to see if he indeed was married. I immediately noticed a ring on his hand (however, I’m oblivious and had to google which hand a wedding ring goes on — It was on the wrong hand). I noticed it in more pix. I saw all his pictures on cruises with both sets of parents. Even if they weren’t married, things were serious. I felt so dirty. I liked him so much. I thought he was such a sweet guy. This completely changed my perception of him. Now, I just thought he was a creep. It would have been one thing if he just wanted me to come over for sex. It was a whole other thing that he romanced me so much beforehand. I realized I had sex with a married man, for all intents and purposes.
I felt guilty, but I couldn’t take the blame. I had no idea what was going on. I decided to put it from my mind and not think about it anymore. It was in the past, and there was nothing I could do to change it.
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Sunday afternoon, I tried to see if Smiles would want to do something fun the following day since I didn’t have to go to work. Sadly, he had work to do. He was trying to build up a company from scratch, and it is a lot of hard work, so I understood. What I didn’t expect was he would be busy he wouldn’t be able to find the time to pick up the phone and call or text.
Monday passed with me planted on the couch watching TV all day while surfing adam4adam.com and reactivating my Grindr account. I was just seeing what was out there, but as the afternoon progressed, I started to think toward the future while examining the past.
I realized I wasn’t happy. I equated my relationship to the struggle of Sisyphus, a king punished by being compelled to roll an immense boulder up a hill, only to watch it roll back down, and to repeat this throughout eternity. I was constantly putting work into the relationship only to find I wasn’t receiving much benefit from it.
I had given Smiles more than his fair share of chances to finally woo me, and he failed. I enjoyed his company, and he was a very nice, successful, good-looking man, but the time had come to move on. It just seemed he wasn’t that into me, and I realized I deserve better. Since I had been on the journey to this conclusion for quite some time, I wasn’t that broken up about it. I’ve had varied reactions to the end of relationships in the past. I moved on with closure after my mutual breakup with Broadway. I had slight some minor cardiac scarring after I ended things with San Francisco. I was a wreck when things went south with N — Losing ten pounds in a week (Not proud of that).
This epiphany wasn’t all that earth-shattering for me. Things had been on the decline for some time. This certainly didn’t come out of the blue, so the blow was lessened.
I actually started to get slightly angry about things. I felt used. I recalled asking Smiles on our first date why he was on Grindr, and he had mentioned he was lonely. I realized I was someone to pass the time for him. I was someone he could go to dinner with so he didn’t have to eat alone. I was someone he could have the occasional romp in the sheets when he was in the mood. I was a seat warmer. He never had any plans to forge a relationship with me, and this made me really feel used.
I wanted more. I deserved more. And I was going to find more. I started searching once again on a4a and Grindr. These are clearly not the best place to find Mr. Right, but it couldn’t hurt to try. Once again, it was just going to be a lot of work.
On top of it all, our sex-life was minimal. As a result, I was horny. I was hungry for some good sex. Over the summer when I was having my wild time, I felt I started to really hone my craft. I had numerous guys constantly hitting me up for seconds, thirds, and more. It was great for my ego, and I craved a really good romp in the sack.
That’s when I turned my efforts toward Grindr. I wanted to find a local guy with a hot body. I knew it wouldn’t be easy from past experience, but maybe some new hotties moved into the area in the three months I’d been away. I started talking to one guy for quite some time. We even started to Skype with each other while I watched TV. He lived very close and had a really nice body. He was Asian, which doesn’t quite get my engine roaring so there he wasn’t a relationship prospect, but we could at least start on a friendship. We face-time chatted most of the evening. I gave him full disclosure on the situation. We even discussed him coming over to hook up, but in the end I decided to be good.
Afterall, I still hadn’t officially ended things with Smiles yet. It wouldn’t be right. I’d already betrayed that relationship once, I didn’t need to do it again, not matter how resolved I was about its end.
I got an offer from a man I’d had a tryst with in the past. He begged me to come to his apartment, but it was cold outside, and it was getting late. I had work the next day, and I needed to go to bed. I told him I’d take a rain check.
My new friend went to bed, and I continued to figure out a way to satiate my libido. I figured I would hit up some old friends in my Skype contact list. One of the sexiest men happened to be online. He lived in South America on an island, and I wanted to do bad things to his body. It was amazing. I loved camming with him. The only issue was he had a big thing for me. He always begged me to be his boyfriend, no matter how many times I told him it couldn’t happen because we are so far away. He begged me to come visit, but I told him I couldn’t afford the flight. I wasn’t about to fly to South America for a booty call. But if he lived anywhere close, I would have been over there in a second!
I convinced him to have a little fun on camera until I finished. As usual, it sapped all the energy from my body, and I jumped into bed and dozed off without a thought left in my head.
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I continued my walk of shame north on Seventh Avenue. I was still dressed for a night out from New Year’s Eve the night before. I didn’t care if anyone judged me. I was in my own world. No one else existed that morning. I was utterly alone in a city of millions.
I continued to try to reach Boston through text and by phone, but no dice. Since I was going to be near his apartment, I thought I would reach out to Broadway. At the very least, I could kill time with a visit until Boston finally decided to get back to me. I called him, and he picked up after a few rings. I asked him what he was up to and told him I wanted to swing by for a visit. He was still in bed and said he needed a few minutes, but he told me to come by. I told him I was walking from the 20s, so there was no rush for him to get out of bed.
When I arrived, I walked right up to his apartment. It was like old times — A blast from the past. It’d been months since I’d been there, but it felt like yesterday. I knocked on the door, and he greeted me. I came in and sat while he finished getting ready for the day. We sat on the couch, and he asked how my New Years was. “Tell me stories. You always have good stories to tell me,” he added. I told him what I did the night before. I gave him the cliff notes because I didn’t want to belabor the point. The wound was still fresh and bleeding. He shrugged it off and suggested we go to the diner for breakfast. I kinda loved that about him. He knew how I felt about it, so he did his best to brush it under the rug.
I agreed to go to breakfast, but I told him I’d already eaten. I would keep him company, and we could catch up. It’d been since the summer since I’d seen him.
Breakfast was nice. He told me about the party he went to the night before and all the guys he was pursuing. As usual, he was very passive about it. “I dunno if I really want to see him again…” he’d say. He’d find something completely superficial to judge the guy about so he wouldn’t have to put in the effort.
Since Smiles’ birthday gathering, we gained a mutual friend. We learned this from Facebook. The guy who I palled around for the night had been at the party Broadway went to the night before. They interacted, but it wasn’t a positive interaction. Broadway was remotely interested in this guy, but apparently he gave him the cold shoulder. This really turned him off, but I assured him my birthday buddy was a really great guy. If I’d been single that night, I probably would have asked him for his number. Broadway wasn’t sold.
Ironically enough, Smiles and I were almost at this party. It wasn’t until Smiles learned of the over-priced charge to enter that he decided we were just going to the house party. It was crazy to realize Broadway, Smiles and I were all swimming in the same circles in New York City. Apparently the gay community was pretty tight, even in a big city. It put it all into perspective. It also made me realize the picture of myself I painted when I let a stranger suck on my neck and face in front of the guy I was dating.
I wasn’t feeling very talkative, so I did a lot of question asking and listening. When Broadway finished his breakfast, he asked for the check. He wasn’t feeling well, so he wanted to go back to bed. I checked my phone, and Boston still hadn’t gotten back to me. I guess I wouldn’t see him before he left the city.
I walked Broadway back to his apartment and said goodbye. Something I learned from him was it is okay to kiss an ex on the lips when you see them. When I first came out, I was fascinated by how often gay men kissed each other. This was completely foreign to me and not something I was comfortable with. Even if I travel in a big gay pack, I don’t think I would be kissing my gay male friends. But, I felt comfortable kissing a man who I had kissed over a hundred times. So we exchanged a kiss and a hearty hug before I made my way to Port Authority to snag a bus back to Hoboken.
While I walked to the bus, I texted Smiles: “Since I have the day off tomorrow, can we do something fun?” I was hoping I could do some damage control and get us back on a happy track.
It wasn’t long before I received a simple text in response: “I have to work tomorrow.” I was already picturing a Monday afternoon with me sinking deep into the couch by myself in front of the TV. I was very disappointed, but it’s not like I had anything to say. I was the one who royally messed up here. I was going to have to deal with the consequences.
Later that evening, I talked to Boston on Facebook. I told him what I did and how things played out. We didn’t talk long, but promised to come back to the topic when he had more time.
I had time all day to assess the situation. Why wasn’t Smiles mad? I realized I wasn’t happy about this. It hurt even more. It showed me quite clearly how little I meant to him. I didn’t see any way to recover from this. I was pretty sure our relationship was over. And, since I’m pretty much a high schooler in the gay dating world, I hopped back on adam4adam.com and Grindr that night to see what was out there. I wasn’t throwing my line into the sea, but I could at least swim around and see what kind of fish were out there…
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After I learned my lesson with cheap haircuts and learned how much more I can spend on top of the original cost to have them fixed, I decided to pay more attention to who was cutting my hair.
The opportunity arose for me to purchase a Living Social for the New York Shaving Company for a haircut, a shave and free shaving cream for $36. I jumped at it because I was about due for a cut. My hair had grown in considerably since Smiles and I had the barber fix it in Brooklyn. The location of this establishment was also an added bonus — Not far from Smiles’ apartment.
I decided to get a new cut before New Year’s Eve, so I made an appointment for Wednesday night following work. I figured I would get cleaned up and then visit Smiles before heading home for the night. We’d texted during the day and I told him of my plan to get a cut and shave and told him I would try to swing by after since I was in the neighborhood.
I have to say, I was really impressed with the place and they did a great job. I was quite uneasy with the cut immediately following because it was so short. It was shorter than the last time, which was a bit of a change for me to get used to. Now I was going even further. It also made me realize the chill outside since I was far less insulated from the bitter cold that night.
As I walked through the streets of SoHo carrying a side table in a large box I’d ordered and shipped to work, I pulled out my cellphone and called Smiles to see if he was home. My hand and face froze in the bitter cold as we I waited for the phone to ring, but I got no answer. After two short rings, it went to voicemail. I knew he’d “sidebarred” me.
However, I was upset for not, because a minute later, he called me back. He apologized for hitting the wrong button when picking up the phone. He was trying to run around to get ready because he was meeting a friend for drinks. I tried to see if he’d be home for another five minutes, even if all I got to do was say hi and give him a kiss, but alas, he was already running late. I was disappointed I wouldn’t get to see him. He did promise to call me later that night before going to bed.
I course corrected for the PATH and made my way back to Hoboken, but not before texting a few other friends to see if they’d meet me for dinner at the Village Pourhouse in Hoboken. I had a Groupon I needed to use up, and it was late. I didn’t want to go home and cook dinner. I also didn’t want to be alone. After not getting to see Smiles, I felt a little lonely.
I quickly stopped home and dropped off the table. I said hello and goodbye to my roommates and made my way to the Pourhouse. D and K decided to come meet me for dinner. It was nice to see them and catch up. I hadn’t seen them in some time.
After dinner, I went home and watched TV. The time came for me to go to bed, but it would be without a phone call from Smiles.
I went to work the next day and learned Smiles was attending the opera that morning from his Facebook status. Considering he took me to the opera a few weeks earlier, I was curious who he was there with. I started to become suspicious, but I had no grounds.
Then I felt quite guilty when he called me during intermission to see if I was available to step away from “work” to grab lunch. I was thrilled. He never did this sort of unplanned thing. I told him it wouldn’t be an issue at all, and we picked a place to meet. It looked like my prayers of him finally asking me on a date were answered.
I decided to take him to Kyo Chon. I’d gone there before on a friendly lunch with a guy I’d met on Grindr and rather enjoyed it. It wasn’t that great this time around. I could tell Smiles wasn’t all that happy with it either. His wings were a little hotter than he could handle. He started sweating in front of me.
After we finished out lunch, Smiles was on the lookout for ice cream. He pulled out his phone to search for it. We walked to a Baskin Robins, but he wasn’t thrilled with the idea. I told him about the Ben & Jerry’s in Macy’s Herald Square, and he was much more content with the idea of that as long as time allowed for me to continue to be away from work.
I took him on a mini tour of Macy’s after we got ice cream to scope out some of the areas. I’d always liked the 1½ floor there. It’s the “designer” floor, and the people there have always taken great care of me, acting almost as a personal shopper. He was turning his nose up at the commercialism of it as if they weren’t “real” designers. I don’t buy all my clothes there, but to me, all I needed was the Ralph Lauren section to keep me happy.
Smiles was talking about his need to revisit his energy specialist, but he was debating whether to go home and go later because he needed a nap. He called to see the hours and learned he’d have to kill an hour somewhere or come back up to midtown later. I invited him to come up to my office to kill time. I wanted to show him our penthouse in the shadow of the Empire State Building, but he had decided on the nap.
I said goodbye to him and he hopped on the subway south.
That night I went out with friends. I thought about Smiles while at the bar and decided to text him, but got no response. I was being a good wingman to a friend that night, so I concentrated my efforts on that.
He texted me back in the am to tell me he stayed in for the night studying. He planned to go shopping for the day, and I didn’t hear from him for the rest of the day. I called him because I wanted to discuss our plans for New Years, but I got no answer. We messaged each other on Facebook briefly that night to tell me he was going out with a friend. I still didn’t know quite what we were going to be doing to close 2011. I didn’t need to know for any reason, but I was curious what was in the plans.
This was another night he’d be going out with his friends and I mine. I started to think about that. He’d never invited me out for his boys’ night out. He never asked about my nights out in Hoboken with my friends. If we were in a relationship, we’d be meeting each other’s friends at this point, but that wasn’t the case. It seems we weren’t in a relationship at all. All the pieces were coming together, but I wouldn’t get the final piece until New Year’s Eve. That would be my gauge on how to proceed. It appeared my timeline had a new distinct end. Or would it be a beginning?
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December 25th — Christmas day. An important date on anyone’s calendar, but a date that carries more weight when one is dating another.
I’m quite the hypocrite, you see. I complain about the treatment of Valentine’s Day and New Year’s Eve as a special holiday for couples, when I really just fancy another holiday more. I just hate the weight put those two days, but for me, Christmas carries much more weight.
I woke Christmas morning and hopped the shower. I’m so tired of seeing pictures of me Christmas morning with greasy hair and scruff. The timetables are quite turned on their head since I was a kid. My sister and I would sit at the top of the stairs waiting for my father to come home from the morning duties at the farm. On top of that, we’d have to wait til he showered so we could stand to be in the same room as him. Nowadays, my sister and I are the last to wake. I knew I could leisurely shower, as my sister would still be asleep until someone came to wake her.
My family and I opened our presents and shared in the joy of Christmas. My mother made us sticky buns for breakfast while I brewed a pot of coffee.
My mother’s side of the family came to our house in the afternoon to celebrate the holiday. We always spent Christmas afternoon with my mother’s side of the family, but this year was a little different. My uncle and his recent wife were not attending because she was due to have a baby in January. One of my aunts and her husband always came for New Years, not Christmas. This would also be the first Christmas without both my grandparents. It was a little more solemn for me. The only attendees were my aunt, uncle, and three cousins.
I waited until a convenient time to sneak away so I could call Smiles. I wanted to make sure I wasn’t interrupting his Christmas plans. I went upstairs to my parents’ room to call him around 5:30. I got no answer. I’m not out to my extended family, so I then began to worry he would call back, and his caller id name would splash across the television screen, as does everyone’s name who calls. I worried my extended family would see a man was calling me on Christmas. I’m not sure why I worried. I’m not ready to tell them just yet, and I suppose I didn’t want them to jump to their own conclusions before I had a chance to properly tell them.
Smiles did call back, but not until 10:00 after everyone had left. I took the phone up to my room and talked to him for quite some time. Our phone conversations never lasted long, so it was nice that he didn’t cut it short. He told me about everything he’d been doing with his family. It was nice to hear he finally relaxed around them and realized they loved him no matter what state his career was in. It was a nice Christmas present to get to chat with him and feel closer to him even though we were miles apart.
I had an agenda as well. There was a question I needed to ask before it was too late. I was very nervous to ask this question. I’d failed to ask it once already on the way to the airport. I was afraid of the disappointing answer I expected. In the middle of our conversation, I asked him, “Can we spend New Year’s together?” In a shocking reply without thought, Smiles said, “Sure. I was going to [my friend's] for a party. I’ll just tell him I’m bringing a plus one.
We chatted a bit more before ending the conversation. It was quite a nice Christmas gift to know I had New Year’s plans. I was beginning to worry I would spend New Years on my couch alone. All my friends had plans that didn’t involve me. I was already picturing myself in bed at 7:00pm. Knowing I had plans was great, but knowing I would spend the night with Smiles made my night. I walked around the rest of the night with a smile from ear to ear.
I’m not sure why, but the man-made me happy. I was happy to know it was his lips I’d be locking when the ball dropped on 2011.
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Check That Off the List
Posted by One Gay at a Time in Gay Dating on April 24, 2012
Once again, another Friday arrived, and once again, I used up a carry-over vacation day to stay home and relax.
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.
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!
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.
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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