Suprised Cross Dresser
On my usual country walk the other day, I came up to a seat I normally rest at for a few minutes to admire the view and have a drink from my flask. I was surprised to find a tall woman sitting at the seat, surprised because this is really in the middle of nowhere and I usually don't see a soul on my walks. She was as surprised as I was to see anyone and she looked around rather nervously. I tried to appear non threatening and explained that I usually sit here half way though my walk, in a rather strange voice she said "that's not a problem please sit down" and she moved to the end of the bench.
I sat down and got my coffee out of my bag, I tried not to stare at the woman but couldn't help but notice she seemed to have a bulge in her dress. she caught me looking and in a rather flustered voice said "I'll be going as soon as I have calmed down" It was then that I realised that this woman was in fact a man dressed as a woman. "Is there anything I can do to help" i said. He/she giggled and pointed to the bulge in her dress, I cant walk back with this. "Show me exactly what the problem is then" i said. with that he pulled the hem of his dress up and over his bulge and up sprang his cock.
"Mmmm very interesting" I said "do you want me to help". with that She/he moved closer to me on the seat and said "I would really like that Sir" "Ah you are submissive when dressed i see". "yes sir I am"
I grab hold of her cock and start stroking it she starts moaning and some precumis already leaking from her cock. I tell her she is a pretty sissy with a lovely cock and this sends her over the edge and she starts shooting cum, I direct her cock so she cums over her stockings, but as she slows some comes down her cock and onto my hand. I tell her she is a naughty girl getting cum on my hand and I hold it up to her mouth, she obediently starts to suck all of her cum from my hand.
I sat down and got my coffee out of my bag, I tried not to stare at the woman but couldn't help but notice she seemed to have a bulge in her dress. she caught me looking and in a rather flustered voice said "I'll be going as soon as I have calmed down" It was then that I realised that this woman was in fact a man dressed as a woman. "Is there anything I can do to help" i said. He/she giggled and pointed to the bulge in her dress, I cant walk back with this. "Show me exactly what the problem is then" i said. with that he pulled the hem of his dress up and over his bulge and up sprang his cock.
"Mmmm very interesting" I said "do you want me to help". with that She/he moved closer to me on the seat and said "I would really like that Sir" "Ah you are submissive when dressed i see". "yes sir I am"
I grab hold of her cock and start stroking it she starts moaning and some precumis already leaking from her cock. I tell her she is a pretty sissy with a lovely cock and this sends her over the edge and she starts shooting cum, I direct her cock so she cums over her stockings, but as she slows some comes down her cock and onto my hand. I tell her she is a naughty girl getting cum on my hand and I hold it up to her mouth, she obediently starts to suck all of her cum from my hand.
7ヶ月前