Older Crossdresser, Part One

I was on and off again with my GF. It was a strange night at home where jerking off and using a vacuum pump was not enough for me to cum. I am at the adult bookstore cruising for some hot gay bitch boi pussy, it had been awhile since I had some hot manpussy stretched around my big dick. Then something completely surprising happen, this sexy tall blonde bitch came into the store.

Now I knew this was a man dressed as a woman but damn the make-up, short tight skirt, fish net stockings, blonde wig and the pumps made me look at her real hard. I am looking at the drag queen, CD and shemale vids and book section of the store when she came in so my curiosity level is beyond 100 %. I watched her "sautee" her ass, to the booth section and she had the perfect white girl ass not big, slightly flat but curvy wrapped in a mid thigh skirt that looked like it was painted on her ass. I have seen whores who didn't look this good.

When I went pass her booth, she had left the door half opened, so I just went in and closed door behind me. We stood there a few minutes just looking each other over. I had on a pair of fairly loose fitting slacks, wore them a lot so my hardons wouldn't be seen by everybody. I grabbed one of her jel life like titties, the bitch moaned, then her hot sexy ass, she moaned louder. She had a vice grip hold on my dick and was rubbing my chest and looking into my eyes like she wanted to kiss me! At that point in my life I had never kissed a man. By then I had noticed that she looked at least 20+ years older than me, didn't care this bitch was sexy as fuck and had my dick as hard as "Chinese Calculus".

Our tongues had been swirling in each others mouthes for minutes and when we came up for air she started to dropped to knees. She was unbuckling my pants and getting ready to pull my dick out of my pants when I stopped her. I saw the lust in this bitch's eyes, the kind you see when a bitch really just want to suck your dick because she loves sucking dick, all bitches regardless of gender have that look. As she was standing up her skirt rolled up to her belly and there was one contrast I will never forget, her dick was as hard if not harder than mine wrapped tight in sexy pink panties with a pre-cum stain of about 4-5 inches. She might have been packing about 6-7 inches I don't know I don't play or touch dicks.

"I need more than a Blow Job tonight" is what I told her. She was rubbing her pantie encased dick against my mine and it felt so fucking freaky, I had a hand on each of her ass cheeks squeezing them as hard as I could. I need to fuck hard and long to cum good tonight is what I told her. She said, "just what I wanted a big young black dick to fuck the hell out of me".
3 years ago
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DavieLeigh
DavieLeigh 1 year ago
to edwinsb51 : I want to see you
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Baddaddy54
Baddaddy54 1 year ago
I’m a nasty crossdresser too and absolutely love serving men at adult bookstores. Wish I was getting fucked by a big cock right now. 
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diaros 1 year ago
omg
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edwinsb51 1 year ago
I'm a older crossdresser I love to find guys that are horny and please them how ever they want 
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Kazziminx
Kazziminx 2 years ago
Wish it  was me pleasing you
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subcuckwm
subcuckwm 2 years ago
That would be me Daddy
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133cooljakesnake133
133cooljakesnake133 Publisher 2 years ago
to Slapshot99 : When I visit Chi-town you could let me where the ABS I should visit
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Slapshot99 2 years ago
to 133cooljakesnake133 : What do you do now then? There are a few great bookstores in Chicagoland 
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133cooljakesnake133
133cooljakesnake133 Publisher 2 years ago
to Slapshot99 : I need to post more of my experiences and haven't been to ABS for sex in years, too much surveillance 
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Slapshot99 2 years ago
to 133cooljakesnake133 : Love to hear some of your stories.. still going to bookstores?
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133cooljakesnake133
133cooljakesnake133 Publisher 2 years ago
to Slapshot99 : I had so many encounters at the ABS I thought it was a normal thing to do
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Slapshot99 2 years ago
to 133cooljakesnake133 : I miss the bookstores just north of the state line
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133cooljakesnake133
133cooljakesnake133 Publisher 2 years ago
to Slapshot99 : General part of the country Wisconsin
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Slapshot99 2 years ago
Hot story! Is this bookstore in Chicagoland?
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Someone50
Someone50 2 years ago
to 133cooljakesnake133 : and the mouth.......!
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133cooljakesnake133
133cooljakesnake133 Publisher 2 years ago
to Someone50 : Damn right, just want that tight asshole
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Someone50
Someone50 2 years ago
so had a nice experience
gurls cocks don't matter
you can just ignore it
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133cooljakesnake133
133cooljakesnake133 Publisher 2 years ago
to jackiewife : Need to post more, thanks
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jackiewife
jackiewife 2 years ago
so sexy x
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133cooljakesnake133
133cooljakesnake133 Publisher 2 years ago
to smilinwillie2001 : It really is simple, if a bitch turns you on fuck her if you can.
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smilinwillie2001 2 years ago
You're every white sissy CDs fantasy man!!
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133cooljakesnake133
133cooljakesnake133 Publisher 2 years ago
to Demonlord626 : I have to do that but it's hard for a man like me who grew up don't kiss and tell
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Demonlord626 2 years ago
to 133cooljakesnake133 : You definitely need to post more
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#user_deleted
Have to make sure I read this.   So I guess now that I see this fetish world much bigger and know that there r many men women walking around craving to be degraded and ……. I want to know more.   Why wasn’t this part of the education and I hated my sexuality most of my life.   What do I do w my sub sissy fag whore as i am aging and looked better as a handsome gay man.   Inspired by the maturing men hanging in their crotch less pannies belly and all
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133cooljakesnake133
133cooljakesnake133 Publisher 3 years ago
to #user_deleted : I need to add more of my posts about some of the crazy fun filled times I have had
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#user_deleted
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133cooljakesnake133
133cooljakesnake133 Publisher 3 years ago
to #user_deleted : That's not what happen with her but have done a cum dump a few times
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#user_deleted
Beautiful,  love to be thrown down on the floor fucked, dumped and left
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133cooljakesnake133
133cooljakesnake133 Publisher 3 years ago
Do you still know how to be feminine?  As long as you're not a really big fat pig femininity is what turns me on
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royalewithchees
royalewithchees 3 years ago
to 133cooljakesnake133 : Yeah. Leaving me naked in a hotel hallway IS degrading. But I don't deserve better. He does what he wants to me and I'm here for his pleasure. He is getting old though and losing his physical Mo-Jo.
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