Posts Tagged dirty

Matinee Street Team

CK and I arrived home, and after a night of shirtless dancing together, we were both ready to get down and dirty. Our night out with Old News was a little disappointing and frustrating for me, but I put it all in perspective for myself. CK loved me, and he came home with me. He no longer lived in the same building as Old News, and I hoped they saw very little of each other when I wasn’t around. I had no reason not to trust CK with him. After all, it was he who told me about their failed plan to move in together when Old News professed his feelings for him. We’d only been on a handful of dates at the time, but he felt comfortable telling me about their brief history.

Anyway, back to the good stuff. Warning: The following may be too graphic for some. We were barely in the door before CK started pillaging my body. He was stripping my clothes from my body as we both moved toward the bed. I got him down to his briefs before he shoved me backward onto the bed. He pounced like a jungle cat, and we began to roll around on the bed furiously. We couldn’t keep our hands off each other. They were exploring every inch of the other’s body.

At first he was on top, and then I was on top. Our positions changed by the minute. Things were incredibly passionate, and what ensued was the best sex we’d had to date. It was raw and sexy, passionate and dirty. We were both enjoying ourselves immensely, climaxing in turn.

We laid next to each other as beads of sweat ran across our bodies. The sex was HOT! We were both exhausted since it was late, and we had a long night at the club. We passed out like rocks until the morning.

When we woke in the morning, we had a busy day ahead of ourselves. We got up, showered and made our way out the door. I was starving. While CK was on his cleanse, drinking a shake, I needed real food. Since I was watching what I ate, we stopped at Subway on the way to his friends’ apartment. I wasn’t exactly looking forward to this after the way his friend treated me, however, I was going to be the better man. I would kill him with kindness.

When we arrived, I got a tepid welcome from his friend. Hip, however, was thrilled to see me and gave me a big hug. We sat and chatted a bit about our plans for the rest of the day. Although his friend bought he and his boyfriend tickets to Matinee that evening, he decided not to go. Everyone else tried to convince him to come, to no avail. He wasn’t budging. Hip, on the other hand, wasn’t planning to go since it wasn’t that long ago he had hip replacement surgery. With some gentle prodding, we convinced him to join us. I was utterly thrilled. I needed a bit of a security blanket for this event. I was freaking out a little inside, and having another friend there would be key to my sanity. It also worked out for Hip and I because we were able to buy the unused tickets, but that’s another story for another time.

CK and I were on a schedule. Unbeknownst to me, CK had volunteered us to be a part of some street team for Matinee. I had no idea what he’d gotten us into. I already wasn’t entirely comfortable with the weekend ahead, and he wasn’t making it easier by surprising me with activities.

We made our way to Columbus Circle to meet up with a friend of a friend of someone he chatted with on Twitter. I still had no idea what we were doing, and CK wasn’t even waiting for me to cross the street. I stood on one side of the street watching him walk away completely oblivious to my lack of presence as he ran in front of cars talking on his phone. I was really starting to get annoyed. He wasn’t taking my feelings into consideration at all.

About 30 yards later, he realized I wasn’t there and finally turned around to look for me. By then, I was approaching him after the light changed. I don’t think my faced could have shown more apathy than it did in that moment. I asked him what we were doing and who we were looking for, and finally I got some answers, vague as they were. “We’re looking for a bunch of hot boys handing out flyers. We’re going to help hand out flyers or something,” he said. We searched all over Columbus Circle for these guys, even venturing underground to Equinox.

Finally, we managed to meet up with them. There was an adorably mismatched couple, a black diva and a Brooklyn hipster. While we waited for them to get their act in gear, I stood analyzing the couple. I was a little fascinated by them. They obviously both worked out a lot, but one was an energetic, tiny guy, and the other a soft-spoken, burly bear. I was very curious who was the top and who was the bottom, but I dared not ask.

Apparently, I was going to fully embrace the essence of pride. The plan was for us to canvas Hell’s Kitchen, handing out flyers to passersby while we made a ruckus to draw attention. We were outfitted with t-shirts, buttons, hats, large signs, water guns, flyers and more. I took a t-shirt and followed everyone else’s lead, customizing my shirt by ripping and tearing it. I felt very self-conscious, but I tried to embrace it. There was no getting out of this, so I needed to make the best of it. I took a large stack of flyers and started handing them out to every guy we passed and placed them on every surface I could.

Along the way, we made a few stops at stores and made some new friends. I was actually starting to have fun with my new street brigade. The burly bear still fascinated me. This wasn’t because I had a crush on him or anything. I’m just a people watcher, and I was noticing how shy this big beefy dude was. I also learned his boyfriend was one of the dancers on the stage the night before at XL. We stopped at Tagg to say hi to some guys selling apparel on the sidewalk in front of the store. They told us they had a free open bar and invited us to take advantage. I wasn’t ready to drink yet, but I thought maybe it might loosen me up.

We continued down Ninth Avenue, handing out flyers and stopping in more stores. While in Universal Gear, CK fell in love with a pair of booty shorts. The rest of the crew was ready to keep on keeping on, but in true fashion, CK was stopping to try them on. He decided he “absolutely NEEDED” to wear them to Matinee that night. Naturally. I went outside to hang with the rest of the crew while he stood in line to pay, telling them they could move on, and we’d catch up.

Eventually, CK emerged elated, and we were on our way. Hip joined us for the last leg of our journey. We had fun together, messing around until we reached our final stop.

I am delighted to say, I actually had a good time promoting. Normally, that sort of thing is my biggest nightmare. But, by embracing the experience fully, I was able to let go and have fun; I simply stopped caring!

When we finished our promotion journey, we made our way back to CK’s apartment to get ready. Little did I know what exactly that would entail, but I knew the night was only going to get crazier and more stressful from there.

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Check That Off the List

Once again, another Friday arrived, and once again, I used up a carry-over vacation day to stay home and relax.

This post is embarrassing. It is now especially embarrassing because a few readers have commented about my promiscuous ways, but nonetheless, I will report the incident honestly and to my best ability. I, in no way shape or form, condone the following behavior. An early warning as well – this post will be graphic.

For some time, I’d been speaking to a few guys on Grindr who happened to be tops. When we both learned we were the same position, discussion turned to other options, such as bringing in a third. We were both really attracted to each other, but neither was willing to bottom for the other.

Many men dream about the threesome. Straight men fantasize about it constantly, and I assume it’s a big gay male fantasy as well. The only difference is gay men probably act on it and achieve it far more often. It certainly isn’t, however, easy to pull off. You have to organize three different mens’ schedules and also take into consideration their taste in other men. We all know how finicky gay men can be.

I woke up Friday with no agenda and morning wood. I wanted to take care of it, but I also wanted to act on my recent fantasy of a threesome. I started with one of the most promising guys who I’d discussed this with before. He wasn’t getting back to me. I began going through more than a few permutations trying to find 2 guys willing to participate who weren’t occupied with work.

Finally, I found one, and we both began to hunt for that elusive third. There were many roadblocks, and lots of waiting to hear back when questions were posed. I thought I had it all worked out, when one of the guys went dark on me. I was very disappointed because I thought I found the perfect combination. One top (me), one bottom, and one vers. When the bottom got a flat tire, it all went to $hit. All this juggling really made me realize why this never happened before.

After much discussion about who could host and who wouldn’t host, I managed to get my original group together, but not without issue. I had to ride my motorcycle into New York City to pick the bottom up. He wasn’t comfortable coming out to Hoboken alone, and the other guy wasn’t willing to host strangers. Strange to think he had no problem hopping into bed with strangers, just as long as it wasn’t his own. I rode in and picked him up. It was slightly awkward, but it all fell right into place. He hopped on the back of the bike, and we rode off to my place.

Warning: The following may be too graphic for some. We arrived before the other guy. I didn’t know the rules, but I was looking to wait for the vers guy to arrive before we got started. The bottom wasn’t so patient. He wasn’t the best looking man in the world, but he had a great body. He started kissing all over me until he undid my pants and started orally pleasuring me. He was quite good. He undid his pants as well and revealed a generous gift. He asked me if we could go to the bedroom until the other guy arrived. I encouraged him to wait since he was only a few blocks away.

When he arrived, the bottom walked to my bedroom and began to undress. I brought the vers guy into my room, and he and I began to undress. I wasn’t as thrilled with him. He looked much better in his pictures, but there certainly wasn’t anything wrong with him. You can’t win ‘em all. I laid on the bed in my boxer briefs while the other two joined me and began rubbing me all over and kissing me. I felt like a king. Everyone was there serving me, and it felt great!

Then the underwear was removed on all parties. There was lots of rubbing, kissing, sucking, etc. After some time, I broke out the condoms and lube. I was horny and ready to get started with the real fun. After using his poppers, the bottom was ready and eager, so I penetrated him while he orally pleasured the vers. Then the vers came to my side of the bed. We’d already discussed I wasn’t bottoming, but he thought I could be persuaded. I told him sorry, but no. I backed off and let him have a turn with the bottom.

This guy was incredibly awkward. He looked like he was having a seizure. His sex was spastic and crazy. On top of that, he was very particular and insisted I use the condoms and lube he brought. While he was inside the bottom, I climbed on top and penetrated the vers. This was not the easiest sex position by any means, and it did not last long. The logistics of three people getting the same rhythm are nearly impossible. It’s obvious in porn when this happens, they are doing it for the camera and certainly not for pleasure.

We swapped positions a few times and had already gone through a substantial amount of condoms. If one thing was certain, I was going to be wrapped up at all times! Finally, I suggested we move things to my shower.

We went through a few permutations of positions in the shower before I told them I simply wanted to watch them while I took care of myself. The bottom protested. I could tell he was very annoyed by the vers and wanted me more. When we ran out of warm water, we all toweled off. The bottom needed to excuse himself. He was feeling light-headed. He made his way out to the living room in his towel.

I was left with the spaz in my room, and I wasn’t thrilled. We tried a go at it for a short bit, but I was much more interested in the guy sitting in the living room. We stopped and moved things out to the living room after closing all the curtains. The bottom was feeling better, so he was eager for me again. He hopped on the chair and asked me to go again with him.

There was something that really turned me on watching the other two guys have sex. I pulled out and encouraged the vers to join in again. I wanted to sit on the couch and finish while I watched them. The bottom wasn’t happy about this because the vers was bad at sex. All three of us were on the couch when I finally finished on my chest. The vers reached climax as well, but the bottom seemed content with stopping before he finished.

The vers guy almost immediately began to get dressed, noting he had to get back home to finish work. The bottom was going to head back in with him so he wouldn’t get lost, but the vers wasn’t willing to wait for him to get dressed. The bottom asked me to ride him back onto the city, but I told him I would give him a ride as far as the PATH. From there on, he was on his own.

We chatted a bit about how spastic the other guy was. Neither of us were thrilled with him, but it is what it is. The bottom got dressed and hopped on the back of my motorcycle. When we got to the PATH, I gave him directions for getting back home.

I sped off home. I was in need of a serious shower. Since the morning’s activities began, I felt incredibly dirty.

If you’re considering a threesome, I strongly encourage you to think it out first. Don’t just jump into it to satisfy some great fantasy you’ve seen many times in porn. If you have the constitution for it, then by all means, do what makes you happy. But, if you’re thinking twice, I strongly suggest you leave the fantasy to your mouse clicking.

There was nothing sexy about what happened. It did not live up to the fantasy I had originally dreamed of. It was awkward and at times laborious. I needed to wash away the shame and guilt I felt, but it was no use. Those would stick around for at least the remainder of the day.

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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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My Life Got Flipped, Turned Upside Down

Once again, today is another double post to make up for lost time. If you are just visiting for the first time today, scroll down to the previous story to keep up with the timeline. Enjoy!

 

Connecticut Cutie wasn’t the only guy I’d been after for quite some time. There was a man I met on ManHunt I’d been trying to lock down for a date for some time.

The night following my date with C.C., Wed, I got home from work and felt extra motivated by the mild weather. I went for a run, and I had an amazing workout. It’d been a while since I ran, and I ran hard and far. I was feeling good. Mood was good. Body was improving slowly but surely. Things were going well. Following my run, I was texting this guy. He’d sent me a text telling me to call him earlier that day, but I was working and never got a chance.

Interestingly enough, he was just getting home from work, so he started texting back. Then he picked up the phone and called. We chatted for quite a bit. I learned how close he lived to me. I was enjoying our conversation. I learned all about what he does for a living and he learned about my job.

When I told him about my upcoming work trip, he told me about his recent vacation to Paris. I was uber jealous because that is somewhere I’ve always wanted to travel. He went alone and stayed a week. he loved every minute of it. He also started telling me a tip to get better service on the plane. If you buy the flight attendants a box of chocolates, you have a good chance of being upgraded. This wasn’t the first time hearing this.

We were chatting about flight attendants when I mentioned knowing a few. My mind immediately went to the flight attendant who cooked me dinner and whom I shared a great night with. He lived a few blocks away from this guy as well. I mentioned him, but I was drawing a blank on the name. That’s when this guy blurted it out. “You know him?” I asked.

“Well, I know his husband,” he responded.

His what!!!?? He has a husband. “Well, not husband husband,” he added before I could say anything. “How do you know him?” he asked. I told him we were acquaintances. There was an awkward pause. I could tell he was a bit suspicious. I tried to change the subject immediately, but he continued on about him. “He just had lipo actually. He went to Brazil to his family friend to get it done,” he added. I knew he had the friend and was getting Botox from him, but had no idea he’d go as far as getting lipo. Someone had more money than they knew what to do with. He did come from a very wealthy upbringing after all.

I was still in shock. I just got my confirmation I was the “other man” that night. It all made complete sense with all the sneaking around, the guest room, etc. I wasn’t oblivious to what was going on, but it was still shocking nonetheless to get a confirmation.

Finally, we changed the subject. We started talking about his dog. He loves his dog very much and dotes on him a lot. It’s very cute. I like a man who can show a lot of love. It’s a very admirable quality I seek out.

I really liked this guy. He seemed very mature, level-headed, sweet, relaxed, etc. What’s not to like? We agreed to try to grab lunch that Saturday, and we hung up the phone.

I no sooner put the phone down before I was all over Facebook scouring the pilot’s page to see if he indeed was married. I immediately noticed a ring on his hand (however, I’m oblivious and had to google which hand a wedding ring goes on — It was on the wrong hand). I noticed it in more pix. I saw all his pictures on cruises with both sets of parents. Even if they weren’t married, things were serious. I felt so dirty. I liked him so much. I thought he was such a sweet guy. This completely changed my perception of him. Now, I just thought he was a creep. It would have been one thing if he just wanted me to come over for sex. It was a whole other thing that he romanced me so much beforehand. I realized I had sex with a married man, for all intents and purposes.

I felt guilty, but I couldn’t take the blame. I had no idea what was going on. I decided to put it from my mind and not think about it anymore. It was in the past, and there was nothing I could do to change it.

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Finally, Someone Who Knows What They’re Doing!

So far my trip was turning out to be a flop. I had on traumatic experience and an ex who tried convince me to have sex. I needed my luck to turn around.

Last time I came to San Francisco, tried to meet up with a friend of mine I met a very long time ago on manroulette.com. I’d known him for almost as long as I’d known about the site — roughly two years. We exchanged Skype names and kept in touch. I can remember having conversations with him long ago. He was a great guy who had been through a lot. My heart always went out to him when he told me his story. On top of this, he was incredibly sexy. We’d fooled around on Skype numerous times, and every time I yearned for it to be the real thing with him.

I was hoping I would finally get to live out my fantasy. I made plans with him to grab a drink Thursday night after work. He asked if I’d like to meet in The Castro, but I asked if he wouldn’t mind coming to my neighborhood in the Wharf since I trekked up there the previous night. He agreed, and I asked the concierge for a good spot to grab a drink and chat with someone. He gave me a great spot to check out two blocks away — Parlor. It was perfect. We could easily head back to my hotel room after a few drinks.

While I waited for him to get ready, I excited myself with some porn. I wanted my libido revved when I met him because I wanted to live out my fantasy completely.

When he was nearby, I made my way to the bar. There weren’t many people there. It was perfect. Good music, but quiet enough for us to chat.

When he arrived, he came up to join me at the bar, and we exchanged hugs. I was very happy to see him, and I think he was equally happy to see me.

We sat and talked for hours. He’d been seeing a therapist over the past few months, and he’d really been having some breakthroughs. He has a tough time with his family as they’re not accepting of his lifestyle “choices.” I told him my coming out story, and he was very happy I for me that I had such a supporting family.

Three beers later for each of us, and the conversation was going strong. Our conversation hit the pause button when we both heard someone at the other end of the bar making a gay comment, not in reference to us in the slightest. Our ears perked up ready to be on the offensive but there was no need. When we finished our fourth round, I asked him if he would like to come back to my hotel room. He accepted my invitation, but said he couldn’t stay too long since he had to work early the next day.

He proposed we stop for wine along the way, and I agree. He paid for the wine — He was such a Texas gentleman, even if he hadn’t lived there for years. When we got back to the room, we each finish a large glass of wine before I pounced on him. We made out for a solid fifteen minutes. I was really enjoying him. He had a great body, amazing lips, and he was a spectacular kisser. One of the best I’d ever experienced. My fantasy was on its way to reality.

Warning: The following may be too graphic for some. One by one I peeled off his clothes until he was naked. I took it all in with a big grin on my face. From the first time I laid eyes on his “big swinging d*ck” as I called it, I couldn’t wait to get my hands on it. It was beautiful, and I sure as hell had some fun with it.

He immediately went for mine and started orally pleasing me, front and backside. He was very good, but also very loud, moaning as his head bobbed up and down. This wasn’t something I was used to. I wanted to finish for him. I wanted to show him the fireworks I could set off, but I just couldn’t concentrate. After some time passed, I went to return the favor, but he stopped me. He told me he had to go because he had to be at work early the next morning.

I was so disappointed. He was really good in bed, and I needed that. I also had been looking forward to that for years now. But, I completely understood. Around midnight, he got dressed to head home. As he was leaving, he told me how great I tasted and how he wasn’t going to wash his hands or face for days. This was very dirty and very sexy. I’d never had anyone respond to my body that way before. He kept coming back for more as he made his way to the door. I could tell he didn’t want to leave, which made me happy. I was also purposely teasing him with my body, as I lay naked on the bed. I didn’t want him to go, but I still had one more night in San Francisco, which means I had one more chance to take him to bed…

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