Posts Tagged doze off
This is Just the Beginning
Posted by One Gay at a Time in Gay Dating on July 16, 2012
The morning after my friend’s wedding, CK and I woke up in bliss. We started talking in hypotheticals about our own wedding. I’d never given any thought to my wedding since coming to terms with my homosexuality. I never had this great picture in my mind. It always just seemed like this big dream I’d never attain. But, now that I had CK, it was growing in possibility. I still didn’t imagine our picture-perfect wedding, but I did picture myself spending the rest of my life with him. I could see us old and gray together sitting on rockers on the front porch or going for our evening constitutional after a nice meal we shared at home on the sun deck.
Warning: The following may be too graphic for some. This isn’t exactly how I woke up. Before all this marriage talk, I awoke to warming, wet sensation in my groin. He continue this while I slowly woke and writhed with pleasure. I reached down and grabbed the back of his head while it bobbed up and down. Eventually, I grabbed hold of his hair and directed his head up to meet mine so I could kiss him. What a way to wake up. We continued fooling around in bed until we both finished.
I have had quite a few men in my life. Some of these men I’d dated for quite some time. CK was the first man to figure out how to make me finish every time. All that remained of my former embarrassing “condition” was barely an echo of a thought in the back of my brain. CK had often times mentioned to me how stupid my previous love interests were for letting me go. It was then I realized Broadway let me go when the sex started to deteriorate. Sex was a large part of our relationship, and when I found it difficult to finish, he lost interest in me. It made me question the relationship as a whole. Was the whole thing based on sex? Did he simply keep me around cause I was good in the sack? None of my previous relationships have instilled any bit of confidence in me, so I thought it better to not think about them anymore. I had something new and magical to concentrate my brain power on — There was no need to live in the past.
CK made me finish by manually stimulating my prostate. His magic touch is what kept our sex life alive and strong. By relieving this burden, I was able to concentrate more on other things, and I was able to relax. As a result, we had an incredibly healthy sex life. However, this comes with a price. No one likes to talk about it, but anal play can be awkward. Although I’d learned to relax, I was very self-conscious about things. I tell you this because I want to ease your fears about this. It gets messy. There are no two ways about it. There are ways to reduce this, and I highly recommend learning them. But, in the end, you both realize it’s no big deal and move on. I’m not saying this time was messy, but over the time I’d been dating CK, we both became comfortable with dealing with any situation that arose. There’s nothing a strategically placed small towel and a little soap and water can’t remedy.
When we finished in bed, we hopped in the shower and began to fool around more. We didn’t have sex because water is an awful lubricant! We washed each other from head to toe, making sure not to miss any of the nooks or crannies.
Afterwards, it was time for breakfast. I was being healthy, so I had yogurt. I’d decided to begin a new diet (and by diet I simply mean I was paying attention to what went into my face hole). I taught him how simple it was to make French toast, so he had that for breakfast. He was fascinated to learn how easy it was to make and enjoyed it even more knowing he made it.
I had made plans for us for the day to head to a friend’s for a barbecue. I made the mistake of assuming since we were in my neighborhood, I was responsible for entertaining us. We talked and decided to take the motorcycle out for a ride before we did anything. It was only when I mentioned we’d be dropping off food at my friend, D and K’s apartment that he learned about the barbecue. He wasn’t mad about it, but he didn’t appreciate not being consulted before plans were set. I apologized for being inconsiderate. I knew I was in the wrong and felt bad about it, but all was well.
We planned to film the motorcycle ride with CK’s iPhone similar to what we did on the bikes in Central Park, but it didn’t exactly work as planned. We rigged a contraption to record the ride, but the angle of the camera was toward the road. We’ll have to make a second attempt and post the video here when we get it down pat.
When we finished our ride, we went back to D and K’s apartment. There was a fun crew gathering, and I introduced CK to a few newbies he’d never met before. We spent the afternoon eating and having fun. The conversation was bustling between everyone, but the time came for us to head out. CK asked if we could go. He wanted me all to himself. I didn’t argue because I thought it was incredibly sweet of him. I was also happy to learn he liked all my friends and enjoyed seeing how well he fit in.
We went home and cuddled in my bed while watching a few more episodes of Game of Thrones. I made us fish for dinner, and when we finished, we made our way back into the city to spend the night.
While walking back to his apartment, he commented how he enjoyed taking the publicly more submissive role, cradling his hand in the crook of my arm. Being a guy who likes to protect and cuddle my man, I enjoyed being the more dominant role. We really fit well together, in every sense of a relationship. It’s as if we were meant for each other. When we finally got back to his place, we relaxed in bed with some Rachel Maddow. I was exhausted after a long weekend, so I didn’t last long before I dozed off cradling the man I love.
Follow @onegayatatime“I Love You”
Posted by One Gay at a Time in Gay Dating on June 27, 2012
No matter how many times it happened, I never grew tired of waking up next to CK. The night before concluded with the most passionate lovemaking we shared to date. Everything felt amazing!
It was late in the morning, but I was still reeling from our late-night romp. I could only dream every time would be like that from there on out. Warning: The following may be too graphic for some. When I woke him with my kisses, he ran his hand down my torso until he noticed my morning excitement. He grabbed hold and squeezed, expressing his delight in his discovery. He pulled the sheets down, followed shortly by my boxer briefs. As his head bobbed up and down between my legs, I let out moans of pleasure. What a way to wake up!
Apparently, neither of us got enough the night before. We were both still excited about how amazing it was. It made me excited and hard just thinking about it. We both wanted a sequel.
He climbed on top of me, and we began passionately kissing. Of course, things escalated from there. It wasn’t long before I had him on his back, and I was deep inside him. The sex was great that morning. It wasn’t quite like the epic romp we had the night before, but it was great. We flipped, and he had his way with me.
When we finished, while we laid in the bed together, he took hold of my head and said, “[O.G.A.A.T.], I love you.” Even though I suspected it was coming, nothing could have prepared me for that moment. No man had ever told me they loved me before. I knew he meant it. I stared deep into his eyes — Deep into the eyes of the man I loved too. “I love you too, Babe,” I added. We hugged strongly and kissed passionately. It was an incredible moment, and I began to cry a little. He reacted by comforting me. I think he was a little panicked. He didn’t know how to deal with that, but that didn’t really matter. We were in love. That was all that mattered.
Because of this and the sex, we were very late for our plans to meet P on the pier. When showered up, ate something and packed our bags for the pier. P was there waiting for us when we arrived. We apologized for being delayed and hinted at the reason. She gave a giddy laugh and scolded us.
P and CK decided to hit up one of the food trucks/ice cream trucks after a while. They came back with all sorts of things and an ice cream sandwich for me. While they were gone, I played with P’s dog, Baby, and I texted the rest of my friends to see who was up for a day on the pier. A few responded explaining they’d be on their way shortly.
I told the other two everyone’s whereabouts and plans. CK asked about my sister, but I told him she hadn’t responded to my text. He was very concerned with her perception of him. They’d only met for a short while at the Hoboken Arts and Music Festival a few weeks earlier. Even when prompted, she still had no opinion. This worried him.
After some time, my friend G joined us. I also got ahold of D and his girlfriend. They were in the city for brunch, but they would join us on their way back home.
CK and I decided we wanted to have some refreshing cocktails to go with our small picnic of snacks. Just as D and his girlfriend were arriving, we made our way to the liquor store to get some prosecco. I had a great idea to mix this with a few flavors from Rita’s Italian Ice.
While we walked, CK and I discussed him meeting my parents. They were coming into the city in early June for a Broadway show and dinner. I wanted him to meet them. I invited him to the dinner a few days earlier. I explained to him my sister’s reaction to his invitation, as well as my parents. My parents had no issue, but my sister thought it was too soon. In telling CK this, I realized I made a big mistake. He immediately expressed to me, “OKAY! Now, I’m definitely not coming!”
“WHAT!?” I protested. I was not happy with that. I was very excited for him to finally meet my parents. I’d met his mother, and it went swimmingly. On top of this, he meant a lot to me. I wanted my parents to know this. They’d never met any of the guys I’d dated in the past. In my protest and explanation, I think I was able to bring him back around.
We grabbed two bottles of prosecco and made our way to Ritas. We got watermelon and mango peach ice to mix with the prosecco. We planned to make refreshing summer drinks for all.
As we walked back to the pier, he still didn’t give up on the fact my sister wasn’t joining us. He was harassing me to invite her, but because of her snarky email telling me I shouldn’t invite my boyfriend to dinner, on top of other things, I was annoyed with her. Then I checked my phone when I went to invite her and realized I’d already done so when I reached out to the others. She didn’t respond. I told CK this, and his guilt was alleviated.
When we got back, we shared our drinks with everyone in improvised vessels since we forgot to get cups. Everyone was talking and having fun. CK was fitting in nicely. I loved seeing him with my friends and how he interacted with them. He passed my friend test swimmingly. I care a lot about them, and if he could’t hang with them, it wouldn’t last. He was able to hold his own and impressed me to no end.
When the sun was going down, everyone was ready to head home, including CK and I. We made our way back to my apartment, telling each other how much we loved each other along the way.
We decided to plant ourselves on the couch and watch Immortals for the evening. We ate dinner and cuddled on the couch until it was time to head back into the city to his place. We didn’t plan for him to stay over. It was very late, but he had nothing for work the next day. Since he was close to my office it only made sense to spend the night there.
We got to his apartment and got ready for bed immediately. I brushed my teeth and climbed in between the sheets. It wasn’t long before I dozed off, but I was thrilled to be in his arms. I never got tired of sleeping with him, and hopefully, there would be infinite nights in the future we spent the same way.
Follow @onegayatatimeDating 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 @onegayatatimeSeems Fishy
Posted by One Gay at a Time in Gay Dating on June 4, 2012
Clark Kent and I tried to find a way to be together over the week, but it just didn’t seem to work out. We tried Wednesday, but he had to work late on a pitch. Thursday was out because he was supposed to be going to the hospital to visit his friend who just had his hip replaced. He didn’t even get to do that because work had him there late. We settled on spending Friday together once again.
Friday morning when I arrived at work, two of my team members were walking out of the building. I asked them where they were headed, and they told me to check out the shuttle flyover on the Hudson. I had nothing on my plate for the morning, so I joined them. We staked out a spot and waited for the shuttle to arrive. I realized this was something CK would probably love to see, so I texted him asking if he was checking it out. He worked near the Hudson River and could be there within five minutes. He was completely unaware, so I told him to hurry up.
Unfortunately, he missed it, so I sent him pictures. I made my way back to work and got started with another slow day at the office. I spent a better portion of the afternoon working on the blog to get things squared away for the rest of the Friday releases.
In the middle of the afternoon, CK texted me. “How’s your day going baby?” I told him it was great. “I scoped out the shuttle, and now I’m out to lunch with one of our old interns and the rest of my team. I also have some fun news to share with you.” I learned that morning; one of the girls from my team was going to work at his agency. I couldn’t wait to tell him since she was one of my favorite coworkers. “I could use some fun news,” he added. I replied and told him I was “so excited to see you!”
He replied, “Me tooooooooo. Can’t wait :). What do you wanna do tonight baby? I’m home. Left office early. Gonna go with [his friend] to see [his other friend] in Brooklyn. Can we please do something free/cheap, yet priceless/memorable? That’s the sweet spot I’d like to hit. Well, one of the sweet spots… and by no means the sweetest ;).”
I quickly responded, “Yes. Glad to hear you get to go see him! How bout movie/Revenge night on the couch? You can come to my city oasis. Popcorn, wine, ice cream…” He immediately shot back, “#purrrrrrrrfection. You have no idea how happy you just made me =].” And to add the icing on the cake, I told him, “And, I didn’t shave for you today.” He loved when I had stubble. He liked the way it felt against his skin and liked how I looked with scruff.
When he finished at the hospital and was walking to the subway, he called me. He spent more time there than he expected. His friend was released and they took him home to get him settled in. He needed to go home and freshen up, and then he’d make his way to me.
I’d been sitting around since 6:00 waiting for him to arrive. I prepped the fillet mignons and the chicken for the grill, peeled the carrots and put them in a pot, and I even baked a pineapple upside down cake. After that, I laid on the couch waiting for his call in my motorcycle gear. Around 10:15, I finally got a text from him. Apparently he wasn’t paying attention and rode the PATH back into the city to 33rd street. He was so engulfed in his book, he completely missed the stop.
I was slightly annoyed because I didn’t fully buy his story. The PATH doesn’t simply arrive at Hoboken and turn right back around. It sits there for at least a good ten minutes without moving. He was obviously doing something else before coming over. At 9:45, he tweeted, “I saw the movie before starting the book, and I gotta say, the adaptation translates incredibly well.” He was referring to the Hunger Games he was reading. He was supposed to be in Hoboken at 9:30. How was he tweeting from under the Hudson River? Sure, I was stalking him a little, but I was always waiting for him. I was trying to figure out where he was. He wasn’t aware I was checking out his Twitter account, and I wanted to keep it that way. If he was going to cut me off from Grindr access (he blocked me), maybe I could find another way to check in periodically. (Yes, I’m aware how psycho I sound!)
Finally, he made it. I arrived minutes after him to scoop him up on the motorcycle. No longer would we be taking the long way home. I was slightly annoyed and starving! I hadn’t even begun to cook yet.
When we parked the bike, I tore my helmet off and planted a big kiss on him. We continued to kiss on the street a few minutes before I persuaded him to come upstairs so I could work on dinner. I took everything to the grill and began to cook it while we lay in bed making out. When I started to strip his clothes off, he asked, “We’re going to have sex before we eat?” I explained things needed a little time to cook. “Not sex, but that doesn’t mean we can’t fool around first,” I added. With that I pounced right back on top of his naked body.
In the middle of making out I realized I needed to tend to the grill. I sprang out of bed, threw on a pair of shorts and ran outside. I caught it just in time before becoming a charred disaster. I gave CK a pair of shorts and a t-shirt to wear. We made our way to the kitchen and filled out plates. We sat on the couch and ate off the coffee table while we started Revenge. We’d already both seen it, but I was in the process of delofting my bed while doing so. Some of the show would still be fresh to me.
We spent the remainder of the night on the couch in front of the TV in each other’s embrace while the rest of my roommates and their friends prepared for a night on the town. It was such a nice change when they all vacated the apartment. We started to fool around a little on the couch, and eventually we made our way back to my bedroom, where some of the fun just began.
Warning: The following may be too graphic for some. We started slow, but things quickly progressed. Before long, I was penetrating him. He was incredibly loud and the window was open. I was expecting to hear one of the neighbors yell out. I was also afraid my roommate or her friend who was sleeping over would wake up. His moaning could have woken the building up. I was happy to learn the bed was holding up quite well and not making a ruckus this time. When he needed a break, the make out session resumed. Then things flipped and I found myself on my back with my legs in the air. Before long, he got excited and finished on my chest. I cleaned up, and we lay there a bit in each other’s embrace. “I really want you to shoot all over me like that,” he said. That was all it took. That psyched me out enough that all I could concentrate on was finishing. It was sure not to happen. After long, we were spooning. “Should I turn out the light?” he asked. With that, we dozed off intertwined like a pile of TV cables.
Follow @onegayatatimeWhen It Rains, It Pours
Posted by One Gay at a Time in Gay Dating on June 1, 2012
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…
Life was good. I finally met a man who seemed to be too good to be true. We’d already been on three unforgettable dates, and things were only getting better.
Saturday morning, I said goodbye to Clark Kent when I dropped him off in the city. I wanted to spend every waking minute with him, but things were still fresh and young for us. It’d only been a week. I needed to stop my habit of diving in head first, or I could be in for a world of hurt. Saturday night, I made plans with friends to go out. One of the guys I swam with in college asked me to come by to pregame and then go to the bar with him and some other friends. It’d been months since a request like that came in, so I was ready and raring to go. By the time I got ready to go out after running all my errands, they moved things to the bar. I met the group at Black Bear in Hoboken. These friends are serious triathletes, so they never go out, and when they do, they go to bed early. I also encouraged my other friend P to join us.
When I got to the bar, I sent CK a text to see what he was up to. He responded by telling me to come into the city and spend the night with him. Had he texted me a half hour earlier, I probably would have never entered the bar and would have gone straight into the city. I stepped outside to call him and explain. I really wanted to go see him since I couldn’t get enough of him, but P had just arrived. I didn’t want to ditch her. He fully understood. A small part of me wanted to ensure he wouldn’t get tired of me, so I thought some time apart would do us good.
I went back to the bar and had a good time with my friends. In true fashion, a half hour later, all but P made their way home to go to bed. It wasn’t even midnight yet. I told her all about CK and how amazing he was. I also told her about how I’d ended things with all the other guys. She kept asking things like, “Well, what about [X]? I thought you had a good date?” I explained to her that none of these guys were like my Superman. They didn’t measure up at all. She was impressed with my conviction and wished me luck, but she warned me not to get too far ahead of myself. P and I decided to go to another bar we enjoyed far more, Cooper’s Union, where we sit and chat while our favorite Hoboken bartender serves us.
Just as we were about to leave the bar, it started pouring. We agreed to call it a night instead. She hopped in a cab, and I made my way down the street home. I didn’t get far before I decided to run. I ripped off my soaking wet shirt and ran on my Cole Haans the dozen blocks home. When I got home, I texted CK to tell him about my “TV commercial-like sprint in the rain home.” (The Nike technology in Cole Haans really is amazing btw!). He responded back telling me how much he wished he’d seen me. He told me he was turned on by the mental picture. I achieved my goal. I knew exactly what I was doing when I sent that text to him. I wanted him to want me.
Sunday, I talked to CK, and we made plans for me to spend the night in the city. It made sense since he was so close to my office. I could bring clothes for work the next day and head straight there in the morning.
As the day progressed, the weather deteriorated. It was pouring. I made my way to his place around dinnertime soaked to the bone. I had my giant umbrella with me, but water-soaked my pants from the ground up. He stripped me of most of my clothes when I arrived, and we began fooling around immediately. This, of course, led to sex and some hot, sweaty fun.
I was happy to be spending a rainy night in with him. We had no plans and no obligations. We were simply going to cuddle in his apartment and watch something on his iPad. He offered to make me dinner, and I accepted. He told me his cooking abilities were limited, but he would whip up his specialty for me. I heard a lot going on in the kitchen while I sat in his living room. He wouldn’t let me help. He wanted to surprise me. When I came into the kitchen to give him a hug and kiss, I got my kiss but was ordered back to the couch.
Moments later, he brought me a plate full of salad with chunks of chicken and a tasty dressing. It was very good, and I enjoyed it thoroughly. That night, I would also learn of CK’s sweet tooth. We weren’t even done our salads before he was talking about dessert. He didn’t have anything in the apartment, but there was a bodega on the block. We would venture out into the rain to satisfy a craving for sweets. He offered for me to stay in the apartment and stay dry, but I insisted on coming with him.
We picked up Oreos, ice cream and some cheddar bread sticks and made our way back out into the rain. I was tempted the whole walk back to ask him to hold the umbrella while I ripped my shirt off and ran back to his apartment in the rain. The only thing that stopped me was that I’d have to stand in front of his doorman with no shirt on until he caught up, and I thought it might embarrass him. I chickened out! I was so disappointed in myself. I wanted to show him I didn’t take myself too seriously.
When we got back to his apartment, we dove into the ice cream and Oreos. He made each of us a bowl, and we cracked open the bread sticks. We sat in bed, and when we finished, we cuddled in front of his iPad watching Smash. Shortly thereafter, I dozed off in his arms. It was a perfect rainy night, and I truly looked forward to many others with him while I dreamed the night away.
The next morning, we fooled around before getting ready. While I showered, he made me a bowl of yogurt, fresh berries, honey and granola. It was delicious. He was really taking care of me.
Every moment made me fall for him more and more. We walked to my office together before he hopped on the subway, and I made my way inside. I was head over heels, and things were just starting. The possibilities were endless, and I planned to explore them all…
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 @onegayatatimeChelsea Lately
Posted by One Gay at a Time in Gay Dating on April 27, 2012
Since we saw each other over the weekend, I had tentative plans to see Chelsea again on Monday after work.
I texted him during the day to figure out somewhat of a game plan. When I finished work, I walked to his apartment in Chelsea. He buzzed me in, and greeted me at his apartment door with a kiss. I got caught up on his day a lil’ while we sprawled on the couch a bit. He was in a good mood and was very talkative. After we lounged a bit, we started talking about what we wanted to do for the evening. Between the two of us, we couldn’t really come up with a game plan other than to find drinks and food somewhere.
He finally suggested Sushi Samba. I had never been, but I had their food before. It was amazing. I knew it was a little pricey, but I wasn’t really under a budget these days. As long as he was cool with it, I was game. We walked through the West Village, my favorite neighborhood in the city. We talked as we walked and had great conversation.
We sat at a table on the upper terrace of Sushi Samba since it was an unseasonably nice day, so we decided to order summery, fruity drinks. I ordered a melon drink and he ordered something with passion fruit. Both drinks were excellent, but ironically we enjoyed the other’s drink far more. For the next round we ordered the same, but swapped. We also decided to order a few small appetizers. Everything was great, and I was having a really nice time with Chelsea. We were both relaxed and enjoying the night. It just felt easy. Nothing was forced. I was liking him more and more. He was masculine enough. He was tall, good-looking, a sweetheart… There was little I could find to complain about.
On top of all this, he insisted on picking up the tab when it arrived. No matter how much I protested, he wouldn’t let me split the bill. Finally, I gave up. I was a bit shocked as well, because the tab came to $130 for drinks and apps. We hadn’t even gone to dinner yet — That was next.
One of his friends worked at a Brazilian restaurant nearby, Berimbau, and after trying to get ahold of him, he finally got the address. We made our way three blocks to the restaurant and were seated at a cute, romantic table for two. We decided what to order and both enjoyed our meals. The conversation continued to flow while we ate and even a little under the table leg stroking occurred. I was happy. This guy was turning out to be quite a catch.
While I was rubbing his knee, we started talking about PDA, and I came to learn he wasn’t very big on it. I find myself being a bit shy with PDA as well, but if the right guy gets me out of my shell, I go with it. I’m still building up that comfort level. He, however, did tell me he certainly had no problem with the leg rubbing. He was rather enjoying that, and so was I.
We shared dessert, and I insisted on paying the tab. He didn’t put up a fight.
We walked back to his place. It was a really nice night, and we enjoyed ourselves. Everything felt easy and casual. I liked that a lot. Things were going well, but for some reason, something was still holding me back.
I was pretty tired by the time we arrived back at his place. We hopped into bed and fooled around for a bit. I still had no idea if he was a top or bottom. I wasn’t looking for sex, but I was curious if I could find out the answer. I began to slowly inch my finger toward his bottom until I was “knocking at the door,” but he rather quickly jerked my hand away and stated, “I’m going to have to mentally prepare before that’s going to happen.” I laughed, and we both shrugged it off. That told me he didn’t normally bottom, but he wouldn’t be opposed to it after we got a little more comfortable. After another bit of time, we snuggled up and dozed off.
Once again, we both slept poorly. I was up every five minutes throughout the night. I woke up exhausted. To make matters worse, it was incredibly gloomy and rainy, and he didn’t have to go to work. I did. He sprawled out on the couch in his briefs. He certainly didn’t have a problem stripping down in front of me anymore. He sat there visually teasing me while I got dressed. I came over and joined him on the couch for the little time I had left before I needed to make my way to work. I needed to get a little before I left. The teasing was a little too much for me. I stood, gave him a kiss, gave his package a gentle little squeeze and made my way across town.
Follow @onegayatatimeThe Milkman
Posted by One Gay at a Time in Gay Dating on April 13, 2012
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…
Periodically I get slightly outlandish requests from men on Grindr. Some want to pay me to suck on my toes and lick my feet. Some are looking for very kinky things. Some just want to give a bl*wjob. To be honest, this was never something I have ever craved giving. It’s part of my bedroom repertoire, but it’s never something I’m just really itching to do without getting some reciprocation. This isn’t always the case with Grindr, adam4adam and ManHunt men.
On the night before St. Patty’s day in Hoboken, I received a bunch of Grindr messages from a guy who’d been asking to come over and give me a bl*wjob before work on numerous occasions. I was laying in bed watching TV and saw no harm in a little oral pleasure. As the conversation continued, he went dark, and I went to bed.
As per my usual, the next morning, I woke up horny. I had multiple messages from “The Milkman.” I conversed with him on the subject for a little bit. He apologized for dozing off the night before and never coming over. He seriously wanted to make it up to me. “I’ll make up for last night. I swear! You won’t regret it. I’m that good!” He was at his apartment waiting for his friends to wake up. They spent the night in anticipation of the local holiday. I told him I was still in bed and was horny. He immediately offered to come over and service me, but he wouldn’t be able to do it until 12:30. By then, my roommate would have my apartment filled with her friends. That would prove to be a logistical nightmare to sneak him in. Not that I need to sneak him in, but I don’t need a bunch of fresh college grad girls running their mouths about me.
He continued to push me to figure out a way to make it happen. “You can drink a beer while I do it,” he added. He had to wait until 12:30 because that was when his group was heading to the bar. He would double back and come over to my place. I explained the party and told him I’d have to sneak him in the back door. He seemed to be game with the plan. I questioned what I’d have to do for him, and he immediately told me nothing. He just really wanted to service me. He wasn’t the best looking guy, but he wasn’t ugly either. I was okay with the situation as long as I didn’t have to service him.
We started getting graphic, but also discussed safety. We didn’t really know each other. We didn’t want to do anything too risky. I was all riled up and having a hard time not finishing myself off right then and there. I told him to just come over then, but he wouldn’t sneak out on his friends. I was so horny. “I can’t. My girl is here. Wait. You’ll get it.” WHAT!? His girl? Guess he had a girlfriend. That was none of my business. If he wasn’t doing it with me, it’d be some other guy. It was obvious we weren’t going to form a relationship out of this, so it was no skin off my back. I did question him on it, and he explained it was a terminal relationship. It was already on life-support. He told me not to touch myself. “Think about baseball or grandmas,” he added. With that, I went and took a shower to pass the time before his arrival.
When he got to the door, he texted. I buzzed him in and he climbed the back staircase. It took a few attempts and close calls before I opened the door and he came straight into my bedroom and closed the door. When I told him a girl just walked past the door, he responded, “This is crazy bro.” Everyone was finally in the kitchen, and I assumed I pulled it off.
We chatted a bit about our previous conversation and our plans for the day while we shared a beer. He seemed like a reasonable guy. Very down-to-earth and realistic. He wasn’t the most fit guy, but he was a fun character. He was also very anxious to get my pants off.
Warning: The following may be too graphic for some. I sat on the bed, and he pulled my shorts down. He was very pleased with what he saw, and he went to town. I took the opportunity to use my hands to fondle him through his pants. He quickly became aroused, which further increased my arousal. He continued for some time before I moved up on the bed. He came around my side, and I undid his pants so I could really feel him. It didn’t take much longer before I was on the edge of climax. He back his head away and began to use his hand while I finished in quite a fountain show. I think we both loved every second of it. He really was as good as he made himself out to be.
While I toweled off, I asked him about his girlfriend. He told me he was ready to dump her. He also mentioned many of his friends already knew he was gay. I wasn’t fully buying any of his stories. They all seemed just a little too convenient.
The conversation then turned on me. He told me how good-looking I was. He enjoyed my strong features. I complain about my nose quite often and am seriously considering getting it fixed. When I mentioned this, he heavily protested. “You have a very strong Roman nose. Don’t change a thing about it,” he protested. I told him that was the nicest way anyone has ever described my big nose before. We both laughed. “No. But really. It’s great. That and your strong chin. You’re a very handsome man,” he added. I was blushing.
Shortly after, we snuck him back out the door when the coast was clear. Five minutes later, I received a text from him: “Thanks! You’re a pretty rad guy!… And stop picking on that face. You’re a f#ckin’ knockout!” This was the first time anyone had ever thanked me for them giving me a bl*wjob. I replied, “If anyone should be saying thank you, it’s me.” He told me any time I wanted him to come over, he’d be all over it. “I’d love to have a regular thing where I swing by in the morning before work a few times a week,” he said. He really was like the milkman.
I polished off my beer and walked out to the kitchen. I wasn’t as sneaky as I thought. My male roommate and his girlfriend noticed him come in. They didn’t care and didn’t judge me. When I told them the full story, they actually gave me a high-five. I walked to the fridge and grabbed another beer. I had a long day of drinking in front of me…
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Late Night Snack
Posted by One Gay at a Time in Gay Dating on April 3, 2012
After my tryst with the Armenian and the Asian, I decided to order some real dinner. This was the last night I was on the company dollar, so I ordered some room service. While I waited, I chatted with the guy who wanted to come by later in the night. I sat and ate my meal in bed with just the TV to keep me company. I was feeling lonely, which is such a strange emotional state to be in considering I’d just shared one of the most intimate acts with two other men.
When midnight arrived, I started texting my late night snack. I asked him what he thought his E.T.A. would be. He told me it was still up the air, but he was definitely coming by. He was out with friends and would swing by on his way home.
Finally, around 2:00am, he texted he was finding parking and would be by shortly. Ten minutes later, I had a knock at the door, for the third time in a matter of hours.
He was a very nice polite black man who was anxious to spend some time with me. He seemed very young and innocent. We chatted a bit while sitting on the bed before any action began. It was getting late, and as rude as this sounds, I was ready to get it in and go to bed. I wanted a nightcap so I could doze off soundly till the morning.
Warning: The following may be too graphic for some. We had A LOT of foreplay and prep before anything happened. He really wanted to cuddle for a long time before we could even get frisky. I was almost ready to call it quits and ask him to leave. It was getting late, and I was getting tired.
There was a lot of kissing. A lot of heavy petting. A lot of licking and sucking. Finally, he was ready and got into position for me to penetrate him. I could tell this wasn’t a guy who gave it up to just anyone. Normally, I’m really into the foreplay and making out, but I’d already had my engine warmed up earlier that evening. In fact, the car had been taken around the block a few times.
I’d saved my climax for him and quickly learned this was a big mistake. He was very bad. We didn’t go for very long because I really wasn’t getting anything out of it. Finally, I stopped and rolled onto my back. I tossed yet another condom in the trash and started taking care of myself. He laid next to me and asked me to finish on his chest. I obliged his request, and he followed suit shortly after.
I knew he was going to be a lingerer. I tried to cut that off at the pass. I humored him for a short bit of time before I finally spoke up and said how I needed to get to bed. It was past 3:00am. It was time for him to go! He got the hint and got dressed. While he did so, he asked if we could hang out again while I was in town. He told me how much he enjoyed himself. I didn’t shoot him down, but I didn’t exactly give him the answer he was looking for. I told him I’d have to see what my schedule allowed for. I told him I was trying to get the most out of my vacation in L.A.
With that, I said goodbye, shut the door, showered all the men of the night away, and climbed into bed to dream about the sunny sandy beach I would be visiting the following day.
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 
Superman Returns
Posted by One Gay at a Time in Gay Dating on May 30, 2012
Sunday, I made plans with my Superman — My Clark Kent. I was very excited and could hardly wait.
I texted him and invited him to come over to Hoboken. We would take the motorcycle out for a ride before the movie. I ran a lot of errands that morning in anticipation of his arrival later in the afternoon. As the day progressed, the weather looked like it would cooperate less and less. The sky was covered with clouds and the wind picked up significantly. It looked like it would rain any minute.
I texted CK and suggested we hold off on the ride, and I just come into the city to see the movie. It would make things less complicated, and it would give him something to look forward to in the future.
He agreed with the new plan. I met him at his apartment with plenty of time to catch the movie. He suggested we hit up the rooftop since I didn’t get to see it the first time I was there. How could I say no to that? When I got to his apartment, we went directly up to the roof. We spent time checking out the sights, cuddling and taking pictures like we’ve been a couple for a year already. I was crushing hard!
We sat and talked, and he suggested we catch a later showing so we could relax and not have to rush to the theater. I wasn’t going to object to anything at this point. I was so happy. I was just going to go with the flow.
We finally made our way to the theater. He insisted on buying my ticket. I protested since there was no reason I couldn’t pay for myself, but he continued to insist. He wanted this to be his treat. I relented, but was sure to pick up the tab for the pretzel bites and soda.
We made our way into the theater and got great seats. Almost immediately, the PDA began between us. It wasn’t gag yourself PDA. We were simply holding hands or caressing each other’s arms. It was my kind of PDA. I was quite enjoying myself!
We held hands while we walked and at times put our arms around each other. I could hear a lot of people making comments, and some even began to shout or hoot and holler at us. A few of the comments were jeers and a few were shouts of support. This was not something I was used to, but it was something I would have to learn to shrug off. I’d walked through the city being affectionate with other guys before, but it never gathered this type of reaction. At one point, CK acknowledged the comments, asking, “Are they still honking at us?” I told him I thought so, and we kept walking. Frankly, I was a little surprised by it all. We were in midtown west — Smack dab between Chelsea and HK, two of the gayest neighborhoods in NYC. I had a feeling a lot of the commenters were out-of-towners, and many of them were young guys.
When we got away from the crowds, he commented how he liked how I was into the hand holding. “Not all guys are into it. I’m glad you like it,” he added. I told him I liked little signs of affection, but I wasn’t into the far more obvious public displays. I told him I’m not much for making out in public.
He also mentioned the idea that had we planned better, I could have brought clothes to wear to work the next day and spent the night, however, he was happy we weren’t taking things for granted. He was happy with the pace of things, even though he wouldn’t have been opposed to sharing his bed with me.
We laid on one of the outdoor couches together and got comfortable while we ate our ice cream. We talked for a while before we ended up making out. Things stepped up to the next level when he undid my belt and began orally pleasuring me with one eye on the door. It was risky but I wasn’t fully exposed. I liked his passion and excitement. I’d finally met my match in terms of a decent, normal guy with a healthy sexual appetite.
After some time, he asked, “You wanna continue this downstairs in my apartment?” I told him I was totally game, and we descended the stairs.
Warning: The following may be too graphic for some. It wasn’t long before we were both naked in his bed. There was significant foreplay before he asked if I wanted to penetrate him. I was completely engulfed in our passionate romp and nodded my head in definitive agreement. “Yes! Like no other!” I added.
Then, I’m not sure how things switched so quickly, but as I was grinding on his backside, and stopped to put on a condom, he turned to me and said, “Can I f*ck you?” A long time ago, I made a rule for myself I would not bottom for a guy unless we were in a relationship. It wasn’t something I really enjoyed, so only special guys would receive the privilege. I had very strong feelings for him. I wanted to share something special with him already. I could hear A’s voice in my head telling me no sex until the third date, but that voice in my head was no comparison to the passion of my other head. After all that thinking, I said, “Yes.”
Like that, he started making out with me, and he had me on my back. While we were making out, I set the open condom down on the bed. He was already putting it on. I thought he was going to top me after I topped him. I didn’t realize I was giving up my position first. I was a little disappointed, but I let it happen anyway.
This time was much easier. He slid in with no problem, and began gyrating. It’d been some time since my prostate was stimulated like that, so part of it was discomfort and part was unexplainable pleasure. I never finish from bottoming, but I always have a full-body experience. I rarely can walk afterwards — Not because I’m so sore but more so because my legs go limp.
He continued until he was close, pulled out, ripped off the condom and shot all over my chest. It was very hot to watch him explode with gratification. He expressed how great everything felt, and we both laid there incapacitated. He told me how awesome he thought it was that I would flip so readily and let him top me. I told him I thought it was the best way for any healthy relationship. Both partners get to experience it all. Even though I didn’t always enjoy bottoming, I found it to be the ideal situation.
We cuddled for hours after that. We even dozed off for a period. When I woke, it was two am. I checked the schedule for the next PATH and made sure I was on it at 2:30. I said goodbye to him with a very passionate kiss, and we talked about when we’d get to see each other next. It was clear I couldn’t get enough of him. Now, the question was, did he feel the same way about me?
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