In Search Of The Prostate

Chris hadn’t cum in me. Nothing unusual in that, sometimes he prefers me to suck him off, or he likes to cum up my bum - it’s all good. 

This time, he looked slightly fidgety. He clearly wanted to ask me something but was obviously hesitant. 

“How do you feel about prostate massage?” His question floated in the air and I considered it with interest. Now, it wouldn’t be the first time I’ve fingered a bum hole, nor even the first time I’ve fingered a guy’s bum hole, but as for finding the prostate, well, to me it’s as illusive as some guys finding the clitoris. They know it’s there…somewhere…but it can take them a while to actually discover it. At least a clit can be seen. Not so something buried deep inside. 

Chris hadn’t cum, so he was clearly hard as a rock and more than ready. I lubricated my finger with the best lube on earth, my own wetness, and pushed my finger inside his bum. 

And something very strange happened. I doubt I will be able to describe this properly, but as he lay there, naked on the bed, something about him changed. It was so subtle as to be almost undetectable, yet it was also, by contrast, glaringly obvious. (Yes, I know, weird huh?) Somehow, he seemed to become…feminine….if that makes any sense at all. As I pushed my finger further inside, he began to make little moans like a girl would make when someone fingers her at exactly the right stage in her arousal. His head rolled to one side, and he began to bite the knuckle of his thumb. It looked so incredibly sexy! 

Meanwhile, I was in trouble. A finger up his bum was one thing…but now what? Tig, bless her, explained where the prostate was and what it did in great detail, but I was having orientation issues. Do I press towards his tummy or his back? Was I in the right place, or had I got my finger in too far? Yes, I know I’ve fingered a prostate before, but it’s not something that happens frequently, and anyway, every guy is different, and it’s quite possible that when I’ve fingered a guy’s bum in the past it was that, rather than prostate stimulation that got him off. Tig told me the bladder is higher than people think, so I adjusted my finger depth and aimed for just above his pubic bone and curled it forward towards his tummy. I can’t say I felt anything really, maybe a little firmness….who knows…but judging by his reaction, I had got it pegged. 

It was his soft whisper that triggered a series of events I would never have thought of myself. It came so gently I almost missed hearing it. “‘Fuck me.” Miss Brain did the maths and took over. Somehow, she knew he wanted me to ‘feminise’ him. I began a gentle fucking motion keeping my finger curled as if it was on a g-spot. Then I felt myself taking in a deep breath, even though I didn’t know what I was going to say. Fortunately, Miss Brain did. 

“Oh, Christine….your cunt feels so tight.” He moaned loudly and squirmed.

“I want to fuck you and cum inside you.”

I said the things he says to me while he’s fucking me, except I used a feminised version of his name. Then I had an idea. I withdrew, leaving him mewling with frustration and went to my undies drawer. Two minutes later, he was in one of my trainer bras and a pair of panties. I pushed my finger back in and carried on where I left off. 

When I judged the moment right, I leaned forward and took his cock into my mouth. Almost instantly, he shot his load. Now, I don’t know whether it was the prostate massage or the role play, or maybe a bit of both, but Chris is a heavy cummer normally, but this was by far the most I had ever seen him shoot. I swallowed as much as I could, but I couldn’t possibly keep pace with it and some rolled down his shaft to pool on his tummy and ballsack (recently devoid of hair). Still, I lapped that up like a cat with a bowl of cream. 

Afterwards, he wanted to shed my undies pretty quickly. I think he was a little embarrassed, but I don’t understand why. I had obviously read the situation correctly. 

Half an hour later, I was treated to a lovely bum fuck. Chris excels at this. Some (most?) bum fucks I’ve had from other guys have been fast, almost too fast…as if the eroticism outweighs the sensation…the idea of fucking a girl up the bum outweighs any finesse. Chris did it with consummate skill and in fact had me begging for him to push it in harder, deeper. When his arm reached over me to find my clit, I was damn near ready anyway. I came hard, and better and better, just as my orgasm was fading, I felt the regular twitching of his cum that served to re-ignite my own. 

Yummy!