Posts Tagged prostate

Birthday Sex

We did it. CK‘s friend and I pulled off a successful surprise (who from now on will be named Hip). Never before had CK been surprised on his birthday, and I was thrilled to be the first (with a lot of help) to do it. He had dinner with friends, dancing til close… What more could he want?

Of course you don’t think I forgot the most important part of the night. When CK and I got home, I was his for the taking. He had me for his every wish. After we said goodbye to the crew, we quickly walked home to truly celebrate the occasion. Hip was with us since he lives in Brooklyn. He was crashing on CK’s couch, but that wasn’t going to stop us from having fun. We said goodnight and closed his bedroom door — Time to get down and dirty.

I stripped down to my boxer briefs and removed CK’s clothes until he was before me in his briefs. I led CK to the bed by hand and pulled him down on top of me. His warm sweaty body felt amazing against my skin. Immediately, we began kissing each other all over our bodies. I could never quiet get enough of his soft supple lips. They brought me comfort like a cozy couch on a cold rainy day. Alas, my lips said goodbye to his as they made a journey across all the contours of his body. I explored every nook and crevice. Sometimes he would squirm because it tickled, and sometimes he would melt with pleasure. My lips found their way to the mountains retreat of his backside. This was one of my favorite places to linger, and oh did I linger.

The squirming continued, but this time, it wasn’t because it tickled. This time, it was pleasure overload. This continued for some time before we changed things up. Ck started his own exploration expedition with his lips on my body. I was laying on my back and his lips were tracing the insides of my thighs until I felt an incredible warming sensation. Every inch of me was in his mouth and he pushed deeper and deeper. Even though Hip was out on the couch, I couldn’t control my vocal expressions of pleasure. CK felt amazing.

From there, CK wanted to top, and who was I to deny him that. I immediately turned over onto my stomach, arched my back, and raised my hips into the air. I was never big on bottoming, but since I met CK, I was converted. No longer did I dread the act. With him, I found great pleasure. I was at ease and thrilled to know how much my man was enjoying my body. As he pushed deeper and deeper, I could feel his gently massaging my prostate. Gentle at first, until he began thrusting deep inside me. My moans grew uncontrollably, as did his. He was truly enjoying his birthday present. This was a man I loved deeply, and I wanted nothing more than for him to be happy. As his moans grew louder, I felt a warmth expanding deep inside me. There is something incredibly sexy and intimate about this act. Whenever this happened between us, I felt we were truly one. This was the man I wanted to spend the rest of my life with. Sure, I know that’s insane to say after a few short months, but I was hopelessly in love.

We adjusted and passed out in each other’s embrace. I felt so incredibly safe in his arms. My dreams were always much more vivid when I slept in CK’s arms.

The next morning, we woke up as Hip knocked on the door. CK was quite awake, but I was still groggy and couldn’t fully open my eyes. We chatted about how much fun the night before was. I was slowly waking up, and CK and I couldn’t keep our hands off each other, even with Hip sitting at the foot of the bed. His hands were quite active under the covers. Once he discovered my morning wood, there was no stopping him. “Baby! You’re so hard!” he exclaimed into my ear with great excitement. He was like a child with his toy.

When he left us to use the restroom, CK decided he wasn’t quite done having fun. He climbed on top of me straddling my legs and began gyrating back and forth. He slid to the side so he could get me wet with his mouth before returning to straddling me. It wasn’t long before he reached his hand back to raise me to a vertical position while he slid me inside him. It felt amazing. He continued to gyrate with me inside him and the comforter draped over his shoulders. I certainly wasn’t going to protest. It was a bit exciting and my slight exhibitionist side was awakened.

I did feel slightly awkward with Hip in the bathroom a few feet away, but then a big part of me didn’t care at all. I was very comfortable with Hip. I no longer considered him CK’s friend — He was my friend too. We grew even closer after throwing CK a surprise party.

When Hip emerged from the bathroom, even though CK stopped gyrating, he immediately knew what he was witnessing. It wasn’t a full minute before I pulled out and we laid next to each other again. I managed to reach down and find my boxer briefs on the floor to pull on while we all sat on the bed chatting.

Eventually, we all emerged from CK’s fortress of solitude. We were finally ready to face the day, even though it was a Saturday, and there wasn’t much day to face. From there we had no plans, and to me, that is a perfect Saturday with my man.

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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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My Adult Book Report

Warning: The following may be too graphic for some. It is of a sexual nature. Proceed with caution!

A few months ago, the fine folks at Tickle Kitty approached me. It seems bestselling author and sex educator, Dr. Sadie Allison published her fifth book, Tickle My Tush: Mild-to-Wild Analplay Adventures for Everybooty. They offered to send me her latest paperback that helps men and women learn the true pleasures of the under-explored “seat of love” for review on my blog.

I enthusiastically accepted the offer, and anxiously awaited its arrival in the mail. I wasn’t entirely sure what I was getting myself into, but how bad could it be? I’m gay. If I had an aversion to anal play, I’d be a very lonely man the rest of my life. Maybe I could learn a thing or two from the book as well.

I wasn’t the only one anxiously awaiting my new book. My roommates were also waiting with bated breath to see what the book was all about. When it finally arrived, we all passed it around paging though to see what exciting new tips we could learn.  After we’d all had our fun like immature high school students in the locker room, I took the book back and began reading it.

Tickle My Tush is a light-hearted fun look at anal sex for mainly heterosexual couples, however, a homosexual man can learn a lot from this book. Dr. Sadie covers a lot of material in this quick read — The 14 chapters of this book cover everything from safety and heinie hygiene to toys, strap-ons, and positions of pleasure. And, Dr. Sadie takes a light-hearted approach by using playful language instead of some complicated medical jargon no one understands or uses.

This book does a wonderful job removing the stigma from anal play/sex. I can think back to when I was first experimenting with homosexuality, I wanted nothing to do with anal play. I watched it in porn, and it really just seemed like something I didn’t need. I could think of many other things I could do to satisfy my sexual urges. It was something I saw as overwhelming and uncomfortable. Frankly, I was scared of it. If you find yourself in that position, reading this book will answer a lot of the questions and will clear up a lot of the misconceptions you may have.

What I really like about this book is that it pushes straight men to open their minds and their bottoms to the idea of anal play with their female sex partners. I enjoy sex, and even as a “top,” I enjoy many of the pleasures my bottom has to offer. Having your prostate stimulated for the first time is a mind-altering experience. Many straight men don’t realize the potential their bottoms have for pleasure. I would hope books like these remove the stigma and open their minds to anal play. This book also removes the stigma for women to explore. It takes away the idea that enjoying anal sex makes you dirty or a slut. It’s simply exploring all the pleasures you body has to offer.

As you read, the book certainly gets more adventurous. It starts with safety, hygiene, anatomy and the basics and moves through finger, oral, genital, toy and strap-on pleasures.

One of my favorite chapters is 6: Sensual Booty Massage. It has always been something I’ve enjoyed. “As an often overlooked erogenous zone, those two cheeks are always eager for sensual arousal from kneading, squeezing, kissing, licking, spanking, gentle biting, father-light touching — or simply calming moments of warm-handed stillness. Why stop at the cheeks? Lustily arousing the hips, waist, small of the back, inner thighs and A-spot can add thrilling new dimensions to your lovemaking.” Some are tried and true methods I’ve been using forever, and some are a few new methods I’m dying to try.

Some of Dr. Sadie’s advise is spot on! One of my favorite parts of the book acknowledge the problem I have relaxing during sex. It’s the root of my inability to climax at times. Her best advice — UN-focus.

This book is a great read for the anal play beginner. I can think back to the guy who inserted himself with great force inside me with no preparation whatsoever. I ran out of the room in pain. I can think of the virgin who allowed me to penetrate him for the first time and how scared he was until he learned how much he loved being penetrated. I’ve been with a few newbies in my days, and there is a lot they can learn from this book. On top of it all, the illustrations that ensue are purely erotic. I think they are my favorite part of the book!

There are a few things in the book I disagree with on some level. For instance. in regard to the question, “Do you really need an enema before anal sex?” Dr. Sadie says no. But, after a few of my own horrific experiences, I HIGHLY RECOMMEND IT.

Overall, I must say, I didn’t learn a whole lot from this book I didn’t already know. That is because the first guy I slept with was a very good teacher, and I have a curious mind that has been satiated by experimentation. But, not everyone is as lucky as I am. If I had this book from the start, it certainly would have made for many less awkward situations. The thing I most learned from the book was anatomy. In fact, I often refer back to it to make sure I am giving my man the most pleasure I am capable of.

Dr. Sadie does an excellent job giving you the basic tools you need to be confident, succeed in anal play in the bedroom and know you can enjoy the untapped pleasures your bottom holds. She gives you invaluable tips that help get you in tune with your partner. She answers a lot of the embarrassing/uncomfortable things that may arise with anal play so that when you encounter them in the bedroom, you can proceed past them without the interrupting the fun. So buy it — Read it — And for heaven’s sake, try out all the new things you learn with someone you feel truly comfortable with. You’d be surprised what exciting new experiences you can unlock.

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The Closet Turns in His V-Card

Just when you thought you heard the last from N, he’s made his way right back into the blog. You certainly weren’t the only one. We hadn’t spoken in a while. I got tired of his constant insinuations I was a whore. I was finding myself, and he was certainly not someone who should be judging me. I was over him, but I still wanted his friendship. But, if that meant dealing with the harassment I was receiving, I didn’t need his friendship that much.

On a random Thursday night at 12:30am I received a text from N. This is the conversation that ensued:

N: “Wanna go out? Cmon! Lol. I just got in from dinner with French coworkers.”

Me: “What!?”

“Lol. I took tomorrow off.”

Me: “Haha. Me too.”

N: “Hahahahah. Let’s gay bar. Lol. Jk. N’ play with men.”

Me: “Haha. Where’s your boy?”

N: “My boy?”

Me: “Yea.”

N: “He’s home. I just said I wanna play. Not hookup.”

Me: “I wasn’t saying that.”

N: “I’m not a slut.”

Me: “I didn’t say you were. Don’t put words in my mouth.”

N: “Can I put something else in your mouth instead?”

Me: “Lol. I’m not a slut. Haha.”

N: “I bet. ;)”

Me: “Okay. Maybe a lil”

N: “Pig”

Me: “?”

N: “Joke”

Me: “You at home?”

N: “Yup.”

Me: “Not going to the bar, but I’ll hang on the balcony if you’re down… Bored…”

TIME PASSES

Me: “Ha! Waiting for a better offer?… Haha”

N: “STFU. I’m smoking with my roommate.”

Me: “Enjoy.”

THE NEXT MORNING

N: “God, I was wrecked.”

Me: “Any interest in a trip to the gym uptown?”

N: “I’m going into work in five. Taking a cab. Or else I would.”

Me: “I thought you took the day off?”

N: “I think I’m going there from now on. I saw your old roommate there Wednesday.”

Me: “I know. Don’t change your gym for him. He’s not gonna blow you in the sauna…”

N: “Okay. I wasn’t changin’ for your weird unattractive ex-roommate, or for a sauna blowjob. But thanks for looking out.”

Me: “Any time.”

N: “Jerk.”

He may have gotten his jibes in, but I certainly didn’t stand there and take it this time. I started out playing along to try to show him the comments didn’t bother me. I thought if I played along, maybe they’d stop. I was wrong. That’s when I realized I needed to throw it right back at him. It seems to have worked. At this point I needed a break. His drunk texts may have been sober thoughts, but I wasn’t playing that game! It just proved to me once again I was the guy who conveniently lived across the street. Only time would heal that wound.

That entire week, Closet was texting me asking for sex. That Friday night I was free, and once again, I was home alone. I told him to come by.

This time, when he arrived, we went straight to the bedroom. We chatted while he took his shoes, shirt and pants off, but that didn’t last long. He lunged for me on the bed and was immediately on top of me, passionately making out. We stripped each other of all clothing and enjoyed each other’s company immensely.

Then, out of nowhere, he informed me he had been doing some preparation that week and asked me to try penetration again. I knew he was a virgin to this and it would certainly be a learning experience for him. I debated if I wanted the responsibility of being his first. He was a really nice guy, and we were having fun. In the five seconds I thought about it, I convinced myself, “Why not?” We were both here just to hook up. Why shouldn’t it be educational as well?

We both prepped, and I began slowly. VERY slowly. He of course winced at first, but soldiered on. I was impressed. After a while he really enjoyed himself, but then all of a sudden he asked to stop. He said he felt the need to urinate. He ran into the bathroom but nothing. He came back, and we began again. He apologized once more and said he had to use the bathroom. Again, nothing. He came back perplexed. I explained it was something he needed to get used to feeling. I was possibly pushing on his bladder or prostate. The whole time we were hooking up, I was slightly distracted. I kept thinking about how much he felt like a kid. He is older than I am, but he certainly felt like the much younger student. It was a strange dynamic. I barely knew what I was doing. How was I teaching someone else?

We began again, and he started to relax and enjoy himself. By the time we finished, he was enjoying himself full force. And thus, a bottom was born!

We laid there and chatted a bit. I got us glasses of water while we talked. After some time passed, we both showered, got dressed, and I gave him a kiss goodbye. I didn’t want to get in too deep with him, but for the time being, we were having fun. I wasn’t going to stand in the way of that. I had a feeling as well, this wouldn’t be the last time I saw Closet…

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