I get lots of emails regarding prostate play. Surprising, right?
Every once in a while I get a message that REALLY piques my interest. A message that stands out from the crowd and really gets my wheels turning. An email that makes me just sit and go hmmmm…. that’s interesting!
Today I’m including one of those from a gentleman that I’ll refer to as “Dan”.
Meet Dan
For reference, he is a straight, married, heterosexual male who LOVES pussy. He also LOVES prostate play.
I made sure I got his permission to post this, on the condition that he remain anonymous.
He recently gave me his personal take on this tender topic. Dan has been at this for a while, and really knows his stuff. One of the most insightful and open minded personal experiences I’ve ever had the pleasure to read.
Beyond prostate stimulation, he also discovered that being penetrated by a man had benefits he never expected. First and foremost, he discovered that another guy’s cock was a great tool for prostate pleasure.
The most intriguing part of the story (for me, at least)? He learned to separate sex and attraction.
That’s a hard concept for me to wrap my head around, as those two terms seemed to go hand in hand my entire adult life. I mean, how could the terms sex and attraction be mutually exclusive for some guys, but not others? Even Google couldn’t provide anything that answered the question to my satisfaction.
If YOU have any thoughts on how these terms don’t necessarily occur together, I’d love to hear from you. This would be a great topic for another blog post.
Without further ado, let’s get to it…
THE EMAIL
Hey Dave,
I’ve been a huge fan of your blog for a long time. Love the reviews, the experience sharing, stories. Everything you’ve done here is totally awesome.
As I’ve been reading, thinking and exploring different things you’ve talked about, I’ve come to not only love ass/prostate play, but loving the fact that men can talk about this openly without reservation here.
I gotta say, I had already been a huge fan of anal toys and exploration before I found your blog about a year ago. So, I wasn’t really a novice to anything here. But, I loved how open and honest you are in regards to your experiences.
That being said, I wanted to talk to you about something I think you need to try. Hear me out… before I continue, let me explain a little about me. I am a straight, married male who like you, happens to be open minded and I discovered my love for ass and prostate play a long time ago.
I’m actually on my second marriage and between my marriages while I was single, I discovered my love of ass play and prostate stimulation.
About 14 years ago, I went to a massage therapist.
He was a cool guy. We were the same age. He was totally legit. Nothing crazy or sexual involved. Strictly massage therapy. I had been divorced for about six months when I started going to see him. I was experiencing a ton of tension in my lower back and it was probably brought on by the stress of the divorce and other shit that was going on with school and life in general.
So, I start going to this guy regularly to work on my lower back. We would make small talk during the sessions and as he tried to release my lower back of all its tension, he’d make suggestions of different ways I could help myself out between visits to ease the discomfort.
One day, about my 6th or 7th visit, this guy asks me in the middle of my session if I was having sex regularly. We had become pretty good friends and I trusted him. He wasn’t weird or creepy. So I answered his question. I told him I hadn’t had sex since the divorce, but I had no problem finding release time alone.
He asked me how often I would masturbate.
I proceeded to tell him I was a twice a day kind of guy. Once in the morning as soon as I woke up before I showered, and at the end of the day, usually right before bed. He asked if I was taking time to enjoy it or if I was rushing my way through to simply get off. I told him I always allowed enough time for a great session so that I could really make love to myself.
He asked if he could ask me a serious question. I said sure. He asked me if I had ever experienced prostate massage and stimulation, either with myself or a partner. I told him I hadn’t.
He said, “You know, prostate stimulation would really help you out.”
“It would really release a lot of tension you’re holding. Does that freak you out?”
I told him I wasn’t freaked out by the suggestion, but, that I hadn’t really considered it. He told me to go online, do some research and think about it. So, naturally I did. This guy never made a move or tried anything with me. He never pushed.
I continued to go to him until he eventually moved and he referred me to another CMT.
The new guy was also really helpful. He had gotten notes from the first therapist and saw that he had recommended prostate massage. About 4 sessions into seeing this guy, he asked me if I had taken the other guys advice in regards to exploring prostate massage. I told him I had.
I told him I’d done research, but never acted on it alone because I found the idea of inserting my finger into my ass to be a bit awkward. I had tried a few times, but found the reaching to be a bit uncomfortable. He asked me if I had a partner I felt comfortable enough with to see if they’d be willing to explore with me. I told him I wasn’t in a relationship with anyone and that I didn’t really have anyone in my life that I could approach about it.
So, he asked me if I wanted to experience it in the session.
I looked at him awkwardly and said I wasn’t quite sure. He said, eventually your doctor is going to do it to you in a few years. He said it was strictly therapeutic and not sexual in nature. He said he felt it would really help me out and that I would notice a huge difference.
I took a minute and said, ok. Why not. What do I have to lose.
With that, he had me lay on my side. He put on a glove, lubed up my asshole, lubed up his finger and gently, patiently worked his way into my hole. I laid there, breathing deeply, allowing him to gently work his way in.
Eventually, he got his finger in and he found my prostate.
He started to rub it gently at first and slowly worked his way up to a steady rhythm. He was never aggressive, but he clearly knew what he was doing and he told me to relax and let it just happen. Needless to say, after a good 10 minutes of his subtle strokes, I felt my pelvis start to quiver. I looked down and saw myself leaking thin white fluid from the tip of my cock and I didn’t know what to do.
He kept going and eventually I couldn’t help myself. I started to moan and move my body against his hand and before I knew it, I was ejaculating all over the table without ever having stroked my cock. I was flushed, trying to catch my breath when he pulled his finger out gently and told me to just relax. He brought me a towel to clean myself off with.
When I was able to pull myself together, he told me he felt I needed to really think seriously about using prostate massage as a way to release tension in my lower back. He never made a move or anything and always kept it professional. I actually thought it was amazing.
I was never freaked out. He proceeded to tell me the different toys I could invest in that would help me out. Hence, my first foray into using the Aneros massage products, like this one.
I continued to go to him for a few months.
Every time I went, he would do the prostate massage at the end. And, every time without fail, I would experience an orgasm that was unbelievably intense.
One day, as he was working on my prostate, he asked me if I could tell how many fingers he had inside of me. I said I figured it was one.
He said it was two.
Now, I started to get a little weirded out. I played dumb and shrugged it off. Eventually, he got up the nerve to ask me if he could try to get three fingers up inside of me. I told him I wasn’t comfortable with that idea, and he respectfully left it alone. As I was getting ready to leave, he said, “you know, just because you have discovered your ass doesn’t make you weird. I don’t think you’re gay.
Your asshole is a part of you. Treat it well. Be good to it. Embrace it. Keep exploring with it.”
I went home that night and thought about what he had said. It made a lot of sense. I was confident enough in myself and my sexuality that I didn’t feel embarrassed or ashamed for having discovered this new fascination. I loved what I was experiencing and I wanted to try new things. So, I went back.
One night, I had come home from work and I was in a lot of pain.
My sciatica was in bad shape. I was sitting at home laying in bed trying to relax and my discomfort wasn’t getting any better. It was around 9pm, and I remember I leaned over, opened my laptop to check my email and there was an email from my therapist. He wrote to tell me he was at a new location. He had literally moved two blocks away.
I was in a lot of pain, so I called him and asked him if he was home and if he’d be able to see me at the last minute before the end of the night. I left a voicemail and he called me back within 5 min. He said if I lived closer, he’d be able to see me. When I mentioned to him that I was only two blocks away, he said if you can get here in 30 min, I’ll totally see you.
I jumped in the shower and headed straight over.
I got there and he asked me how I was feeling. I told him what was going on with my back and told me to get on the table. I got undressed, put my face in the cradle and let him get to work. He went straight for my lower back and told me he could tell I was pretty uncomfortable.
He worked on it for a good 40 min or so and asked me if I wanted to try doing a prostate massage. I was feeling a lot better, so I said, sure why not. He told me to lay on my back and to put my feet on the table with my knees up. I hadn’t been massaged that way before, but I went ahead and did it.
I trusted him at this point. I’d already been to him a few times, so I just laid there and closed my eyes. I started to breathe deeply and laid there waiting for him to begin. Eventually I could hear him applying lube to his finger and putting lube on my sphincter.
He opened my legs apart lifted my right leg towards my chest and slowly started working his fingers into my hole.
I was used to his handy work by now,
and I easily took his fingers into my hole. He started to massage my prostate once he found it and I could feel myself getting hard and leaking precum as usual.
Eventually, I opened my eyes because he was working my prostate differently this time. Sure enough, he had worked three fingers in and I saw that he had a dildo on the table next to his side. When he saw me notice the dildo, which looked to be about 7 inches long and normal in girth, he quietly asked if I wanted to give it a try. I looked at him and looked at the dildo and without thinking, I said yes.
He took the toy, put a condom on it, applied lube and put the tip of the dildo up against my hole. He told me when I felt it start to push in, that I needed to bare down and push out against it so that it would go in easier. I told him ok, and within a few seconds, I could feel him starting to push it inside me. I followed suit, took a deep breath, and slowly but surely, he got it all the way in to the base.
It took a few minutes, but he was patient and I was determined. I had my eyes closed the entire time and focused on the fact that I had this thing inside of me. For some crazy reason, I was totally turned on more by the fact that I took the toy than by the fact that he was going to use it in me.
Slowly, he started to manipulate the dildo in and out of my hole.
Twisting it, turning it, angling it to hit places inside of me I didn’t even know existed. He asked me if I like it, and I told him quietly that I did. I did like it, I felt full. I felt aroused and I felt amazing.
He picked up the pace a bit with the toy and eventually I opened my eyes. He just stood there working the dildo watching my reaction. I couldn’t tell if he was turned on or simply doing his job. But, I didn’t care. I was just taking it all enjoying every second of it.
After a good 30 minutes or so of amazing toy play, I asked him to give me a few minutes to catch my breath. He took out the dildo and asked me how I was feeling. I told him was feeling breathless, amazed, aroused and in total disbelief. I had never thought about using a dildo on myself like that.
He asked me if I was weirded out by it. Oddly enough, I told him, no. Not at all. As the matter of fact, I was completely fascinated.
I looked down and noticed through his sweat shorts that he had an erection. He saw me looking at it. I smiled and asked him what he was thinking. I assured him I was ok with him being aroused and that I was completely comfortable with what he was doing to me.
With that, he said, “would you ever consider trying the real thing?”
I told him, I’d never thought about it. There was a few seconds of silence. Then I looked at him and said, “I’d never considered it, I mean, from a sheer sexual standpoint, everything I’ve experienced has been sublime. I’ve never thought about it.”
He asked me if I wanted to try it. He said, this is not romantic. It’s not gay. I don’t think you’re gay. But, I think you love your asshole. I’d love to show you what it feels like to experience a real anal orgasm. A toy and a finger will only do so much for you. And, if you don’t like it, you’ll know.”
I sat there looking at the floor trying to contemplate what I had just been presented with. After a few seconds, I looked at him and said, “Ok. As long as we are safe and as long as you’re patient. If for some reason I’m uncomfortable in any way, I want to be able to stop.” He said absolutely. I had his word.
With that, I watched him remove his t-shirt, and pull down his shorts. He was standing there in a pair of white trunks, smiling at me asking me if I was ok. I told him I was fine. Just a little nervous. He told me, “dont be. You’re going to be fine.”
This guy wasn’t gay. Really, he wasn’t.
He was in a relationship with a woman. But, he had told me he was open with his sexuality. He loved sex. I believed him. It was weird because, I wasn’t turned on by him. I mean, he was a normal looking guy who took good care of himself.
But, I’d never been attracted to him or any man for that matter. But, I was attracted to the idea of being fucked. I wanted to see what a real dick would feel like up against my prostate and I knew if I was going to feel comfortable with anyone doing that for me, it would be him. I trusted him and I knew he wanted me to experience it for the first time.
He peeled his underwear away from his body and pulled them down to the floor. He was totally hard. He wasn’t big by any means. His cock looked totally normal. It looked doable. It had a slight curve upward and its thickness was totally normal. I thought to myself, I can handle this. I can do this. I want to do this.
He took the lube and applied some to his dick, giving it a few strokes.
With that, he took a condom, held it to his mouth, ripped it open and placed it at the tip of his cock. He rolled it down, applied more lube and asked me to lay on my back and come to the end of the table. I followed his instructions and told him to take control.
He put my legs up, one on each shoulder and pulled me closer to the edge of the table. I could feel his hard head up against my sphincter. The entire time, he looked deep into my eyes waiting for my reaction. When I felt ready for him to go in, I gave him a nod. And, so with a deep breath, I took in his stiff cock. Slowly, very slowly.
After a few seconds, I told him to go further, deeper. He did, very slowly and I took deep long breathes. I could feel my hole opening up, accepting his cock further and further into me. Eventually, he was all the way in. I lay there on the table in complete awe. It was painful. But, it was an exquisite pain, and I could feel my entire body slowly giving into that pain and getting used to what was inside of me.
He reached down and applied more lube to his cock while it was inside of me. Once he could tell that I was ready, he slowly started to thrust shallowly in and out of me. Small thrusts. What was I doing? What was I experiencing? I didn’t know. But, I didn’t want it to stop.
It didn’t occur to me to touch myself.
I was solely focused on my ass and what I was experiencing down there. He was gentle. He was slow and he was patient. I didn’t want him to stop.
Eventually, I could feel my sphincter give way to his cock and he started to thrust faster in and out of me. When I gave him the go ahead, he picked up the pace and fucked me for the first time. He didn’t kiss me. I didn’t want to be kissed. I wanted to be fucked, and that was it. I wanted my body to experience this euphoria I’d read about. I wanted to have the most amazing orgasm of my life. I new I was going to have just that.
He fucked me feverishly for a few minutes. When he could tell I was comfortable, he put his foot up on the table and lifted my ass up a little higher. There it was. That was the position I needed. He was hitting my prostate head on.
Within a few thrusts, I could feel my pelvis starting to vibrate all by itself. I was beginning to quiver with complete abandon and he knew I was in complete ecstasy. I was, I felt helpless and completely out of control. I went with it. Completely and let him hit my prostate over and over again until I couldn’t take it anymore. I had to ejaculate.
I reached down and started stroking myself, all the while looking into his eyes telling him to keep going, don’t stop. He would nod and simply tell me, “I’m fucking you.” He was. He was totally fucking me.
After a few short strokes, I felt myself wanting to cum.
I told him I was ready and he told me to let it go. So I did. I started to scream and shake. I held on to the sides of the massage table with every ounce of energy I had in me. I came over and over again hitting my face, my mouth, my chest, my torso. Once I started to ejaculate, he followed suit. He withdrew from inside me, pulled off his condom and within two to three strokes, came all over the floor, rope after rope until he was spent.
I laid there on the table, exhausted yet fulfilled.
I’d just been fucked. I’d just experienced something so amazing and so real. All I could do was laugh. He helped me off the table, we jumped in the shower. Again, no touching each other. It wasn’t about that. It was only about the pleasure of the act. I knew it. He knew it. It was awesome.
So, Dave… while I know you’re a big stud and a manly man.
Do yourself a favor. GET FUCKED!!! You won’t be gay. You won’t be less of a man. It’s fucking amazing. Super O’s from all of these toys don’t come close to the real thing. Try it. Try it at least once… You will be glad you did. And, honestly… you’ll be MORE of a man for having done it.
Best!
Dan
Thanks again Dan, for writing this up! Great work!
So what do YOU think?
Personally, I wouldn’t have a problem with a professional male putting a finger in my butt for prostate pleasure. Hell, millions of guys have had a doctor’s finger in there to check for prostate problems. But I’m not sold on the idea of another guy having sex with me. While I completely support any man who wants to enjoy his sexuality in any way he sees fit, it’s just not an activity that interests me, personally.
But if there is anyone who could convince me otherwise, it’s Dan! And man, what a story he had to tell. Even if this activity isn’t for you personally, it doubles as a hot, erotic story.
I would love to read your thoughts and perspectives on this matter.
Reading emails from blog visitors is one of my favorite parts of running this web site. Please ladies and gentlemen, keep them coming! Your questions and comments keep me motivated and moving forward. They help me by providing valuable insight. In turn, this keeps cool content coming your way. A total win-win for everyone!
I NEVER share personal information on my blog for the public to see (read more about this on my terms and conditions page). If you would like to add to this discussion or have a topic for further discussion, please feel free to comment below, or send me an email at my contact page. Your privacy is respected here.
Recommended reading
- Prostate toys: the best tools to help you reach prostate nirvana
- Ever used a male masturbator? There’s no better way for a guy to love himself!
- When having solo sex, erotic audio is one of the best ways to get in the mood.
- Prostate play: everything you wanted to know but were afraid to ask