Well that’s new…

I walked into Sounder’s house to see him dressed up in some seriously sexy lingerie, heels, makeup, and a wig.

Which, of course, immediately made my day.

And I didn’t waste much time before shoving things inside him.

For those who don’t know, he has a massively massive dildo that he has occasionally used.  But since it’s so big, and takes quite a bit of warming up, as well as slow, gentle movements, it’s not really used for fucking.

Yet.

He was pretty tight at first.  It had been awhile since I’d really opened him up.  But this was as good a time as any.

I was gentle, though.  I bent him over the kitchen island and slowly eased the thing inside him (after warming him up with something smaller, of course) and just held it there.

And that’s all I had to do.  He was squirming and whimpering and begging, and it wasn’t long before I had to take it out.

Of course, I wasn’t done with it yet.  I gave him a few seconds’ break, then pushed it back in.

Rinse and repeat.

And the noises he made… Those noises were so goddamn hot.

“No, please… It’s too big.”

Unfortunately for him, he’s so damn sexy when he’s in pain.

Finally, I had mercy on him, and we went upstairs, where I spent an hour or so torturing his dick.

Which, as you can imagine, was unbelievably fun.  He looks cute with clothespins on him.  He looks even cuter when I take the clothespins off.

And even though he hasn’t been taking the birth control pills, he still squirms like a girl.  So that’s awesome.

But the best part of the evening, by far, was later, after the play was over.  I let him change into his regular clothes (but told him to keep the bra on, because he looks damn good in it), and we sat down on the couch to watch TV.

For a few minutes.

It started out innocently enough.  Running my hand up and down his thigh, grabbing his tits, groping him between his legs…  And before long, I started nibbling and licking his ear.

He started squirming just a little, and I intensified the grope-fest, pulling his leg across my lap so I could get better access to his ass.

His soft little moans were so damn sexy.

Finally, I let him go and pushed his legs apart, reaching far between his legs and rubbing his swollen, throbbing clit.  And I couldn’t help but grin when he started subtly thrusting his hips.

It was so cute, his inner slut came out to play.  Gasping and moaning and squirming, clinging to me, wanting more and more, and breathlessly murmuring, “Mmhmm” when I told him he’s my sexy, slutty sissy.

He was so into it.  He wanted more.

I could tell he was getting somewhat close to cumming, but I honestly didn’t think what we were doing would be enough to push him over the edge.

Still, when he put his hand over mine, gently guiding me to where and how he wanted to be touched, I was curious enough to go with it.

Could he actually cum from this?

I wasn’t jerking him off.  In fact, I wasn’t touching his cock at all.  I was touching his perineum.

He was rock hard, and as with all men when they’re hard, I could feel his erection even from his perineum, and my first thought was, “Oooh, p-spot massage.  This could be interesting.”

We already know he can cum hard and often from prostate pressure.  But p-spot pressure isn’t nearly as intense as anal pressure, and I’ve never known a guy who could cum from that alone.

But the way Sounder squirmed, the way he moaned and whimpered, made me wonder if it could be possible.

And when he put his hand over mine, gesturing my to rub faster, I was more than happy to oblige.

Sure enough, only a couple minutes later, he gripped my arm, and his voice got higher and more feminine as he tensed and squirmed.

After a moment, I pulled away.  “Did you cum?”

He reached into his shorts, expecting to feel wet, but there was nothing.

Because he still cums like a girl.  And he’s not a squirter.

And now we know he can cum from a rubbing motion so deliciously similar to the way one would rub a woman’s clit.

Which, of course, was something I had to rub in.

had to.  It was a moral imperative.

So we now know he can cum from being fucked, and he can cum from… well, from petting the kitty.

(You’re welcome for that gem.  Thought of saving it til the next time I see you, then decided that I like the idea of 500-ish people reading it a hell of a lot better.  And yes, to answer your question, there is a massive, shit-eating, I’m-so-fucking-proud-of-myself grin on my face right this very second.)

But interesting fact: he still has not been able to cum from any sort of masculine masturbation.  Jerking off like a man hasn’t worked.

Masturbating like a girl has.

Just one more thing that makes him more girl than boy.

28 thoughts on “Well that’s new…

  1. Peter says:

    That’s so hot how you have him getting off like a girl as well keeping him dressed as one!!! I would so love to have you/find women do that to me!

  2. Absolutely love this post

  3. little one says:

    So fucking HOT! i need a cold shower… 💜

  4. explorer3000 says:

    Such hot writing !! You are a GODDESS!!

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