Posts Tagged fool around
Dating The David
Posted by One Gay at a Time in Gay Dating on June 22, 2012
After a relaxed night, including dinner, cuddling and a dream-filled night sleeping together, CK and I woke early feeling frisky. It was six am, but we were both turned on and wide awake.
Warning: The following may be too graphic for some. We started fooling around. I couldn’t keep my hands off him. I was pulling him in tight and hugging him with all my might. I never wanted to let go. I lifted my hand, and gave him a smack on his backside. He always liked this — I was somewhat obsessed with his butt. It was amazing — Like The David amazing.
He put his mouth around my member and went to town. I laid back and enjoyed all the sensations. It was all I could do to hold out from jumping on top of him and slipping inside. After some time, my wish was granted. We changed positions, and I was on top of him. I slid in slowly, savoring every stimulation sensation I felt as I did. I started slow, and the pace only picked up from there. We changed to many other positions that morning.
We continued until neither could take it anymore. He finished, and we made our way to the shower to clean up. The fun didn’t end in the bed. We continued molesting each other while we showered together.
After we dried off, I couldn’t keep my hands off him. I wanted more sex. We were already late from fooling around in bed all morning, but I knew I wouldn’t be able to concentrate all day at work if I didn’t finish. He began to blow me once again, which morphed into mutual oral pleasure. I still couldn’t finish. It was getting late, and we weren’t making much progress, so we stopped. I would simply save it for that night.
We got dressed and made our way to the PATH to head into work. We both read the third book of the Hunger Games series, Mocking Jay. I had only a handful of pages left before I finished. I was at a part of the book that was very emotionally charged and describes a loving relationship my boyfriend and I often mimicked. I was very happy with the ending, and I couldn’t wait to see him. Reading the book made me fall in love with him even more.
I texted him throughout the day to tell him how much I missed him. All day long, he would ask me, “Real or not real?” — a line from the Hunger Games books. This was definitely real. I was falling in love with this amazing man every second of every day.
I also took the opportunity to ask him if he liked lobster. I was thinking we’d go to the grocery store and pick up some cheap lobsters for dinner. He was totally onboard.
He needed to stop by his place before coming to mine. Since it was only a few blocks from my office, he encouraged me to swing by before heading to Hoboken. I told him this wouldn’t be an extended thing. I explained I still needed to go to the grocery store to get the lobsters before cooking them. I didn’t want to get sucked into a post-work romp before heading back to my place.
We finally made our way to my apartment. We hopped on the motorcycle and hit up ShopRite in Hoboken. I have to tell you; the seafood guy there is the coolest. He knows so much about seafood and will always suggest how to cook things. We even took the opportunity to snap a picture of him weighing the four lobsters we bought. It was then and there we decided to go home and play with the lobsters. We were going to have Hunger Game reenactments. We were like a bunch of teenage girls.
When we got home, we put all the lobsters on the counter and cut the bands off their claws. I grabbed the whiteout so we could paint them to denote who was who. We even bought pitas to represent Peeta. CK had the great idea to use the Video Star app to make a music video set to Lana Del Ray’s parody of Video Games, Hunger Games.
While he filmed with his iPhone, we moved the lobsters around and made them fight each other.
When we were done playing, we dropping the lobsters into the pot and steamed them. We each had our own lobster, and I froze the other two to use for other recipes down the road (Yes, I keep lobster on hand to use in recipes). They were delicious. When we sufficiently made a mess of the entire kitchen and had our fill, we cleaned up and made our way to my bedroom. We watched a little TV before we both dozed off.
Things were starting to feel routine with him, and not in a bad way. We were so comfortable together. This is also when we both realized just how comfortable we are with each other. While in bed, he let one rip in front of me. I laughed hysterically. We’d finally reached the point we could comfortable fart in front of each other. I too squeezed one out in an act of solidarity. I told him how many farts I’d already buried in the bed with him in the past. We talked very openly about it from then on out. He asked questions about holding it in, and I explained I would always let them go when I left the room and even brought up how one slipped the first night I spent at his place. We both had a hearty laugh about it all.
He made me so happy. I found myself spending my entire day looking forward to seeing him again. Work was simply something I did between my time off — Between the time I’d get to see him again.
Follow @onegayatatimeDeep Passionate Love
Posted by One Gay at a Time in Gay Dating on June 21, 2012
It had been some time since I got to spend some alone time with Clark Kent. I didn’t see him Monday, but the following day at work, we texted each other constantly counting down the minutes until we’d be together again. I was going to his place after work. I knew he was horny, but I had a long day at work. I was a bit tired and waited to relax and lay around together. That wasn’t the case.
Warning: The following may be too graphic for some. We fooled around in bed for some time before he asked if he could f#ck me. I got into position, and we went at it. Something was different this time. He was going much deeper than usual. This didn’t hurt or provide discomfort. It actually felt good. When we were finished, we hopped in the shower to clean up.
Afterwards, we returned to the bed, and this time, it was my turn. He laid on his stomach with his back arched waiting for me to mount him. It was incredibly hot. The sex this time was a bit different as well. I was going deeper inside him. He expressed his pleasure derived from this and commented on how hard I was the whole time. The sex that night was purely amazing. We both thoroughly enjoyed ourselves and each other. Our chemistry was right on that night.
The plan was to spend the night in Hoboken. I had a Groupon to use up for a restaurant on the waterfront, Trinity, so we stopped there on the way back to my apartment. The conversation over dinner was great. We were both feeling very casual and catching up on everything we missed being separated over the weekend.
In the middle of one of our conversation I accidentally slipped the phrase “my kid.” I was hoping to gloss over it, and he wouldn’t notice. When I finished my sentence, he inquired, “You want a kid?” I explained that I did, but the timing was still to be determined. I turned the question on him, and he expressed the desire to have a kid. That’s when I told him my plan that would work should we decide to raise a child together. We both had sisters. I proposed that if his sister donated an egg, and my sperm fertilized it, it would be of the blood of both our families. That way, neither would be detached from that child. It would be a part of both of us. The same would work with his sperm and my sister’s egg. It does create the Aunt Mommy problem, but I still think it’s a great idea.
Everything just felt right. This guy was great. My mention of having kids one day didn’t even scare him off. If anything, he said it turned him on. Where did he come from? What did I do to deserve him? He was purely amazing.
When we finished, we walked home to my apartment. We talked about the sex we had earlier that evening. We discussed the deep penetration and how much pleasure we both got out of it. I loved our frank conversations. We could talk about anything.
When we got home, he passed out immediately. I stripped him of his clothes and got him ready for bed. I wasn’t quite ready yet. I had something to say first:
I said, “I have a word that is on the tip of my tongue. I find myself wanting to say it on numerous occasions, but I’m just not sure if I’m ready for it yet. We only know each other for a month, and I’m not trying to rush things, but I just wanted you to know where my head was at. I’m exceptionally fond of you. I love spending time with you. I love being with you. I love getting to know you…”
In a few moments, after dozing off, he woke again. He turned to me and had something to say. He stopped himself short. He wasn’t sure if I’d said something to him or if he dreamed it. He didn’t want to say it aloud in case he did dream it, but I insisted he tell me. I know he was analyzing what I’d said earlier, and I wanted to be sure he heard me.
Sure enough, it was what I’d said before. He asked me if it was real or not real, a line from The Hunger Games. I assured him it was very real. With that, we exchanged a passionate kiss, turned out the light and went to bed.
Follow @onegayatatimeComedic Timing
Posted by One Gay at a Time in Gay Dating on June 14, 2012
Every morning I woke up happier than the day before. I had an amazing boyfriend who would only make my day brighter. On top of that, I had an amazing new bed. I couldn’t believe the different a solid platform bed made over a standard metal frame. I slept so well, I slept through my alarm. I woke Wednesday morning at 9:00am. I was going to be late for work!
When I got to work, I solidified my plans with CK for the evening. I was planning to run home after work to pack an overnight bag, but after texting with CK, I learned he was planning to spend the night at my place. We would meet at his place before hitting up the show. He was hoping to get home by 7:00. As the day progressed, he informed me he would be lucky if he could leave work by 8:00. I decided not to run home. Instead I hung at the office and write a few blog posts.
When 8:00 hit, he headed home, and I made my way over as well. He was going to hop in the shower, so he told me he’d leave the door unlocked. When I got to the door, it was locked. I buzzed, and he answered in his briefs. I ran and threw my arms around him, and we had a five-minute makeout session. He was a bit sweaty and told me how gross he was. “I smell like balls,” he added. We both fell to the bed in tight embrace and began rolling around the bed.
I was so happy to see him. I had missed him, but seeing him made it seem all the more extreme. I was downright giddy. We playfully rolled around the bed kissing each other all over. CK proceeded to continue to bite me. I told him to stop.
I finally laid down the law a bit. I told him how much it hurts. I explained that nibbling was okay, but the biting was starting to leave black-and-blue marks. He calmed down a bit. He then proceeded to attempt to pin me down so he could playfully put his smelly balls on me. I playfully resisted and protested. Luckily for me, I’m stronger than him. Finally, he made his way to the shower. I sat on the couch reading until he emerged. We fooled around a little more before finally making our way to snag a cab to the Lower East Side.
When we got to the event at the Upright Citizens Brigade, I realized this was something organized through work. It was a packed house. It was difficult to maneuver through the full bar, especially with my work bag and CK’s overnight bag. That’s when he kinda let me have it. He pointed out just how much he hates carrying a bag around. He originally wanted to swing by his place on our way to my apartment. I suggested bringing his bag with him since we’d already be downtown. He also pointed out to me how he wanted to drop his bag off at my apartment when we were walking through the festival that Sunday, but I didn’t make that happen. I offered to carry his bag then, and I offered to trade bags with him at the event since mine was very small and light.
In the end, it was fine. He got over it and thanked me for taking care of his bag while he grabbed us drinks. We were seated shortly, and it wasn’t that much of an inconvenience.
The show was hysterical. I recognized an old coworker in the crowd and someone I went to college with on stage. He was the best of the whole lot. I was very impressed. It was nice to do something fun with CK.
When the show was over, he was ready to head out into the rain. We grabbed Mexican at a restaurant around the corner. It was very good and we have a good time sharing a bunch of tacos and flan. We talked about how we met and how lucky we were to find each other. We also talked about the hot bartender. I noticed him when we arrived but didn’t mention anything. It took CK until we were ordering dessert to notice and pointed it out to me. He was surprised to hear I’d already noticed him.
We hopped in a cab to the PATH and made our way to my apartment. We barely made the train. I didn’t know he needed to buy separate trips for the PATH from the MetroCard, so I quickly scanned my card for him while holding the train doors open so it couldn’t leave.
As we walked to my place, I opened my umbrella, and he asked if he minded if he locked his hand on my arm. Again, I felt slightly uncomfortable, but I needed to force myself to get used to it. This was my life. There’s no changing it. I was curious what made him ask that. Was I that bad at hiding my unease? I told him it was fine. He also wanted to see if he could figure out the way back to my place without help. I was impressed when he pulled it off.
When we got to my apartment, we went straight to my bedroom. It was late, so we both stripped down to briefs and boxers. It was nice to lay in his warm embrace finally. It really made my night. It wasn’t long before we started fooling around. This of course led to sex. “Do you want to f*ck me?” he asked. I expressed me strong desire to, but then he flipped it on me. “Can I f*ck you?” he added. I agreed, and we got it on. (I was very happy to see the bed hold up so well and not make a sound. It truly was a worthwhile investment.)
We both lay there incapacitated for some time before he asked if I wanted to f*ck him. “When I get feeling back in my legs, maybe,” I said. In the back of my mind, I was saving my turn for the morning. I’m always horniest then, and it’d been a while. I knew it would feel amazing.
Instead, we started to watch Revenge. About ten minutes into the show, he was gently snoring. I woke at 4:00am to find the TV and lights still on. I turned them off and tucked us in under the comforters.
Waking in the morning to his smiling face in mine was priceless. We kissed immediately, and I felt amazing. I really liked CK! He was everything I needed in a man. I didn’t have one single complaint about him at that moment. He was spectacular.
Warning: The following may be too graphic for some. After a lot of cuddling and snoozes, he began blowing me. It felt great, but I was really hoping for penetration. Finally, positions shifted, and I found the great pleasure of being inside him.
The time came to get ready for work. He needed to be there by 9:00 and put me in charge of making sure that happened. He went into the bathroom for some time before he emerged and asked if I wanted to join him in the shower. I obliged his request. Who could turn down such a sexy man with hot water streaming across his body?
We ended up leaving the apartment slightly late. I flagged us a cab to make up for some time, and we managed to catch the PATH just as it was about to embark. I kissed him at Christopher Street station and said goodbye.
When I got to work, I was already missing him. The previous night, he mentioned his disappointment in not being able to be around for my birthday. I told him I understood. His mother was coming into town. I thought it was very sweet of him to be disappointed, especially since I don’t really celebrate my birthday. I sent him a text to let him know I missed him. He responded telling me he missed me too, and he was having a very productive and good morning. I was happy for/proud of him.
I was really falling for him. I even took a moment out of my day to update my status on Facebook to reflect my new status. I couldn’t be certain where things were headed after only a month, but if things continued the way they were going, I certainly was onboard! Maybe I would finally find love.
Follow @onegayatatimeVintage Closet
Posted by One Gay at a Time in Gay Dating on May 18, 2012
Before my trip to Washington DC, I started chatting with a few guys on Grindr. It was bad timing for the trip to come right after “meeting” them, but it would have to do. On my way back home, I made plans with a few guys over text for dates to get to know them.
One of the guys I was talking to was a bit older. He seemed like a great guy, and he was very interested in me. Of all the guys I started talking to, he texted the most. He seemed sweet, caring and attentive. While away, he asked how the blossoms were. He genuinely took an interest in me. He was texting me like a high school girl. I wasn’t annoyed. I was flattered. We made plans to grab a drink Wednesday evening after work.
Since Southern Drawl didn’t want to go to The Breslin, I proposed he and I meet there for a drink. It wasn’t far from my office, and it was pretty centrally located in Manhattan. We set a time, and I stayed at the office to kill time until he could make it there.
He ended up arriving early, and he texted me to let me know. I quickly left my office and speed-walked the ten blocks to the bar to meet him.
I wasn’t sure what I’d be meeting that night. From his picture, he looked like a very mature man. He had white hair, and he told me he was possibly getting a haircut before we met. I encouraged him to keep his longer hair since I liked it, but it was his hair. I didn’t know which hairstyle I’d be meeting.
I walked in to find him standing leaning against the wall. It wasn’t too difficult to pick him out of the crowd, however, he looked much older than I originally expected. I invited him to follow me to the bar and ordered us drinks. I managed to snag two bar stools just as someone was getting up to walk away.
We dove right into conversation about work. We both worked in advertising at one point, so we discussed that for a while. The more we talked, the more relaxed the conversation became. I didn’t see this conversation growing into a relationship, but he was a really nice guy. There was no reason why I couldn’t share a few rounds with a nice guy. I really didn’t think we were compatible.
Somehow we got into philosophical conversation talking about life in general. He really liked my outlook on life. I wasn’t putting on a show or anything. I was just being myself. He really responded well to this.
During our conversation, he came clean on his age and informed me he was 36. That’s how old Smiles was, so it wasn’t the issue for me. He did, however, look more like he was 42. I wasn’t sure if I believed him about his age. I wondered if he was lowballing it.
We started talking about family and his family house in the Hamptons. We got on the topic of coming out, and I told him how fresh I was to the gay world. He responded well to this and told me he was new himself. He came out to a few of his high school friends, and apparently it didn’t go well. For them, it became a problem of an identity crisis. They didn’t know who he was anymore. I told him how positive my experience was coming out and conveyed my sympathy about his experience. He also told me his family didn’t know either. It appeared I was more gay mature than he was. This was a first. This was a 36 year-old man who was still living in the closet. I didn’t think I could handle that. If he couldn’t accept himself by that age, the road was only going to get rockier as we went along.
After three rounds, the time came to go home. He expressed his desire to go on a second date, and I let on that this was a possibility. I didn’t want to lead him on and seem overly zealous about it, but I didn’t want to break his spirit. We walked to the corner and said goodbye with a hug. We exchanged a few texts after that, but obviously nothing ever materialized.
It wasn’t that late, so I decided to text M.E. and see if he wanted to come over. He did, and when he arrived at my apartment, we immediately went to the bedroom. Warning: The following may be too graphic for some. We stripped each other naked and got right down to things. There was a bit of foreplay and a lot of making out before I reached for the condoms and lube. Since being with him, I had unprotected sex with someone else. I needed to keep his safety in mind. While in DC, my results came back with no STDs and HIV negative, but I didn’t want to take any chances. We had amazing protected sex that night and fell asleep in a spooning position.
When we woke in the morning, we fooled around until we hopped in the shower. There, we had sex once again. I’m always horny in the morning, so this was even better than the night before. When we finished showering, we went back to the bed and had sex there. At one point, I even turned over and let him penetrate me. I felt I owed it to him. He was incredibly excited about it. This didn’t last long because, as he told me, he had a hard time keeping an erection after he’d been penetrated. I was okay with this, being as it’d been a long time since I bottomed.
We laid with each other, and I tried to finish myself off but to no avail. I had a dentist appointment to get to that morning, so I could no longer dawdle. I was already late the way it was. This was going to be a rough day. How was I ever going to concentrate on anything!?
M.E. gave me a ride to the dentist, and I gave him a kiss goodbye.
Follow @onegayatatimeSomething We Should Discuss
Posted by One Gay at a Time in Gay Dating on May 14, 2012
Things with Middle Eastern certainly weren’t leaving us holding hands skipping down the beach. I really liked him, but I never really saw the potential for a strong relationship with him. I would like to think I wasn’t leading him on. I would like to think he was well aware we were casual and enjoying each other’s company. But, who could be sure what’s going through someone else’s head?
I invited him to come over for dinner Tuesday night after work. A part of me was horny, and he is really great in bed. Another part of me wanted his companionship — Just someone to watch TV with and cuddle. He was in class and would come by a little later. This worked out because it would allow me time to make us food.
When he arrived, we immediately went into my bedroom and fooled around. We didn’t have sex, but there was a lot of kissing and groping and cuddling. He told me about his day, and I got him caught up on what was going on in my life since I’d last seen him. When we had our fill, I tossed him a pair of my shorts to put on, and we made our way back out to the living room to eat and watch TV. I learned he’d already eaten, and I made a plate for myself, and we sat on the couch watching TV.
When my roommates made their way to bed, and it was getting later, I turned off the TV and led M.E. to my bedroom. We hopped into bed and watched some more TV before we were no longer watching because other desires took over. Warning: The following may be too graphic for some. The kissing and heavy petting led to stronger desires. I grabbed a condom and lube, and we went at it. It was extra passionate this time, We were thoroughly enjoying each other. We went through many permutations of positions. Every one was better than the last. His body felt amazing, and he seemed to really be enjoying it.
I was disappointed he never finished with me, but I fully understood. I’m not quite sure he did. “I don’t know how to explain it. It’s like I have a full-body experience, but I never cum,” he expressed. I told him I knew exactly what he meant. I never brought it up myself, because I knew that was the exact opposite of a solution. In all the times I’d been with him, he never finished. He told me it was nearly impossible for him to accomplish after I penetrated him. We both went to bed that night without finishing. The sex was so great I didn’t feel the need to finish myself off. I was also hoping for some morning nookie, so I knew I would be hornier if I left it til the morning.
In the middle of the night, he did something that woke me up. I glanced at the clock and saw it was nearly four am. He began grinding against me and grabbing hold of my member. He was massaging his backside with it. When I woke, I began to engage in this activity as well. I was grinding on him until all of a sudden I found myself inside him. It was pure bliss. We both enjoyed this in the spooning position for some time before finally withdrawing and going back to sleep.
In the morning, we woke to the sound of my alarm. I had to go to work. He didn’t have any obligations that morning. As I predicted, I woke up hornier than ever. The middle of the night sex had my engine revving extra hard. We engaged in a lot of foreplay. I started orally pleasuring his backside before climbing on top of him and penetrating him once again.
This time, I did not reach for the condom. I know this isn’t the smartest. I let passion get the better of me. In the back of my mind, I trusted him. I didn’t think he was having sex with anyone else. I also know I’d done a lot to make sure I was protected with all the sex I’d recently engaged in. I had no signs of an STD and no reason to believe I contracted HIV.
We let out synchronic moans of pleasure. It felt amazing. We had lots of sex before he needed to take a break. He caught his breath as we exchanged how much we enjoyed sex together. When he was good again. He laid on his back while I lifted his legs up on my shoulders. I enjoyed looking into his eyes and kissing him while we had sex. He was pretty amazing in bed, and I loved his passion. We stopped when he needed a break again.
I didn’t want to be late, but I still wanted to continue the fun. We hopped in the shower and bathed every inch of each other’s bodies. I was still incredibly horny, and I knew I wouldn’t be able to concentrate at work if I didn’t finish. I tossed him down on my bed and pulled his towel off. We got right back into it for a bit before I withdrew and finished myself off. He was thrilled. He really enjoyed all of it, but I could see there was something else going on there. I knew we didn’t discuss the lack of protection, and it needed to be brought up. I was in a rush to get to the PATH to go to work, so I made a mental note to call him later to discuss.
He gave me a ride to the PATH, and I kissed him goodbye. When I got to the other side of the river, I’d received a text from him expressing his concern. He wasn’t worried, but he just wanted to discuss it. I explained to him I too had been meaning to bring it up, and I’m glad he did. I told him I’d always used protection with anyone else I’d been with, and he needn’t worry. I told him I trusted him, and after it happened in the middle of the night, I let my guard down about it in the morning. I told him I was going to get tested in the next few days so both of us could be certain he had nothing to worry about, and he told me he planned to go as well. He told me the last time he had been tested, and I told him mine. I had a strong feeling I had nothing to worry about with him, so scheduling a test felt more routine than anything. He’s a bit younger, so I’m sure he was worrying a bit more. I wanted to be sure to get results as soon as possible so I could give him peace of mind.
He was a good kid, and I really enjoyed being with him. I never wanted to do anything to hurt him. After we chatted over text, he told me he felt a lot better and wasn’t so worried. I apologized for putting him in that situation, and I told him we should discuss things after we both got our results back. I found it to be a very healthy conversation we probably should have had earlier, but I was happy we had it.
Connecting the Dots
Posted by One Gay at a Time in Gay Dating on May 10, 2012
Just because I said I wasn’t going to hit up Grindr constantly in search of sex from strangers didn’t mean I couldn’t satisfy myself with guys I’d already been with. This way they wouldn’t be strangers.
The last time I visited the bar manager in Hoboken, I had a great time. He had an amazing body, and we both really enjoyed each other. Wednesday, when I woke, he happened to be around. There had been a few days I suggested we get together, but he was always heading out-of-town for something. This time, he was available. There was a small snafu. He was sick. He had a sinus infection, so he was worried he’d get me sick. I told him it would be alright. We would simply avoid kissing each other. He told me to come up to his place, and he’d break out the glory hole again.
This visit was pretty much the same drill as my last visit to his apartment. He left the door unlocked. I was to walk in, undress, and saunter up to the hole in the sheet hung in the bathroom doorway. He was waiting for me on the other side. I hopped on my motorcycle and made my way to his place. I did as I was told.
Warning: The following may be too graphic for some. I removed my shorts and inserted myself into the opening. Immediately, he grabbed hold and began to orally pleasure me. It felt amazing. I wasn’t fully into the glory-hole thing, but it was making it a little more exciting. It wasn’t long before I pulled the curtain back once again. We started kissing each other all over each other’s bodies and swapping back to him on his knees. He was wearing his hat, which I’d already knocked on the floor so I could grab hold of his long flowing hair and his boots. It was an incredibly sexy look for him, and he knew it. I couldn’t keep my hands off his body.
He turned around and began grinding his backside against my crotch. I was incredibly turned on and excited. It felt so great to simply have his back pressed against my chest with one hand pulling across his chest so keep him close and the other pleasuring his impressive manhood. We continued this action until he was so excited he finished all over the bathroom floor. Everything felt amazing, and I was very close to finishing myself. However, this didn’t happen.
Once again, we moved things to the couch. He was all over me and everything felt incredible. I wanted to finish for him so badly. He was awaiting it with great anticipation ever since I first fooled around with him. We played for quite some time, and I kept losing my erection and gaining it again when I would pleasure his endowment. Throughout the whole visit, we were incredibly tempted to kiss, and came close many times, but at the last second withdrew again.
When a large period of time passed, he threw in the towel. He had to get on with his day. He was disappointed, and I was too. Not only disappointed, but also embarrassed. I wanted so much to please him. I wanted to give him exactly what he was looking for, but I came up short.
He walked into the bathroom and threw on a pair of sweatpants. As he walked, I could see his manhood swinging back-and-forth. It was such a turn-on. This is one thing that will always get my engines revving! He loved walking around with his package easily visible as well. It was something he was proud of, making it all the more sexy. I walked up to him and grabbed hold of it. I wish this was something I could do on the street. It would be so hot!
As I got dressed, I made a point to look around a bit. When I last left his place, I suspected he lived with his partner. I indeed confirmed my suspicion when I noticed there was only one bedroom. I also tried to casually scope out the pictures on the wall. The apartment was not decorated like two random roommates living together. It was definitely the residence of a loving couple. I felt a pang of guilt. This guy seemed like a good guy. I was disappointed in him for cheating on his lover. I didn’t know the dynamic between the two, but I never liked seeing infidelity. I wasn’t passing judgment, but I was putting myself in his mate’s shoes. I was a partnered man’s affair. Now I knew why we never had full penetration.
I said goodbye and made my way home. This would be the last time I would see him. I wouldn’t be the last time I chatted with him. He happened to sign on to Grindr about a week later. I was checking to see if I received any new messages and messaged him just to say hi. He was in Miami. I asked him if his man came with him, and he told me he was at home. Without knowing it, he slipped up and confirmed to me he had a man in his life. I pointed out to him how I caught him in a slip-up. When he originally mentioned the guy, he told me it was his roommate. He acknowledged his lie, and I told him we were cool. I had no hard feelings. It was his life, not mine. I then realized he was probably on Grindr down in Miami looking for a new piece of tail. I told him to enjoy himself, and with that, I said goodbye to him for probably the last time.
Follow @onegayatatimeBack to School
Posted by One Gay at a Time in Gay Dating on April 30, 2012
With things gently crumbling between Chelsea and I, I decided to give Middle Eastern another chance. I enjoyed spending time with him, and he certainly was a nice kid. I wasn’t sure if I could see myself dating a guy still in college, but I figured it certainly couldn’t hurt to give it a shot.
Wednesday morning while I was on my run, I did a lot of thinking. I was trying to clear my head. I realized I wasn’t all that into Chelsea after all. There were a few things about him I liked, but there was nothing there that got me truly excited to see him again. I didn’t want to waste either of our time, so I decided it was best to tell him how I felt.
While at work Wednesday afternoon I thought about him a M.E. He was such a sweet guy, he was quite interested in me, he was smart… There were a lot of great qualities there. The big question — Is he mature enough for me. I’d never dated someone that much younger than me before. I wasn’t basing this on a number. I was basing it more on his personality.
The other side of the coin was how great he was in bed. I really enjoyed being with him the first time. I fantasized about he and I having sex in the locker room shower of my gym.
When I got home that evening, I told him to come over. He didn’t hesitate. He finished what he needed to do, and he made his way to Hoboken.
Warning: The following may be too graphic for some. When he arrived, we immediately went to my bedroom. He was hungry for sex. We quickly stripped each other until we were naked and enjoyed kissing, groping, sucking, etc. It was nice to be with a man who was so passionate once again. He loved to kiss and was good at it. I didn’t have a single complaint about him. After ample foreplay, we had sex. It appeared I created a bottom. He was all about it now, even begging for it this time. It was hot. I really like how masculine he was, but also how much he was willing to bottom for me. This was an unusual combination from my experience. [I actually had to walk away from the computer for a minute because I was thinking about the fun we had and getting a bit too excited while writing this].
Afterwards, I went into the bathroom to relieve myself. I came back to my bedroom to find M.E. on his phone. He was doing a lot of typing. I encouraged him to come to the living room with me to watch TV and be somewhat social with my roommates, but he told me he’d be out in a minute. He had a few messages he needed to reply to.
Since I last saw him, he sprained his ankle. I’d been giving him some advice, having sprained both mine multiple times and being related to a physical therapist and someone who teaches athletic training. As a result of this sprain, he wasn’t able to go on his planned spring break. He told me he was working out the logistics of rescheduling the trip for another time.
I left the room and went to the living room. I’m not 100% sure why this idea popped in my head, but I wondered if he might be on Grindr. I had my phone and tablet with me, so I pulled up the app and checked it out. He didn’t show up on either. Maybe he wasn’t on there, but my suspicions weren’t fully satisfied. When about ten minutes passed, I went back to the room to see if he was coming. He put some of my clothes on and joined me. We watched another episode of Modern Family together.
While he watched, he sat behind me in the chair, and I laid between his legs watching the show. We both laughed a lot. By the time the show was over, it was late. I suggested we go to bed, and he agreed. I asked him what he’d told his roommates about where he was going. He told them he was heading home for the night.
While he was brushing his teeth, he left his phone on my night stand. My mind shot back to the chance I had to look at N‘s phone the night I witnessed him kissing another man in front of me. Boston convinced me it was a bad idea. I wasn’t going to make that mistake again. I had no problem if he was using Grindr. We were not exclusive. I was seeing other people. I just found it incredibly offensive if he was cruising Grindr from the comfort of my apartment. That was not okay in my book. I needed to know. I turned his iPhone on, and sure enough, at the top of the screen was an icon for Grindr showing he had 23 messages. I placed the phone back down on the night stand and processed what I just learned. Not only did he have messages, but he blocked me on both my accounts so I couldn’t see that he was cruising Grindr.
It was that exact moment I decided M.E. and I wouldn’t date after all. It was fine if we spent time together and enjoyed having sex, but I wasn’t going to date him long-term. I couldn’t trust him. I wasn’t mad he may be seeing other guys or even having sex with them. I was mad he was attempting to line up other guys from my bedroom. I decided not to say anything right then and there. It would simply form my future behavior.
He came back to the bedroom, and we both climbed into bed. I wrapped my arms around him and he climbed into the natural crevice I created as big spoon until we dozed off.
When we woke in the morning, we fooled around a bit. I had to go to work, but I made sure to set an extra early alarm to allow for a little fun in the bed followed by a shower with each other. It was sexy and a nice way to start my day.
We left together, and he gave me a ride to the PATH. Since he told me last time he wished I kissed him when he dropped me off, I decided to oblige that request. I gave him a nice smooch before heading into the city to start my workday. I liked M.E., but not enough to make him my boyfriend — Not after what I learned. But, it would be nice to have someone around regularly to share affection and pleasure with on occasion. Maybe this was the start of a beautiful friendship…
Follow @onegayatatimeOn A Sexual Roll
Posted by One Gay at a Time in Gay Dating on April 18, 2012
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…
Follow @onegayatatimeAt the ripe age of 26, I came to a life changing conclusion. I'm GAY!
It took me 26 years to realize this and come to terms with it, but coming out's been the best decision of my life.
This blog is about my dating life in NYC and what happens next...
One Gay at a Time 