First time crossdressed for a man
I had always been interested in crossdressing when I first put on my mom’s pantyhose at 13.
As time went on the addiction slolwy took over and by the time I was married I would dress up when my wife was gone and log into chatrooms and play around.
Eventually I met an older gay top in my town and we chatted multiple times and had cyber sex as I would watch him stroke.
He finally talked into meeting up at some point.
The opportunity came when my wife went to her parents out of town for the day and I logged onto the chat room and he was on there.
I told him my wife was gone for the day and he asked it I wanted him to come over.
It took some convincing but I agreed.
I pulled out a pair of suntan pantyhose and cut the crotch out of them and put this on and then a short dress that was too big for my wife.
I then put on fake snake skin 4 inch heels.
I answered the door dressed up and he kissed me before closing and locking the door.
I took him to the downstairs bedroom where we made out and then he undressed.
I went to my knees and sucked him before he stood me up and had me get on my hands and knees on the edge of the bed.
He then put on a condom and lubed himself up.
Then lifted my dress he pushed inside me.
Did it hurt? It did a lot and he went slowly then, but after a few minutes he began to pick up pace before he filled his condom.
He got dressed and thanked me and left.
He messaged me 15 minutes later in the chatroom apologizing for finishing so quick he said I was tight and that made him finish fast.
Why be married and live a lie?