My Discreet Encounters Revealed

A Deep Rimming

Me crossdressingThis crossdressing story is about one of my regular playmates who loves a deep rimming. His gf doesn’t like to suck cock or pleasure his ass. Luckily I do. Guys, do me a favor. If you’re going to date a girl please date one that takes care of your needs. Life is short, why suffer and be bored?

I let my playmate in and he follows be downstairs. Seen we’ve played before he doesn’t waste any time and strips down immediately. I’m dressed up in one of my usual tight outfits. The pants I wear are comfortable and allow easy access to my cock if needed.

After my friend strips down he lies on the bed and spreads his legs. He’s ready to be pleased! So, I go to work. I start by licking his balls up and down like a little puppy licking his favorite toy. He immediately starts moaning with pleasure. I stroke his cock which was already stiff to begin with and lick his balls some more. His legs go up and spread—I guess he wants me to move a little lower so I do.

He loves a good rim job so his ass is nice and fresh for me. I lick around his tight hole. It’s pink with some hair around it. Around and around my tongue goes around his hole then I insert it slowly. More moans come as I begin to give him a good tongue fucking. He’s rocking back and forth trying to get my tongue deeper in him—that’s turning me on and getting me hard. I’ll take my cock out and stroke it—he won’t mind.

He takes over jerking his own cock while I focus my attention on his tight neglected his ass. What was his gf thinking? Why would she not give attention to this fine butt? It needs to be pleased and pleasured! My friend yells out in ecstasy telling me how it feels so good and not to stop.

He gets up and gets on all fours…burying his head in the pillow and putting his butt in the air. His balls hang low so I massaged and lick them first. He loves his dick stroked from behind while I lick up and down his tight ass crack. It’s such a sensitive area and the tongue feels so good as it rolls up, down, around, in and out.

He begins to thrusts his butt up and down—he really wants a good licking to today and I will give it to him. His face may be buried deep in the pillow but I can still hear his moans. I’m trying to keep my tongue deep in his ass as possible. I really want to rub my hard cock up, down and around his hole but I know he prefers my tongue. He’s just not ready for cock in his ass and I have to respect that.

Flipping back over on his back he’s going to town on his cock jerking it fast and hard. I’m the enhancement to his jerk session by pleasuring his balls and ass. He puts his feet on my shoulders; they’re kind of wrapped around my head. His got me locked with his balls and asshole in my face—I don’t mind.

On a side note…I love guy’s feet. I have a fantasy to lick and massage them then press them against my cock. I guess that will be another story once I find someone that wants their feet played with.

I’m licking and sucking his balls. My tongue rolls around his ass in and out—until I hear him moan and shoot a huge load all over his chest. He came so good—he really needed that release. I licked some of his jizz off the tip of his cock to clean it and to have a little taste. Sometimes it’s nice to swallow it other times it’s nice to see it shoot everywhere. I grabbed some tissues to help him clean up and then he got dressed quickly and left. I suppose he had to get back to his gf but the next time he needs a deep rimming I know I’ll be seeing him again.

2 Responses to A Deep Rimming

  1. Mike says:

    Thank god you are back! I need someone to play with my ass and balls like that ;( my wife does not appreciate them like you do. I would like to email you my picture to see if I pass as one of your playmates. The only thing that would be different about an encounter with me would be that I would not leave before you were taken care of. I’ve never been with a cd but it has been my long time fantasy and I love your stories! Thanks for sharing!

  2. Randy says:

    I like you love rimming a nice smooth ass and sucking a nice hard throbbing sissy clit Although I’m a top only ,I do enjoy pleasing my bitch’s

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