This is another story from a client.
So I go to this woman every Thursday at 10am. I've been doing it almost every week for over a year now. She frustrates me so much. Why I come back for more, I have no idea.
It started out as ordinary massages. I know I'm a little too old to play basketball, so I do get sore muscles. She helped right from the start. I'd play pickup games with some guys, mostly younger than me on Wednesday nights, be kind of hobbling Thursday morning. Fortunately, she's always been available at 10am.
She starts with a regular massage and that's all it was for the first year or so. Sure, sometimes I'd get a bit of an erection, but not like a big, full one. I'm sure she saw it and I was a little embarrassed about it, but neither of us said anything. I figured she's seen them before, and it's just part of her routine.
Of course, I'd end up at home on Wednesday afternoons and wank like crazy after my massage sessions. Conveniently, my wife does volunteer work, at the humane society, and is always out of the house all day on Wednesdays.
Well, to make a long story short, Melanie, that's the massage practitioner, suggested I might do well with a prostate massage. She said at my age, prostate health can be an issue. In fact, I had been peeing less powerfully than in my youth. My doctor did tests, and said my PSA is just fine. My blood pressure, too, I'm proud to say. Personally, I think that's because of all the wanking I do. Sorry, I'm getting off topic. I had never heard of a prostate massage, but of course I know what the prostate gland is. I assumed she'd just press around my perineum a bit, you know the area between the anus and scrotum. The idea of her seeing my possible erection up close was sort of worrying, but I figured I could keep it down, or that it wouldn't matter. Still, just the thought of it was embarrassing. After all, I'm as private as the next man when it comes to that sort of stuff.
Like an idiot, I said "Sure." Besides, she was including it. She wasn't going to charge extra. Melanie is like that. I can tell she is a very loving and giving person. Too bad she's married and I'm married. Even though she's 63, she is still a super-hot chick, and I could go for her under different circumstances. My wife is rather prudish. I mean, we do fuck, but only maybe once every couple of weeks, and she's always been adverse to anything besides plain old missionary position. She has never sucked my dick... Sorry, I'm getting off-topic again.
Melanie got to work. Massage as normal. I had pretty much forgotten about the prostate thing. At the end she said I should turn over and get on my hands and knees on her massage table. As I did so, she placed a couple of paper towels directly under my belly. I wondered why. Behind me, I heard her snap on rubber gloves. One knows that sound instantly. All you need is a medical prostate exam once to remember that sound for the rest of your life.
Suddenly alarm bells were ringing. What, exactly was she planning? What should I do about it? I actually made a move to turn around or get off the table, but only moved an inch or two. I mean, what would I say to her? What was I, some kind of jerk, asking for a thing, then not wanting it? Oh my, my. What should I do? As my mind was racing, I was kind of frozen in place, with my hands and knees on the table, and my ass up in the air. I knew this was going to hurt, but what, exactly should I do?
Still frozen, I felt her finger. It was not touching my anus. It was touching around the periphery, and very lightly. I felt something creamy. I really didn't want this. However, her touch at that moment was magical. I mean, it felt really nice. Very erotic. I wasn't expecting that. With a sort of embarrassed horror, I realized that seemingly in an instant, as she was rubbing my anal area lightly like that, my penis had grown to its full, throbbing length. Obviously, she could see that.
My mind was racing even more and I was just plain frozen in place. She kept doing that little circular rubbing thing. OK, she'd be sticking that finger in me at any moment, and it was going to hurt. I just knew it! But I was also sort of OK with it. The eroticism, even if she had no idea what was happening in my mind and body, was through the roof. She could go ahead and stick a finger in me if she wanted. Let it hurt. No big deal.
And she did just that. Slowly, ever so slowly, I felt her fingertip penetrating right into the center of my anus, into the center of my very being. And it didn't hurt yet. It just felt so fucking nice! She continued, taking a very long time until finally, her finger was all the way in me and it felt so amazing. It never hurt. Not one little bit. I guess the slowness and her tenderness made it much different than a quick in and out medical prostate exam.
Melanie just held her finger in me for quite a while. I hoped it would never end. Then she pressed forward a little. Or at least that's what I think she was doing. I felt something I had never quite felt in my life. It was like I had to pee, but not that. Something better. It just felt nice. That, evidently, was prostate massage.
She continued. I felt another weird sensation. It felt like pee was flowing down through my urethra. Weird. Then I heard a sort of 'drip, drip' on the paper towel under me. What was going on? Had I peed? Had I ejaculated? I didn't really think so, but what was that? Later I came to find out that the prostate stores semen, and when compressed, the semen has to go somewhere, so without ejaculating, it is forced out.
This was so good. I would rate it beyond intercourse with my wife. Really. This was amazing. I was sure I'd end up ejaculating, and although I felt naughty, like a kid who is about to commit a minor crime, logically, I wasn't going to do anything wrong. If Melanie was going to give me a handjob, well that was just part of the treatment, right?
But she didn't! She pulled her finger out slowly and quietly said, "Done. You can turn over and just lay on the table and relax for a few minutes if you'd like."
I was so ready to cum, and it didn't happen. I almost thought of asking, even begging Melanie to finish me off, but thought that might be, I don't know what. Too direct? Too forward? Breaking the rules? Too naughty? I am a married man, after all.
Well it's been like that every week since. Melanie massages my body, finishing with my internal prostate massage. I always become super erect. I'm sure she sees that. But I don't get to cum.
It used to be I'd jerk off the moment I got home after Melanie's massages, but things have changed.
I was feeling guilty about the whole thing, so hesitantly, sheepishly, I told my wife what was going on. I thought she'd become tremendously upset. Maybe even slap me. Instead, she broke into a big smile. I didn't have a clue what she was thinking. Remember this is my wife. I love her, but I have to say, she is a prude.
Quietly, she asked, "Women don't have prostates, do they?" I answered, "No, I guess not." "Do you think I'd benefit from a massage like that?" That's when I discovered the joys of anal fingering. My wife now gives me occasional prostate massages. I give her anal massages surprisingly often, often ending with her having crashing orgasms. That's kind of interesting, because she never orgasmed like that when we fucked. Just last week, she wanted me to finger her pussy in the same way I've been fingering her ass. She loved that. She's been hinting that she'd like to become more sexual again. I'm not sure, but I think she indicated she'd like to be anally fucked. I'll be ready the moment she says "Yes."
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