Be sure to check out my reviews of shemale webcam hosts and watch recorded live sessions!
Welcome to our chat room! Have fun and check out the latest threads from our ladyboy forum: Japanese Ladyboys - NewHalf, Top 5 Favourite Shemales?, Big Cocks or Small Cocks?, Tgirls Tucking it
[07:49] LadyboyLover130: well its my bedtime... chat another time TIm
[07:49] Tim: Ok
[07:49] Tim: Nice to say hi
Open chat
Bookmark Trans Ladyboy

Another little first timer’s story and 5 minutes of glory for our reader Greg.

I remember my fist time like it was yesterday.

We met at a bar the most beautiful woman i have ever seen. A the end of the night she asked me for a ride home so natrally I gave Her one. She looked so hot in her tight short black dress. When we got to her house she asked me in for a drink; of course I accepted. After a drink or two we began to make out with one another which led to me geting the best blow job of my life. She knew exactly what I wanted.

I started to take off her dress and sucked on her tits down her tummy when she says I have to tell you something. After she told me she was a ladyboy. She was shocked that I wasn’t running for the hills. I told her that just ment that she was about to fulfill my most wild fantacy then took her dress all the way off to expose her huge hard cock, which i sucked and played with untill she came in my mouth.

We had sex with each other all night many diffrent positions and places in her house. But my fav one makes me hard just to think about it is I was in her sweet tight ass with my hard cock from behind, while we were having sex she turns her head to me and we begin to kiss while i am feeling her perfect tits and nipples with one hand and jerking off her big sexy hard cock with my other hand. We continued to make love in this position untill we both came. Which was at the same time. Truly was an amazing night that i will never forget.

Tags for this post Post tags: anal, beautiful, blowjob, cum, dick, fucking, jerk off, ladyboy, reality, sex, shemale, Shemale Stories, stories, tgirl, tranny

12 Responses to “First time with a ladyboy”

  1. yamil says:

    i like to kiss you

    Reply
  2. d@avid says:

    i’m new here.. need a friend to web cam..

    Reply
  3. honeyboy says:

    That is is very erotic

    Reply
  4. malayboy says:

    need a shemale for webcam

    Reply
  5. greg says:

    yes I do

    Reply
  6. pam says:

    Greg that is sooo hot baby your story make me so hard!!

    Reply
  7. ED says:

    i had to go out of state on work requirements.i looked and found a adult book store and checked it out ,before dressing . it was clean and not to busy during the day time.i dressed in my white corset sheer seam stockings white 6in heels,pantys slip sheer blouse and short skirt.wig make up lipstick red nails.i went in and walked around so i could be seen by all in the store.a man came up to me and started to talk and started to play with my ass.he said he wanted to eat me ,he droped to his knees lifted my dress but what he found was a cock not a cunt.he looked supprised as i pushed my cock into his mouth.with my hand holding his head i fucked his face and gave him my load.first timers what fun .

    Reply
    • Greg says:

      thats hot Ed! I would give anything to experiance my first time again even one like your story! Just amazing fun it is!!

      Reply
  8. Greg says:

    Thank-you Pam!! Your comment made me hard!!

    Reply
  9. Greg says:

    I would give anything to experiance that night again

    Reply
  10. BRYAN BUCKBERRY says:

    I. LOVE. SEXY. LADY. BOYS

    Reply
  11. LX69er says:

    Very hot. I haven’t yet gone further than oral wid a ladyboy. Wud love experience the whole sexual encounter.

    Reply
Leave a Reply