An Interlude, Bailey on the Prowl

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Mark now eases my panty down and my little creamy white ass sits waiting. Mark rubs his hands on my butt cheeks telling me they are cute and so sexy. I smile as I lay my head on the table. I sense his lips kiss each cheek my girlie cock is rock fucking hard. Mark then begins to lube my hole up with his fingers and I sigh and moan at the prelude of what is to come.

I now say, "Mark...Mark...Mark I need you, oh God I need you to fuck me...fuck my ass..I can't live another day without being butt fucked."

Mark leans to me and says, "Bailey you trust me as I say I'm disease free and I want to fuck you bare back. I want your first time to end with my cum inside you, is that ok?"

I know I am taking a risk if he is lying but I want the cum soon inside me too, I reply, "Ok, ok Mark I trust you, make this a moment I will never forget."

Mark then gently pulls my butt cheeks open showing him my now lubed hole, it is tight but wantingly ready. He begins to push his stiff cock up my ass, carefully pushing it through my sphincter. I wince and moan as he does this, he goes easy but soon he is in me. It gets better now but he works slowly and we get into a gentle rhythm. Both of us sigh, pant and moan. We get more and more worked up as he hits harder and deeper.

I say, "Ahhh...ahhhh...M..Mark...ahhh...ohhh..yeah...ahhh."

Mark is grunting, "Ohhh yeah...tight...tight you are so...fucking tight...ahhh...yeah...ohhh."

He works in a more intent-fully paced, I feel his balls touch my ass with each hard thrust he gives me, my body slams against the dining table. Mark is able to hit my prostate and it now feel good a sensation of immense but also deep, subdued pleasure. It's odd as my cock is so hard and I feel an urge of soon to ejaculate, a different and deeper desire. Different from a masturbation ejaculation or from my previous cock in vagina ejaculations. It's oddly erotic. We are both in full moans as Mark is hitting up inside me like a man on a mission. The sexual heat of lust for this is like being in another world. Mark is sweating as he bangs my backside and I bite my lower lip between grunts as he slams my body into the table. I feel as if I'm going to soon cum but a very deep and emotional ejaculation over a regular sex or masturbation orgasm.

Mark cries out, "Ahh!...Ahhh!...Bailey...soon...your gift is...ahhhh...ohhh.. soon...ahhh...ahhh...yeah...yeah..oh God! yeah...YEAH!" as he shoots wads of hot cum deep inside me. This pushes me into my prostate ejaculation as I sigh in deep emotional ejaculation and my t-girl cock spills out my cum onto his dining room laminate floor. We sigh together as he slows and then pulls out from my back side. He kisses my neck as I lay bent over on his dining table sighing with a smile. Mark pulls up his briefs and then pants as I get up, pull up my panty, his cum spurts out from my ass in doing so and I then fix my dress. I next with a tissue wipe up my mess up from his dining room floor.

We now both walk back to his sofa, finish our drinks and wind down for the night. My life will never be the same. I have experienced a major driving force for a transvestite, that is to be taken by a willing man and made a whole woman sexually. It will only be easier for me from now on. Mark and I wrap up our night and he walks me out to my Durango and we exchange phone numbers as we may want hook ups in future.

I drive home with that I just had wild sex look on my face and I loved it all. Getting home, undressed and showered for I find sleep to be blissful. Being a full t-girl for me will only be easier and better now as I fall into sleep.

************************************

I hope you all enjoyed this quickie story separate from my current story series of 'Recruiting a Sissy Maid'. That series will soon continue, so keep watching for it. I just had a desire for an interlude sex story.

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4 Comments
MicheleNylonsMicheleNylonsover 6 years ago
Very descriptive

For those of us that dress, the description of your heroine getting ready for her date is so lifelike, applying makeup, selecting lingerie etc and of course the sex....I do love prostate orgasms xxx Michele

Brian70Brian70over 6 years ago
Loved it!

Thanks for the great inspirational story. My drives haven't been as entertaining, yet.

AnonymousAnonymousover 6 years ago
Great little story

Your story makes me want to take the bus...well at least sit at a bus stop waiting, hoping.

AnonymousAnonymousover 6 years ago
inspiration for a cross dressing slut

the story was very stimulating I enjoyed it very much as I am a potential crossdressing slut I would like to enjoy the same as the story

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