Posts Tagged smile
I have a generous amount of vacation days, as I did a very good job negotiating when I was hired at my job. I don’t, however, have friends who share the same luck. They can either take the time off and have no money to travel, or they have money, but can’t get away from work. On top of this, being single leaves me only with the option to travel – Alone. I don’t enjoy this. As a result, I build up all these vacation days and never use them.
When the new year arrives, I have until the end of March to use up all the days I carried over. As a result, I start giving myself four day work-weeks and have staycations. I decided to take Monday off after the local holiday in Hoboken. As per my usual, I woke up horny and turned to Grindr. I tried to get one guy I’d been flirting with to come to my place. He lived in the city in Harlem, so no matter how hard I tried, he was not going to come to Hoboken.
After him, I went through a ton of Grindr guys trying to find someone to come over for some morning fun. None were biting. I turned Grindr off after what I’m sure was over an hour of surfing, and hopped on the computer. I thought I would give adam4adam a shot. I had messaged a few guys, but I wasn’t getting a response. That was until I found one guy who is 26 and worked in the area.
He was a good-looking guy, as per his profile pictures. We began exchanging messages. He unlocked his pictures, and I got a glimpse of his face finally. He was a very sexy, light-skinned black man. He had this college jock look about him, and I was very turned on. His body was fit, he was clean-cut, and his smile was utterly adorable.
I asked him if he’d be free later to swing by. He had a light day at work since his boss was out of the office. We discussed logistics since he worked in neighboring Jersey City. He could either take a cab or the light rail to my place. I gave him all his options, and we made a plan for him to come by around 4:00. I learned he was usually a top, but he was willing to bottom for me. This was extra exciting to me, because I had greater hope he’d be a more masculine man than most typical bottoms.
When he arrived, I was immediately taken back by how sexy he was in his work clothes. Then I noticed his incredible blue eyes. He looked just like Michael Ealy. He was very masculine and had on slacks, a dress shirt, a tie and an incredible smile. He wasn’t nervous about this at all, which I found to be very sexy. I led him into my room, and he immediately began undressing himself. I liked his matter-of-factness — His “I know the drill” style. I sat on the bed talking to him as he undid his tie, stripped off his shirt, removed his shoes and took off his pants.
Warning: The following may be too graphic for some. The man had an amazing body. I was very pleased. I could tell he takes good care of his body, and I was ready to ravage it. I wanted to touch every inch of his milk chocolate colored skin. I was still sitting on the bed in my gym shorts and tank top when he unexpectedly took off his boxer briefs as well. If I wasn’t already excited before, now I was rock hard. He walked toward me as I stood and removed my clothes as well.
He was a well gifted man, and once we were both fully undressed, we laid on the bed with him on top of me making out for a bit. He had amazing lips and knew how to use them. He had a strong body, and I enjoyed wrapping my arms around him. It was hot! We began to fool around and explore each other’s bodies.
Ater some making out and mutual oral pleasure, he got into position for me to use some of the techniques I’d read in Tickle My Tush. I knew he was normally a top, so I took the time to make sure he was fully ready and not rush things. I was enjoying myself as well. He seemed to be really enjoying himself as well from the sound of things.
That’s when I reached over the edge of the bed to my nightstand and grabbed a condom and some lube. He was face down on the bed in front of me, and the real fun was about to begin. I really enjoyed being up against his body and feeling him. He may not have been a bottom, but he sure was passionate in the bedroom and knew how to use his body. The sex was great, and eventually he finished. Seconds after that I too pulled back and finished. It was very hot! I grabbed a towel to clean up his back and the sheets below while we exchanged a few more kisses and expressed our enjoyment with each other.
Just as he undressed like he knew the drill, he began to get dressed. I learned he was heading back to work. I was surprised because he lived in the city. I assumed I was a pit stop on the way home. I felt bad for him he had to return to the office, but I didn’t regret inviting him over. I had a great time with him and would certainly be willing to have him swing by again sometime.
I walked him to the door and gave him another kiss goodbye. He was such a polite gentleman. I could tell him momma did a good job raising him. He thanked me, to which I replied, “Thank me!? Thank you! That was great! Anytime you want to do this again, you know how to reach me.” And with that, he was gone.
In the coming weeks, we’d try to do it again, but he was having a busy week. I could tell he was more than just a hot body, so after that, I asked him if he’d ever be interested in grabbing a drink sometime, but I got no response. Perhaps he will just remain a fond memory of a day off…
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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…
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In my Grindr surfing, I’d hit up more than a handful of guys. I struck up a few conversations and blocked a few I wasn’t interested in, but since I don’t pay for Grindr Xtra (I refuse to pay for the service on principle), there were a lot of guys floating around my screen in no man’s land. I casually kept a conversation going with a handful since I’d be there a few days and wanted to keep my options open.
On in particular didn’t really stand out from the crowd. We had weak conversation going — Just the pleasantries. “Hey. What’s up? What brings you to Grindr?” etc.
When I woke, I called Hertz and confirmed they would be picking me up that morning to take me to the lot. A woman drove me while I chatted some more on Grindr. Of course, when I got there they upsold me: “My only compact is at the car wash. You can wait, or for $10 more a day, you can take the convertible.” “Sold!” I exclaimed. I was like a kid in a candy store. I immediately put the top down and sped off back to my hotel. I couldn’t wait to hit the beach!
While I ate my breakfast in the hotel restaurant, I continued to poke around Grindr. I had plans to go to the beach that day, but I would be returning in the evening. Maybe I could find someone to hang out or hit up the bars.
The guy I’d briefly chatted with the previous evening messaged me once again and said, “Good morning.” We talked about what we had planned for the day. I mentioned my plans to hit up the beach when he replied, “What time should I be ready.”
A huge smile lit up my face. “How bout now?” I quickly shot back. Much to my surprise, he was just as serious as I was. “I have a few errands to run, but I can be ready at 11:00,” he added. That was in a half hour. “Perfect. I just got back from picking up my rental, and I’m eating breakfast now. Shoot me your address, and I’ll swing by around 11:00 to get you,” I said.
I gathered my beach things, hopped in the car and sped off to pick up my beach buddy. When I arrived in front, I called him, and he came out. I had only seen a few pictures, but was pleasantly surprised that he was a masculine good-looking man. This was going to be a good day!
We introduced ourselves, and I thanked him for joining me. I immediately asked him if he knew the area and told him my plans to go to Manhattan Beach. He agreed that was the best idea, but told me he had no idea how to get there. I told him he’d be playing navigator while I drove.
We talked casually about our different and similar Grindr experiences. This guy was real. He was very open about things and seemed very smart and very savvy. The longer the conversation drew on, the more I liked this guy. It was an extremely risky move to pick a stranger up in a car and spend the day with him, but it was really paying off. For once, luck was in my favor.
I learned a lot as we drove to the coast. He told me all about his job and what he wants to be doing in the future. I told him about my job, and he asked a lot of questions. He really wanted to know the intricacies of my day-to-day. It was quite apparent we were both really digging each other, and the conversation was so casual like we were friends for years.
On top of it all, he was chivalrous and super sweet. Everything he said came with a gentleman’s tone. He wasn’t self-centered, and from the stories he told, I could tell he was a popular, well-liked guy.
This was turning out to be a pretty great trip, and I was just getting started…
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Yesterday I was shocked to receive a comment telling me I’ve been nominated for the TMI Award. I was pleasantly surprised from this great honor.
Id like to thank sensiboutique.com for blowing my mind with this great award.
The TMI Blog Award honors those blogs that discuss everything in detail and do it well. These bloggers aren’t afraid to discuss their most awkward, embarrassing and intimate experiences with honesty, humor and little to no filter.

Here are the rules
- Thank the person who presented you with the award.
- Link back to the blogger who presented the award to you.
- Share an awkward, embarrassing and intimate story in 250 words or less.
- Copy and paste the blog award on your blog.
- Present the TMI Blog Award to 5 – 10 deserving blogs.
- Let them know they have been chosen by leaving a comment at their blog.
Back to your regularly scheduled (oversharing) program…
After yet another failed date, I tried to see what other fish I could snag. It’d been a few months since my last relationship, and I was hungry for something real. It’d been even longer than a few months since I had that.
I was spending a lot of time on Grindr, Manhunt, Adam4adam.com, and OKCupid searching for Mr. Right while trying to convince myself to ignore Mr. Right Now.
I started to chat with a few guys, but work had other plans for me. I was being sent out to L.A. for a few days. I’m certainly not complaining, because this is one of the best places I’ve been sent to date. I even decided to extend my stay while I was out there. I told my boss I would be staying through Sunday night and coming back on the redeye (on my own dollar of course). The few guys whose interest I peaked would have to be patient and wait until I returned to the East Coast.
I chatted with my roommate before I left for L.A. I was debating how to spend my time out there. I knew I wanted to bask in the sun end get a head start on some color. But, would I be consulting Grindr while out there, or would I be using the time to find my center once again? A big part of me noticed I was getting out of control again, but another part of me asked, why not? I was single I could live it up. I decided I would make a game-time decision.
I landed a few hours ahead of the rest of my team. This was by my own design so I could relax by the pool for a few hours before digging in. It was one of my better ideas recently, because when I landed, the weather was gorgeous. After two short hours, I got a text from the team they’d arrived. I met them at the conference room, and they all commented on how I’d already gotten some color.
I continued to work the rest of the evening, and we went out for dinner after a longs day’s work. I had fun with this team. It wasn’t the usual stuffy crowd. This crew had level heads on their shoulders.
The next day, we presented like rock stars. I told my team how great they did and how I was going to use them as a case study going forward with all my other teams.
After we all went out for a spectacular lunch, I said goodbye as they all jetted off to the airport. For me, it was back to the pool.
While I laid there, of course I pulled out my friend Grindr. I wanted to see the talent in the Glendale area (where my hotel was). I managed to find a decent amount of guys and even started chatting with a few of them. Of course, against my better judgment, I decided to have some fun. I found a guy who was looking for fun as well, and I told him to come by. He happened to be driving through the neighborhood, so he obliged.

I made my way back to my room and waited for him to arrive. When I heard a knock at the door, I greeted a man who I can only guess was some sort of Armenian type. I really had no clue though. He had a decent body, and we got right down to business.
Warning: The following may be too graphic for some. We made out a bit until he laid back on the bed with his legs in the air. I pulled out a condom and gave him what he was asking for. He certainly liked it — I could tell because he continued to tell me how much he enjoyed it. He was a good bottom, and I had a good time. After some time, he finished all over his chest. Shortly after, I added to the fun as a smile crossed both our faces. I handed him a towel and he cleaned up in my bathroom.
As he dressed himself, he mentioned how nice it was to have a good top around. Apparently, the Glendale area had too many bottoms and not enough tops. I wasn’t sure if this was a good thing or a bad thing for me concerning the remainder of my trip.
He was also very realistic about what transpired. We both treated it very transactional. He didn’t stick around afterwards or linger. He realized we were both there to satiate the animal within, and when we’d had our fill, he peaced out. He was a body, and I was a body. That’s all. I never knew his name. I didn’t even have his phone number.
I never would have thought I could have this mentality when I think back a year ago. I was telling N nearly a year before this how I don’t think I could ever have emotionless sex. I always thought I would only have sex with passion and love back then. I wasn’t thrilled with my transformation. I would have preferred to stay the same, but I’d already realized how enjoyable sex can be.
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Once again I had a Friday off from work, and once again I found my libido taking over my ability to reason. I woke up that morning feeling frisky, and of course I pulled up Grindr to see who was around.
I went through a lot of guys and even started acting like all the other guys I hate on Grindr. I was skipping the pleasantries and getting right to the point. I knew I needed to find a guy who was simply looking for one thing. I didn’t want a guy who would linger or keep calling. I just wanted my libido satisfied.
I finally found a guy who seemed to be interested. He was a black man who had an amazing body. When I gave him my proposition, he surprisingly responded with a reasonable response. He didn’t normally seek out hookups, but he understood the periodic need to satiate the animal within. He wasn’t completely comfortable with just coming to my apartment and jumping into bed. He wanted to meet me in person first. I learned we both went to NYSC, so we agreed to meet at the gym and take things from there.
I get no service when I’m at the gym since it’s completely underground. I texted him just before entering “the cave” telling him what I was wearing and that I’d arrived. I worked out for nearly an hour, and he hadn’t made an appearance. I assumed he stood me up. I actually walked upstairs until I got service to exchange a few texts with him. He was on his way. I informed him I was nearly done my workout. I guess my libido was slowly fading with the endorphins of working out.
I was doing my last circuit of abs before I was ready to head out when I finally saw him emerge from the locker room. He came right over to the mat. I smiled as he approached, and he laid down next to me. He started doing sit-ups at a rapid pace — So much so that his shirt began to lift and expose his abs and the tiny shorts that barely covered him, exposing a majority of his jock strap. It certainly wasn’t anything I’d attend the gym wearing, but I could tell he was a bit of an exhibitionist.
The whole time, I waited for him to get my attention and say something, but he never did. After a few sets, he got up and walked away. I assumed he wasn’t interested. Apparently, I’d just been rejected without a word. It was quite a blow to the ego. Maybe I needed to stay at the gym a little longer.
I made my way into the locker room to change when I discovered him getting undressed right next to my locker. He was standing there in his jock strap putting his clothes into his locker when he stepped back and removed the jock as well. He was quite the “gifted” man. Of course I was sneaking a peek every chance I got. It’d been a while since I’d seen someone so “gifted” in person. It was very difficult to hide my own excitement in my gym shorts. I needed to leave before I got really excited and someone took notice.
He grabbed a towel and made his way towards the showers. It was just the tease I needed to get my engine revving again. Looks like it was going to be the computer and me when I got home.
As I left, I texted him declaring my disappointment at his lack of interest. He responded back almost immediately, “Did you leave?” I explained to him I was done my workout and thought he wasn’t interested, so I was heading home. He told me he was definitely interested, and he just didn’t want to interrupt my rhythm. He told me he’d be over in a short bit.
When he arrived, we sat on my bed chatting a bit. He was a freelance journalist over in New Jersey covering the Whitney Houston funeral. He seemed like a really intelligent down-to-earth guy. It made the hookup a little more relaxed and less transactional.
Warning: The following may be too graphic for some. Things started to get hot and heavy, and we both found ourselves naked enjoying each other’s embrace. After a short while, I took out a condom and some lube while he relaxed on his back. We were going at it for a little while when I accidentally slipped out of him. I wasn’t the only thing to fall out however. I sincerely hope my face didn’t show what was going through my mind at the time. This wasn’t as bad as the guy in San Francisco, but it certainly wasn’t pleasant. There was a pea-sized nugget laying on my sheets at the base of his behind. If this was going to keep happening, I was going to learn to be celibate.
I quickly improvised and suggested we continue our activities in the shower. We had some fun in there until we returned to the bed. I did my best to avoid the nugget while we both tried to finish ourselves off. Finally, I climaxed (I’m amazed I was able to with everything going on around me).
He informed me it would be a long time before he was able to finish himself. Apparently, he had similar issues to my own. I was happy in the realization my symptoms were finally lessening, and I was able to relax and finish more readily.
He got dressed, and I said goodbye to him. About ten minutes later, after immediately throwing my sheets into the washing machine, I received a text from him. He’d left a bracelet behind — And it was very important to him.
DAMNIT! I was going to have to see him again. I told him I’d bring it into the city sometime, but he suggested he would collect it over the weekend the next time we were both heading to the gym.
In the end, we needed to plan an evening for him to swing by and pick it up, but this time I told him, “No sex.” He stopped by for all of thirty seconds while I handed it to him through the door, never to be seen again.
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I’ve been on Grindr for quite some time now. I’ve come to remember certain things about certain guys on there. I recognize when new guys come up, and I recognize when guys I’ve spoken to in the past pop up as well.
N and I have always had an awkward relationship when it came to Grindr. It was how we met, but it was also the catalyst for him cheating on me (and me cheating on him).
After I broke up with Smiles, he asked me to keep a lookout for a guy impersonating him on there. I was so thrilled he found an opportunity to capitalize on my failing relationship in some way. It was so typical of him. He’d also mentioned that a friend found me on there shortly after breaking up with Smiles. The story he gave me sounded like such b.s. I could see right through it. I could tell he had a secret profile himself because what he proposed happened would never have happened. He had a serious boyfriend, and I seriously suspected he was still using the app, just on the dl this time.
One day, I thought I discovered his secret profile. The language he used in the description was spot on for things he’s said on his profile in the past. There also was no picture attached, so his boyfriend wouldn’t be able to find him if he tried. I messaged the profile saying: “Is this [Neighbor’s] secret profile?”
It took a long time, maybe a day perhaps, but the profile responded to me. He asked if he knew me, but I played dumb. I proposed my idea of who he was, but he wasn’t answering me straight. Finally, he said he wasn’t who I thought he was.
We started to chat about different things. He asked where I lived. I told him where I live and where I’d recently moved from. He commented about how I’ve lived in the back end of Hoboken for the most part. I told him I care more about what was inside my apartment than where I lived location wise.
He asked what gym I go to, and I told him. I told him my reservations about NYSC based on the stories N told me, as well as many of even my straight friends. He told me how he felt the same way, and because of this, he goes to Club H.
When I was detailing the sketchiness I knew about NYSC, he became more curious. He asked what my ex told me went down there. I told him he told me guys rub and tug in the steam room. I told him my ex told me about participating once before he met me. An older gentleman walked over to him and lifted off his towel, exposing him. He then proceeded to blow him. I was shocked by this because anyone could walk in at any time. He told me he was never able to stretch in there because guys were constantly dropping their towels at him and propositioning him.
He then started asking a lot of questions about my ex. He asked why we broke up. I told him about catching him flirting with other guys on Grindr and sending naked pictures of himself to other guys “he was just messaging to be friends with.” He asked if I had a picture of him, so I looked through my phone and sent it. I felt a little guilty, but then again I didn’t. N certainly didn’t show me the respect I deserved, so why should I give him respect in return. Besides, I wasn’t really doing anything wrong. I was only telling the truth, and the picture I sent was fully clothed. At this point, I still wasn’t sure he wasn’t N pretending to be someone else to pump me for information, but like I said, I wasn’t saying anything untrue. I was being honest and civilized about it.
“No offense, but he’s not very good looking,” he added. I smiled from ear to ear. “Like my apartments, I choose my men based more on what’s on the inside,” I told him. I chuckled in my mind and out-loud because N always thought he was an adonis. He was decently attractive, but not enough to warrant his ego. He went on to insult his looks further. At this point, I had a feeling it wasn’t N or one of his friends.
Then he asked if he was good in bed. I told him I didn’t want to talk about my ex anymore and tried to change the subject. “That means no, haha,” he joked. I said, “Not necessarily. He was new when he met me. I broke him in and showed him the ropes. I put in all the legwork for his current boyfriend.” “How do you feel about that? Does that make you mad?” he asked. I told him I didn’t care anymore. It wasn’t my concern, and we weren’t exactly friends anymore. I told him how I’d put in the effort to continue to be his friend, but I couldn’t be bothered anymore. When he asked why we’re barely friends, I told him about how N never put in any effort toward friendship unless there was something in it for him. “He’s too conceited, that’s why,” I added.
At this point, I was a little suspect this guy was the one who was impersonating N on Grindr. It seemed he knew something or was pumping me for information, because every time I would try to change the subject, he would circle back. Once again, I just answered all the questions I was asked honestly. I asked him to send me pictures, which he did. I’d never seen him before. I started to ask him what brought him to Grindr, and I immediately was blocked by him. It was a very unusual turn of events. I was highly annoyed, but there was nothing I could do about it. I shrugged it off, and went on with my day.
I knew this wasn’t the end of it. I knew there would be some hell to pay, but I was ready for it. That, and I DIDN’T CARE! Screw him. He wasn’t adding any value to my life. He was one of the exs I no longer needed to concern myself with.
Of course, while traveling for business the next day, I received a text from N: “Hey bud… So this is going to be random. But you never spoke to anyone about me on Grindr recently have you?” Yup. I was right. It was someone pumping me for information so they could run back to him with it in some fashion.
I decided this wasn’t worth my time. I didn’t respond. I just laughed out loud to myself and put my phone away. It was my turn to talk to other guys on Grindr.
I told all my friends about what happened, and they loved it. They have not been a fan of his since they learned all the sh*t he was pulling behind my back. He was useless dead weight in my life, and it was time to cut him free. I no longer needed that baggage. He proved he didn’t care enough to keep me a part of his life. I was going to spend more time concentrating on my good friends and new lovers. I was done living in the past.
That night, I texted the southern guy to see when we were actually going to get together. We’d had two great hour long phone conversations. I was looking forward to meeting him in person. I asked what he was up to the following night, and he responded back, “Yeah… I have a date, LOL.” I was p*ssed. He had a lot of nerve. He knew I was interested. I made that clear. It was incredibly rude to respond in that way. What was laugh out loud worthy of that!? I didn’t want to give him the benefit of an angry response, so I just said, “Enjoy. I take it you’ve lost interest then?”
“No, I just met someone last week at work (since I barely have a life outside of it) and we’ve had a few dates. Seeing where it’s going. We haven’t even kissed yet,” he detailed. “Not gonna lie. I’m pretty disappointed. Been trying to meet up with you for weeks. Nothing I can do about it though,” I told him. I was hurt, but I wanted to be honest. He tried consoling me by saying: “I’m sorry. It just happened. It doesn’t mean we can’t grab a drink. I just want to be completely up front. The opposite of the guys up here who are dating and f*cking 7 people at a time.” I wasn’t going to play this game. “Well my friend, the ball is in your court. You know how to reach me if you’re ever up for that drink…” I was done chasing men who showed no interest in dating me. I had better things to do with my time.
I also made a new rule. I was no longer going to try to date flakes who worked at Ralph Lauren. This was the fourth guy who worked there who burned me. I know this sounds petty, but I wasn’t about to let it happen again…
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Since I’ve been slacking, I’m going to make it up to you this week. Hope you don’t have a busy week, because you’ve got a lot of content coming your way!
For as long as I can remember, I was trying to nail down a date with a specific guy I met on adam4adam.com. He had the cutest smile that could light up a room (in case you haven’t noticed — and I’m just coming to this realization — I’m a sucker for smiles). He messaged a few times on a4a, but nothing ever materialized.
Months passed, but I could never seem to get him to meet me. He’d show a lot of interest, and then he’d disappear for a bit. Like the ocean, it was a constant ebb and flow with him. Finally, I just flat out gave up on him, and I didn’t hear from him again. When I broke up with Smiles, I went back through my saved messages and decided to hit him up and see if this time would be different.
Ironically enough, I learned he moved out of the city. He was originally from Connecticut, and he moved back home with his parents to save a little money. It seemed now he was interested in finally meeting me, just when it would be most difficult. We discussed many evenings as possibilities to grab a drink before we finally found a good day to grab lunch. Even then, we were playing things by ear.
Of course, this didn’t happen. He had to cancel on me. However, he proposed raincheck options. He agreed to meet me for a drink one night after work on his way to Grand Central to hop on Metro North to CT. I did some research to find a bar that would be convenient for both of us. We set a time, and I told him to meet me at Annie Moran’s by Grand Central Station.
I was already having reservations about this guy. Was this how it was going to be all the time. Quick rendezvous before he went home? I finished work before him, so I decided to walk there instead of taking a subway or cab. It was raining lightly, so I broke out my umbrella, however I wasn’t walking alone. I had Grindr to keep me company while I walked. I’m such a whore. I was already looking for the next date before this one even got off the ground. But, it’s what you gotta do if you have an aversion to gay clubs. I stood outside the bar paging through profiles while I waited for him to arrive. He too was walking from work, and he worked about fifteen blocks away.
Just before he walked up, he gave me a call. I told him where I was, and when he saw me he hung up. As he walked towards me, he wasn’t quite what I was expecting. It wasn’t a bad thing; he was just smaller than I originally thought. We greeted each other with a handshake, and with that made our way into the bar. He offered to buy me a drink since I’d been waiting for him. I was in charge of watching our bags and trying to find a piece of real estate to stand/sit and chat.
He came back with the beers, and we dove into conversation. It was slow going at first, going through the standard order of questions. As he talked about his job in fashion, I noticed a bit of flamboyance coming through. I wasn’t thrilled, but it was far from a deal breaker. He was certainly cute (although he looked much cuter in his pictures before he cut his hair shorter).
We talked about family, work, his moving back home, where I live and grew up, commuting nightmares, etc. It was nice. I couldn’t quite tell if he was all that into me. I was starting to think he thought I was too “straight” for him. But, as the conversation progressed, his body language began to change. I realized he may have just been nervous. Once he relaxed, I could tell, he was flirting a little heavier. After the first beer, he asked if I wanted another. I gladly accepted. I figured he was going to dictate the end of the date since he was the one who had to catch a train. He told me all about his curfew and how he’d have to take a taxi if it got past a certain hour; his parents would no longer pick him up.
We talked about watching sports on TV and participating in them. Somehow skiing came up, and I told him my story about the first time I skied and how well I did. When the group next to us lef their table I snatched it, while he got us a third round of drinks. The date was going well, or at least I thought so.
While we sat, he took the opportunity to touch my leg periodically. I love that. It’s a surefire sign of interest. I returned the favor as well. I could tell there was a lot of sexual energy between us as well. We were both feeling it. We talked more about what we do for fun when we’er not working. He told me about his old apartment and how he still comes back into the city to do rotating dinner with friends at their respectful apartments. There were slight awkward pauses, but that can be warranted on a first date.
When he finished his third beer, he told me he had to be running for his train. I thanked him for picking up the tab, and I told him I would pay next time. “If there can be a next time,” I added. I walked him to the doors of Grand Central and said goodbye. He was lingering, and I could tell he wanted a kiss. I wasn’t sure his position on PDA, but I decided to go for it. I wanted a kiss, so I was going to get one. I leaned in with my arm behind his back and gave him a nice quick kiss goodbye. We agreed to find time to see each other again soon as we parted ways.
On my ride home, I took the opportunity to text him and let him know I thought he was cute. He told he had a great time, but also told me how he’d locked himself in the bathroom on the train. It was a really funny story, and I was happy to hear he had such a great sense of humor and easy-going personality. He told me he wanted to grab lunch later in the week, and I agreed. We would figure out a time that worked for us both. I was already looking forward to it…
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Christmas day had passed. My time home was coming to an end. I was happy to be home, but I was also anxious to get back to normal life.
The morning after Christmas, my father and I decided to do a little shopping to see if we could land any special deals to kill time. I would also finally be in cell phone service, so I could text Smiles and wish him a safe flight. When I got into service, I got an influx of text and picture messages. He’d sent me quite a few, keeping me updated on what he was up to. I really was missing him and quite anxious to get back to see him. I proposed we do dinner at my apartment since he had to postpone it before the holidays. He texted back in agreement. I was finally going to get to make us the standing rib roast. I told him I missed him, and he responded, “I miss you too! 🙂 “ I could have melted into a puddle right there. This was so unlike him to express his emotions like this, but I was eating it up!
The day after Christmas is always spent with my father’s side of the family. We all gather together for a nice potluck meal that rotates from house to house year to year. This side of the family has also shrunk significantly. My grandparents have been gone since I was quite young. My father’s brother is in rough shape these days from his battles with diabetes. His sister died a few years ago and her husband is in a nursing home. I rarely see their daughter, my cousin since she moved away and got married. That left one sister whose husband also passed away a few years ago. But as that generation was shrinking, another was growing in leaps in bounds. The living sister has 5 children, all of which are married and have become baby making machines. They now outnumber the four of us five to one.
The gathering is always a lively one with many children running about. Christmas is one of the two times I spend with this side of the family each year (the other being an annual family reunion). We also have an annual tradition of a “Yankee gift swap” or “white elephant sale” depending where you come from. The tradition has lost a lot of its allure as my cousins have adopted a new tradition of buying crap at Wal-Mart and Big Lots the day after Christmas for half price.
My sister and I had to work the Tuesday after Christmas, so around 5:00 we hopped in the car and made our way back to Hoboken. When I got back to my apartment and unloaded all my presents from home, I picked up the phone and called Smiles. Sadly, it went straight to voicemail. I was hoping to relax after a long car ride with some time talking to him, but alas, that wouldn’t be the case.
My roommate arrived home, and we swapped all our holiday stories. We plopped down on the couch and started to catch up on the programs we saved on the DVR. After some time, Smiles called. I think if you were in New Jersey when the phone rang, you may have seen a beacon of light in the sky that was my smile.
He told me about his trip home and the ordeal he went through. When he got back to the city, he’d gone out with one of his female friends for dinner. He devised a new plan to work out of her apartment going forward so he would be more productive than he was working out of his apartment. He felt if he had a place to go to every day that wasn’t in line of sight of his bed, he would get more done. I told him I thought it was a great idea. Even though they wouldn’t be coworkers, they could keep each other on task. Either that, or it would be a complete disaster, and they would be a constant distraction for each other.
I told him about my time home, my family and how the gift swap has become a sham. He laughed and told me about the rest of his time home with the family.
It wasn’t a long phone conversation, as our phone calls never are, but it certainly satisfied my hunger for Smiles. It would satiate me until I got to see him the following night when he came over for dinner.
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I was elated after my romantic dinner with Smiles. What started out as a crap shoot of a night turned out to be quite and evening for the two of us to grow our relationship.
And, like any morning I wake up next to a sexy man after a solid night’s sleep, I was ready for sex. Smiles, however, was not. I didn’t want to wake him, so I snuck out to the kitchen to brew coffee and make breakfast.
Shortly thereafter, Smiles joined me in the kitchen. He came up behind me while I was making eggs and sausage, wrapped his arms around me and planted a kiss on my neck. Now, this is how I like to spend my morning. He grabbed a stool and sat at the counter while I finished preparing breakfast. He detailed for me his back pain, so I did my best to massage it out. It was no use. The knot was huge and not going anywhere anytime soon. Smiles called his energy specialist and made an appointment for that afternoon.
After we finished breakfast, we hopped on my bike and made our way into the city. We were in a bit of a rush to get him to his appointment on time. I dropped him in front of the building and told him I’d join shortly. I was going to poke around the shops in Limelight since I’d never been. He looked a little disappointed I wasn’t coming up, so I made it a point not to dawdle in the shops. I walked up to the “office” and entered the door. I had no idea what to expect since I did not utilize these types of services. I barely even go to a regular physician.
When I walked in, an attractive man who I can only compare to Matthew McConaughey by the way he was dressed greeted me as I explained I was there with Smiles. He invited me into a room with six massage tables occupied by people of all ages and types. I sat on the couch while Smiles had his energy “fixed” watching this man work his magic. He took the time to explain and demonstrate things to me while he worked. I feel he felt the need to prove something to me as a skeptic.
When Smiles finished, he joined me on the couch. I have to admit, while a skeptic, I felt the knot before his energy session, and I also felt the absence of a knot after. It was impressive. When he composed himself, we got ready to leave. The specialist said to Smiles, “You didn’t tell me you were dating Ed Norton.” I know it was meant as a compliment, but I wasn’t sure if I saw it as one. Regardless, I smiled and said goodbye.
We hopped back on the motorcycle and made our way to Smiles’ apartment. He needed to shower before continuing with his day, so I sat on the couch waiting for him.
Warning: The following may be too graphic for some. When he was done, he walked towards me in a towel, and I took the opportunity to seduce him. I grabbed the towel and pulled him closer. The towel almost fell off, but instead just exposed his manhood to me while we kissed passionately. I took hold of his exposed member and began to pleasure him.
He backed away and said, “C’mon,” as he walked to the bedroom. He stripped off my clothes, and we hopped into bed. We were FINALLY having sex again. We rolled around between the sheets until he found his way on his back. Not only were we finally having sex, but I got to top again. With his legs on my shoulders, I told him I wanted to see him finish because I knew it was something that usually excited me enough to get me off.
Of course, this wasn’t the case once again for me. He expressed his desire to make me cum. At that moment, I knew it was going to be nearly impossible for me to finish. We talked shortly about the issue. I assured him it was through no fault of his own. I laid next to him and attempted to finish myself off, but I couldn’t conquer the pressure. After what felt like five minutes, I gave up and apologized.
Smiles rinsed off in the shower, and I followed shortly after. While he was in the shower, I tried to see if I was able to climax without him in the room. I wasn’t successful. But, while in the shower, I filed through my mental spank bank and was able to climax. I never told Smiles about that out of embarrassment and the struggle to figure out what was preventing me from fully enjoying sex.
I was still trying to get over the shame of my embarrassing moment while still trying to enjoy the fact we had good sex after a dry spell. I got dressed, and we discussed our plan for the day. We were heading out to Brooklyn to run some errands, but I was mostly concerned with trying to enjoy the day without harping on the afternoon’s uncomfortable exchange…
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