Posts Tagged porn
I have always been a fan of underwear. Before I came out, I used to sneak away from my parents when we were at the store, and I found myself gravitating to the underwear aisle. Sure, part of it was so I could scope out the scantily clad men, but another part of it was the underwear.
I probably go through a lot more underwear than the average Joe. This isn’t because I destroy my underwear through accident or lack of care. Quite the contrary. I don’t ever want to be caught in a situation where my underwear creates or adds to any embarrassment. When I no longer feel a pair of underwear are sexy, it goes in the trash.
I’ve stated my underwear preference many times in my blog. I’ve never been a big fan of straight up boxers. I find things end up sticking to other things, and it’s quite uncomfortable. I grew up wearing briefs the majority of my childhood, but when I got to high school, I discovered trunks — Not quite a brief, but it not quite a pair of boxers. It was the perfect compromise, however, as I grew older, it wasn’t the best fit. I found it would ride up my thigh and bunch around my hips, making me look like I was wearing a diaper. There’s nothing sexy about that!
I’d moved on to boxer-briefs. They would become my staple throughout college and beyond. I wore them every day for years. That is, until I came out. I realized I needed to buy a few pairs of truly sexy underwear. Underwear my boyfriend would salivate over the rip off my body and fling across the room as he flung me onto the mattress. I rediscovered briefs. My boyfriend wore briefs, and I found it hard to resist him in them. They accentuated all the right parts. I wanted that for myself.
I’d come full circle. These certainly were not the Superman, Batman and Mickey Mouse briefs I worse as a child. No, these were a whole new class.
As far as brands go, aussieBum has been one of my all-time favorites. I discovered them right around my gay coming of age. I noticed them showing up more and more in the porn I was watching, and everyone looked incredibly sexy in them. I had to have them for myself. I bought all different cuts, colors and fabrics. Every pair was better than the last. They fit me perfectly and brought my sexual energy up to a new level. I was in love with my aussieBums. They added a strut to my step. I always felt like a million bucks in my aussieBums.
Today’s post is very different. For all my email subscribers who don’t load the pictures at the office, you’ll want to revisit the blog when you get home tonight…
Since I started OGAAT, I’ve touted a few of my favorite products (Yes, I’m taking a page from Oprah’s book). I hit up aussieBum and asked if they would send me some product; In return, I promised them I would share my thoughts with my readers. Normally, I hide from the spotlight. I’m a people watcher who doesn’t like when the attention is turns to me.
Since aussieBum was so generous, I needed to step it up. Considering the bag the underwear and bathing suits came in stated, “If you doubt yourself, wear something else,” I didn’t really have a choice. I, with the help of my boyfriend behind the camera, am bringing to you my amateur aussieBum photo-spread. I will tell you, this photo-shoot taught me two things: I am not a model, and I’m much better on the other side of the camera. Please don’t judge too harshly. Without further ado, here it goes…
Warning: The following may be too graphic for some (hehe). I started my shoot with the Classic Undies. While forest green may not have been my first choice, I found them both sexy and adorable. Who doesn’t love a classic? These are the perfect go-to for everyday wear. Given my choice, I’d have gone for the flashier candy-colored briefs. I found the waistband very comfortable, and they hugged my package quite nicely. After watching my boyfriend try them on, it was all I could do to keep my hands off his behind.

Next up was the WJRAW red briefs (By the way, be sure to check out the video on the site for these). The pouch inside lifted my goods away from your body providing two distinct benefits — Keeping my boys cooler, and of course, made my junk look huge (Not that it was all that small to begin with). When CK turned the camera around to show me the picture, I was in disbelief I was looking at a picture of myself. These briefs will make anyone look like an underwear model, while providing excellent frontal support.

Third, was the White Man Brief. I have to say, at first glance, I wrote them off. I thought they were your standard pair of tighty-whiteys with a soft waistband. Boy, was I wrong. These were incredible. For starters, the soft fabric was heavenly against my skin. This was the most comfortable underwear Joey and John from aussieBum sent me, gently hugging me in all the right places. They were so comfortable, it was almost as if I wasn’t wearing any underwear at all. The material is very light and almost sheer, so if you are a slightly self-conscious, I recommend purchasing a color other than white. 
Next up, swimwear. When I opened the bag, I was shocked they even included bathing suits. I started with the Varsity blue square-cuts (check out the video on this one — It is hot!). I was perplexed by the drawstring at first, but at second glance, I realize how brilliant it is. I thought about all the other square-cuts I’d worn and how much of a pain the drawstring was. This eliminated it by tucking it inside. I proudly donned my aussieBum varsity letter out on my balcony for some grilling in the sun. I felt incredibly masculine, confident and sexy. The Italian Lycra was perfectly cut to hug my curves in the most flattering way.

The suit even managed to give my butt a gentle lift to give me a little more than God did. The simple pinstripes make this suit appropriate for almost any occasion. This trunk is an essential for every man.

Finally, the coup de grâce. I immediately gravitated to the Sidelined Optima square-cuts. The giant aussieBum logo plastered across the backside called to me. I saved the best for last, and I was wearing my aussieBum stripes with pride.

Of all the photos we took, I felt the most comfortable in this one. From the moment I pulled them on, I felt I’d been given a license to be sexy. The fact that the suit’s drawstring ties on the hip was a big sell to me. It completely changed the aesthetic of the suit. This suit is the embodiment of summer.
In full disclosure, I had a blast shooting these pictures, but I attribute that feeling to the product. They made me feel sexy in my own skin.
I can honestly say there isn’t one aussieBum product I was sent I don’t fully endorse. Whether on my body or my man’s, they looked sexy as hell. I recommend you visit aussieBum.com and check out their entire line of products. Trust me, you won’t regret it. They may just change how you feel about yourself.
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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!
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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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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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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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The following topic of conversation is very embarrassing and very personal. It’s not easy to talk about, but I have a strong feeling I am not the only one who suffers from the issue. Warning: It may make some of you uncomfortable. I am exposing myself in this post, but I feel I need to face my demons to be able to get over them. I also feel guilty writing about this, because it’s a bit of an invasion of privacy for others, but I also feel it’s necessary if I’m being honest with myself and this blog. I wonder if someone out there may have insight to help me and others with this predicament. I feel the need to shine a light on this issue, as no one is talking about it.
My intentions were obvious this time around with Smiles. My hand was down his pants fondling him until I was pushed away with a grunt. There was no misconstruing my intentions. After being denied sex yet again by Smiles, I felt the need to consult my council.
I called Boston for his take on the situation. I explained being denied sex on more than one occasion. His immediate response was, “Oooooo. That’s not good. Something isn’t right.”
I responded, “I know, right? I just wanted to make sure I wasn’t making a mountain out of a mole hill.”
We chatted about the issue, and he told me I needed to address the issue. “Sex is an important part of any relationship, and based on what I read in your blog, sex is important to you,” he added. We discussed the best way to bring it up. The main consensus was waiting until the relevant situation arose. He suggested I don’t bring it up over dinner. If I was denied again, I should bring it up immediately to find the root of the problem.
This was the point in the conversation where I made a small confession of my own. I was worried I may have been to blame for the quantity. I explained my climaxing issue to Boston for the first time in full detail. I told him, while I’d been with Smiles a few times, I had yet to climax. This was through no fault of Smiles. This was a common occurrence for me dating back to the days I was with Broadway. In fact, I feel it was a large part of the reason we broke up. It put a lot of strain on the relationship. He took it personally, even though I assured him it had nothing to do with him. I was still quite attracted to him and still received pleasure from sex, but I wasn’t finishing.
I never was able to find the root of my problem. For a while, I hoped it would fix itself. When it didn’t I explored a number of theories. The leading one being I hardwired my brain to function in a specific way in relation to sex.
For 16+ years, my main outlet for my sexual frustrations was viewing gay porn and pleasuring myself. I wasn’t dating men, and I wasn’t exactly a lady killer either. I would go home, open the laptop, and take care of myself. I worried my brain was hardwired to react only to that stimuli.
I wanted nothing more than to “fix” this issue. For some time, I masked it by prepping myself. If I knew Broadway and I would be having sex, I watched porn before I saw him to build up a “spank bank.” I referred to this when he got me close to finishing to get me over that last hill. It worked for some time, but eventually that solution lost its effectiveness. That’s when things got really bad. I got so stressed about it, when the moment came, there was nothing I could do but think about my lack of performance. I was so wrapped up in the issue, there was no unwinding me at that point.
I had many frank discussions with Broadway on the subject. After discussing it, we agreed not to talk about the issue for some time. It was the only way I was going to be able to relieve some of the pressure I was putting on myself. Eventually it did the trick, and I had my happy ending. However, it wasn’t a 100% solution. Most of the time, I was only able to cum after he performed oral sex. A majority of our relationship, I never climax from anal penetration. The issue was still there. It was just lessened.
It wasn’t as big an issue with San Francisco because we were an entire country apart. When I was physically with him out in San Francisco, I had no issue. When we Skyped, it took slightly longer, but eventually I climaxed. After San Francisco, I slept with a handful of guys. I specifically remember it being an issue with The Trainer. I know it’s not an issue of physical attraction, because he had a body like a god! However, I had to finish myself off that time, and it took some time.
When I was dating N, it took a long time, but I almost always finished. He started noticing my “condition” as time went on. We discussed it lightly, but I think he was under the impression it just took me a little longer than most guys to finish. As I’ve said before, I had to resort to my “spank bank.” Many times, what I was imagining involved the two of us. I wasn’t even imagining porn stars. It was the two of us in different scenario/locations other than in my bed.
Over the summer, it wasn’t really and issue for me. I had no strong connection to the guys I was sleeping with. It was purely recreation and my own need to get some crazy out of my system. I had no pressure or image to keep up. I was just having fun, and it worked.
The first time Smiles and I had sex, I bottomed. No matter who I have been with, I have never finished from bottoming. It has its pleasures, but it never had that effect on me — Hence my status as a preferred top. With Smiles, there was one time when I was very close during oral sex. I was right there, but I just couldn’t close that final gap. After we had sex other times, and I still didn’t finish, I began to morph my theory.
I have a very high pain threshold. Because of this, I wonder if I am in turn cursed with a high pleasure threshold. Maybe it takes more to get me off. I also wondered if my stimulation comes from something more visual. Maybe I need to witness the penetration to climax. Again, these are all just shots in the dark, no pun intended, but I want nothing more than to figure out this enigma. However, I haven’t been able to test my theory at this point.
Smiles expressed his interest early on to work with me to figure this out. It meant a great deal to hear him verbalize this to me. I need someone who can be understanding and patient with me if I’m going to lick this thing.
After I talked to Boston, after a drunk night at the bar, I discussed in length with D my issue. This was really tough for me because I am so embarrassed by the situation. It makes me feel like less of a man. He was helpful in our discussion and helped me feel more comfortable talking about it.
I also called to Broadway. I didn’t exactly feel comfortable talking to him about the details of my new relationship, nor did I think it was fair to him. But, he had experience with this issue. He knew what was going on with me, and maybe now that we weren’t together, he could help me find the key. When I told him I was being denied sex, he immediately said, “Something’s wrong! That’s not normal. You need to talk to him about it.” Everyone was telling me what I already knew, but not what I wanted to hear. In thinking I was partially responsible for the situation, I brought up my issue. Maybe he was avoiding sex with me because I couldn’t finish.
Broadway told me I needed to stop being so stupid about it. I was stressing myself out over it, and that wasn’t going to solve anything. I needed to acknowledge to myself the issue and go see someone about it. I told him I had been entertaining the idea of going to see a therapist, but it takes a very special type of therapist for such a sensitive issue. It wasn’t exactly the easiest thing to find in the yellowpages. He again just indicated I needed to talk to someone about it if I wanted to get over it. He also reminded me I needed to talk to Smiles directly about why we weren’t having sex more often.
The next morning when I woke, I sent Smiles a message detailing my desire for him to be in the bed next to me and how horny I was. He responded positively and seemed he would have been up for morning sex had he actually been there. I was surprised considering a few hours earlier I was denied.
We made plans for Sunday, and I went on with my pondering my issue for the rest of the day. Did he think I didn’t enjoy sex? That certainly isn’t the case. Even if I don’t finish, I still thoroughly enjoy sex and still get a body high from it. Did it bruise his ego to know I wasn’t being fully stimulated by him? I can assure him, it is me, not him. There were a million questions, but no solid answers.
One thing is clear. I need help. I cannot solve this problem on my own, but maybe talking about it with my therapist, Dr. WordPress, will help me face my demons head on and conquer them. Only time will tell…
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The next morning, N woke up to me staring him in the face. I don’t know what I was looking at, but I was definitely looking for answers. When he opened his eyes, his expression said it all. It was as if he woke up from a bad dream, only to find it was reality. He kept blinking and closing his eyes and then looking back into mine. I’m sure he saw the pain that was there. I could tell he wanted to be anywhere else but there at that moment.
Neither of us said anything for a few moments until I broke the silence. “Can we talk about what happened last night?” He nodded in agreement and sat up in the bed. I kind of ambushed him before he even had a chance to wake up, but what could I do? It was all I could think about, and I wanted answers.
We talked about why he was so secretive about dinner with his friends. He denied being secretive and said he was completely upfront with me. When I pointed out a few discrepancies in the story, he brushed them off as details lost in confusion of planning for ten people. Then I addressed him kissing the guy. He flat out denied it still. He told me he didn’t know the guy and it was a peck on the cheek in passing. The body language between the two from what I saw would say otherwise, but I gave him the benefit of the doubt. I said, even if it was just a peck in passing, why were you talking to him in the first place? Why did you both have your phones out? Was this a guy you met before I arrived at the bar. (The man he kissed was Asian, and sure enough, that Monday, an Asian man friended him and wrote on his Facebook wall. Coincidence? Maybe. Maybe not.)

Here, he pled complete ignorance. He told me he had no idea who the guy was and couldn’t remember talking to him. He said he had a dream about talking to a bouncer about music and couldn’t remember what was reality and what was a dream since he was so drunk the night before. I knew this was bullsh*t. In my mind, I took a big step back. This was the ultimate betrayal of trust. We weren’t exclusive, but at this point, if he couldn’t be straight up with me, what did we have? Now, even more so, I felt like I was just a convenient booty call who lived across the street.
I explained how everything looks from my perspective. He stayed home the day before to primp his hair and his body, and donned sexy underwear to a gay club. What was he expecting to happen? He didn’t know I was going to meet up with him until he was already at dinner, so it wasn’t for me, and I pointed he never did that for me in the past. Was he opening the possibility of going home with another guy that night? He told me he shaved his body because he doesn’t like to take his shirt off with a hairy body and said the underwear was just a coincidence. He is a bad liar, so he stumbled over the underwear part. I had him figured out, and he didn’t know how to handle it.
Even now, after time has passed, I get emotional writing this and thinking about his mindset. I was obviously more invested in the relationship, but I had no idea the extent. The first morning he woke up in my bed, we talked about how much fun we had the night before and how compatible we were. However, he jokingly added, “Just don’t fall in love with me.” I should have heeded those words, and it’s my fault for falling for someone who was not as emotionally available.
The NYC Pride Parade was back, and this year I was much more comfortable with my sexuality. Last year, I got trapped in the middle of the parade with my parents — my worst nightmare. I couldn’t wait to get out of there. This year, I made an effort to attend.
We all woke up late that morning and I felt sick, which threw a wrench in our plans to catch the tail end of the parade before Boston hopped back on a bus to Boston. We grabbed breakfast in Hoboken, and I became very ill, spending a fair amount of time in the restroom. I was only able to eat half my sandwich. I had a lot to drink the night before, so I chalked it up to a hangover.
Afterwards, we journeyed into the city. We walked around a bit, and then said goodbye to Boston.
N asked what I wanted to do and told me he wanted to grab drinks. He contacted some of his friends he knew were in the city. Finally, two coworkers responded, so we decided to grab drinks and lunch with them.
As we all entered the bar, older creepy men were checking N out. One of N’s coworkers pointed out we were both given the up downs. I was a little creeped out by it, but N thrived on the attention. That really turned me off. I was starting to see a side of N I had never seen before, and I didn’t like what I was seeing. At one point, I went to the bathroom. I knew I would be the topic of conversation while I was gone. When we were walking to dinner later, N pulled me aside and told me they asked if we were dating. I wanted to ask him what his response was, but I wasn’t feeling myself. No words came out. He then gave me a peck on the cheek. We were in Chelsea for Pride Weekend. This is the time he could be very affectionate and open, and the only sign of affection I received all day was a tiny peck on the cheek. The guy from the night before got more action than me.
As the day progressed, I became less and less attracted to N. The way he reacted to some of the more disturbing stories recounted at dinner really threw me for a loop. We ordered dinner, and of course, I couldn’t eat it. Between the alcohol and the emotional turmoil, I felt awful. At one point, one of N’s coworkers mouthed across the table, “Are you okay?” I told him I was just really tired from the night before.
When dinner ended, N wanted to continue drinking. It was Sunday night, and I was beat, as were his coworkers. Begrudgingly, he agreed to come back to Hoboken and back to my apartment. When we were one block from my apartment, N reached down and held my hand. It was a very romantic gesture, but too little too late. As we came in sight of his apartment, he released my hand. This romantic gesture lasted all of thirty seconds.
When we got back to my apartment, I decided it was time to tell him about my blog. It was his right to know, and I needed to know if it upset him before I continued. He was shocked to hear about it, but told me he didn’t care and wasn’t going to read it. So, to all my faithful readers, the show goes on. I also came clean about the extent of my relationship with the 40 year-old. I did this because I lied to him about the interaction, but was truthful in my blog. I wanted him to hear the truth from my mouth, not a computer screen. This upset him immensely, which I couldn’t understand. It all happened before I met him. However, he apparently had some background information about this man and was holding it against me. I tried to defend myself, but he didn’t want to hear it. It bothered me that he was so upset, but I couldn’t undo the past.

At that point, we started to watch porn. The computer was out, and I suppose we needed to break the tension. I never did this with Broadway, but I was open to the idea with N. However, he got overly excited by this. He started about how he’d love to be a porn star. Once again, I was losing the attraction to the man in front of me. This was not the guy I fell for. I still had no idea what happened to cause the switch, but something was very different with him.
All of a sudden, we were interrupted by the sound of fireworks. We completely forgot about them. We ran to the balcony to watch. In the middle of all the explosions, I burst out with, “So are we exclusive?”
The next few moments were a blur, but I do know the gist of answer was no. I could understand if we weren’t exclusive up to that point, but I couldn’t fathom not being exclusive going forward.
When he explained his lack of interest in a monogamous relationship, I asked him if he has been sleeping with any other men since he met me. He told me of one guy he hooked up with after our third or fourth date. They exchanged blowjobs, but when this other man told him he was kind of in a relationship, N decided it better to be just friends. (This is also one of the guys he and I were possibly going to meet up with earlier that day.)
I couldn’t understand his rational. If he didn’t want to be “the other man,” why was he willing to seek out another man himself. What we had was pretty great, but he was leaving the door open for himself. If something better came along, he would upgrade. When I expressed this to him, he asked, “Upgrade to what?” I immediately responded, “A better situation.” It was so simple to me, how could he not understand that? I felt so used! He explained he wasn’t seeking out other men, but that didn’t make it any better. I already couldn’t trust him, and I had a pretty strong feeling he was lying.
I felt awful. Like someone stabbed me with a knife. Before the conversation, I knew what his answer was going to be, but hearing him say no broke my heart all over again. I was a shell of a human being.
After we finished talking, we went inside and had sex, and I finally got to have my way with him — All the way this time, not just the tip. It was pretty good too, but ended quickly due to N’s lack of experience.
In my mind, things were beginning to end between us. It’s almost as if that night was our breakup sex. I was pleased to know I got it in at least once before we broke up. I don’t know why, but it felt fulfilling. That’s how I knew it was over. I lost the emotional connection to the man who days earlier I was falling in love with.
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The Friday following my business trip to Memphis, my special neighbor, who we’ll call N from here on out, came over. I was pretty beat from my trip, and he had a hard day at work. We decided against going out for the night and settled on Mediterranean on the couch. We ordered food and snuggled up for a movie. For me, there’s nothing better than having someone to come home to after a stressful business trip. I also finally figured out my roommate situation (or so I thought), so that stress was lifting. One of my good friends from Long Island was taking one room, while North Carolina was laying claim to the other.
We noticed It’s Complicated was on TV. I told him it was a very good movie, and he hadn’t seen it, so we watched it. I was happy we picked a more romantic movie for our night in on the couch. I just wanted to snuggle up to my big man and feel at home. We both enjoyed the movie immensely.
When the movie was over, we went into the bedroom to have sex. It was a very good night, and we finally dozed off late in the night.
The next morning, we were going to the beach with my sister. When she came to pick us up, N was running late. She started to get p*ssed, and made the comment to me, “Do you even know this guy? I don’t exactly like bringing strangers with me to the beach in my car.”
I flipped out on her and asked her why should would make such a malicious comment. “I don’t like the implications you’re making right now, and I suggest you back off!”
N finally arrived, and I introduced him to my sister. We had a nice ride out to Long Beach, Long Island with nice conversation. When we arrived at the beach, N got a little more affectionate with me. He was feeling comfortable in public, probably since he didn’t know anyone. We put suntan lotion on each other’s backs, and as we laid on the blanket next to each other, he periodically put his arm around me. When I was in his stage of being comfortable with myself, I was not that ready for PDA. I was impressed with how fast he was evolving and finding his comfort zone.
The time came to head back home to avoid serious traffic. We packed up and made our way back to the city, all the while my hand was in reached into the back seat stroking his leg, and then finally making it’s way to his crotch. He rather enjoyed it, and I think the possibility of my sister noticing made it all the more exciting for him.
When we got back, we both went to our separate apartments to shower. We were going out for dinner that night. He was excited we were going on a “real” date. There is a restaurant I have been dying to hit up for a date since before I was dating Broadway. I was never able to take him there, so N and I went to Dino and Harry’s. We both enjoyed our meals a great deal. We shared desert after seeing others immensely enjoying theirs, as did we. We also watched as a couple was on a date. The man abandoned the woman to go over to the piano to join in the karaoke. We both talked about how much of an as$hole he was, and I became more attracted to N’s personality. It was a very special date for me.
A few of my friends he had yet to meet were at City Bistro that night. Since it was only 2 blocks away, I suggested we go there for a few after dinner drinks. He met them all, and they all loved him. He was giving some of the girls dating advice and really stood on his own two feet with them. This is very big for me. My friends are very important to me, so I thoroughly enjoy when the man I’m dating fits in the mix.
After a while, we were both exhausted, and we decided to go home. As usual, we ended up in my bed. With N, the sex wasn’t always perfect. Sometimes the condom caused a problem. Sometimes things were awkward. But not being perfect doesn’t mean it wasn’t great. We were both finding our sexuality and learning about each other. We were exploring new things and finding out what made the other tick. I really like that we were going through the process together. I think too many people, especially gay men, feel sex is going to be like it is in a porno flick. It’s not. Even the best sex is not like sex in porn. There are emotions tied into it, whether you acknowledge it or not.
Finally we dozed off. I laid there with a smile on my face. I had only known this man for a short period of time, but we were fully immersing in each other’s lives, and I was starting to have very strong feelings towards him.
This created a whole new dilemma. My blog is about dating. If this guy became my boyfriend, would I tell him about the blog? Will he read it and want nothing to do with me? Will he insist I don’t write about him? Or will he be totally cool with it and excited about? This was something I was going to have to figure out soon. I’m very honest in my relationships, sometimes to a fault. This was certainly something I was going to have to come clean about. Only time would tell the ramifications of the timing of that discussion.
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Check That Off the List
Posted by One Gay at a Time in Gay Dating on April 24, 2012
Once again, another Friday arrived, and once again, I used up a carry-over vacation day to stay home and relax.
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.
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!
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.
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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