Posts Tagged waiting
Posted by One Gay at a Time in Gay Dating on August 3, 2012
I am very fortunate to have amazing friends that come with amazing perks. It just so happens one of my friends’ parents own a house on a lake with a boat. In the summer, if I’m not worshiping the sun on the beach, you can find me relaxing and fooling around on the lake. Either way, I gotta work on my tan!
Saturday evening, CK and I were invited to D and K’s backyard for a barbecue. While there, we were also invited to join a small group on K’s boat. I’d been going out there for years with her. I was the Gilligan to her Skipper, however, I’d like to think I was a little more helpful. I’d actually become quite versed in some of the crucial acts of boating through my trips out to the Lake with K. She even joined me when I bought a Groupon to learn to sail. For her birthday, I bought her a life vest I happen to see on sale in a store I was in.
As this wasn’t the first time I’d been on the boat, it wasn’t the first time I brought a man with me. In the previous summer, I was very excited to integrate N in my friend circle. While I don’t regret this at all, looking back at the pictures leave a bitter taste in my mouth. CK and I were still going strong, and I knew these memories would erase the old. When I thought about the good times on the boat with my man, it would be with my Superman.
The downside of the lake is that we have to get up very early to go. It’s about an hour drive away, and the later we wait, the worse the traffic gets. CK and I had our fun before bed, and when the alarm went off in the morning, although groggy, we were on point. It took us a little time to get out of bed, but once we did, we were making moves. We fooled around and got frisky, taking our fun from the bed to the shower, all the while staying on schedule. I even had time to make us CK’s favorite breakfast burritos and iced coffee in a mason jar.
It turns out, we were ahead of the game. Let the record show, and I would like to repeat: We were not only on time, we were early — A feat worthy of praise. When I called K, she was just waking up. She told me she’d swing by in fifteen minutes to get us. In the meantime, she called all the other girls who were coming with us. They were taking much longer to get their act in gear. K picked us up and drove up to my sister’s apartment, where she and two other girls were preparing.
Apparently, they were having a rough morning after a long night out. I was really relishing my reasonable exit with CK. We waited so long, I finished my burrito. When I opened the car door, tragedy occurred. The mason jar containing the iced coffee for CK and I shattered on the sidewalk. My mind immediately shot back to CK’s comments in my kitchen: “Why are you putting it in a mason jar?” I turned to him immediately and said, “I should have listened to you! DAMMIT!”
After waiting for over 45 minutes, my sister emerged. Alone. We waited all the time to learn the girls were sick and not joining us. Regardless, we were on our way. The four of us made our way out to the lake for a day of fun.
We all hopped on the boat and got it ready to shove off. We lounged… We tubed… We swam… We had a blast. I was really enjoying my day with my man in one of my favorite places. I couldn’t take my eyes off him all day. His package looked amazing in his trunks, and I let him know it. When no one was looking, I would give it a gentle squeeze. I couldn’t wait to get him home and ravage him! K was driving the boat while CK and I rode the tube together, swerving and “cracking the whip” at every opportunity.
When we finally fell off the tube, she circled around to pick us up. She asked if we could drop anchor and relax for a bit, but told us she’d tow us to the end of the lake where we can drop anchor. While being tugged along, CK and I were horsing around. I began to slip, somewhat by accident, and somewhat on purpose. As I slipped, I grabbed onto his trunks. I knew exactly what I was doing. This wasn’t a survival action — This was a horny action. As I gripped his shorts, they seemed more attached to me than him. His bare bottom was exposed to the sunlight. It was all I could do to stop myself from pulling myself back up so I could give it a gentle bite. It looked purely spectacular in the sunlight. He wasn’t too thrilled I was doing this to him, but I was in heaven.
Many times on the lake K mentioned a restaurant on the way home that has a very cheap lobster meal, but we never had the time. At the sound of this CK made sure we had the time to stop. The meal was delicious and we had fun.
For the rest of the ride home, I laid in CK’s arms in the back of the car. I was always happiest cuddling in his arms. We made one pit stop on the way so I could buy us all Sonic ice cream since I was craving a sweet.
That wasn’t the only sweet I was craving. I was struggling to keep my hands off my sweet all day long. K dropped us off at my apartment, and I was finally able to exercise my hormones and my libido. We had a long exhausting day at the lake, so we didn’t have the most energy, however, we weren’t going to let that stop us from an evening romp in the sack…
Working It Out Around Work
Today is another Fast Forward Friday!!!
Hope you are enjoying these. It will help bring the blog a little closer to real-time. If you’re keeping up with the stories chronologically, please skip down to this morning’s post first, then read this one. I think it’s a good one! Enjoy!
Back to your special edition of One Gay At A Time…
After a special night in with CK, we woke in the morning to the sound of his alarm at 8:00am. It took him a long time to shut the alarm off, but I was too out of it to rouse him or reach over him to turn it off myself.
When we finally woke, we spent a good portion of the morning snuggling and kissing. He told me how happy he was and smiled. We tickled each other until the other protested enough to warrant stopping. We were constantly expressing our utter joy to each other. Everything he said felt extremely genuine. He always used the term “baby” to refer to me, and it made me melt every time. Either he heard me and was acting on it, or he was an extremely talented actor.
I finally managed to sneak away to hop in the shower. He was in the middle of doing laundry, so he had no clean towels, so he told me to use his on the door. I went into the bathroom. I was not feeling well the entire previous day. I was back to feeling uneasy, and I knew I needed to relieve myself. I did, and I immediately noticed how bad a smell I created. I quickly flushed and did my best to dissipate it. I turned the shower on before sitting down to mask any sounds I would create. Just as I hopped in the shower, CK came into the bathroom to offer me a fresh towel. I was mortified. I was sure he smelled the odor in the air. When he left the bathroom, he left the door open — I’m sure to vent the bathroom. There was nothing I could do about it, so I tried to forget it.
It was humorous because the night before, I was commenting on him burping and how I thought it was sexy. He was certainly masculine. I was tired of all these gay men acting like women. We’d also talked about farting in front of each other when he was at my place and how we were not at that comfort level yet. It came up again in jest while we were wrestling on the bed before my shower. He also playfully joked about picking my nose, but assure me he’d never do that, as well as going to the bathroom with the door opened — Another topic we covered when he was last at my place. It was fun that we could chat about such casual things. It showed me how real he was.
I finished my shower and came back to find him still in bed. I scooped him up and carried him to the shower. I didn’t want to be the reason he would be late. While he showered, he offered me a yogurt for breakfast. I made a few phone calls to shift a doctor’s appointment and ate while he got fresh. He returned to the bedroom and coaxed me to the bed to cuddle more before heading out to work. “Just two more minutes,” he pleaded. I was fine on time for work. It was him I was worried about. But, if he wasn’t worried, neither was I.
The subway he took was right outside my office, so we walked together. Half way there, we held hands and joked about a few things. “One thing I must say about you. You certainly make me laugh. That you certainly do,” he joked. I was smiling from ear-to-ear. I told him I would try to swing by to see him after I went out to dinner with my team to say goodbye to a coworker. Ironically enough, she was headed to his agency. He would be inheriting one of my favorite coworkers. With that, we kissed each other goodbye. “It’s all downhill from here,” he added.
During the day, I texted him to tell him a funny story about my coworker. I also added, “I had such a good morning. I’m in such a good mood! This morning was perfect.” He responded, “I walked into the office on an invisible carpet of sunshine and rainbows :). ‘You fit me better than my favorite sweater.’ ” I can only assume that was a song lyric.
Later in the day, I had a brilliant idea. “After my dinner tonight, I was planning to swing by and see you and then take a car service home. Do you have any interest in coming home with me tonight to watch Revenge instead? I don’t want you to get tired of me yet, but I thought it would be fun for us.” After a few minutes, my phone lit up with: “Best. Idea. Ever… You. Revenge. Car service. Falling asleep in your arms. And your bed. Waking up with you. And your shower. #heavenly… Enchanted carriage? Check. Castle? Check. Gorgeous, charming and no doubt horny prince? Check.” Once again, he had me smiling from ear-to-ear.
After my work dinner, I made my way to his apartment. I called him to let him know I was on my way. The dinner had lasted longer than expected. It was now close to 11:00. When I got close, he texted me to meet him on the roof. I went up there, but he was nowhere to be seen. As usual, he was running behind.
Finally he joined me on the roof. I gave him a BIG kiss. I told him a little about dinner. He had the idea, since it was supposed to be a full moon (even though we couldn’t see it through the clouds) we could meditate. He was very cute about it. He told me about it in a very roundabout way, almost as if he was embarrassed by it. I told him I would love to do that with him but some other time. I’d already called the car, and I was sure it was already waiting at my office. He was disappointed, but I assured him we would do it another time.
We walked to my office, and I took him up to show him around. I needed to grab my bag. He asked if we could get frisky, but I pointed out the cameras around the office. We made our way back downstairs and headed to Hoboken.
When we got back to my place, we immediately went into my room. We snuggled in bed for quite some time. We were also both quite excited to watch Revenge. We’d planned to watch it together, and I was quite excited.
It was really nice sharing the show with him. I knew how much he liked it, and I enjoyed it as well. I finally had someone to chat with about the show while watching. When it ended, we brushed our teeth, pulled up the covers and dozed off in each other’s arms. I was really starting to get quite used to this!
When we woke in the morning, there were copious amounts of fooling around, but no sex. It was incredible waking up next to him. From what he told me, he felt the same way waking up next to me. We enjoyed spooning and cuddling for a long time before we finally motivated ourselves to get out of bed. This was the first time CK spent the night on a work night. I made us breakfast while he showered.
He joined me in the kitchen to eat, and when I was finished, I hopped in the shower. We both got ready and walked out the door. As we descended the stairs, he pulled me aside to plant a big kiss on me. He commented on this being the first time we spent time together where sex wasn’t involved. “I actually enjoyed that it doesn’t have to always be a requirement. It’s a nice to have. Let’s just not make it a habit,” he said with a laugh.
With that comment, I started to really fall for him. We were on the same page completely. I loved sex with him, but I was actually reassured by the fact we spent the night together and didn’t have sex. It proved to me he wasn’t just into me for sex. Maybe there was something more…Follow @onegayatatime
Is Something Bothering You?
That Tuesday, I woke to the sound of my alarm. I was going to go for a run, but the sound of my alarm wasn’t all I heard. It was raining outside. I turned off the alarm and looked out the window to see rain pouring down. I checked my phone to see if CK texted, but he hadn’t. Who knew what happened? I sure didn’t.
I wanted to text him when I got to work, but I decided against it. He knew where I was. He was the one who suggested plans that evening. He would be the one to hit me up and clue me in on those plans.
Finally, around noon I got a text: “Hey sexy.” I didn’t see it until a little later. I responded, “Hey. How was the rest of your night?” Apparently he’d gotten tipsy at the work event he called me from. He went home and passed out in all his clothes including his shoes. When he woke at 4:00am, he properly put himself to bed. The he apologized for not calling me back and asked how my night was. I mentioned my cancelled run, and he expressed interest in going for an early run with me sometime. Tthat would be the only way he’d do it since he’s not a morning person. I told him we’d both just stay in bed because I’d just be tempted to lie there with him.
I then asked him if we were still on for that night. “I’m game. What’s the plan?” he responded. I reminded him he set the plans, and I was waiting for the details. He decided he’d rather stay away from alcohol, and I asked what he wanted to do instead. He was eating his lunch, so he asked if he could get back to me later. 5:00 rolled around, and I still hadn’t heard back from him. I certainly wasn’t feeling very special anymore. That’s when the phone rang. I was heading into a meeting, so I sent him a text. When my meeting ended, I called him but got no answer. At 6:00, I finally got a call back. He was heading home and wanted a quiet night in with me. I wasn’t opposed, but I wasn’t thrilled either. I was beginning to wonder if it was all about sex with him. He needed time to straighten up his apartment, so I made my way over there around 7:00.
When I got to his apartment, I stood in the hall waiting for quite some time before he answered the door. I hadn’t called to tell him I’d arrived. A small part of me was surprising him on purpose. He just happened to be getting out of the shower.
He greeted me with a giant hug and a big kiss. I removed my shoes and got comfortable. He finished toweling off and joined me on the bed. We cuddled a bit until he asked me if everything was alright. I lied and said everything was fine. He pointed out I seemed short in my text messages. Big kudos to him for noticing the subtleties in my mood. We continued to hug until we discussed what we wanted to do for the evening. He mentioned watching the sunset, and I told him that’s exactly where my head was.
I had ulterior motives. When we got to the roof, I would find the appropriate time to bring up my concerns that arose since Sunday. He also asked if I wanted to smoke, and I shook my head yes. “Are you sure everything is cool?” he added. I told him I was short in my texts cause I was actually working all-day and apologized. I didn’t really think I was being all that short. We smoked and finally made our way up to the roof about a half hour later, Coronas in hand.
When we got to the roof, we continued snuggling on the outdoor couch. We talked about the surrounding buildings in an “I’m high” kinda way. The conversation never really had any direction. Then again, he brought up my mood and asked if everything was alright. I didn’t think I was being that obvious with him, but I also wasn’t being myself. That’s for sure. I didn’t know how to let myself be free with him anymore. I started to close myself off to ensure I wouldn’t get hurt. I was shoving distance in there with both fists.
I finally told him how I was feeling. I explained how I thought his sentiments came out of nowhere on Sunday. I told him I thought it was a bit early to have that conversation, but now that it’s been had, a few issues were brought to top of mind. I addressed my feelings regarding him being on Grindr and how that made me feel. I told him I felt as if I wasn’t enough for him. I told him I didn’t need to be on there, and while I wouldn’t dictate to him to not be as well, I just didn’t understand why he felt he needed to still explore it.
I was having a hard time expressing my feelings, but I think I got the point across eventually. I told him because of what he told me, I was afraid of getting hurt. I wasn’t able to be myself and give him the real me if I felt vulnerable to pain. I wanted to be myself with him. I wanted to give him the real me. I needed to feel safer than I did. “Since meeting you, you’ve made me feel incredibly special. Since you told me what you did on Sunday, I no longer felt special,” I told him.
He looked a bit shocked. “The last thing I want to do is make you worried or scare you. What I said to you on Sunday was not calculated. It was just how I felt at the time. You are incredibly special, and that hasn’t changed. You are… an aspirational boyfriend. I’d be insane to do anything to lose you. Baby, I think you’re incredible. Part of me knows how amazing you are and wants to dive in full force, but another part of me wonders if I still want my freedom. I’ve already started thinking of you less as something to schedule in my life and more as just part of my life.”
I wasn’t expecting him to tell me he wouldn’t hook up with other guys and tell me we were exclusive. I think I just needed him to know how I felt and where my head was. I could see in his eyes that he understood what was in front of him. I would still be patient and let him figure it out on his own. I just wasn’t going to find myself in another Smiles relationship. He needed to know that eventually the Grindr would have to go, or I would have to go. He needed to know that I wanted a boyfriend and not a friend with benefits. I needed to hear from him I wasn’t just a hookup cuddle buddy. I needed to know I was different from the other guys he slept with from Grindr.
We kissed and embraced. I felt a lot better. It was really starting to weigh me down. I think I handled it very well to suit my needs. A large part of me wanted to ignore the conversation we had in the Sonic parking lot. The other part of me, my constantly overactive brain, wanted me to get some closure on the topic. I think I found the sweet spot.
Warning: The following may be too graphic for some. After kissing and embracing, he began to get a bit frisky. He started to undo my pants. There was high risk here. We were in plain sight of the doorway leading to downstairs. One neighbor had already come up to the roof once to smoke. He began blowing me, always keeping one ear out for signal of someone approaching. I undid his pants and began pleasuring his endowment with my hand. Finally, paranoia got to him, and he suggested we move to the far corner of the roof, out of sight of the door.
When we got over there, he pulled my pants down to my ankles and did the same with his. He was pleasuring himself while going down on me. He edged me many times, getting quite close to making me finish. I was picturing my seed all over his chest, just as he wanted it. Alas, I wasn’t able to fulfill his wish. I came close many times, but just couldn’t get over the hump. He stood and suggested we move downstairs. We got dressed and made our way downstairs. I was incapacitated and had a hard time descending the stairs. My legs were jello from the full-body orgasm he gave me. I may not have had the release, but I still received all the pleasure. He laughed at my struggle.
As we walked down the stairs, I realized he had a slight exhibitionist streak in him. The stunt on the roof, sex with the blinds always open… I had a bit of this in me, but in smaller quantity. He was expanding my comfort zone.
When we got downstairs, the fooling around continued until we took a break to order Thai food. It was 10:30. Once that was taken care of, we had sex. I had the first chance on top, and then we swapped. It wasn’t long before he finished all over my back. He was out of breath and in a daze from how amazing it was. I knew I was having a blast, but I was thrilled our time in bed was so enjoyable for him.
Like clockwork, the food arrived. We settled into bed and ate while we watched Smash. I convinced him he needed to see the show so I could talk to him about it. He really enjoyed it, so much so we watched two episodes, eventually switching to dessert. I passed out half way through the second episode. When it was over, we turned out all the lights and went to sleep. I was happy to have the weight off my back after telling him my concerns. I felt comfortable with him once again. I fell asleep with an amazing man in my arms and a smile across my face from ear to ear.Follow @onegayatatime
So When Are You Moving Back to New York?
Posted by One Gay at a Time in Gay Dating on April 9, 2012
Finally, work sent me somewhere fun, and I was taking full advantage. I stayed out in LA, managed to have some fun, and even managed to find myself a pretty great guy, The Navigator, to hit up the beach with. After swinging by his apartment, we agreed we weren’t done hanging out.
We made our way back to my hotel. After we turned off his street, I came to a stoplight. I took the opportunity to reach over and put my hand on his leg. He immediately responded positively to my advances. He reached down and laid his hand on top of mine and gave it a squeeze. We continued to hold hands the entire way back to the hotel.
We made our way to the room, and when we arrived, we quickly got comfortable with each other. We dropped our bags and laid down on the bed. We chatted a bit before he reached over, pulled me in, and we exchanged a long deep passionate kiss. When we finally came back up for air, I said to him, “I’ve been waiting to do that all day long!” He smiled from ear to ear and pulled me right back in for another deep kiss. He was a great kisser — Not just a good kisser, but a great kisser.
Was there anything wrong with this guy? He certainly wasn’t going to make leaving easy on me. I still had to keep myself in check. This thing would have an end. I couldn’t grow too attached, or I would be in for a world of pain.
The thing I liked most about the chemistry between us was how playful we were. There was no drama. We were just having fun. Everything was so easy. We cuddled and talked and tickled and joked. I felt incredibly comfortable with him. We just seemed to be on the same page about everything. He was certainly giving me hope that I could find a guy out there who I just clicked with right off the bat.
All day long, he had been texting with his friend giving him updates on our “date” as he so-called it on the beach. While we laid there he teased his friend about how good-looking I was, but lied and told him I’d just dropped him off at home while I listened on speaker phone. The exchange between the three of us was very comical and flirtatious. He showed me pictures of the guy we were talking to, and we sent pictures of me to his friend. We all had a good laugh, and his friend asked for continued updates.
The kissing slowly turned into making out. The making out evolved into heavy petting. The heavy petting became stripping. The stripping led to oral pleasures. And finally, the oral pleasures led to me learning he is versatile, which of course led to penetration. My provisions weren’t presumptuous at all. I suspect he noticed my condom/lube purchase at CVS, and this is what gave him the courage to propose going back to my hotel room.
The sex wasn’t the most amazing because I was having difficulties with the condom, but it certainly wasn’t bad. We were passionately enjoying each other on many levels.
After we had sex, we laid next to each other talking more. We attempted to take some pictures together to send his friend, but we couldn’t keep our eyes open because the flash was too bright. After our romp in the sheets and copious amounts of cuddling, I was hungry. I remembered an In-and-Out burger down the street. It was 1am, and they were one of the few places still open, so we got dressed and made our way there to grab dinner.
We took our food back to the room and had a picnic in my bed. We talked and made plans to go hiking the following day. The whole night, all I could think about was how crazy it was I even met him. It was even crazier how we both dove in headfirst. He even mentioned being worried I might be a serial killer for the first couple of minutes in the car. After we finished eating, I jokingly confirmed he was staying. He went to his bag and got changed and broke out his toothbrush. It seems he may have been presumptuous as well in packing his bag.
I didn’t care one bit. I was thrilled to be sharing my bed with such a great man. I only wished it was for a longer-term basis…Follow @onegayatatime
Posted by One Gay at a Time in Gay Dating on December 23, 2011
Sunday morning I was awoken as Smiles got up to use the restroom. I’d spent the entire weekend with him so far, so I certainly woke up on the right side of the bed.
He volunteered to make us coffee and breakfast. Smiles has never been much of a cook, so I was enjoying sitting back and watching him do it. It’s not that he can’t cook. It’s simply that he doesn’t do it very often. I came in the kitchen to kiss on the back of his neck and wrapped my long arms all the way around his body holding him tight. There’s something about hugging someone in that way that really warms me at the core.
I borrowed his computer and checked my emails/Facebook while he finished making me an amazing omelet. He brought it to me with coffee made just the way I like it. I’m sure my pleasure was written across my face as I thanked him. This was another great morning waking up with Smiles.
When he finished making his breakfast, he came into the living room and joined me. I told him how impressed I was with his omelet. It really was great — Better than I make myself.
When we finished eating, he told me his plan for the day to move all the boxes out of his apartment into storage. He’d finally moved everything into one storage center, and he was finally able to box everything up in his apartment he no longer needed on a daily basis. Now he just needed to transport them over to his storage unit. I volunteered to help, so he gave me a t-shirt, and we were on our way.
He reserved a Zipcar to do the job, so I gave him a ride to the garage to pick it up. I sat on the motorcycle outside the garage waiting for him to pass by and honk to follow him back to his apartment. A long time passed, but I just assumed it was taking a while to get his car. Little did I know, he was already on his way back to his apartment. He called me asking where I was, and I couldn’t figure out how he managed to pass me by without noticing I was still there or me seeing him drive by.
I stepped on it and sped back to his apartment. We packed the car to the gills and took a lot of things over to the storage center. In the meantime, Smiles was experiencing the onset of one of his chronic migraines. I felt so bad for him, but there was nothing I could do for him. We returned the Zipcar back to the garage and walked back to his apartment trying to find as much shade as possible on such a gorgeous November Sunday.
I put him to bed and went on my way about the rest of my day. I went back through the Holland Tunnel to may apartment. I had the better portion of the day ahead of me, so I decided to be productive while doing something relaxing. I finished all my grocery shopping for the week and began to cook food for dinner and lunch through the coming week.
Later that evening, he went out to grab dinner. On his walk home, he called just to chat. I expressed my concern for him and his headache, and he told me it was feeling slightly better slowly but surely. He told me he slept most of the day to try to relieve the pain, but there were still some lasting visual effects. He also told me he called to see how the rest of my day was. It was a sweet gesture considering I left him only a few hours earlier. The gesture proved to me he cared about me enough to call with no purpose.
Looking back over the weekend, I began to think about how much our relationship grew. It was a pretty special weekend overall. We spent about 45 hours straight together, and he was still not sick of me — So much so that he called. I would never say it out loud to him, but I started to wonder if I had managed to land a boyfriend along the way there somewhere…Follow @onegayatatime
A Smile That Makes Me Melt
Posted by One Gay at a Time in Gay Dating on October 14, 2011
After meeting Sexy Eyes for coffee, I continued on to my planned date that evening. I picked up a guy on Grindr one morning taking the car service to work. It was complete chance this happened. Normally, my driver takes the Lincoln Tunnel, but because of traffic, he took the Holland. I was particularly bored that morning, so I pulled up Grindr to see what would pop up. Once I was in New York City, I noticed a guy who had a great smile. I messaged him my standard, “Hey stud,” but I also added “Great smile!”
We began chatting a bit after that and he quickly found a spot amongst my favorites. Over the course of a week, we would chat in the evenings. Many times he’d be walking home from being out somewhere and pull up Grindr to pass the time.
He seemed like a very level-headed guy and I enjoyed our chats. We had a few things in common, but our conversations were never very in-depth. In my typical fashion, I asked him to go out for a drink sometime. He graciously obliged. When I asked him for his phone number, instead I got his email. He wasn’t comfortable giving me his number before we met. I assured him I wouldn’t stalk him, and he could trust me. But, I wasn’t going to pressure him into giving it to me.
On a Saturday evening, I sent him an email: “Not to be too forward, but would you have any interest in coffee or brunch tomorrow? Like meeting new people… Pretty chill… No expectations. You just seem, like a cool down to earth guy…” He replied back, “Normally I would say yes, but I actually have a full day tomorrow starting at 10 until late night. Sometime during the week would be better, this is an unusually packed Sunday. ” The response was promising, so I would just have to be patient.
We managed to figure out a time to meet the following Thursday. He picked a bar in the West Village and we agreed to meet at 8:00.
I was running a few minutes late for the date, so I sent him an email telling him I would arrive about five minutes late. I got to the bar at 8:05 and sent another email letting him know I was standing outside with an umbrella and a blue shirt. After twenty minutes and no word from him, my patience was waning. I began to wonder if I was stood up. I texted the guy who cancelled my OKCupid friend date earlier that evening to see if his interview was over and to see if he wanted to hang out since I was still in the city. I was about a minute from walking the block to the PATH to head home. I also had the prospect of meeting Sexy Eyes again that evening in the back of my head.
Just then, a man with an amazing smile emerged from the bar to greet me. I had no idea he was inside this whole time. He apologized for the confusion and told me he could explain. While he was standing at the bar, a man approached him and began chatting with him. All “Smiles” could think of was how much this guy didn’t look like his Grindr pictures (thinking he was talking to me). The guy happened to be there on a match.com date and confused Smiles for his date. After chatting for about ten – fifteen minutes, they realized they were talking to the wrong guy. Smiles hadn’t wanted to be rude while they were talking, so he wasn’t checking his phone. At this point he saw my emails, and he came outside to retrieve me.
I grabbed a drink, and we stood in the corner chatting a bit. The conversation started off VERY rocky. I didn’t know what to say, so I said, “So how was work today?” He replied, “That’s what’s going to break the conversation. Haha. Work was good,” jokingly. The conversation was much easier after that. I learned he was against Grindr in the beginning. His friend encouraged him to download it and use it. His response was, “If I want to take a guy home for a hookup, I can just go to the bar and get one. That way I can see him and feel him up (as he reached out his hand to feel up my chest) before I take him home. Why would I need a digital version of that? That’s not what I’m looking for.” I couldn’t agree more with his sentiments. He told me after begrudgingly downloading the app, he actually had gone on a few dates from Grindr. None were spectacular, but they were adequate enough to keep him on it.
While we were talking, he warned me he had to leave at 9:00 because he had dinner plans with a friend. I wasn’t sure if this was the real deal or if he was using it as an out because he thought the date was going so poorly. “I originally thought an hour would be enough time for us to meet for the first time,” he said. I barely had a chance to meet him, let alone get to know him in the half hour we spent together. I was very disappointed. He was very cute, smart, established, successful, funny, active… Everything I look for in a man. I wanted more.
After we awkwardly closed our tabs, we walked outside. The date ended with an awkward hug, and I said we should definitely try to meet up again sometime soon. He seemed a bit nonplused, but he certainly didn’t shoot me down. I left the date wondering if I made a bad first impression and if there was anything I could do to repair that.
Later that evening around 11:00, I sent him an email stating: “Let me start off by saying your smile pays off even more in person! But anyway… Great meeting you tonight. Hope we can meet up again some time soon…” And in a follow-up email, I sent, “And my number’s ###. Use it.” He seemed to be very good about checking his email, but I wanted his phone number. It offered the option to call. I would get it if he chose to text or call me.
The next afternoon, I heard nothing from Smiles. I wasn’t angry. I was disappointed. I thought I’d give it that one last stitch effort. I sent an email saying, “Or I take it you’re not interested…”
That’s when I finally got a response. “Easy big guy. Good morning. Haven’t had a chance to get into email yet today. Enjoyed meeting you last night, maybe Sunday we can catch up again for a little longer?”
I felt like a fool. I immediately replied, “Sh*t! I knew I jumped the gun! haha Sorry bout that. I should be around Sunday. Hit me up and we’ll figure something out…”
I was elated. Apparently I didn’t make that bad of a first impression after all. He was interested, and now I had something to look forward to. Who knew what Sunday would bring?…Follow @onegayatatime
Rude Can’t Begin to Describe
Posted by One Gay at a Time in Gay Dating on October 10, 2011
When I joined OKCupid, I had high hopes for the site. My ex, Broadway, told me to check it out. I had never heard of it before, but I was certainly willing to give it a shot.
When I joined, I made a profile and began poking around. I was very disappointed with the talent on the site. I found it very hard to find someone I wanted to send a message. I decided to take a passive role. As people viewed my profile and sent me messages, I sorted through the interested men to see if there was mutual interest on my end.
One guy started messaging and seemed to be compatible with me. He wasn’t the best looking guy, but he certainly had something different going for him. I decided to give him a shot. We started chatting on OKCupid, and quickly moved the conversation to the phone. He texted periodically, but mostly, he called at night before going to bed. We sparred playfully quite a bit. Our exchanges were fun, but periodically, he would push the envelope too far, and I would simply shoot him down.
As time passed, I wondered why he continued to call. I learned he wrote a Broadway show to be released in the spring and was contacting some very big names to be the female lead. He was in line for a lot of success, but at the time, he was working out of his apartment and living a below average lifestyle. We talked a little about me and what I do, but we didn’t get much into hobbies and what we do for fun. He was being elusive on those details.
I enjoyed the phone calls and the attention, but every time I hung up the phone, I would say to myself, “Why is he still calling me?” There were a few things we had in common, but I didn’t feel I was really what he was looking for. It seemed he was looking for a guy who would roll over at the snap of his fingers. I certainly wasn’t filling that position. I was actually beginning to look at him as great practice to be more confident and demand more from a man who was interested in me. When the conversation switched to sex, we discovered we were both tops. Even with that knowledge, he took every opportunity to ask me for a picture of my a$shole. I adamantly declined to fulfill that request. I made myself perfectly clear that was not something he would be receiving from me.
When he didn’t drop the request in every phone conversation following, I got quite heated. I told him if that was all he was interested in, he was barking up the wrong tree. I wasn’t on OKCupid to find a guy to have sex with. I was looking for more substance. If that was all the substance he had, he needed to move on. I think he finally got it. But, I also think he thought he was just being playful, and I was overreacting.
It was also getting to the point where I needed to meet this guy. We talked for over a week, and I wasn’t going to invest any more time if he wasn’t worth it. He was already on the fence in my mind — 50/50. But, I was willing to give him a chance, even though the odds were not in his favor.
We planned to go out on Saturday for drinks and a bite to eat to celebrate the casting of his lead female. Over text and phone conversations Saturday morning, I told him I would head into the city and meet him at 6:30. When he responded at 5:15 requesting we do 6:00, I sprang into action to get ready. On the walk to the PATH, I texted and called constantly. He wasn’t responding. I wasn’t about to get on the PATH until I knew where I was going and where I should get off.
I stopped at Starbucks and ordered a latte. Luckily, I grabbed my coat before I left my apartment, because I would be sitting on a park bench outside the PATH station for the next 45 minutes. I continued to call, until finally, he picked up the phone. He shouted, “Geez! I’ll call you back! Give it a rest!”
I was so insulted. No man was going to speak to me that way and get away with it. I was already passing the time by talking to guys on Grindr, and one even went on to invite me out for a beer. I should have abandoned my original plans at that point and had the beer. The fact that he continuously pursued me boosted my ego so much it became the only thing keeping me to those plans. Sad, I know.
Instead of grabbing the beer with the guy on Grindr, I went to The Melting Pot, where my friend is a bartender. I figured I’d grab a glass of wine and give this as$hole a few minutes to get back to me about our plans for that evening. I was going to give him a second chance, but I wasn’t going to let him get away with talking to me like that.
When he finally called, he didn’t acknowledge the time passed since we planned to meet. He also didn’t acknowledge barking at me over the phone. I was very short with him and called him on it. He didn’t apologize. His response: “Well, you can either come buy me a glass of sangria to celebrate my casting, or you can go home and cry about it.” I was flabbergasted! He had some nerve! Now, I was going on this date out of spite. I was going to be spectacular and then shoot him down.
When I arrived, he stood to greet me with a hug. He commented on how attractive I am — better than my pictures — and how he would have put more effort in if he only knew. He was laying it on thick. I could tell he was very attracted to me. I thrived on it. With every word, he gave me more power. He was actually less attractive than his pictures. I wasn’t interested in the slightest, but that doesn’t mean I couldn’t use the date as target practice. I shot him down at every attempt. He made a few lewd comments, and I made my disgust apparent. When he made a cavalier comment about hitting the restrooms as a joke, I went off on him. I asked if that sort of thing normally worked for him. I pointed out how much of a negative effect it had on me. This guy was truly a creep. Ironically, I was having so much fun shooting down a guy who was pursuing me, when I should have been looking forward to the date’s end.
I found out he was late for the date because he was arguing with someone on the phone. He claimed he barked at me not knowing who it was and apologized. If he wasn’t rude enough, he spent 70% of the date texting on the phone. The argument wasn’t over. He didn’t even have the decency to give me his undivided attention.
When the date ended, we began to walk towards his apartment and the PATH train. When we reached a crossroad, he pulled me in for a close hug. Luckily, I didn’t have to kiss him, as he was recovering from a cold. That doesn’t mean he wasn’t trying to pull me closer than is comfortable. He started to make a comment about my being arouse, but I pointed out to him how much that wasn’t the case. I was blunt. “I could not be less aroused right now.” And, after a little more conversation, we parted ways.
I was shocked when he followed up with a text stating his desire to meet again. I responded, “That most likely will not be happening. We have very different priorities, and you were exceptionally rude.” He questioned how he was rude, and I decided it wasn’t even worth my time to recount the scenarios. He truly was an as$hole.
The best part of this was that I walked away unscathed. I actually had fun being blunt yet dignified. I wanted him to want me so badly, so when I shot him down, he’d realize what he was missing. I think I was successful considering the texts continued for some time…Follow @onegayatatime
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.
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.Follow @onegayatatime
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