Posts Tagged ride

The Walls Closing In

One weekday, CK and I woke at my apartment, and I dragged him out of bed to toss around the medicine ball while we watched TV before work. I was motivated and a bit stressed, so I wanted to work out. We talked about working together to get our bodies back in shape before summer ended. It was miraculous I got him out of bed so quickly.

The planets aligned for us on the TV too. His favorite talking head, Rachel Maddow, was on my favorite talking head’s show, Real Time with Bill Maher. That was something we could both agree on.

When we were done working out, I made us some very healthy and delicious eggs for breakfast, if I do say so myself. Of course, because of our morning workout, we were a little delayed. We showered and got dressed quickly. On the way to the PATH, I wanted to grab a coffee, but CK was running later than he’d liked. He protested, and when I saw a long line, I passed. When we passed a second Dunkin Donuts, I told him I wanted to swing through. He’d apparently had enough and said goodbye on the spot. He wasn’t going to wait for me, and rightfully so. Better judgment kicked in, and I accompanied him to the PATH instead, where we rode together to his stop and gave each other a kiss goodbye.

Not only was I motivated to get my body in shape but also motivated to get my career in shape. Work was evolving drastically for me. I’d just taken on a new role I created for myself after chatting with my boss a few weeks prior. I pointed out our missed opportunity in the social media department and described how I could fill the void. After all, I had some experience in the social world (even though I couldn’t exactly show him my “portfolio”). I thought this could be the ticket to my future. Finally, I found something I could turn into a career instead of a job that generated me a paycheck. Something more than where work was just something I did between my time off. It wasn’t going to be easy, and there were bound to be a lot of speed bumps. However, it wasn’t anything I couldn’t handle.

That morning, I was really thrown a curveball I wasn’t expecting. I was called in for my review, and it was less than stellar. I had anticipated this, and it’s the main reason I approached my boss with the social media proposition in the first place.

Just when I didn’t think it could get any worse, I learned my boss was altering his role at the company as well. He was taking a far less active role, and it didn’t bode well for me. My day was heading downhill fast. Little did I know, but it was about to turn kamikaze. Not only was my boss taking on a lesser role, but we were also merging with another company.

My heart was in my throat for the remainder of the day. My first reaction was fear. Would I be a redundancy? Would I be laid off? As much as this was just a job for me, I needed it very much. I couldn’t even bring myself to text CK or call my family. I was very afraid, ashamed, embarrassed, the list goes one…

After that day came to a close, I woke the next day with some clarity. My next reaction was motivation. The fear began to wane, and I realized I needed to put all my efforts into my new venture. It wasn’t easy to get there, however, it was much easier to get through with the support of my man. I’d told him everything that was going on. He talked me down off the ledge when I was worried I’d lose my job and made me feel much better about the situation.

The fear wasn’t completely gone, and I needed an outlet for my stress. The coworker who left to work at CK’s company asked us to meet her for happy hour at the Standard Biergarten. I had been texting CK that afternoon and asked him to join us. He was being cryptic about what he wanted to do, and told me he may have to work late. I could tell he wasn’t really feeling it, but I really wanted to introduce him to my coworkers. He missed her going away drinks a few weeks earlier, so when this opportunity finally rose again to meet my coworkers, I was pretty persistent. He wasn’t digging it. He had a long day, and he wanted to go home and relax. I was really disappointed, but I also understood. We made plans for him to come to my place for the night when I got home.

Shortly after hearing he was heading home, we decided to leave the biergarten. I tried calling and texting CK, but I got radio silence for two hours. I wasn’t quite sure what was going on, so I decided to lace up and head out for a run. I needed to clear my head and work on my body again. I still couldn’t figure out why he wasn’t responding to me at all.

After my run, I finally got a text telling me he was heading my way. I started to make dinner, and when he texted me asking for a ride, I decided to go radio silent. Sure, I know it was petty, but I was in the middle of making dinner. I also didn’t appreciate him not getting back me when we’d discussed I’d call him when I was heading home.

When he arrived all that no longer mattered. We were both in good spirits because we were there to hug and comfort each other. That’s what it really comes down to at the end of the day, literally. I loved him, and he made me happy.

We sat and ate dinner together, but when I put my hand on his thigh, I felt something sticky/slimy. I pointed it out to him, and he didn’t have an explanation for it. My overactive mind immediately went to work connecting dots. Was it lube? Was that where he was for the two hours I couldn’t get ahold of him? I could go on for hours.

In turn, I got quiet. I was deep in thought and wasn’t quite sure what to say. After we ate, we sat on the couch watching TV. After some time, I suggested we head to bed. I was exhausted, and my head was spinning, but he wasn’t tired. Of course, we both fell asleep on the couch, waking up around three o’clock in the morning, finally moving to my bed.

I tried to put all doubt out of my head. Worrying about it would do no good, and I realized I was making quite a bit of a leap. There was a bigger picture here. I loved him. I won’t say that I squashed all doubt in my mind, but I managed to push it deep down so it wouldn’t continue bubbling up…

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Keeping a Level Head

I spent the majority of my day and a good portion of my night celebrating the marriage of two of my best friends, J and his new bride. It was a beautiful ceremony and the reception was off the hook. After a chat with the mother of the groom, the music ended, and the time came for us all to make our way home.

Originally, I reserved a room because I thought the bridal party would be staying in the same hotel and there would be post-reception festivities. I was worried about my roommate or I driving home drunk, even though it was only a twenty-minute drive. After talking to the groom, I learned that wasn’t the case, but I was also confused what their plans were in general. I thought maybe we could grab breakfast with them before heading home in the morning. On top of this, I already paid for the room, so I figured we’d crash at the hotel. While my roommate drove, I called CK to see how his night was going. The response came as quite a shock.

In our conversation, I learned he would not be going to the circuit party, Allegria. I was not expecting this at all! A small part of me felt really bad because I knew how excited he was to go, but I have to admit, my heart fluttered for joy. I felt a huge weight lift off me. I was petrified of the result of that night, and now all that worry was gone.

When I inquired as to the reason he was forgoing the circuit party, he cited the fact that I wouldn’t be there. He told me if I was going with him, he’d still go, but it would be no fun without me. I wondered then and there what his original intentions were. Did my statement of “behave” make him change his priorities? Was he originally giving himself a free pass for the night since I wouldn’t be there? We had only been dating two months.

I didn’t know this at the time, but I later learned he would have been going with a guy he used to hook up with regularly — Someone who had actually come up in conversation between us in the past. When CK and I were discussing our relationship status a few weeks in, he was the other guy CK was “seeing” since the new year. He was the guy CK detailed in our conversation in the Sonic parking lot, noting they would see each other about once a month, which I could only assume meant hooking up as well. Had I known that, I would not have been okay from the start. Granted we’d moved past the conversation. We were exclusive. But, that message may not ring loud and clear with this other guy. He might try to seduce CK, and the temptation may have been too much to fight.

More importantly than all this, he decided not to go in the end. Regardless of what he was planning to do or what was possible, he chose me. That’s all that matters. He chose me. He put his own desires aside in order to ensure our relationship would survive. This was a huge moment for me. The other guy was irrelevant. My man cared more about my state of mind and the state of our relationship than he did about going to a party he’d been looking forward to for weeks.

We talked a bit at length about his decision. “Baby, you mean so much more to me than this. My priorities have changed since I originally decided to go,” he added. I could tell he was really disappointed, but his act of love made me the happiest man on Earth! I was so touched.

In the middle of this conversation, we pulled up to the hotel. It was a DUMP! I couldn’t believe this was the suggested hotel. Now I know why the room was $97 for the night, but still. We walked into the lobby to find no one there. As I looked to the left, I noticed the reception desk behind the bullet-proof glass. There were a few people milling about the lobby, but no one who actually worked there. I told CK to hold on a second while I processed the scene, turned to my roommate as we made horrified faces at each other, and we walked right back out the door. At this, I returned to my call with CK and told him what just happened. I told him we’d be driving home, especially since my roommate was sober. She didn’t really want to stay at the hotel from the start, so she already cut off her drinking earlier.

As we drove back to Hoboken, I had the great idea to tell CK to come spend the night at my place. If he got ready quickly, we’d arrive in Hoboken at the same time. We’d be able to pick him up at the PATH and give him a ride to my apartment. He told me he needed to gather some things and shower before he came over, so he would just meet me at my apartment.

When the buzzer rang, I jumped for joy. I was so excited to see him. I had a great night at the wedding, and after receiving the relieving news he wasn’t going to the circuit party, I was purely elated. I greeted him at the door with the biggest kiss and strongest hug I could possibly muster. I made him some food and we snuggled up on the couch to watch a few episodes of Game of Thrones until we fell asleep in each other’s arms.

Before this night, I certainly knew I found a keeper, but after his decision, I realized I may have found a for lifer. I had never dated someone who would make a sacrifice like that for me. I truly felt what it was to be loved. I don’t think CK realizes how much that gesture meant to me, and I’m not sure he ever will. But, I will certainly continue to show my appreciation by giving him my undying love every day.

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Closing the Gap

Thursday morning I said goodbye to CK in a rush to get him to work on time. I wasn’t going to get to see him that night, but that didn’t stop us from texting each other. Thursday night, between two of my volleyball games, I text him, “Missing you hard babe.” He was on my mind, even though I was concentrating on the game at hand. He responded, and when the game was over, I told him I was off to the bar that sponsors us to celebrate.

While at the bar, around 10:00, I text him: “Do I get to see you tomorrow?” I stepped outside to call him, but I got no answer. I left him a sweet message, but got no response. When I got home at midnight, I called again, but he didn’t pick up. I did a little stalking to see if he checked in anywhere on Foursquare or if Twitter would give me any leads, but no dice. I went to be disappointed and a bit worrisome. Apparently, much to my chagrin, I’m carrying trust baggage from previous relationships.

I woke in the morning to find a text message: “Hey my baby! Sorry. Bloody phone died last night =/. Of course you get to see me. I kinda need to see you. And hold you. And kiss you. And bite you. Sleep over =].” It helped brighten my day. I responded back asking if he’d rather come to my place, and I could give him a ride back into the city in the morning. I wanted to surprise him by baking cookies since his mother was coming. I thought we could bake them together, especially since there were no sharp objects involved. He texted back explaining he really needed to stay at his place so he could get ready for his mother’s arrival. I said, “Okay.” He responded asking if I wasn’t thrilled with the idea.

I called him to explain and ruined my surprise. He told me how sweet I am. We made plans for me to head home after my coworker’s sendoff, bake and come back into the city. He also told me the bad news he received that he didn’t get the apartment in Brooklyn. He was so disappointed. I have to secretly admit I wasn’t all that disappointed. I felt bad for him because he was so excited about the place, but it would have been tough for us. The island of Manhattan would have separated us, not brought us together. Selfishly, I did a little research on one-bedroom apartments in Hoboken and sent him a few links.

I didn’t have the best day at work. For starters, I had to say goodbye to one of my favorite coworkers. Luckily, she wasn’t going far and would be working with CK. On top of that, my coworkers neglected to celebrate my birthday. I myself don’t really celebrate my birthday, but as a department, we always do something nice for birthdays. This was the second year in-a-row skipping mine. And lastly, when everyone went for send-off drinks, I had to stay behind and finish work.

When I finished working, I met everyone at the bar a few drinks in. I met my freshly ex-coworker’s gay roommate and told him my Grindr story. He was all too familiar with Grind and said, “Awww. Now I want a boyfriend!” It was cute and nice to have a gay man to chat about my man with.

When I had my fill, I left to head to CK’s. When I got to his place, I asked if I could vent for a few minutes. I told him about my bad day and my coworkers’ neglect on the part of my birthday. He comforted me and managed to greatly cheer me up. He gave me my birthday card. I read it, and I was nearly brought to tears. It was incredibly sweet and thoughtful. We only knew each other a short period of time, but he completely knew me at my core. For my birthday, he bought us a session to learn trapeze. I jumped up and gave him the biggest hug. I pulled him in and deeply kissed him. I was so happy to be with him. He was an amazing man, and I was incredibly lucky.

The other part of my birthday present was him. He offered up his body for me to use any way I wanted. I was so turned on by his thoughtfulness and his passion. We climbed into bed and began groping and making out and our bodies intertwined as we stripped our clothes off.

Warning: The following may be too graphic for some. He laid on his back, and I pulled out the lube. When we were both prepped, I climbed on top of him, and the passionate lovemaking began. He felt amazing. This was a special birthday present — One I wouldn’t soon forget. I was incredibly happy just to spend my birthday with him, but to also get birthday sex was truly the icing on the birthday cake.

When we both finished, we laid in each other’s arms cuddling. As it often times was the case with him, the cuddling was almost as good as the actual sex. I always felt safe and comfortable with him. I was crazy for this guy, and I wanted him to be mine and mine alone.

We laid in bed that night watching TV until we fell asleep together with my arms wrapped around him. He was my perfect little spoon. I always slept soundly with him. This was turning out to be quite a special relationship.

I woke in the morning to quite an alarm. Without warning, he removed my boxers and began blowing me. It felt INCREDIBLE! I was already naturally excited, with my morning wood at full staff, but his mouth felt amazing that morning. This was one of the best I’d ever received.

After some time, I took control and began to stimulate my manhood with my hand. The saliva left on it provided amazing lubricant for me to get myself to the edge. While I was doing this, he was busy manually stimulating my prostate with his finger inserted inside me. It didn’t take him long, but he found my spot. It’d been almost a year since someone found that spot and treated it just right. It was a matter of seconds before I exploded all over while my body writhed in spasm. I couldn’t move. I couldn’t speak. I couldn’t even think. I was incapacitated. This was the best orgasm I’d had in a loonnnnggg time.

When I tried to upright myself after laying paralyzed in the bed for some time, I could barely walk. My legs had gone limp and weren’t able to support my weight. I would have nearly collapsed if it wasn’t for the doorframe for me to grip for support.

My old roommate texted me to wish me a happy birthday that morning. He couldn’t believe I was awake that early. The plan for that day was to head to the pier, and he wanted me to head there early. It was 8:00am. I wasn’t heading there that early.

That morning he had to early because his mother was arriving at LaGuardia Airport. He had mentioned his desire for us to meet while she was in town, and I was quite excited by the prospect. This was a big deal, but it wasn’t. I was pretty relaxed in these types of situations, so it wasn’t stressful, but meeting his mother was no small deal. It showed he really cared about me enough to introduce us. I didn’t take it lightly and hoped it would come to fruition.

I said goodbye while he hopped in a cab to the airport and made my way back to Hoboken to get ready to celebrate another year on Earth.

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Ladies and Gentleman, My Boyfriend

The morning after my “wild night,” I woke early. I was happy to realize I didn’t have a hangover, but I had a lot to do. I sat at my desk and went through circulars to make a grocery list, I went over my to-do list, I cleaned my bedroom, did two loads of laundry and sorted through my clothes to get rid of some of them. It was a very productive morning. The only thing I didn’t get done was to make it to the gym.

Around 11:00am, CK called. I didn’t want to call him because I was afraid of waking him. I knew he wasn’t a morning person. I was happy to hear his voice. He told me he needed to do laundry and wouldn’t come to Hoboken until about 2:00. I was fine with that. It allowed me to finish what I needed to get done for the morning.

I planned to head over to the Hoboken Arts and Music Festival around 2:00. That’s what I told P and my sister. As I was walking out the door, he called to apologize for running late. He was just walking out the door to hop on the PATH. Obviously he wasn’t going to arrive at 2:00. I told him I’d be at the festival, and I would make my way to him when he arrived.

I managed to find P, my sister and her friend without much effort. P had her dog, Baby, with her and needed to find her water. I told them I needed to make my way to the PATH to get CK, and they were welcome to join me. They all followed. We waited at the PATH for some time before he finally arrived. It was close to 3:45 before he finally arrived. He was running late as usual. I happily introduced him to the three of them, and we made our way back to the festival to find lunch.

Before he arrived, I had a worry in the back of my head. We were used to showing affection openly, but not in Hoboken. I still wasn’t out to everyone I knew around town, and I had my reservations about PDA. I was trying to get over it. There was no reason I shouldn’t feel comfortable being myself. But, I can’t lie. I was very nervous.

That being said, I greeted him with a hug, and we spent a large portion of the day holding hands and our arms around each other. This was a first for me. I did relax a bit and began to let my guard down.

We found the steak sandwiches I’ve gotten many years in the past and hopped in line. My old roommate (also my favorite roommate) was making his way toward us, so I told him where we were. I introduce him to CK, and he reminded me I’d met the girl he was with in the past.

As we ate, we walked uptown chatting. He mentioned wanting to do something special for my birthday that Friday. He asked if I’d be able to get out of work early, and I told him it shouldn’t be a problem. All I knew about this surprise was that it would cater to my adventurous side. I thought it was incredibly sweet of him to plan something special for me.

When we reached the north end of the festival, I was ready for dessert. I hadn’t passed anything along the way I really wanted, so I decided to hit up Ralph’s for some cream ice. I ordered the peanut butter cookie dough, and we shared it. It was utterly amazing.

P, my sister, her friend, CK and I were all heading to City Bistro to grab a drink on the rooftop bar since it was such a nice day. We found a seat and relaxed. I could tell one of the guys on the roof was making comments about CK and I, but I didn’t care. I continued resting my hand on his leg or putting my arm around him. I noticed two guy I thought might be gay and informed CK of the “Pickle game” I’d learned from Boston in Miami. We agreed they were gay.

The time came for us to head out. CK wanted to go for a ride on the motorcycle, and I needed to start dinner. We had to stop at ShopRite on the way home for supplies, and it was a bit of a walk home. CK wasn’t happy, but he did it — Not without complaining most of the way.

When we got home, we cuddled in bed for a few minutes before I told him I wanted him to help me with dinner. As I put the beef roast in the oven, I asked him to slice the potatoes for the scalloped potatoes on the mandolin. I warned him quite pointedly to be careful since the blade was so sharp, and I’d already cut myself pretty severely on it once, as did my mother. When he was cutting the last potato, he sliced his finger pretty badly.

I immediately ran to his rescue. He was bleeding pretty bad, but not enough for stitches. He sliced off a small piece of the tip of his thumb. He was now the third person to cut themselves on that mandolin (Him, my mother, and myself). He couldn’t believe how well I was handling the blood. I told him I was a lifeguard for seven years and had my own share of accidents involving a lot of blood. “Awww. Baby, you’re my lifeguard,” he said. I bandaged him up, told him to hold his arm above his head, gave him some painkillers and told him to sit on the couch. Maybe asking him to help was not a good idea. I thought it would be romantic, but it turned out tragic.

When dinner was ready, we ate in front of the TV. He raved about how good dinner was. We watched the shows I normally record on a Sunday night. It was really nice to have him fit so nicely into my routine. That was a sign our relationship had a solid foundation.

When we got tired, we made our way to my bedroom. He must have been really tired, and he kept dozing off. I wanted sex, but it was quite obvious that wasn’t going to happen. It’d been quite some time since we had sex, but I would have to settle for some cuddling instead.

He was out cold, so I brushed my teeth and came back to bed. I must have roused him, because he too got out of bed to brush his teeth. We turned out the light and fell asleep in each other’s arms.

It’s rare to find me happier than when I wake up next to him. It’s impossible not to have a smile from ear-to-ear. Warning: The following may be too graphic for some. As per usual, he began to give me a bl*wjob. It was one of his favorite morning activities. He told me he wanted me to finish for him. This is an immediate killer for me. I begin to concentrate on that alone. (I really need to see someone about this!) After a while, I told him it was time to shower. I scooped him up and carried him to the shower. He began bl*wing me outside the shower as well. I was too distracted in the bathroom, so I grabbed his hand and led him back to the bed. He felt amazing, and when he began teasing my boys with his tongue, I used my hand to get me over the edge.

“Baby. You taste so sweet today!” he told me. I was a bit shocked to hear this considering N told me I tasted awful. This made me like CK so much more in that moment. Seconds later, he exploded all over his own abdomen. It was incredibly hot to watch.

We went back to the shower and cleaned up. That morning, we joked about water sports. He threatened to pee on me in the shower. I told him if he did, I would certainly be returning the favor. When I saw his warm stream hitting my feet, I delivered on my promise. Both of us immediately got weirded out, and that ended immediately. “Yea. That’s definitely not going to be a thing!” I exclaimed. He nodded his head in sever agreement. Afterwards, I bandaged his finger once again and gave him a band-aid for the road.

We got ready and made our way to the PATH. I had to say goodbye to him in Hoboken to get my allergy shot, and he hopped on the PATH.

Monday, he called me as I was picking out a wedding card at CVS. He wanted to know if I was still in the city so we could meet up for a bit. I’d just gotten off the PATH five minutes prior. He was hopping elevator, so he told me he’d call me when he got up to his apartment, but I didn’t hear back from him.

I sent him a picture message of a t-shirt saying “I would cuddle you so hard.” He didn’t acknowledge the message. When I called later that evening, he seemed weird. He told me he was reading Hunger Games and sounded like I woke him up. The conversation was very short and awkward, so I just said goodnight and went to bed.

We made plans for Tuesday, but work got in the way for him. I proposed getting together Wednesday night at my place for Revenge again instead. I also left work early to pick up my new custom-made bed. I was so excited! I brought it home and assembled it. It was amazing. I sent him pictures, and he responded, “Can’t wait to break it in!” He also asked me if I would be interested in a show at the Upright Citizen’s Brigade. I told him that sounded great. Later Tuesday night, I texted him, but got no response until 12:30, just after I dozed off.

The question of fidelity did cross my mind for a hot second. I wondered if we needed to have the exclusivity conversation or was that covered under the can I be your boyfriend conversation? It wasn’t that I didn’t trust him, but my mind can run wild at times. I was just going to keep it in the back of my mind until I decided whether it was necessary to bring it up…

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Fast Forward

Sunday morning, I woke to find myself sleeping next to a gorgeous man once again. How lucky was I – Two nights in-a-row spent in the arms of Clark Kent.

The night before, CK asked me to promise to get him up and on with his day at an am hour. I agreed. When I woke, I glanced at the clock. It was 9:00am. My alarm wasn’t set for another forty-five minutes. I rolled over and pulled CK into my tight embrace, cradling his entire body with mine. We fit together like intricate puzzle pieces. We became so entangled in each other, we jokingly called it forking. I didn’t fully wake him. He let out a tiny groan of pleasure when I pulled him in tight.

This, of course, wasn’t enough for me. I wanted more. No, not sex – Body contact. I began to remove his briefs, and he willingly aided my attempt. I followed suit and removed my own boxer briefs so our bodies would be pressed against each other skin-to-skin. I enjoyed his touch so much. He felt amazing. I fell asleep in this position until my alarm woke us at 9:45. He asked me what time it was, and I told him. His only response was, “Too early.” He grabbed my arm, rolled to his other side, and pulled my arm around him fully engulfing him.

He was such a sweetheart. We cuddled for quite some time. Periodically we’d switch positions when one of our arms would lose feeling. This was always accompanied with a myriad of kisses.

I hadn’t completely fallen for him. Why was this time different? There was nothing holding me back this time. Nothing, except myself. I was protecting myself. I didn’t bring my baggage with me on this trip, but I did bring my smarts. I knew it was too early to dive in with him. I wanted to build this the right way. If you rush the foundation, the building will collapse in due time. If you take the time to build a strong base, it can last a lifetime. I wanted to take my time. I was in no rush. Sure, I’m 28, but I still had a lot of my life in front of me to love, lose, and find love once again. I was proceeding with cautious optimism.

I think my caution goes back to our early interactions in which he propositioned me to come over for sex. I knew then and there I was dealing with a different kind of animal. Maybe he could be tamed. Maybe not. Only time would tell, but until I knew he could be tamed, I would protect myself.

The cuddling and kissing continued for some time. When my alarm rang again at 10:30, we were both a little more awake. Warning: The following may be too graphic for some. He began, as he did many times, orally pleasuring me. He loved worshiping me in that way. I certainly wasn’t about to complain. I also made sure to return the favor. I know I’m pretty good, but it wasn’t as easy for me – He was a definite challenge. He was well endowed, and at times more than I could handle. He would get a little overzealous with his hands and my head, and I would find the need to pause to ensure I didn’t suffocate.

We continued to play in bed until there was a natural pause in the action. I suggested we hit the shower. I attempted to find a way to toss him over my shoulder. I knew I could pick him up, but tossing him like a sack of potatoes was a different story. I failed. I told him I was holding up my end of the bargain to get him moving before noon. He protested and said, “Not yet. Just two more minutes,” and pulled me in to cuddle more.

Warning: The following may be too graphic for some. We started to kiss again. Finally, he said, “Shall we?” I replied, “We shall.” With that, I scooped him up and carried him to the bathroom. We hopped in the shower, and I took the bar of soap and washed his entire body. I used my own body to build up a lather as well until I found myself grinding on his backside and him bending over moaning in pleasure. Things never escalated from there to full penetration, but the didn’t need to. What we were doing was hot enough. He took the opportunity to wash me as well, and while he was crouching, he also took the opportunity to orally pleasure me. We then continued to rinse ourselves off before drying off and getting dressed for the day.

I had small plans for us that morning. I knew he’d be thrilled to take a ride on the bike. It was a gorgeous day outside, and I also knew a money saving breakfast would also be welcomed. I used all my eggs the day before, and the only real option I had left was cereal. I had a Living Social deal to use up at Sonic. What a perfect way to use it. It was a five-minute ride away, and it would be nearly free.

We hopped on the bike and off we went. We ordered our breakfast and sat. While we waited for the food to arrive, he asked if it was alright that he call his mother back. She’d been calling periodically over the weekend. They talked about his apartment search. He also mentioned me by name and told her how amazing I am, especially since I cook. I was shocked. He’d already been talking to his mother about me!? What else did he tell her about me? His mother put his nephew on the phone and they chatted for a minute. It was incredibly adorable. I was so turned on seeing his reaction to talking to his nephew.

When the food arrived, he hung up and ate. We shared our ice creams, feeding each other periodic spoonfuls. While we ate, he shared his tweeted comment on his Foursquare check-in with me: “Meal: cost-effective + tasty, but the company I keep: priceless + delicious.” He got a phone call from his friend who was just released from the hospital. After more than a few times of trying to end the conversation he was finally successful. His whole mood changed. When we finished eating, we stood, and he said, ”So I wanted to fully discuss what it was I said I wanted to chat with you about.” I was under the impression we’d already done that. Now, I was worried.

“I really enjoy spending all this time with you. You’re amazing. I really enjoy being with you. And, if I had to put a label on it, I’d say we’re dating. That being said, I think we should still be able to date other people. And, I should recognize you probably noticed I blocked you on Grindr, and that was by design. It’s a policy I have because if you try to call me, and I don’t pick up. Maybe you see me on Grindr and your mind will start to come up with scenarios.” At this point I acknowledged my awareness of this and told him how I felt about it. He continued, “I’ve done it, I’m sure other do too. And, I also should tell you, there’s a friend I’ve also been seeing since the beginning of the year. We see each other about once a month, go out to dinner, and then, well, we’ve done more than friends things.” I stood there not speaking through this whole thing. I just listened and nodded in my own confusion. “This is only going to work if we have communication and are honest with each other. I just wanted you to know,” he added.

I thanked him for his honesty, and he added, “Once again, please just be patient with me.” I assured him I was in no rush. Again, I had no idea where this was coming from.

He then pointed out how one of his loyal followers liked his comment on Twitter. He explained to me how he was kinda a hero on Twitter. He’d received comments from guys who found the confidence to change their lives based on some of the things he’s said. This was my moment. I told him I had a similar situation, and I had a secret I was waiting until the right time to tell him about it. I explained how I had a blog and received emails of a similar nature. I told him one day I’d share my alter ego with him, but it was like reading my diary, so not just yet. He seemed to be happy about the idea and accepting of my delayed full explanation.

I was still a little taken back by what he said. Part of me appreciated the honesty and part of me was confused by it all. Regardless, we hopped on the motorcycle, and I dropped him off at the PATH to head home. As I said goodbye, I told him to call me later to tell me how the search went. I didn’t think too much about what he said the rest of the day. There would be plenty of time for all that.

That night, as I was climbing into bed, I got a text from CK: “Are you awake?” Seconds after replying, the phone rang. He did call as he promised. I’d begun to think he’d forgotten. He really just called to say goodnight. He’d fallen asleep and napped most of the evening. He was tired and ready for bed as well.  I told him, “Now I will be going to bed with a smile on my face.” He replied, “Aww, baby, that’s sweet! Me too. Sweet dreams!” With that, I laid my head on the pillow with a smile across my face.

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Vintage Closet

Before my trip to Washington DC, I started chatting with a few guys on Grindr. It was bad timing for the trip to come right after “meeting” them, but it would have to do. On my way back home, I made plans with a few guys over text for dates to get to know them.

One of the guys I was talking to was a bit older. He seemed like a great guy, and he was very interested in me. Of all the guys I started talking to, he texted the most. He seemed sweet, caring and attentive. While away, he asked how the blossoms were. He genuinely took an interest in me. He was texting me like a high school girl. I wasn’t annoyed. I was flattered. We made plans to grab a drink Wednesday evening after work.

Since Southern Drawl didn’t want to go to The Breslin, I proposed he and I meet there for a drink. It wasn’t far from my office, and it was pretty centrally located in Manhattan. We set a time, and I stayed at the office to kill time until he could make it there.

He ended up arriving early, and he texted me to let me know. I quickly left my office and speed-walked the ten blocks to the bar to meet him.

I wasn’t sure what I’d be meeting that night. From his picture, he looked like a very mature man. He had white hair, and he told me he was possibly getting a haircut before we met. I encouraged him to keep his longer hair since I liked it, but it was his hair. I didn’t know which hairstyle I’d be meeting.

I walked in to find him standing leaning against the wall. It wasn’t too difficult to pick him out of the crowd, however, he looked much older than I originally expected. I invited him to follow me to the bar and ordered us drinks. I managed to snag two bar stools just as someone was getting up to walk away.

We dove right into conversation about work. We both worked in advertising at one point, so we discussed that for a while. The more we talked, the more relaxed the conversation became. I didn’t see this conversation growing into a relationship, but he was a really nice guy. There was no reason why I couldn’t share a few rounds with a nice guy. I really didn’t think we were compatible.

Somehow we got into philosophical conversation talking about life in general. He really liked my outlook on life. I wasn’t putting on a show or anything. I was just being myself. He really responded well to this.

During our conversation, he came clean on his age and informed me he was 36. That’s how old Smiles was, so it wasn’t the issue for me. He did, however, look more like he was 42. I wasn’t sure if I believed him about his age. I wondered if he was lowballing it.

We started talking about family and his family house in the Hamptons. We got on the topic of coming out, and I told him how fresh I was to the gay world. He responded well to this and told me he was new himself. He came out to a few of his high school friends, and apparently it didn’t go well. For them, it became a problem of an identity crisis. They didn’t know who he was anymore. I told him how positive my experience was coming out and conveyed my sympathy about his experience. He also told me his family didn’t know either. It appeared I was more gay mature than he was. This was a first. This was a 36 year-old man who was still living in the closet. I didn’t think I could handle that. If he couldn’t accept himself by that age, the road was only going to get rockier as we went along.

After three rounds, the time came to go home. He expressed his desire to go on a second date, and I let on that this was a possibility. I didn’t want to lead him on and seem overly zealous about it, but I didn’t want to break his spirit. We walked to the corner and said goodbye with a hug. We exchanged a few texts after that, but obviously nothing ever materialized.

It wasn’t that late, so I decided to text M.E. and see if he wanted to come over. He did, and when he arrived at my apartment, we immediately went to the bedroom. Warning: The following may be too graphic for some. We stripped each other naked and got right down to things. There was a bit of foreplay and a lot of making out before I reached for the condoms and lube. Since being with him, I had unprotected sex with someone else. I needed to keep his safety in mind. While in DC, my results came back with no STDs and HIV negative, but I didn’t want to take any chances. We had amazing protected sex that night and fell asleep in a spooning position.

When we woke in the morning, we fooled around until we hopped in the shower. There, we had sex once again. I’m always horny in the morning, so this was even better than the night before. When we finished showering, we went back to the bed and had sex there. At one point, I even turned over and let him penetrate me. I felt I owed it to him. He was incredibly excited about it. This didn’t last long because, as he told me, he had a hard time keeping an erection after he’d been penetrated. I was okay with this, being as it’d been a long time since I bottomed.

We laid with each other, and I tried to finish myself off but to no avail. I had a dentist appointment to get to that morning, so I could no longer dawdle. I was already late the way it was. This was going to be a rough day. How was I ever going to concentrate on anything!?

M.E. gave me a ride to the dentist, and I gave him a kiss goodbye.

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Stood Up Twice But Third Time’s a Charm

So much for getting things out of my system while in California. I was supposed to find myself while I was out there. I was supposed to calm down with the hookups. If anything, it had a converse reaction. Maybe it jump-started my libido. Since I arrived home, I had one meaningless one-night stand/hookup, and hooked up with a guy I could possibly considering seeing again. What was I, in college?

Wednesday at work, I was back to my old habits. I was all over Grindr searching for guys to go on dates with. The problem was none of them were looking for dates, so I decided to fill the time between dates with more hookups.

I hit up one of the guys in my favorite list, but he was really just interested in sex. We tried to make plans to meet up, but were having a hard time finding a location. He proposed an adult video store booth, but as you can imagine, I wasn’t onboard. He also wanted to go bareback, but I’d learned my lesson with that. No more taking those kinds of chances. When I tried to make more realistic plans, he flaked.

I started talking to one guy who was really hot. He wanted to hookup badly, but he needed time. He needed to prepare, which I can heavily respect, but he was also visiting. He needed to go out and get supplies to perform said preparation and needed to find poppers. It was pushing 6:00, and I wasn’t going to hang around the city any longer. He ended bailing on me, so I made my way home alone.

Two guys flaked on me; however, talking to them got me riled up. My libido was hungry. When did I become such a horn ball. After 25 years of basically no sex, you think I’d be fine going home with just my right hand.

I had an ace in the hole though. I texted the Middle Eastern guy from the pervious night and asked if he wanted to come over again. I don’t think I lifted my finger off the send button before I got a response back. He was certainly interested, but had to come over later after class. He wouldn’t arrive until around 10. That was fine. I figured out other things to do with my time, like eat dinner.

When he arrived, we went straight to my room, but I’m sure, much to your surprise, we didn’t immediately jump in the sack. We kissed for a bit, but then we simply laid next to each other cuddling while we watched Modern Family. We are both big fans!

Every time there was a commercial, he took the opportunity to kiss me passionately. There were no complaints from me. He was a great kisser. He had perfect lips and knew what he was doing. We also took the time to chat a bit. I wanted to get to know him a little. He lived with a bunch of guys in an apartment and even shared a room with a guy. None of them knew he was gay, and he recently broke up with a girl. He told me he’d been on a handful of Grindr meet-ups, but none were anything like what we shared. He told me how much he enjoyed the previous night and how much he thought about me all day long. It was very flattering, and a little alarming. This kid was falling for me — and fast. I needed to make sure things didn’t get out of control because I didn’t want to hurt him.

I couldn’t tell him what I was looking for because I didn’t know what I was looking for. I really wanted to find a boyfriend, but I wasn’t sure he fit the bill. This was new territory. I’d never dated anyone so much younger than me, let alone still in college. He was a really nice guy, and I could tell his friends loved him, but I was still conflicted. He was very mature, but nonetheless, he was still in school.

When the show was over, the making out led to heavy petting. Things escalated, and I invited him to spend the night. While naked, he walked to the bathroom to take out his contacts. I watched him from the bed, staring longingly at his body. I told him how hot I thought he was. He really riled me up. I loved the innocent confidence he exuded. It was incredibly sexy.

He told me he wanted to go to bed horny so we could wake in the morning and have some real fun. It was late, and I was tired, so I didn’t oppose. With that, he rolled into little spoon position, and I pressed my naked body against his in big spoon position. It felt so comfortable. It felt so right.

In the morning we both woke to the sound of my alarm — strategically set early to allow for time to play. We were both in a very frisky and playful mood. He certainly wasn’t shy about kissing. He loved it and did it often.

Warning: The following may be too graphic for some. While we embraced each other, he whispered in my ear how he wanted to ride me. I certainly was in no position to deny him this privilege. I was looking forward to it. I was shocked, him being so new, how much he was gung-ho about bottoming. I think he discovered he’s really a bottom. He hopped on, and it felt great. He came really close to finishing, but never did. I knew exactly what was happening, so I didn’t put any pressure on him or comment on it. That would only bring it to top of mind and make it worse.

He had to stop. He wanted to keep going, but told me he was sore. He informed me that I was a big guy. I’d never really thought of myself as big. I always thought of myself as average. But, as of late, I was informed otherwise. (This is not something that is important to me, but it is quite the ego boost to hear).

We laid next to each other once again pleasuring ourselves while he laid in the crook of my arm. I finished after a few minutes. I was happy things were turning around for me. It wasn’t taking a long time for me anymore. I was far from a one-minute man, but my mental block was easing. This wasn’t the case for Middle Eastern (will be called M.E. from now on). He never finished, but also never complained. He noted, “I can never [finish] after you’re inside me. I can’t explain it. It feels amazing, like a full body orgasm, but I just never shoot.” I knew exactly what he meant. I told him it’s just part of sex sometimes. I wanted to ease his mind.

With that, we both hopped in the shower, and I took the opportunity to wash him from head to toe with a bar of soap and my hands. It was really sexy and slightly romantic. We both enjoyed it. Then he did the same to me. It felt great!

While I get ready in front of the mirror, he noted its existence. He complimented me on what I was wearing to work. He really was charming and sexy. I was really starting to like this kid. I just worried we wouldn’t be able to have a real relationship. He was in the closet and in college. He told me he wasn’t hiding it anymore, but he was advertising it. I understood, but I just wasn’t sure if it was for me

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Shout From the Rooftop

Today is a Fast Forward Monday!!!  

Hope you are enjoying these. It will help bring the blog a little closer to real-time. If you’re keeping up with the stories chronologically, please skip down to this morning’s post first, then read this one. I think it’s a good one! Enjoy!

Back to your special edition of One Gay At A Time…

After spending the day with The Navigator at the beach and then sharing a pretty spectacular relaxing evening together, I slept great. There was a sexy naked man in my bed, and I knew just what to do with it. We fell asleep spooning each other. When I woke in the morning, I couldn’t stop smiling when I realized it wasn’t a dream.

I still had to bring myself back down out of the clouds to keep myself in check. This wasn’t going to last forever. I didn’t care. Right now, there was a man in my bed, and he needed to be cuddled.

I rolled over and pulled him close to me. He was still slipping in and out of sleep. As he woke up, we picked up just where we left off the night before. Everything we did was fun. We were constantly ribbing each other and joking around. When we ended laying face to face, I said to him, “I just want to climb up to the roof and shout, I love my best friend, [The Navigator]. Boop!” as I reached my finger out and tapped him on the nose (an homage to Super Bad).

We both laughed for some time. We continued to cuddle all morning. I didn’t care if I stayed in bed all day. I was happy.

We were interrupted by a call from his roommate. I’d already learned he was a really good friend, and he liked to placate his friends. While he was on the phone, I took out my camera and snapped a few pictures of him lying naked in my bed. I don’t think he realized what I was doing because he had his back to me, but I wanted some souvenirs to take home with me.

Turns out, his roommate wanted to go to the grocery store that afternoon. They share groceries, so he regrettably turned to me and told me he had to go with him that afternoon before we went hiking. I was very disappointed, but I wasn’t going to make a stink about it. I quickly hopped in the shower and got ready for the day while he packed up his things and got dressed. As we walked out the door, I pointed out the Marilyn Monroe portrait saying, “My week with Marilyn.”

I drove him home and dropped him off. I was already sad to see him go even though I knew it was a matter of hours before I’d see him again. I grabbed some lunch and made my way back to the pool. I relaxed with some light reading. I needed to finish off the Tickle My Tush book so I could write my review.

When most of the afternoon passed by and some noisy kids arrived at the pool, I texted him to see how he was progressing. He was on his way home, so I decided to go get ready to go hiking and make my way over to his place.

I pick him up, and we take a short drive to the base of the mountain. I grab my camera and we make our way up the trail. When we get to a decent height, he suggests we climb back down part way and hit up another trail that had a much better view. We were having fun just being together. On our way back down, he pointed out a shack along the trail: “I wanted to surprise you, but this is going to be where we live when we get married. :)” While he said this, he took hold of my arm. I knew he was completely kidding, but it was also a sweet gesture.

When we got to the top of the other trail, we had quite a view. We could see LA and Burbank off in the distance. He took my camera from me and took some pictures of me. Again, I thought this was a sweet gesture, as were many things he did. He was just very conscientious. You didn’t have to ask him to do things; he just anticipated it. I was falling for him more and more every minute, but I still maintained my mental state.

I then turned the camera on him and snapped a few pictures. I wanted to remember the great guy I met in LA. I hoped we’d remain friends even after I returned to New York. It would certainly be nice to have a friend on the West Coast. Maybe I could even come back to visit some time.

We climbed back down the mountain and made our way to Burbank. We joked about PDA. We both agreed we weren’t really into it, but at one point he casually reached out his hand and grabbed my junk while looking the other way. I pointed out to him that just because he wasn’t looking at it doesn’t mean other people wouldn’t see it as well. We both laughed and continued to joke about other things. We walked around for a little bit and grabbed some ice cream. He was cold, and I was trying to do my best to keep him warm without making him feel uncomfortable. That’s when he broke the bad news to me.

He’d already prepared me for the possibility he’d have to go to work that night at 1:00am. He was on call, and they hadn’t gotten back to him yet. He needed to go home and nap before that shift started.

My heart sank a little. He wouldn’t be spending the night in my bed again. I needed to be a big boy about it though. I drove him back to his apartment and said goodbye. We talked about seeing each other the following day since it was my last day there; I had a flight out at 10:00pm.

I returned to my hotel room and watched TV in my bed. I knew he was napping, but it was make or break for me to ask him if he would come with me for my ride up the Pacific Coast Highway. After debating for some time, I decided to text him: “Lonely here without you already 😦 haha. What are the chances you’d wanna ride up the PCH with me after work tom?” I really didn’t want to take that ride alone. I loved his company, but I seriously feared a disappointing answer.

The Navigator wouldn’t let me down like that: “LOL. I know. I wish I were cuddling with you!!!!! That sounds like a swell idea.” I was thrilled. I was prepared for the worst, and I got the best. I was looking forward to tomorrow’s road trip so much more now that I had my Navigator! “Marylyn Misses you too,” I added.

Shortly after that text, he requested I send him some pictures of myself. “You’re most handsome ones,” he added. “Whom are you showing me to now?” I asked. Apparently, he wanted to show off his “super long first date” to his roommate and his other friend.

I was pretty crazy about him, but reality wasn’t absent from my brain. It did, however, bring a big smile to my face to know he was showing me off to his friends. It made me feel special and gave me hope I would have a longtime friend from what started as weak Grindr banter…

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Popping the Question

Another night went by, and I was still in the dark about where I stood in Smiles‘ eyes. He had to be somewhat interested, otherwise why would he be sticking around. However, the question remained, was he interested enough for me?

Out of nowhere, Smiles asked me to come with him to see a Christmas play in New Jersey. One of the men he worked with on his movie wrote a spoof on the Nutcracker and thought to ask me to come with him.

I was so frustrated! I was getting mixed signals in every direction. He didn’t invite me to casual Christmas parties, but he invited me to be his guest for a stage-play. I graciously accepted the invitation, but informed him I had a doctor’s appointment I would have to change if we wanted to get a ride from his friends instead of taking the train.

I managed to change my appointment, so I planned to just make my way to his apartment when I finished. I called him as I walked out of my office, but he told me he was still working. I had nowhere to kill time after the doctor really, but I didn’t exactly feel welcome to go down to Smiles’ apartment and hang out while he finished what he needed to do. I figured I would walk around Union Square and try to find something to kill time.

My appointment ended later than expected, and when I called Smiles after, he told me he was wrapping up work, and I could come by. I asked him if he wanted anything from Starbucks and walked towards his apartment.

We didn’t have a lot of time before we were supposed to be picked up, but just enough time to chat a bit and move a few more of his boxes to his storage unit.

When we got picked up, the driver/writer asked me what my connection was. “I know [Smiles],” I responded. I was purposely ambiguous because I myself would like to know the answer to that question. When he asked for clarification, Smiles spoke up and said, “We’re dating.” I was happy to hear him say it publicly for once, but I still didn’t quite know what that meant. At least it was verbalized. He then elaborated as to how long we’ve been dating. He pinpointed it to around the time of the NYC screening of his film. In my mind, I did the math. That was about a month after I met Smiles. Apparently I was one month ahead of him as far as our timelines were concerned. I’d already journeyed out to The Hamptons to see his film once before that night.

The rest of the ride was casual. Smiles even playfully reached his hand down and tickled my crotch. “That’s going to make for an interesting car ride,” I said to him. Smiles sat between myself and one of his friends I’d met twice before. Some in the car were joking about Jersey, and it was interesting to see Smiles defending it now that I’ve given him a more positive opinion about it. I kinda got to know his friend a little better, and I thought he was a good guy. I liked knowing that I could get along well with one of Smiles’ best friends.

When we arrived in the town, we all went out to dinner. It was pleasant, and I met a few new people. Over the course of the meal, somehow it came up that Smiles used to be a dancer. He’d taken classes throughout childhood. This was news to me. Even his good friend didn’t know about it. When I went to make a comment, Smiles jokingly shushed me out of embarrassment. He told me I wasn’t allowed to bring it up again.

We got to the theater and took our seats. Our group was all over the auditorium. Smiles and I were nowhere near anyone else. Before the show started, we cracked a few jokes and made some sexual innuendos about the Nutcracker on the stage curtain. I liked the playfulness I was witnessing in Smiles for once.

The show was far from good, but I had fun with it. I wasn’t expecting a Broadway hit. Smiles was nonplussed.

We got a ride back, and swapped Smiles’ friend for another. When we were getting in the car, Smiles had the friend sit in the middle. I’m significantly taller than anyone in the car, so I wasn’t going to sit in the middle, but the fact that Smiles wasn’t willing to make that sacrifice to sit next to me I found VERY off-putting. I sat next to a stranger, which I’m comfortable with, instead of the man I was dating for an hour-long car ride.

I became the topic of conversation once again. This time it was about my origins. They were surprised to learn I grew up on a farm. “Oh. A farm boy. Better hold onto this one [Smiles],” the driver exclaimed. The rest of the ride home was casual as well. They were kind enough to drop us at my apartment since Smiles was spending the night.

It was late, so we immediately began to get ready for bed. “What’s with you and the purple underwear?” he said. I informed him it was navy. I showed him my one pair of purple underwear and said, “This is purple.” I continued with, “What? Don’t you like it?” He told me he did. He was just surprised I had such colorful underwear. I hardly find navy boxer briefs all that arresting, but I went with it.

We hopped into bed and spooned for a little while we chatted about a few random things. I wasn’t going to see Smiles for some time after that night because of the Christmas break, so there was no way I was making it through the night without getting my answer on where we were. Somehow the topic of chatroulette and manroulette came up. I explained to him how it worked and told him it was how I met the first guy I dated.

As time passed, we turned out the light. We were still snuggling when I finally built up the courage to say, “So where are we?”

“Somewhere between Hoboken and SoHo,” he joked. I responded, “That’s an avoiding answer if I ever heard one.”

After a pause, Smiles said, “I can’t be in a serious relationship right now. When I am, I put a lot of myself into it, and I can’t let myself do that. I need to concentrate on my career right now. But, I really enjoy hanging out with you and spending time with you.”

I took a second to absorb what he just said to me. It wasn’t the answer I was looking for, but it also wasn’t a crushing blow. My response was: “I was pretty much okay with whatever answer you had for that question. I just needed to know where I stood. I would like to continue to move forward, but I’m not in any rush or anything.” He knew I wasn’t thrilled with his answer. I don’t know if it was out of fear I would leave or if he truly was concerned with my feelings on the situation, but he added, “If it becomes a problem, let me know.”

We cuddled some more and went to sleep. I was relieved to finally have the answer. I felt a huge weight lift off my back. I was also horny. I tried to seduce him. “If you keep rubbing me, I’m never going to fall asleep,” he retorted. I quickly quipped, “Maybe that’s what I’m going for.”

I didn’t keep putting up a fight. I knew it was useless. He was stubborn enough that he’d certainly win that battle. I made myself comfortable to sleep and tried not to dwell on the news I’d just received. It was time to sleep. Worrying about what he said would only get in the way of that. Tomorrow was another day…

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