Posts Tagged Penetration

High Anxiety

After my amazingly awful date with CK, we went home and went to bed. Waking up the next day with him in my bed was my true heaven. Not a day went by I didn’t appreciate waking up next to him, whether in his bed or my own. We were growing inseparable, however, that night we would spend apart.

When we woke, we couldn’t keep our hands off each other. Since we didn’t have sex the night before when we got home, we were both particularly horny. Our sex was becoming so much more than sex. We started making love. We started becoming one. This was something completely new to me. I have had sex with more than a handful of guys, but I never felt the connection CK and I have in the bedroom. We share a strong unbreakable bond as a couple, but when we’re making love, it feels like we could move mountains.

We spent the morning being lazy. That night, I was taking my roommate to J’s wedding. I’d planned to take her before I even met CK. Part of me wanted to pull her aside and ask if she minded if I took CK instead, but another part of me wasn’t sure I was ready for that. I wanted to be ready for that, but it was a big step. Just thinking about it, I could feel the eyes of the people around the room watching us — The two ‘mos dancing up a storm. I know I shouldn’t care about that. I know I need to get used to that, but I wasn’t quite sure I was ready yet.

We watched a few episodes of Game of Thrones while I got ready for the wedding. When the time came for me to head out with my roommate, I had a conversation with CK about his plans for the night. He was planning to hit up a circuit party. I was incredibly uneasy about this. I’d never been, but from the pictures and the stories I’d heard from others, as well as from CK’s own mouth, I was very apprehensive about the whole idea. I trusted CK, but then again, I didn’t. We’d only known each other two short months. Who’s to say he wouldn’t pop X and grind up on some guy all night? Who’s to say he wouldn’t fool around with said guy in the bathroom? Who’s to say he wouldn’t go home with said guy? We were growing very close, but I had no idea how CK would react to the temptations placed in front of him. All these thoughts, and many more, were swarming in my head. But, in spite of all this, I tried to be cool. I had to learn to trust CK. My baggage was not his fault. I would never tell him I didn’t want him to go without me. Hell, I didn’t even want to go myself, even if I was available. It would purely be his decision, however, that doesn’t mean I wouldn’t be a nervous wreck about the whole thing.

When the time came to say goodbye, I simply gave him some parting words gently expressing my concern. “Behave tonight,” I added. “What does that mean?” he asked. I simply just repeated myself. He knew what it meant, but he wanted me to prescribe for him exactly where the line was drawn. The thought of him in another man’s arms made my heart palpitate and beat uncontrollably. It gave me incredible anxiety to picture him sweaty and shirtless with his tongue in another man’s mouth. I wouldn’t be there to hold him back, and my imagination was running wild to fill in the blanks. Because of this, and because I didn’t want to seem psycho to him, he would have to define behaving. It didn’t instill confidence in my mind when he asked me “Well, what exactly is naughty?” If he had to ask, there was a good chance he’d cross the threshold of my comfort zone. I feared for the life of my relationship with CK. I was jealous of faceless men, and he hadn’t even walked in the door.

When I commit to a relationship, I commit fully to it. There are no other guys for me. That doesn’t go to say I don’t notice/admire a hot guy walking by, but I won’t ever act on my admiration. I won’t smile at him or wink. I’ll simply admire him as a gorgeous specimen of a man. I have had my transgressions in the past, but I have learned from these mistakes. I have committed to my man, and he is who I am with. This is incredibly frustrating because I have a very traditional view of a relationship, and the majority of other gay men have quite the opposite. To many of them, boyfriend just means the guy the spend more of their time with than the other guys they see/have sex with. I digress…

Between my regret of not taking him and his going to what I equate to a rave without me, I was an anxious nervous wreck. I kissed him goodbye as we dropped him off at the PATH to head back into the city. My roommate and I sped off to the wedding location and arrived just in time.

It was a gorgeous ceremony and the reception was a blast! I nearly cried watching J tear up as his gorgeous bride walked up the aisle. I pictured myself in his shoes with CK coming to meet my arm and knew I would be a complete mess. I tear up now just writing about it. There were parallels between this wedding and my relationship with CK as well. It was a marriage between a white bread dude and a Puerto Rican fireball (CK is Cuban). For instance, the ceremony was bilingual, as I imagine a ceremony between CK and I would be.

After one of the toasts, I even sent CK a text saying “Te amo con todo mi corazón.” (I love you with all my heart). I was really missing him and wished he was by my side.

When the time came to head home from the wedding, I said my goodbyes and reveled in the love and joy I witnessed between J and his wife. I hoped I would get to the blissful place they were someday. In the car on the way to the hotel, I called CK. I figured he’d already be at the circuit party or wasted or high, but I needed to try. As the phone rang, all my anxiety rose back to the surface. I certainly was not prepared for what was about to happen next…

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No Day at the Beach

Before going to bed Friday night, CK and I made plans to go to the beach the following day. The weather was supposed to be gorgeous, and I hadn’t made it to the beach yet this year. I was very excited to go, but I also knew it would be a bit up an uphill struggle to get CK and his friends coordinated for a train ride to the beach in a timely manner.

We spent the night at his place thinking it would cut down on commute time in the morning. I was already packed and ready to go the night before because I had to bring all my things into the city in anticipation of going. My plan was to wake up, shower and go. That plan would not come to fruition. It was very difficult not only getting CK out of bed, but also getting him to move once I got him up. We ended up leaving his apartment late and came to the realization we would not make the train we originally planned. It also didn’t help that I told his two friends to meet us on the wrong corner, but when we tried to reach both of them, neither picked up their phones.

When we finally all gathered, we realized we’d have to take the next train in 45 min. I felt bad because I knew how much of a stickler for time one of CK’s friends was. I bought our tickets, and we decided to find a nearby spot to grab breakfast. One of his friends offered to pay for mine since I bought the tickets. I found it ironic because he was normally he was also a stickler for numbers when it came to payments, and I didn’t see how he would be buying me $30 worth of breakfast. However, I didn’t say anything because I didn’t want to make it a thing.

We finished our breakfast and made our way to the train. The four of us found seats and relaxed for the ride out there. It was then I noticed, only by contrast, how affectionate CK and I were.

When we got to Long Beach, we made a pit stop at Starbucks and a drugstore to buy beach tickets before heading to the sand. We met up with my sister and one of my previous female roommates. I introduced everyone and we laid out in the sun. CK and one of his friends had square-cut suits on, and his other friend and I had on short board shorts. Because of this, I wonder if my sister was slightly uncomfortable. This wasn’t something she was used to. Periodically, I would wear my square-cut bathing suit from my days of college swimming, but I didn’t walk around in it. I only laid out in the sun in it, and this still brought comments from her. I bring this up because she basically didn’t talk to the four of us the entire day. She’s a little antisocial by nature, but never quite to this extent.

We had a nice relaxing day, taking pictures and making videos in the sun. When CK and I got bored, I decided to try to teach him paddle ball. I always liked playing because I get beach ADD. While we were playing, dark clouds started to roll in. We weren’t at the beach three hours when the other two guys were ready to go home. I don’t think they liked the scene because it wasn’t “gay enough” for them. On top of this, my sister wasn’t exactly chatting them up while CK and I played. We were summoned back to the blanket so we could pack up and head home. I felt it was a bit of a waste of a day, but I these were CK’s friends. I didn’t want to make a bad impression by disagreeing with their plans.

We found a bar so some of the group could use the facilities. While we waited, I ordered myself, CK and one of his friends a drink. When we finished, we made our way back to the train station. When we got back to the city, we split ways. I felt there was a bit of tension in the air, but I couldn’t put my finger on it. So, when the time came to split, it felt like a bit of relief. Had I done something wrong? Did his friend simply not like me? Who knew?

On the walk back to CK’s apartment, we stopped in the comic book store. Just then, the sky opened up and started pouring. At least we were indoors, so we poked around the comic book store until the storm lifted. We grabbed a slice of pizza to share to hold us over for dinner, we showered, and we had sex.

After laying in his bed most of the evening, the time came for us to head back to Hoboken to grab dinner. I had a Groupon I planned to use up. This was our new economical way of going out to dinner on a budget. It was around 10:30, so I called the place to make sure they were still serving dinner. We made our way back to the train to Hoboken to spend the rest of the night…

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A Night Off

CK and I had been spending a lot of time together. That’s what happens when you’re in love. But, that also means there’s a transition period where one goes from being single to being in a relationship. This transition takes some finesse. When you’re as used to being as independent as I was, it’s a serious adjustment.

I was used to working out on my own schedule. I would watch whatever TV I wanted whenever I wanted. I would go to bed when I was tired and wake up when I wanted. I would make dinner and not have to worry about catching a train to go see someone. That doesn’t go to say I wasn’t happy. Quite the contrary. It’s amazing the amount of free time I had by not hunting for a man all the time. I had an amazing man who loved me. Who could ask for more?

Wednesday morning, I woke up in CK’s bed by the sound of my alarm. I reach across him to grab it from the charger and turn it off. It’s safe to say, at that point, we were both awake, however, we were both incredibly groggy. It was hard to wake up. It’s also safe to say, with my libido, I was horny. After a few permutations of snuggling configurations, we started escalating the cuddling. This turned into grinding which led to sex.

This wasn’t exactly a quickie either. We had sex for quite some time. So much that it made us both late for work. We quickly showered and got ready to get out the door. It’s not the easiest to get ready with CK either since he’s such a distraction. I catch a glimpse of his sexy body out of the corner of my eye, and I can’t help myself. I find the gravitational pull too strong to resist, and I quickly find him in my arms with my lips traversing his neck. When he asked me what we were doing that evening, I gently pulled him away and suggested we take a night apart. “Don’t take this the wrong way! I’m not sick of you, nor am I trying to put distance in here. I just need to do my own thing tonight. I want to go for a run and do all the boring things you need to do in life that I don’t feel the need to put you through. Is that cool?” “Yea. I guess that’s fine,” he responded. I could tell he wasn’t thrilled with the idea, so I explained how a little distance may be good for us. “Absence makes the heart grow fonder,” I added while explaining how I was shocked I actually hadn’t grown tired of him. In the end, he agreed it was probably a good idea.

We finally made our way out the door, and he walked me to my office. I said goodbye to him with a big kiss since we were planning to take the night off.

After work, I made my way home. I took some things out of the freezer to make for myself for dinner. I was trying to eat healthier and work out more. I was starting to get pudgy again. I wanted to look hot for my man. On top of this, NYC Pride weekend was a month away. I couldn’t look like a fat mess. It was safe to say I’d be dragged somewhere I’d have to take my shirt off. I would already feel uncomfortable the way it was. Having to take my shirt off in a crowded bar would only make it more stressful.

I put on running shorts and my shoes and took off into the hot night shirtless to run along the waterfront. I felt great. It’d been a while since I worked out like that. I missed it and needed to get back to it. My body needed it too. Every song I heard made me think of Clark Kent. They made me miss him, but they also made me wonder what he was up to. Since I was still carrying around some light luggage, I have to admit I was a little worried CK may be engaged in some extra curricular activities. He gave me no real reason not to trust him, but I couldn’t quite get passed the fact I met him on Grindr. I know how I was on Grindr. I know how I’d cheated on N because of my suspicions he was cheating on me (which were rooted in fact, but still not excusable what I did). There was a small shadow of doubt in the back of my mind. In time, I would learn to fully trust him, but I was still a little broken from my previous experiences with Grindr guys.

I couldn’t stop thinking about him. I had nothing to do but run and think. This is why I don’t do well alone. I crawl up into my head and start causing problems. I even paused to take a picture of the Empire State Building in the NYC skyline to post to Instagram. I tagged him in the picture and sent it out to my Twitter followers. Just when I was missing CK the most, my phone started ringing. I was in the middle of my run and came to a screeching halt. I picked up, and we chatted a bit. It was very reassuring to me he wasn’t up to no good. He wanted to let me get back to my run, but I wanted to talk some more. I was happy to hear the sound of his voice. I told him how it was a dumb idea to take a night apart, but it did help me realize just how much I love him. I didn’t even want to spend one night away from him.

He asked me to send him a picture of me all sweaty and shirtless, but I declined. Instead, I dug into my pictures on my phone and sent him a sexy picture from there after we hung up. We said goodbye, and I continued on my run home.

I do find it’s necessary for parties in a couple to do their own thing sometimes. I had a lot of friends I hadn’t seen in some time because I was spending a lot of time with CK alone. I didn’t want to be one of those people who gets into a relationship and falls off the face of the earth. It was a delicate balance I needed to figure out. I hadn’t had many relationships over the span of my life, so this aspect was a bit new to me, however, I would figure it out. I had plenty of love to go around for all since CK made me the happiest man on the planet.

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NYC PRIDE 2012

Have a great pride weekend NYC! Live it up to the fullest and remember to be safe!!

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Dating The David

After a relaxed night, including dinner, cuddling and a dream-filled night sleeping together, CK and I woke early feeling frisky. It was six am, but we were both turned on and wide awake.

Warning: The following may be too graphic for some. We started fooling around. I couldn’t keep my hands off him. I was pulling him in tight and hugging him with all my might. I never wanted to let go. I lifted my hand, and gave him a smack on his backside. He always liked this — I was somewhat obsessed with his butt. It was amazing — Like The David amazing.

He put his mouth around my member and went to town. I laid back and enjoyed all the sensations. It was all I could do to hold out from jumping on top of him and slipping inside. After some time, my wish was granted. We changed positions, and I was on top of him. I slid in slowly, savoring every stimulation sensation I felt as I did. I started slow, and the pace only picked up from there. We changed to many other positions that morning.

We continued until neither could take it anymore. He finished, and we made our way to the shower to clean up. The fun didn’t end in the bed. We continued molesting each other while we showered together.

After we dried off, I couldn’t keep my hands off him. I wanted more sex. We were already late from fooling around in bed all morning, but I knew I wouldn’t be able to concentrate all day at work if I didn’t finish. He began to blow me once again, which morphed into mutual oral pleasure. I still couldn’t finish. It was getting late, and we weren’t making much progress, so we stopped. I would simply save it for that night.

We got dressed and made our way to the PATH to head into work. We both read the third book of the Hunger Games series, Mocking Jay. I had only a handful of pages left before I finished. I was at a part of the book that was very emotionally charged and describes a loving relationship my boyfriend and I often mimicked. I was very happy with the ending, and I couldn’t wait to see him. Reading the book made me fall in love with him even more.

I texted him throughout the day to tell him how much I missed him. All day long, he would ask me, “Real or not real?” — a line from the Hunger Games books. This was definitely real. I was falling in love with this amazing man every second of every day.

I also took the opportunity to ask him if he liked lobster. I was thinking we’d go to the grocery store and pick up some cheap lobsters for dinner. He was totally onboard.

He needed to stop by his place before coming to mine. Since it was only a few blocks from my office, he encouraged me to swing by before heading to Hoboken. I told him this wouldn’t be an extended thing. I explained I still needed to go to the grocery store to get the lobsters before cooking them. I didn’t want to get sucked into a post-work romp before heading back to my place.

We finally made our way to my apartment. We hopped on the motorcycle and hit up ShopRite in Hoboken. I have to tell you; the seafood guy there is the coolest. He knows so much about seafood and will always suggest how to cook things. We even took the opportunity to snap a picture of him weighing the four lobsters we bought. It was then and there we decided to go home and play with the lobsters. We were going to have Hunger Game reenactments. We were like a bunch of teenage girls.

When we got home, we put all the lobsters on the counter and cut the bands off their claws. I grabbed the whiteout so we could paint them to denote who was who. We even bought pitas to represent Peeta. CK had the great idea to use the Video Star app to make a music video set to Lana Del Ray’s parody of Video Games, Hunger Games.

While he filmed with his iPhone, we moved the lobsters around and made them fight each other.

When we were done playing, we dropping the lobsters into the pot and steamed them. We each had our own lobster, and I froze the other two to use for other recipes down the road (Yes, I keep lobster on hand to use in recipes). They were delicious. When we sufficiently made a mess of the entire kitchen and had our fill, we cleaned up and made our way to my bedroom. We watched a little TV before we both dozed off.

Things were starting to feel routine with him, and not in a bad way. We were so comfortable together. This is also when we both realized just how comfortable we are with each other. While in bed, he let one rip in front of me. I laughed hysterically. We’d finally reached the point we could comfortable fart in front of each other. I too squeezed one out in an act of solidarity. I told him how many farts I’d already buried in the bed with him in the past. We talked very openly about it from then on out. He asked questions about holding it in, and I explained I would always let them go when I left the room and even brought up how one slipped the first night I spent at his place. We both had a hearty laugh about it all.

He made me so happy. I found myself spending my entire day looking forward to seeing him again. Work was simply something I did between my time off — Between the time I’d get to see him again.

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Sexual Exploration

Today is another Fast Forward Friday!!!  

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

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

Friday afternoon, I was talking to J, one of my closest friends. We swam together in college, and I can actually say I think we’ve grown closer with each other now than we were back then. He’s a great guy and I cherish our friendship!

I recently had the pleasure of attending his wedding, but before that, we had a little chat:

He asked if I wanted to see what he bought his future wife for their honeymoon. Before he sent me a link to The We Vibe, vibrator for couples to use together, he included my typical warning message: WARNING: The following post may be too graphic for some. I thought this was hysterical, and I was proud of his level of comfort in regards to his sexuality. Apparently, he’d been dying to say that to me for some time. From there, a whole new conversation spawned.

He told me of his extensive toy bag. When I told him I owned none myself, he responded, “DUDE! You gotta get toys!” I really never saw a need for these. I was enjoying the “toy” God gave to every man I brought into my bed.

Then the conversation took a turn. “Ahhhhh, perfect time for me to ask you opinion…” he said sending me this link: aneros.com. It was to a prostate massager for men to hit their G-spot. “Thoughts?” he added. My head immediately went to the Tickle My Tush book I’d received months earlier for review. I told him to remind me the next time he was in Hoboken, I’d lend it to him. He told me, “Been looking at the Aeneros. Clearly for me, but I’m butt hesitant.”

I was proud of him for even considering the idea. The butt is a region many straight men fail to explore because it is seen as taboo. It is an entirely new erogenous zone that should be explored, even by heterosexual couples.

They’d explored this idea in the past. She was comfortable, but he wasn’t. “It’s not a gay thing — Just uncomfortable,” he typed. I told him not to be hesitant, but I also encouraged him to explore alone before engaging his future wife.

I explained to him how I’d never really explored back there myself before coming out. Of course I’d used a finger in the bathtub to see how it felt, but I could never get over the uncomfortable sensation. I never derived pleasure from that region, with the exception of oral pleasure. “I don’t really get off from traditional penetration,” I told him. “It gives me nothing. But… I have had great experience with a finger… It can be more directional and targeting, and I have gotten off from that fairly often”

He told me, “See, we tried finger like years ago — Freaked me out… Didn’t/couldn’t relax. Haven’t tried it since” I immediately added, “You need to get comfortable yourself alone first. Then, you’ll be more relaxed.”

Somehow we got sidetracked, and we began exchanging thoughts on different brands of lube. I’ve always used water-based because I care more about my sheets and don’t want stains. He suggested using a towel and explained how much better silicone is. He even went into the chemistry of it (which is his background). I knew why he liked silicone better, but when he would be on the receiving end of silicone, he might not have the same feelings about it after learning of its lingering effects.

Soon, we were back on track. I asked him if he had a tub. I explained: “Some day… take a bath…  warm water… and relax. Lay back in shallow water with your back on the bottom of the tub, legs up on the brim. Gently penetrate with your. It takes A LOT of getting used to. You need to feel like your pushing out to allow things to gently come in. You’re going to feel like your going to sh*t yourself… You probably won’t. It’s a natural urge you need to combat. It’s def. awkward — No question about it. It’s just a matter of getting to know a part of your body you’re not used to engaging.” I told him the book I was lending him would talk all about it.

He responded, “Fair enough. Makes sense too.” I told him I would bring the book to his wedding in a week. He asked if I could please wrap it up before doing so. I joked at the idea of simply putting it in the box of cards in hopes his mother was the first to get to that. He added, “I appreciate this. You have a hell of a lot more experience than I do.’’ I replied, “Yes and no.” I reminded him how I was never really a bottom, but I was certainly exploring that a lot more in my current relationship. “Clark Kent and I have a very healthy flip relationship,” I supplemented.

He retorted humorously, “Didn’t say you were an expert (I do read you blog), but you know a hell of a lot more than I do.

I thought back to my first time. “It was very different and awkward. It took a lot of getting used to. And, when someone told me about the push thing, it got a lot better. And, then when I read it in the Tickle My Tush book, it confirmed that for me. She describes it very well,” I detailed.

“You know this is goin’ in the blog right?” I asked. “It won’t say J — Just a male friend. But, I’m very proud of you!” He responded, “Hmmmmm. Go for it. This is J. You don’t have to keep it anonymous. I’m not scared. I don’t mind. Just give me a heads up right beforehand. A healthy sexual appetite and willingness to explore are healthy things.”

“But again… I’m very proud of your willingness to explore without worrying about social connotations. This is definitely a longer conversation I want to share sometime,” I added. We agreed to revisit this topic again when we both had more time…

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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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Comedic Timing

Every morning I woke up happier than the day before. I had an amazing boyfriend who would only make my day brighter. On top of that, I had an amazing new bed. I couldn’t believe the different a solid platform bed made over a standard metal frame. I slept so well, I slept through my alarm. I woke Wednesday morning at 9:00am. I was going to be late for work!

When I got to work, I solidified my plans with CK for the evening. I was planning to run home after work to pack an overnight bag, but after texting with CK, I learned he was planning to spend the night at my place. We would meet at his place before hitting up the show. He was hoping to get home by 7:00. As the day progressed, he informed me he would be lucky if he could leave work by 8:00. I decided not to run home. Instead I hung at the office and write a few blog posts.

When 8:00 hit, he headed home, and I made my way over as well. He was going to hop in the shower, so he told me he’d leave the door unlocked. When I got to the door, it was locked. I buzzed, and he answered in his briefs. I ran and threw my arms around him, and we had a five-minute makeout session. He was a bit sweaty and told me how gross he was. “I smell like balls,” he added. We both fell to the bed in tight embrace and began rolling around the bed.

I was so happy to see him. I had missed him, but seeing him made it seem all the more extreme. I was downright giddy. We playfully rolled around the bed kissing each other all over. CK proceeded to continue to bite me. I told him to stop.

I finally laid down the law a bit. I told him how much it hurts. I explained that nibbling was okay, but the biting was starting to leave black-and-blue marks. He calmed down a bit. He then proceeded to attempt to pin me down so he could playfully put his smelly balls on me. I playfully resisted and protested. Luckily for me, I’m stronger than him. Finally, he made his way to the shower. I sat on the couch reading until he emerged. We fooled around a little more before finally making our way to snag a cab to the Lower East Side.

When we got to the event at the Upright Citizens Brigade, I realized this was something organized through work. It was a packed house. It was difficult to maneuver through the full bar, especially with my work bag and CK’s overnight bag. That’s when he kinda let me have it. He pointed out just how much he hates carrying a bag around. He originally wanted to swing by his place on our way to my apartment. I suggested bringing his bag with him since we’d already be downtown. He also pointed out to me how he wanted to drop his bag off at my apartment when we were walking through the festival that Sunday, but I didn’t make that happen. I offered to carry his bag then, and I offered to trade bags with him at the event since mine was very small and light.

In the end, it was fine. He got over it and thanked me for taking care of his bag while he grabbed us drinks. We were seated shortly, and it wasn’t that much of an inconvenience.

The show was hysterical. I recognized an old coworker in the crowd and someone I went to college with on stage. He was the best of the whole lot. I was very impressed. It was nice to do something fun with CK.

When the show was over, he was ready to head out into the rain. We grabbed Mexican at a restaurant around the corner. It was very good and we have a good time sharing a bunch of tacos and flan. We talked about how we met and how lucky we were to find each other. We also talked about the hot bartender. I noticed him when we arrived but didn’t mention anything. It took CK until we were ordering dessert to notice and pointed it out to me. He was surprised to hear I’d already noticed him.

We hopped in a cab to the PATH and made our way to my apartment. We barely made the train. I didn’t know he needed to buy separate trips for the PATH from the MetroCard, so I quickly scanned my card for him while holding the train doors open so it couldn’t leave.

As we walked to my place, I opened my umbrella, and he asked if he minded if he locked his hand on my arm. Again, I felt slightly uncomfortable, but I needed to force myself to get used to it. This was my life. There’s no changing it. I was curious what made him ask that. Was I that bad at hiding my unease? I told him it was fine. He also wanted to see if he could figure out the way back to my place without help. I was impressed when he pulled it off.

When we got to my apartment, we went straight to my bedroom. It was late, so we both stripped down to briefs and boxers. It was nice to lay in his warm embrace finally. It really made my night. It wasn’t long before we started fooling around. This of course led to sex. “Do you want to f*ck me?” he asked. I expressed me strong desire to, but then he flipped it on me. “Can I f*ck you?” he added. I agreed, and we got it on. (I was very happy to see the bed hold up so well and not make a sound. It truly was a worthwhile investment.)

We both lay there incapacitated for some time before he asked if I wanted to f*ck him. “When I get feeling back in my legs, maybe,” I said. In the back of my mind, I was saving my turn for the morning. I’m always horniest then, and it’d been a while. I knew it would feel amazing.

Instead, we started to watch Revenge. About ten minutes into the show, he was gently snoring. I woke at 4:00am to find the TV and lights still on. I turned them off and tucked us in under the comforters.

Waking in the morning to his smiling face in mine was priceless. We kissed immediately, and I felt amazing. I really liked CK! He was everything I needed in a man. I didn’t have one single complaint about him at that moment. He was spectacular.

Warning: The following may be too graphic for some. After a lot of cuddling and snoozes, he began blowing me. It felt great, but I was really hoping for penetration. Finally, positions shifted, and I found the great pleasure of being inside him.

The time came to get ready for work. He needed to be there by 9:00 and put me in charge of making sure that happened. He went into the bathroom for some time before he emerged and asked if I wanted to join him in the shower. I obliged his request. Who could turn down such a sexy man with hot water streaming across his body?

We ended up leaving the apartment slightly late. I flagged us a cab to make up for some time, and we managed to catch the PATH just as it was about to embark. I kissed him at Christopher Street station and said goodbye.

When I got to work, I was already missing him. The previous night, he mentioned his disappointment in not being able to be around for my birthday. I told him I understood. His mother was coming into town. I thought it was very sweet of him to be disappointed, especially since I don’t really celebrate my birthday. I sent him a text to let him know I missed him. He responded telling me he missed me too, and he was having a very productive and good morning. I was happy for/proud of him.

I was really falling for him. I even took a moment out of my day to update my status on Facebook to reflect my new status. I couldn’t be certain where things were headed after only a month, but if things continued the way they were going, I certainly was onboard! Maybe I would finally find love.

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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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Boyfriend Material

From early on, I learned of CK’s affinity for comic books. When I started seeing more and more trailers for the new Avengers movie, I knew it would be a big event for him. I was curious to see if he’d want to go with a group of his friends or would this be something special he’d want to share with me.

I’m pleased to say it was the latter. He asked me if I was interested in seeing it, so we made plans for Friday’s premier. I was also pleased to learn I would be meeting two of his close friends who would be joining us. We bought our tickets early in the morning, as they were already beginning to sell out.

After work, I went home and packed an overnight bag to take with me back into the city. I met CK at his apartment an hour before the movie. We cuddled and chatted a bit before making our way to the theater. As we got into the elevator, I noticed a sprig of hair dangling in front of his face. He really looked like Superman, and I loved it. This is where the Superman nickname came from. Just as I was noticing this, he ran his hands through his hair, messing up the sprig. That’s when he called me out for not commenting on his haircut. He had it cut after work that evening and was legitimately mad I didn’t comment on it, and he let me know it. I told him how I noticed the sprig of hair, but apparently that wasn’t enough. I needed to verbalize. I apologized profusely. I felt really bad. He eventually forgave me, but he was still a little putout.

I thought we had plenty of time, but he seemed worried about timing. He was trying to flag down a cab to cut across town, but none were available. When he spotted a pedi-cab, we hopped in and shot across town. He was like a little kid in a candy store. He was shouting at passersby and snapping pictures left and right. He took a lot of pictures of us kissing each other, in which I always look AWFUL!

We met his friends in line for the movie. CK introduced me, and I tried to make small talk. They weren’t the friendliest of characters, but they were far from cold. CK was still hyper.

CK and I split off to grab drinks for all of us at Dunkin Donuts. We grabbed donuts as well. While putting a straw in one of the large iced teas, I spilled it everywhere on the counter. The whole store came to a halt for about 5 minutes while the cleaned it up.

When we got back to the line, his mother called. While talking to her, he mentioned how the day of her arrival is my birthday. He also mentioned wanting for the three of us to try to do dinner.

Finally, we got into the theater. We got great seats, and I peeled off to get popcorn, candy and soda. But first I needed to relieve myself. I didn’t want to have to go in the middle of the show. One of CK’s friends came out to concessions with me. After using the restrooms, we stood next to each other not speaking more than ten words. It was a bit awkward.

I thoroughly enjoyed the movie. It was awesome, and I really enjoyed seeing CK so excited. The cuddling the accompanied the movie was also a nice addition.

As we were leaving the theater, CK ran toward the mini arcade. He wanted to play the two-person Terminator game. We put in our money and began shooting. It wasn’t long before one of his friends mentioned their desire to go. CK shouted at them encouraging them to play a game. He wasn’t having any of it. “I think we’re just gonna go,” he responded. CK convinced them to wait until the game was over. We left with them and said goodbye at the curb. They were tired and ready to go home. CK and I hadn’t eaten yet, so we were trying to figure out dinner.

As we walked to grab food, CK pulled my arm around him over his shoulder. People were commenting left and right. I was surprised. This wasn’t my first sign of gay PDA in NYC. I never experienced this before. Some of the comments were negative or simply mocking. Others were actually positive. Hell. We’re two good-looking guys. Why not?

We stopped at Charley’s Grilled Subs for cheesesteaks before heading back to his place to eat them in front of his iPad (aka, TV). When we got back to his place, we smoked a little, stuffed our faces, and watched the first episode of Smash. I’d seen it already, but I wanted to share it with him since I knew he’d like it. I fell asleep about three quarters through the show. Eventually, he too fell asleep. When he woke, he turned off the lights, and we pulled up the covers and dozed off.

Sadly, I couldn’t sleep in. My parents were coming into town to see War Horse and grab lunch. I needed to leave his apartment at 10:00am. I still needed to get them a parking pass in Hoboken. We woke to my alarm. I set it early to allow for ample cuddling.

While we were lying there, he said to me, “I know this is completely unnecessary and not something I need, but I’m going to ask you anyway. I want to know if I could be your boyfriend?”

I have no idea the look that must have been on my face. I was shocked. I did not see that coming, but I immediately said yes through an enormous grin. “Bet you didn’t see that coming!” he added. “No. No I did not,” I responded. I told him how utterly happy he makes me. I told him I thought it was a great idea!

I really don’t think he realizes how happy he makes me. I was beaming for the rest of the morning. He asked if he should order us breakfast, but I told him he didn’t need to do that. I told him I’d rather spend the time cuddling than eating since I didn’t have much time before I needed to leave. We began to fool around, which led to grinding. When he turned around and asked if I wanted to f*ck him, I told him I want nothing more, but I couldn’t. I needed to walk out the door in fifteen minutes. I could tell he was disappointed, but so was I. We cuddled some more before I had to say goodbye.

As I walked to the PATH, I had a smile from ear-to-ear. He made me so happy. I started texting friends to inform them of my new status.

I began to wonder a little if it bothered him my parents were coming into town and I wasn’t introducing them to him since he was so keen to introduce me to his mother. His mother lived much further away, so it somewhat made sense, even if it was early in the relationship. My parents would be back by at least June. I could introduce him then. I just hoped he wasn’t hurt I never mentioned it.

Either way, I wasn’t going to worry about that. I was too happy to car. For the first time in my life, I had a boyfriend!

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