My Tranny Friend Derek

Derek and I are both senior men, we are also rather good looking transvestites. We keep ourselves fit and healthy and we love having sex together.
We are both into dressing in fifties style ladies' clothing with lots of frothy petticoats and nylon knickers. Derek comes to my flat for our sessions where we love dressing each other and we are particularly naughty when we are putting on stockings and suspenders and trying to get our erections into our knickers. It usually ends up on the bed!!
We go to dances together as ladies and I get really jealous if a man is coming on to Derek.
We love being two ladies and consummating our love for each other when we get back home.
Derek I am in love with you!!

Report this

7 Comments

  • newest
  • oldest
  • most replies
  • most popular
  • Would to find older Male to suck there cock in sioux city iowa my email is tommys6741@yahoo.com love sucking cock

  • Darling Tommy, this is Sarah. I would love to play with you while I am wearing my silky girly clothes, Let you pull my stiff dick from inside my silky panties it's the best of both worlds darling, a lovely mature transvestite with a big penis and a sexy body.
    We must keep this a secret from Samantha as she gets jealous.

  • Sounds like fun

  • It is fun, but also loving.

  • Would love to dress up and make love.

  • Part of the sensuality is dressing up knowing that you are going out dressed as your Alta ego. Derek is Samantha and I'm Sarah and we've been perfecting our feminine sides for years. We are close neighbours and that's how we met.
    We are very naughty and horny. Sammie loves to make me jealous and flirts terribly knowing that it will wind me up and later give her a good "seeing to" when we get home!!

  • I am also a transvestite and have been for years. I have had one or two boyfriends during that time but none lasted. However, I had a wonderful experience last summer when I went to the wedding of one of my girlfriends.
    I made a real effort to look attractive and had my hair done, bought a new outfit, a lovely floaty chiffon skirt and a beautiful chiffon blouse with a pussy bow (I knew one could see my underwear through it). I chose my best white bra and suspenders and a gorgeous pair of silk French knickers. I also treated myself to a pair of killer heals and those complimented my slim legs.
    The event was fabulous, however during the evening when there was dancing and I was on the dance floor with a very attractive older man who was pushing himself against me and holding my bum. He suddenly whispered. how about coming to my room you darling and with that he pushed harder and I felt his erection. I slipped my hand down and felt the size of his penis, big!!! He told me his room number.
    He left the dance floor before me and I gave him ten minutes, then went up to his room and knocked on the door. When he answered I saw he was naked and he pulled me in and shut the door. God his cock was big, and so erect, we kissed and he whispered, I know your a tranny but that suits me darling and with that he pushed me onto the bed.
    He lifted my skirt, pulled my knickers off, lifted my legs and raped me, not once but twice. He was like an animal thrusting his penis, biting my neck and I was screaming, but after a while I was moaning with pleasure.
    He apologised afterwards as we lay there and he said that was the best fuck he had ever had. I fondled his penis and got it hard again, lifted my skirt and climbed on top pushing his erection into me, I wanted him again but slowly, Oh! it felt lovely as he stroked my stockings, played with my suspenders, pinched my nipples and then I made him cum again long and hard.
    That date was the first of many with him.

Account Login
Signup
Is this post inapropriate?
Is this comment inapropriate?
Delete this post?