CK and I were having a very long holiday weekend, and we were only half way through it. As CK wanted to go to the Scissor Sisters concert on Friday, which ended up happening on Saturday, I wanted to spend the weekend with my friends as well. We made plans before the weekend kicked off, and we were going to try to stick to it.
Early Sunday morning, CK and I woke up and quickly got ready for the day. We hopped on my motorcycle and made our way to Hoboken. We were catching a ride with K to her parents’ house on Mohawk Lake. Since it was an hour drive, K wanted to leave early. Of course, we made it back to Hoboken and finished getting ready just in the nick of time to stay on her schedule. K’s roommates, D and G, and D’s girlfriend were also joining us. The five of us were spending the day on the water, tubing, swimming and lounging in the sun.
When we arrived at the lake, we visited with K’s mother before prepping the boat. We all piled in, along with all the proper refreshments, and shoved off the dock. I was excited for a nice relaxing day on the lake. The weekend was off to a bit of a chaotic start, and I needed a day to hit the reset button. Everyone else was drinking, but that was the last thing I needed. For me, the sun was all I needed to be happy. I just wanted to lay out on the back of the boat and work on my tan.
Before breaking out the tube, we drove to the far side of the lake to drop anchor and hang out in the cove. The water was smooth, and there weren’t many people out on the lake. In usual fashion, wherever CK went, so did his music. We weren’t even out of the dock before he was plugging in his music. I wasn’t opposed to music in general, but he was playing all the songs we’d heard the night before. I could also tell, Scissor Sisters weren’t exactly my friends’ cup of tea. However, this was not something I was about to engage in. I found my happy place, laid out a towel, and tried to drift off in the warmth of the sun.
When I got hot, I decided to hop in. Everyone else had already taken a dip. It was the perfect Sunday. Everyone was relaxing and just enjoying themselves. We all talked about our weekends and caught up with each other. I’ve always liked this group of friends. They all felt like my “Seinfeld” crew. On top of that, I had my man with me. That always makes me happy.
When we were all hungry, we drove to the other end of the lake to grab a few slices of pizza for lunch. When we all finished eating, we snapped a few fun and patriotic pictures on the boardwalk of the lake.
Once we all managed to digest our food, it was time to break out the tube. K was an experienced whip cracker. Everyone took turns riding the tube with a partner. It was a blast. In her usual fashion, K was relentless when I was on the tube. I think I frustrate her sometimes, and she uses that time to take all those frustrations out on me. However, I usually manage to hold on for longer than expected. That being said, she always finds a way to get me off that giant rubber floating donut.
I especially had a lot of fun riding the tube with CK. We made a great team, and my friends snapped quite a few great shots of us both. I was happy to have such a nice day after how bad our Friday night was. We really needed a nice day together.
It wasn’t all smooth sailing however. Over the course of the day, I noticed K getting frustrated with CK. She was not only the owner of the boat, but also the captain. He wasn’t listening to instructions very well. When she was ready to hit the throttle, CK was standing on the back of the boat. When she’d need to maneuver to circle back to pick someone up who fell off the tube, he was standing to change the music. I was worried we wouldn’t be invited back again. Or worse. I would be, but I wouldn’t be able to bring him back again. I asked him to be more conscientious about her directions. “Whatever she said, goes,” I added.
When we were all sufficiently exhausted, we made our way back to K’s parents’ dock. We had a bit of a drive ahead of us.
D had his new car with him since he drove separately. I had yet to be in it, so I suggested CK and I ride with him, leaving the other two to drive together. On the ride home, we all planned to hit up D, K and G’s apartment for a bar-be-cue. It would be our last hurrah of the holiday weekend before heading back to work. D dropped us off at my place, and we got ready to head over to grill up some burgers. I quickly made a pasta salad as well because I didn’t want to show up empty handed.
I wasn’t originally aware, but we were also going to meet K’s new man. He is much younger than the rest of our group, and as a result, he spent the better portion of the evening trying to impress us. That’s a surefire way for me not to be impressed. I like genuine people, not people who put on airs and say what they think I want to hear.
Dinner was nice and very relaxing. It was the perfect end of the holiday weekend. My weekend started off very crazed and chaotic, and it ended very relaxing and serene. When it was getting late, CK and I said our goodbyes and made our way back to my apartment. I agreed to spend the night in the city at his apartment, so I quickly packed a bag before we hopped on the bus.
When we got to his place, neither of us had much energy. We quickly settled into bed and mentally prepared for the workweek coming up after having quite a few days off. CK tuned into The Rachel Maddow show while I shut my eyes and tried to fall asleep in the arms of the man I loved.
That night, when we got home from the lake, we both collapsed in a pile on my bed. We barely had any energy left in us. We had a blast on the lake all day, followed by a belly full of lobster, clams and more. It was one of those summer days we will never forget.
We laid cuddling on my bed for some time. Both of us had our eyes closed. Regardless of how tired I was, my restraint was no match for my libido. Warning: The following may be too graphic for some. Holding CK in my arms and feeling his body against mine immediately made me hard. I couldn’t help myself, and I couldn’t keep my hands off his amazing body.
What started as innocent kissing quickly escalated. Slowly, but surely, we were stripping each other of articles of clothing until we were embracing and pulling our naked bodies tight against each other. We began to find our rhythm, and the grinding ensued. There was no penetration at this point; we were sensually rubbing key components against each other.
We couldn’t control ourselves, as was common for us. We began rolling and wrestling on the bed. One minute, I was on my back, and in the next minute, he was. The passion was off the charts. We hadn’t had foreplay this hot in quite some time. Eventually, he whispered in my ear, “I want you inside me.” “Yea?” I responded. With that, I opened the top drawer of my dresser and pulled out the lube. I worked over his areas while I teased myself with my lubricated hands. I rested his legs against my chest and shoulders while he guided me in. I could see the ultimate love in his eyes. As I slowly slid inside him, they got wide with excitement.
With every thrust, the love-making grew more passionate. Two things can be truly said about my sex-life with Superman: We have both truly become versatile in bed, and we both fully own the positions we find ourselves in. Whether I top or he tops, it’s epic, and the same goes for bottoming. I love the synchronicity of this type of sexual relationship. We are both getting every experience out of our sex. There is nothing holding us back from fully enjoying each other’s body. Neither of us is pigeon-holed in a position either. When we get into bed, neither of us has any idea who position we’ll be taking. It all happens naturally, and it’s simply epic!
We continued some time before I finished expelling my seed. From them on, Superman was my whole world. My only concern was getting him off, and without pause, he was finishing right after me. I reached down to the bottom drawer of my nightstand and grabbed him a towel. It was just what we needed after a long day on the lake. I was so horny all day staring at his package in his bathing suit. CK is no small man, trust me. It’s absolutely gorgeous, however, it’s torture to see the outline of it through his white trunks without the ability to do anything with it because we’re in public. It’s such a tease. All that built up to equal our romp in the sack that night.
We both laid there drifting in and out of consciousness until we were both out cold. We woke a few hours later. We had to head into the city. CK didn’t have things with him to go to work on Monday morning, so I packed a bag for the following day, and we made our way into the city.
That night, we slept soundly. I fell asleep in his arms, my favorite place to be. Nothing mattered when I was in his embrace — Nothing besides him.
The following day, while at work, CK texted me to see if I would be interested in going to see a performance piece entitled Confessions of a Cuban Sex Addict. At first glance, the joke was there to be made that it was somewhat autobiographical of CK, but I resisted. I wasn’t entirely feeling it. CK was going through a cleanse, and I was strictly watching my diet in solidarity. As a result, we were both particularly cranky. But, when he posed the idea of going (with free tickets) as research for my blog, I agreed to go.
I arrived at the theater earlier than CK. I waited outside for him to arrive. I greeted him with a big kiss, and we made our way inside just in time. I had no idea what we were getting ourselves into, but when the performance began, I was entranced. It was incredibly erotic and intriguing. The story struck a chord deep within me. I had never experienced anything like what the author had gone through, but I knew that vulnerability of sharing one’s story with the public. As he continued his monologue, the lead encouraged us to follow him on the short journey deeper into the performance space itself. It was incredibly raw (and by raw I mean emotion, not literal sex). We both thoroughly enjoyed ourselves. We met the author on our way out, and we thanked him for sharing his story with us. We were both a little taken aback by what we just witnessed. It was a very powerful performance piece acted out by incredible thespians. You could feel the raw emotion throughout the entire performance.
We hopped in a cab since we were quite far from his apartment. Along the way, CK and I started kissing, and I bit CK’s lip harder than I meant to. I have to admit, I did mean to bite him, just not that hard. He had been biting me for some time, and I hated it. I told him, yet it continued. Because of this, I decided I would do it back to him until he stopped. I meant to be playful, but he took it completely the wrong way. He flipped out on me, and it was more than I could handle. I blew up at him. He had a lot of nerve. He was constantly biting me, and every time I protested. Now, he was getting a taste of his own medicine, and it turned into a huge ordeal. I couldn’t stomach the hypocrisy, and I wasn’t going to let him get away with it this time. I let him have it. We argued the whole way back to his place, and the argument continued on the sidewalk in front of his building. He was not understanding where I was coming from. He just kept making excuses for why it was okay. This wasn’t something I would just drop for the sake of arguing. I wanted him to stop biting me. Finally, I got through to him, and he understood how much I hated it. I also apologized for the blowup. We were both at fault and both needed to apologize.
The one good thing about CK and I is that we can fight and move on. I never fought with the other guys I dated, but looking back in hindsight, it was not a sign of a strong relationship — It was a sign of the lack thereof. We fought, but we never went to bed angry with each other. We hash it all out, and we move on. I was actually happy to see us fighting periodically. No one truly enjoys fighting, and I rarely go picking fights I don’t really care about, but I realized we fight because we care. It was healthy. It was then I knew I was on the road to a long and healthy relationship.
It’d been a few days since CK and I got tested for STDs at the clinic. We had to wait for our results to come in. I am from the school of thought that believes there’s no use worrying. Worrying won’t change the results. So, from the moment I walked out the door of the clinic, I stopped thinking about it. I’d set a reminder in my phone to call when my results would be ready.
I had a busy day at work, so I had to put off calling until my workday calmed down. I found a private place to make the call and waited for the results with bated breath. I wasn’t particularly worried. Perhaps I should have been more worried. When we left the office, we both put reminders in our phones to call. Why hadn’t I heard from CK? Did he forget to call? Did he call and was afraid to share the news with me? The receptionist picked up the phone asking, “Please hold?” Apparently, we were going to drag this out as long as possible. When she finally came back to the phone, she asked for my name and what insurance provider I use. After giving her the information, I was put on hold once again. They really know how to up the drama — They should work for TNT.
Finally, she gave me my results. I was clean on all counts except one. I came back positive for Herpes Simplex Type I, aka cold sores. I’d had this since a child and “inherited” it like many Americans from my mother. This was not news to me. I was quite happy. I came back negative on all the heavy hitters — Chlamydia, Syphilis, Herpes Simplex Type II, Gonorrhea, HIV. Since CK and I had unprotected sex (yes I know how stupid we are), I assumed he would have good news to share as well. I texted him to ask him if he called yet.
I wasn’t expecting his response. He informed me that he did indeed call and received his results, but he wanted to talk in person. What could he need to talk to me in person about?! If I came back negative for all but cold sores, what could he need to discuss with me? Now, I was scared.
After work, we had plans to stay in the city. I left my office and walked to his apartment when he finished work. When he answered the door, he was in his underwear. He was about to hop in the shower just as I arrived. I gave him a big kiss and made myself comfortable while he freshened up. When he came out of the shower, we laid in bed together for a while – He in his towel and me fully dressed from work. I brought up the testing results, but he asked if we could talk about it later. I complied. After laying with each other, we got ready to go to dinner. It was getting to be about that time. We settled on a Greek place, Ethos, not far from his apartment we’d been to before. The food was good, so I wanted to go back.
We held hands while we walked there noticing dogs along the way. CK was still going on about how he wanted me to get a dog. I explained once again how I couldn’t handle one, nor did my lease allow for one. I told him, “When we live together, I will get a dog.” His eyes lit up as a smile spread across his face.
We shared a lovely and romantic dinner for two before heading back to his apartment for the night. I was impressed with myself for not bringing up the testing results sooner, but at this point, I had to ask. He was obviously holding something back. As we walked he told me a story about how he contracted oral herpes. In the middle of the story, I cut him off. I told him I was already positive for simplex I, and he had nothing to worry about. He was very confused. He didn’t understand how I was making light of this. He was actually quite miffed I wasn’t forthcoming with that portion of my results.
The way I saw it, I would bring it up when I had an outbreak. If he’d never been exposed to the virus or oral cold sores, we would prevent him from coming in contact with me, i.e. we would stop kissing until it went away. I really didn’t see it as a big deal. Lots of people get cold sores. In fact, 80% of adult Americans are infected with the virus. I’ve been fortunate not to have experienced them very often, but they do happen when I get too much sun or when my lips split in the winter. I could see the relief on his face and in his posture. For the first time all night, he relaxed.
It was at that moment we both celebrated our results. We stopped in the middle of the street to hug and exchange a giant kiss. At this point, he couldn’t wait to go home and have sex.
Warning: The following may be too graphic for some. That night, we had the best sex we’d had to date. It was incredibly passionate and incredibly raw. We had no worries and no cares. In the end, I finished inside him, and he finished inside me. It felt amazing. I’d never felt that before. I have to admit, I was a little apprehensive about it at first. I’d only ever finished inside one other guy before without a condom. I’d never allowed anyone to ejaculate inside me.
It didn’t feel like I thought it would. I imagined a lot more sensation than the actual moment, however, the act made me feel so much more. The emotions tied to the action added so much more to it. I truly felt loved by him, and I truly felt my love for him when I exploded my seed deep within him. I feel the need to say, this is not the deal that works for every couple. CK and I have spoken at length about this topic. We will continue to be tested on a regular basis, regardless of either of us feeling a “need” for it. We have made it part of our routine. We know there are risks any time you have unprotected sex, however, we have come to mutually trust each other and find comfort in that. I am in no way endorsing unprotected sex!
It’s incredible how much that simple act brought us closer together, but I think that night kind of sealed the deal for us (Pun not intended). We’d had passionate sex before, but I think that night was the first of many night we stopped having sex and started making love.
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…
Waking up with one of the sexiest men I’d ever met, Clark Kent, in my arms would make any morning spectacular. On top of that, I had no obligations to fulfill that day. It was Saturday, and I was ready to lounge around. Sure I had plans to go to the gym and grocery store, but that would wait until much later. Right then, there was a gorgeous specimen of a man in my bed, and I wasn’t going to let him go to waste.
I cuddled and snuggled with him. It was finally 11:00am when I was conscious enough to remain awake for more than a few seconds to shift our spooning positions. I don’t think there was a moment we weren’t in contact with each other throughout the night. Even when we were sleeping on opposite sides of the bed, my hand was on his thigh.
Warning: The following may be too graphic for some. When we woke, things started slow and progressed rather quickly. We were both naked before we knew it. Eventually, we found ourselves in a familiar position. I had my face buried in his backside. He always derived great pleasure from this, and I wasn’t shy about delivering. I even pulled out some of the tricks I learned in the Tickle My Tush book once again. Oral penetration eventually led to full penetration. He felt amazing, and I was not in any hurry to stop. Every thrust was better than the last, however, whenever I slowed the pace to both give myself a break and to enjoy the friction, he would protest, “DON’T STOP!” I picked the pace back up again and pushed as deep as I could go. He let out constant moans of pleasure, this time at a decent volume until he needed to stop to catch his breath.
He immediately turned over to face me with a look of exhaustion/excitement in his eyes. “Baby! You feel AMAZING!” he exclaimed. I dove on top of him and began to kiss him passionately. I told him how great he felt as well between zealous kisses. I took his legs and lifted them high and began to penetrate him again. It felt incredible. When I finally stopped, he said, “I love when you take me from behind, but this way… I dunno. You just hit the spot every time!”
We laid intertwined with each other enjoying the moment. We had great sexual chemistry. It had been such a long time since I’d shared that on top of chemistry outside the bedroom. Standard issue seemed to be one or the other as of late. CK was the full package.
After considerable amounts of cuddling, he climbed on top of me while I arched my back and gave him everything he wanted. I knew that morning my roommate’s friend slept over. I’d already heard them up and talking. I was a bit reserved in my morning romp with CK out of slight embarrassment. While I didn’t care if they knew I was having sex, I didn’t want to be overly loud about it. I buried my face in the pillow and let out my grunts and moans through a heavy down filter. When the moment hit, he pulled out and finished on my back.
Most straight women don’t understand this, but when a guy finishes on you, it can be incredibly hot, not something to turn your nose up at. It is a sign that you truly excite them. For me it’s validation, and it’s an incredible aphrodisiac. Many times, seeing a guy shoot is what it takes for me to finish as well. He asked where I kept the towels, but I was incapable of words. Only grunts came out. I tried with all my might to use my arm to reach down to my nightstand drawer, but no matter how much I concentrated, I could not move. I finally gave in and just lay there accepting defeat. “I’m glued to the bed,” I told him. “You will be glued if you roll over onto your back,” he added through a laugh. My body was in full orgasm. After about ten minutes, I regained composure and handed him a towel to wipe my back.
We rotated and lay in each other’s embrace. I was enjoying everything about him. He was witty. He was fun and adventurous. He was smart. He was incredibly sexy. Most of all he was passionate and caring. He was exactly what I needed – Exactly what I was looking for. We enjoyed the embrace for some time before he finally began orally pleasuring me – One of his favorite activities.
This time it felt amazing. I closed my eyes and concentrated on how good it felt. I imagined penetrating him and his mouth being his insides. It felt amazing. I thought about how good it would feel to explode inside of him, and that’s when it finally happened. I gave out a warning, and began to explode like a fountain. CK was greatly excited by this and took advantage. “Wow! You really weren’t kidding. Hidden talent indeed,” he added. I simply smiled and began giggling from his gentle touch tickling me.
I was so incredibly relieved. I’d finally finished with him. I didn’t want him to take it personally or worse, think I was broken. I told him early on of my issue, but he seemed to be quite understanding of it. That doesn’t mean he didn’t bring it up periodically, further stressing me on the issue, but regardless, I finished and made him happy.
We made our way to the shower, where the fun only continued. We quickly found ourselves back in bed together sans clothing or towels. We just lay intertwined for almost an hour. We’d already spent the entire morning and part of the afternoon together in bed. He was answering texts on his phone periodically and showed me a text from his mother. It mentioned being at [One Gay At A Time’s] and her reply was: “Hoboken sounds nice. Why don’t you look for a place there?” However, he told me he couldn’t afford any studios in Hoboken. I was touched he’d mentioned me to his mother and was excited he actually entertained the idea of living in Hoboken.
When my empty stomach couldn’t take it anymore, I suggested I make us breakfast. I told him to stay in bed while I whipped something up. I took some of my world-class pork and apple sausages out of the freezer, scrambled some eggs with cheddar cheese, and buttered some toast. I returned to the room to get his coffee flavor or choice and let him know breakfast was ready. He emerged shortly thereafter and joined me for breakfast. “If you’re trying to win me over, you’re going about it all the right way!” he said after shoveling some of the sausage into his mouth. This was the second time I’d heard him say this.
After we finished eating we made our way to the couch. We were both shirtless the entire morning and afternoon. My roommates and their friends came and went and we paid them no attention. We watched TV and movies all afternoon. When it was getting to be about 4:00, he admitted defeat and suggested he just stay. He wasn’t going to make any progress finding an apartment at that point, and he much rather stay with me anyway. With that, we both smoked a little and enjoyed each other’s company in front of the TV.
We ordered Mediterranean for dinner, opened a special bottle of Malbec I’d been saving for the right guy and had more of the pineapple upside down cake for dessert. We watched Bridesmaids and other movies the rest of the night. We stayed on the couch all day until we both passed out. When he finally woke me, it was 1:30am, and we made our way to bed. I was exhausted, and I’d done absolutely nothing all day long. It was some of the best absolutely nothing I’ve ever done. Every last second of it.
Things with Middle Eastern certainly weren’t leaving us holding hands skipping down the beach. I really liked him, but I never really saw the potential for a strong relationship with him. I would like to think I wasn’t leading him on. I would like to think he was well aware we were casual and enjoying each other’s company. But, who could be sure what’s going through someone else’s head?
I invited him to come over for dinner Tuesday night after work. A part of me was horny, and he is really great in bed. Another part of me wanted his companionship — Just someone to watch TV with and cuddle. He was in class and would come by a little later. This worked out because it would allow me time to make us food.
When he arrived, we immediately went into my bedroom and fooled around. We didn’t have sex, but there was a lot of kissing and groping and cuddling. He told me about his day, and I got him caught up on what was going on in my life since I’d last seen him. When we had our fill, I tossed him a pair of my shorts to put on, and we made our way back out to the living room to eat and watch TV. I learned he’d already eaten, and I made a plate for myself, and we sat on the couch watching TV.
When my roommates made their way to bed, and it was getting later, I turned off the TV and led M.E. to my bedroom. We hopped into bed and watched some more TV before we were no longer watching because other desires took over. Warning: The following may be too graphic for some. The kissing and heavy petting led to stronger desires. I grabbed a condom and lube, and we went at it. It was extra passionate this time, We were thoroughly enjoying each other. We went through many permutations of positions. Every one was better than the last. His body felt amazing, and he seemed to really be enjoying it.
I was disappointed he never finished with me, but I fully understood. I’m not quite sure he did. “I don’t know how to explain it. It’s like I have a full-body experience, but I never cum,” he expressed. I told him I knew exactly what he meant. I never brought it up myself, because I knew that was the exact opposite of a solution. In all the times I’d been with him, he never finished. He told me it was nearly impossible for him to accomplish after I penetrated him. We both went to bed that night without finishing. The sex was so great I didn’t feel the need to finish myself off. I was also hoping for some morning nookie, so I knew I would be hornier if I left it til the morning.
In the middle of the night, he did something that woke me up. I glanced at the clock and saw it was nearly four am. He began grinding against me and grabbing hold of my member. He was massaging his backside with it. When I woke, I began to engage in this activity as well. I was grinding on him until all of a sudden I found myself inside him. It was pure bliss. We both enjoyed this in the spooning position for some time before finally withdrawing and going back to sleep.
In the morning, we woke to the sound of my alarm. I had to go to work. He didn’t have any obligations that morning. As I predicted, I woke up hornier than ever. The middle of the night sex had my engine revving extra hard. We engaged in a lot of foreplay. I started orally pleasuring his backside before climbing on top of him and penetrating him once again.
This time, I did not reach for the condom. I know this isn’t the smartest. I let passion get the better of me. In the back of my mind, I trusted him. I didn’t think he was having sex with anyone else. I also know I’d done a lot to make sure I was protected with all the sex I’d recently engaged in. I had no signs of an STD and no reason to believe I contracted HIV.
We let out synchronic moans of pleasure. It felt amazing. We had lots of sex before he needed to take a break. He caught his breath as we exchanged how much we enjoyed sex together. When he was good again. He laid on his back while I lifted his legs up on my shoulders. I enjoyed looking into his eyes and kissing him while we had sex. He was pretty amazing in bed, and I loved his passion. We stopped when he needed a break again.
I didn’t want to be late, but I still wanted to continue the fun. We hopped in the shower and bathed every inch of each other’s bodies. I was still incredibly horny, and I knew I wouldn’t be able to concentrate at work if I didn’t finish. I tossed him down on my bed and pulled his towel off. We got right back into it for a bit before I withdrew and finished myself off. He was thrilled. He really enjoyed all of it, but I could see there was something else going on there. I knew we didn’t discuss the lack of protection, and it needed to be brought up. I was in a rush to get to the PATH to go to work, so I made a mental note to call him later to discuss.
He gave me a ride to the PATH, and I kissed him goodbye. When I got to the other side of the river, I’d received a text from him expressing his concern. He wasn’t worried, but he just wanted to discuss it. I explained to him I too had been meaning to bring it up, and I’m glad he did. I told him I’d always used protection with anyone else I’d been with, and he needn’t worry. I told him I trusted him, and after it happened in the middle of the night, I let my guard down about it in the morning. I told him I was going to get tested in the next few days so both of us could be certain he had nothing to worry about, and he told me he planned to go as well. He told me the last time he had been tested, and I told him mine. I had a strong feeling I had nothing to worry about with him, so scheduling a test felt more routine than anything. He’s a bit younger, so I’m sure he was worrying a bit more. I wanted to be sure to get results as soon as possible so I could give him peace of mind.
He was a good kid, and I really enjoyed being with him. I never wanted to do anything to hurt him. After we chatted over text, he told me he felt a lot better and wasn’t so worried. I apologized for putting him in that situation, and I told him we should discuss things after we both got our results back. I found it to be a very healthy conversation we probably should have had earlier, but I was happy we had it.
Another Monday. Another day at work. My staycation was officially over. Another day periodically checking Grindr.
I spent my vacation getting myself back. The only problem was I only repaired the physical me, not the mental and emotional me. I wasn’t on Grindr all day long, but I would periodically check it to see if anyone had messaged me. I was simply a Grindr fish. No longer would I be a fisherman.
I had a dermatologist appointment in the middle of the day. While walking to my appointment, I fired up Grindr. I was curious to see if anyone was scoping me out. I was also in a new neighborhood. I was hoping to find something new and unexpected. In the short window it took me to walk about twenty blocks, I’d managed to strike up a conversation with three different guys. All seemed to be quite level-headed. I told them all I was looking for dates, and all of them seemed excited at the prospect. It was difficult trying to keep three conversations going at the same time. I told them I was walking into my appointment and asked each of them for their phone numbers. I managed to pick up a lawyer, an actor and someone who worked for a magazine rating cruise ships. I asked each of them for their pictures to add to my roster and went to see my doctor about lightening up a scar.
When my appointment was over, I thought I’d make my walk seem shorter by checking messages on Grindr once again. A guy near my office was on and started messaging me. He seemed pretty hot and well fit. He was staying at a hotel near me and was anxious to give head. I told myself not to even continue the conversation, but once again, I found myself thinking with the wrong head. I entertained the idea and asked him what he was proposing specifically. He told me he had to catch a flight in a short while, but wanted some fun before leaving New York. I immediately knew which hotel he was staying at and his occupation. “You’re a flight attendant staying at the Radisson, aren’t you?” I asked. “Yea. How did you know?” he replied. “Not the first one I’ve talked to at that hotel. You guys love that hotel, and you guys love Grindr. So what exactly are you looking for?” I texted.
He asked me to come to his room. He would leave the door ajar. I would walk in, he would tear off my pants and just begin orally pleasuring me. I wouldn’t have to touch him or do anything to him. He just really wanted to blow someone. I knew better, but I still bit anyway. I figured, “What’s the harm?” Work had no idea how long my appointment would last, and it was a slow day at the office. I decided to take a detour, but I basically had to run to his apartment. Thank God I have long legs to get me there. He was anxious because his checkout was very soon.
He was very worried about STDs and HIV. I assured him I was clean. I also asked if I would be allowed to play with his manhood if I chose to. He enthusiastically said yes.
I arrived at his hotel in time for an afternoon tryst. I hopped in the elevator and made my way to his room. I’d been here before. This wasn’t my first b.j. from a flight attendant at the Radisson. I really needed to stop making that a habit, but at the time, I was excited to get off in the middle of the afternoon. I arrived at his room, and the door was left ajar.
Warning: The following may be too graphic for some. I walked in and said hi. He immediately began lifting my shirt and sucking on my nipples. I lifted my shirt off, and he undid my pants. Just then, he turned to me and asked, “You’re really clean right?” I assured him I was. “You can never been too sure,” he added.
He began pleasuring me. After a few minutes, I made my way to the bed and laid back. I wanted to fully enjoy him. It wasn’t too long before he worked his magic, and I was able to conjure up exciting mental images. I shot in his mouth and all over his face and chest. He spit on my chest and began working on himself. Seconds later, he shot all over my leg. “Let me grab you a towel,” he said immediately. I wasn’t moving. I was quite anxious to get both of “us” off me.
I cleaned up and began to exchange small-talk with him. He was Austrian and was headed home that evening shortly after I would be departing his room. I needed to get back to the office, and he needed to finish getting ready for work. He told me how much he enjoyed himself, and with that, I made my way out the door.
Shamelessly, I had a smile from ear to ear. I was still high from the endorphins. It felt amazing. I was ashamed and proud in the same moment. I still knew I was broken inside and needed to stop having these trysts with strangers, but I was also enjoying my sexual liberation. Somewhere, there had to be a happy medium. It was up to me to find it…
I had a Friday to myself, and I wasted it on hookups. I could have been doing something productive like going to the gym or grocery shopping, but instead, I spent the day inside trying to line up sex.
There was one man in particular who I’d exchanged messages with on adam4adam.com. He was a well-built guy with a sexy body. He had a nice amount of body hair, great muscles and a spectacular behind. We’d talked about hooking up a few times, but we’d never seemed to line our schedules up. I messaged him, but he didn’t respond.
I continued to search for other guys on the computer when he finally responded. He didn’t read my message until it was too late. We exchanged phone numbers, and he called and told me he had a lot of errands to run before his mother’s birthday the following day. He wasn’t able to see me until later, but suggested we Skype in the meantime. I had nothing to do, so I agreed.
He was even good-looking with bed head on the computer. I couldn’t imagine how sexy he was in person. Seeing him on the computer was just making me hornier, if that’s even possible. I tried so hard to convince him to come by before his errands and do them later. All he needed to do was time-shift his day. He kept telling me the only way it would work is if I came to his apartment. I couldn’t because it was raining, and I don’t ride the motorcycle in the rain. We pushed back and forth for some time to no avail. Of course there was some teasing with body parts on camera while all this was going on. I couldn’t wait to feel his sexy body. Alas, he had to go, so I said goodbye and we made tentative plans for later. I told him when I came by, he’d certainly have to wear his jockstrap for me. He gave me a disclaimer. He was up for almost anything, but he was not up for full penetration the first time meeting me. I was a little disappointed, but understandable.
That’s when I turned to the Mexican guy in the previous post. He was willing to come by right then, and I needed a release. I had immediate regret after that encounter.
Later in the day, my old roommate texted and asked if I was interested in meeting up for happy hour. After being cooped up in my apartment all day, I thought that sounded like a spectacular idea. No one ever invites me out for drinks either. It’s usually me doing the inviting, so it was a special treat. I texted the burly man from my morning Skype session to tell him I’d have to postpone. He called immediately protesting. I told him other things came up, and I wouldn’t be able to come by. He didn’t stop persisting to try to persuade me otherwise. I told him he could have solved the whole thing had he come by earlier in the day.
The clock reached 6:00, and I hadn’t heard from my old roommate. I reached out to burly man to see if he was still available. Indeed he was. I agreed to come to his place a few miles from my apartment. He told me he would be waiting for me in bed wearing nothing but a jock and would leave the door unlocked for me to just walk in.
I drove over there and texted him when I got to his neighborhood. I tried the door, but it was locked. I called him to tell him, and he said his upstairs renter must have left and locked the door behind him. He told me to back away so he could unlock the door. I did as I was told and gave him a minute to get back to his bed.
Warning: The following may be too graphic for some. I came in, undressed down to my boxer briefs and began kissing his back while pressing my body against his. It was as great as I imagined. His a$$ looked incredible in that jockstrap! I could barely resist him. We had a lot of fun together. There was a lot of groping, heavy petting, kissing, sucking, licking, biting, rubbing, etc. It was great. I was really enjoying the jockstrap as well. I was grinding on his backside, almost penetrating him, but never fully entering him. He really enjoyed it and was pushing me further, but in the end, he stopped himself.
He was begging for me to finish, and he brought me to the edge many times. He started orally pleasuring me. He thoroughly enjoyed this, and it was turning me on since he was enjoying it so much. Eventually, I finished in his mouth and all over my abdomen, and he loved it. He began to use his hand to pleasure himself. I helped by applying pressure to different areas until he finished all over his abdomen. We’d chatted about how each of us shoots on Skype, and it was interesting how different and how similar we were. His description was pretty spot on for what actually happened.
We both just laid there a minute and enjoyed the feeling pulsing through our bodies. I still couldn’t get over how amazing his a$$ was. I wanted to penetrate him so bad, but I knew that would have to wait for another day. He hopped out of bed and handed me a towel to clean up. While I stood there, I met two of his cats. They were very cool. This guy was quite into animals. He had a huge saltwater fish tank as well. He ran to the restroom while I got dressed. I also took the opportunity to snap two pictures. He came back and got dressed as well.
He walked me outside and chatted a bit while he smoked a cigarette. He didn’t live in the best of neighborhoods. An old woman so strung out on something walked by, and he engaged her in conversation for quite some time before finally offering her one of his cigarettes and sending her on her way. He told me about how his mother lived next door and his family’s ties with the city. He was a really nice guy. I could see myself seeing this guy again some time. He told me he was also kinda seeing some guy, but it was very casual and nothing serious. He mentioned the desire to see me again sometime, but we didn’t set up anything concrete.
I sped off on the motorcycle back home to shower and get ready to go out and meet up with friends. The only friend interested in going out was P. We agreed to hit up one of my favorite local spots where I know the owner, and he takes good care of me, Cooper’s Union in Hoboken. We had a relaxing night drinking and sitting at the bar. I told her about how I was getting out of control, and it was then I decided I was going on a Grindr diet. This had gone on far too long. I was realistic enough to know I couldn’t quit it cold turkey, but I also knew it was a great temptation for me. I was going to try to steer clear. I would only go on to see if someone messaged me. I would no longer cast out a net and would no longer have it running on my phone all day. I needed a break. I was addicted, and it was time for me to ween myself off the drug…
Another Friday, and I used up yet another carryover vacation day. This one would kick off a staycation lasting over week long. I was beholden to no schedule and no one.
Once again, I woke up horny and turned to my go-to. I fired up Grindr and began to search for someone to satisfy the animal within. When over an hour passed by and had no luck, I turned to my computer. I checked adam4adam.com for any messages. I had a few, but no one seemed to be around for the day. I cast out a net to see what was out there. I began messaging some of the guys who lived in Hoboken and the surrounding area. Some of the guys were online, many were not.
After some time, I got some responses. I exchanged messages with a few guys, but they were all preoccupied or messaging me from work on their phone. This was turning out to be a bust, and I’d already wasted hours doing this. Geez, what was I doing with my life! But, I was still horny. Rather than turn to porn and finish myself off, I continued to search.
Then, out of the blue, a guy, who had messaged me many times before, sent me a message. He was horny and looking for fun. His profile was pretty bare, which is why I’d rejected him so many times before. However, this time I was a bit “desperate.”
I responded to his message and learned he lived close by. We talked about what he was looking for. I learned he was a “hungry bottom.” He was looking for some no-strings-attached action, and I was too. I told him to come by my place.
Half an hour later, he buzzed my apartment. When I answered the door, I was a little shocked. He was much smaller than he looked in the pictures. This is not at all what I was expecting. I don’t mean to sound racist here, only descriptive. He was a tiny little Mexican boy. He told me he was 29, but he looked about 18.
This is where I go wrong. Where I should be able to say, “Sorry. I don’t think I can do this,” I don’t because I feel bad they came all the way to my place. Why is this when the nice side of me decides to show its face?
I tell him to come in and show him to my bedroom. He immediately asks me again, “Are you clean?” I reassure him of my negative and clean status. I was a little relieved by his paranoia – It made for a stronger argument that he himself was clean and afraid of contracting something. At least I knew this guy was safe.
Warning: The following may be too graphic for some. With that, he undid my pants and began orally pleasuring me. He had a mint in his mouth, and this was certainly a new one for me. Everything tingled. I’m still not sure if this was a good thing or a bad thing. I’m also still not sure if he did it on purpose, or if he just happened to be concerned with his fresh breath.
After a short while, he turned around and began to grind his a$$ in my crotch. He asked me to get a condom and lube. He was bent over the foot of my bed while I penetrated him. He thoroughly enjoyed it. He told me to keep going until I finished. “I’m here to serve you,” he added. “I want you to finish inside me.” I wasn’t sure this was a request I could fulfill. I have enough of a problem finishing without the added hindrance of the condom’s desensitizing nature. I alternated between penetration and self stimulation to see if I could manage to finish, but it was no use. Finally, with the right combination, I ripped off the condom and finished all over his back, accidentally hitting him in the back of the head with a shot. He began to spread it around when I told him I would get him a towel. He didn’t seem to mind nor need one, but I insisted on wiping what was left of my DNA off his back. He was going to find it to be an incredibly uncomfortable ride home in the car if I didn’t.
He turned and asked if he could suck on my toes. I’d never had that request live in person before, but I was game. After my toes were thoroughly bathed, while he pleasured himself to no finish, he collected his clothes and got dressed. I saw him to the door, and with that, he was gone.
I felt so disgusting. I didn’t waste one more second before jumping in the shower. Everything I did was safe, but I still felt incredibly dirty. I needed to wash the shame down the drain as well. I found myself asking the question once again, “What the f*ck are you doing!?” I decided then and there I wasn’t going to turn this into a trend over my staycation. I was going to turn things around. This staycation was going to be all about me bettering myself. I was going to eat right, relax, read, tan, go to the gym… No more was I going to call random guys for sex. I needed to move on and stop giving myself excuses.
This was a fine plan. Now I just needed to stick to it!
I have a generous amount of vacation days, as I did a very good job negotiating when I was hired at my job. I don’t, however, have friends who share the same luck. They can either take the time off and have no money to travel, or they have money, but can’t get away from work. On top of this, being single leaves me only with the option to travel – Alone. I don’t enjoy this. As a result, I build up all these vacation days and never use them.
When the new year arrives, I have until the end of March to use up all the days I carried over. As a result, I start giving myself four day work-weeks and have staycations. I decided to take Monday off after the local holiday in Hoboken. As per my usual, I woke up horny and turned to Grindr. I tried to get one guy I’d been flirting with to come to my place. He lived in the city in Harlem, so no matter how hard I tried, he was not going to come to Hoboken.
After him, I went through a ton of Grindr guys trying to find someone to come over for some morning fun. None were biting. I turned Grindr off after what I’m sure was over an hour of surfing, and hopped on the computer. I thought I would give adam4adam a shot. I had messaged a few guys, but I wasn’t getting a response. That was until I found one guy who is 26 and worked in the area.
He was a good-looking guy, as per his profile pictures. We began exchanging messages. He unlocked his pictures, and I got a glimpse of his face finally. He was a very sexy, light-skinned black man. He had this college jock look about him, and I was very turned on. His body was fit, he was clean-cut, and his smile was utterly adorable.
I asked him if he’d be free later to swing by. He had a light day at work since his boss was out of the office. We discussed logistics since he worked in neighboring Jersey City. He could either take a cab or the light rail to my place. I gave him all his options, and we made a plan for him to come by around 4:00. I learned he was usually a top, but he was willing to bottom for me. This was extra exciting to me, because I had greater hope he’d be a more masculine man than most typical bottoms.
When he arrived, I was immediately taken back by how sexy he was in his work clothes. Then I noticed his incredible blue eyes. He looked just like Michael Ealy. He was very masculine and had on slacks, a dress shirt, a tie and an incredible smile. He wasn’t nervous about this at all, which I found to be very sexy. I led him into my room, and he immediately began undressing himself. I liked his matter-of-factness — His “I know the drill” style. I sat on the bed talking to him as he undid his tie, stripped off his shirt, removed his shoes and took off his pants.
Warning: The following may be too graphic for some. The man had an amazing body. I was very pleased. I could tell he takes good care of his body, and I was ready to ravage it. I wanted to touch every inch of his milk chocolate colored skin. I was still sitting on the bed in my gym shorts and tank top when he unexpectedly took off his boxer briefs as well. If I wasn’t already excited before, now I was rock hard. He walked toward me as I stood and removed my clothes as well.
He was a well gifted man, and once we were both fully undressed, we laid on the bed with him on top of me making out for a bit. He had amazing lips and knew how to use them. He had a strong body, and I enjoyed wrapping my arms around him. It was hot! We began to fool around and explore each other’s bodies.
Ater some making out and mutual oral pleasure, he got into position for me to use some of the techniques I’d read in Tickle My Tush. I knew he was normally a top, so I took the time to make sure he was fully ready and not rush things. I was enjoying myself as well. He seemed to be really enjoying himself as well from the sound of things.
That’s when I reached over the edge of the bed to my nightstand and grabbed a condom and some lube. He was face down on the bed in front of me, and the real fun was about to begin. I really enjoyed being up against his body and feeling him. He may not have been a bottom, but he sure was passionate in the bedroom and knew how to use his body. The sex was great, and eventually he finished. Seconds after that I too pulled back and finished. It was very hot! I grabbed a towel to clean up his back and the sheets below while we exchanged a few more kisses and expressed our enjoyment with each other.
Just as he undressed like he knew the drill, he began to get dressed. I learned he was heading back to work. I was surprised because he lived in the city. I assumed I was a pit stop on the way home. I felt bad for him he had to return to the office, but I didn’t regret inviting him over. I had a great time with him and would certainly be willing to have him swing by again sometime.
I walked him to the door and gave him another kiss goodbye. He was such a polite gentleman. I could tell him momma did a good job raising him. He thanked me, to which I replied, “Thank me!? Thank you! That was great! Anytime you want to do this again, you know how to reach me.” And with that, he was gone.
In the coming weeks, we’d try to do it again, but he was having a busy week. I could tell he was more than just a hot body, so after that, I asked him if he’d ever be interested in grabbing a drink sometime, but I got no response. Perhaps he will just remain a fond memory of a day off…