Lipstick Blowjob Stories

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Caught

by Geraldine01 on Jul 27, 2020
Transgender & Crossdressers

My name is Geraldine and here is a story of how a friend discovered that I was a secret cross dresser. The experience I am about to tell you about happened when I was about 23. I had been dressing for years and loved how sexy wearing female clothing made me feel. I about 5ft 7 and have a very slim and toned body which I keep in shape by going to the gym and...

Caught with Consequences

by Steffinheels on Apr 10, 2018
Transsexuals & Crossdressers

My name is Stephen, and I'm a grad student at the local business college. I've been at my job for less than a year, and as the new guy in the office, I thought that putting in some overtime would make an impression on my boss. Well I certainly made an impression, but it wasn't quite what I had originally intended! I was hired as a paid intern, and as such,...

The Hard Body Shop Clerk Ch. 04

by dlsloan on Sep 18, 2017
Exhibitionist & Voyeur

FRIDAY MORNING Cori woke up first, looking at the clock and seeing that it was about 7 a.m. She had two hours before she had to be at work and John had three. She noticed that John, like most men, had a healthy morning hard-on and decided to give him a friendly wake-up. Carefully pulling back the covers, she gently opened the fly to his boxers, letting his...

April's Encounter

by Lostinsmoke on Apr 4, 2018
Fetish

My girlfriend April and I went over to my buddy Brian's house after work to have a drink and barbecue some dinner. We had all been friends for years, but April and I recently began dating. April was white and had black hair and brown eyes. She was only 5'2" tall, but weighed about 185 pounds. She had something that you could grab onto, not like the skinny bi...

Brianne Rides Again Pt. 02

by Skimpylilpanties on Sep 16, 2017
Transsexuals & Crossdressers

Part II: The Rest Stop As I debated on whether or not to go home or continue the night as a cross dresser on the hunt for a good fucking, I couldn't help but let the lust get the better of me. I once again climbed out of my car and walked along the long line of semi's parked in a row. I walked by them all and not a one of them made any sort of sign like the...

On the Bus

by amaisugi on Sep 12, 2017
Exhibitionist & Voyeur

This is a continuation of the previous story, "This Morning". Please have a look at that one first, thanks! I reached the bus stop still feeling rather self-concious. However, all the guys there started checking me out, some subtly glancing and some blantantly stripping me with their eyes. I then started to feel better and more confident. I thoroughly enjo...

Gone Fishing

by tgirl_Mary on Sep 12, 2017
Transsexuals & Crossdressers

The divorce was not going well for me. Caroline got the house and the car and a most of our money. Worse than that was how she manipulated the whole thing. She told me, "You're a pathetic excuse for a man Carl. You never could satisfy me. Size does matter and you are sadly lacking. I always faked it with you. The other guys I fuck are all bigger than you and...

Selling Myself For You

by Wanton and wet on Sep 14, 2017
Loving Wives

You know I love you and you know I'll do anything you ask, no matter how humiliating. Your continued desire for my submission flames my own desire for you so much that I willingly submit to your kinky scenes. I yearn to see your face as you use me and let others have the privilege. I will be your loving wife, your lover, your slut, your whore and yes, your w...

Peaches and Cream

by BiDrew42 on Sep 12, 2017
Transsexuals & Crossdressers

I have a little problem. Well, to be honest, it's more than just a little problem. Some might consider it to be a huge problem. I am addicted to prostitutes. I have been pretty much all of my adult life, since I first walked out of the front gate at Lackland Air Force Base in Texas and saw a pretty young girl sitting on the hood of a car in front of a ma...

Ruby's Red Lipstick

by NancyAllbright on Sep 12, 2017
Erotic Couplings

Ruby looked at her reflection in the mirror and felt a thrill whizz through her. She had managed yet again to bag a new date, her third that week and it was only Thursday. Looking at her reflection she marvelled at how plump and luscious her lips were and how the red lipstick boosted them. Frequently she was asked if she had actually had her lips enhanced...