Crossdresser: First-Time Sex With a Man

Some of you may remember me from my previous posts! Well I did it!

I met up with my date and we finally had sex! Well after a couple of drinks we went back to a hotel room. I stumbled nervously through the door in my heels and I felt scared, but excited and naughty, as he is about 15 years older than I am. He sat on the bed and beckoned me towards him, calling me his 'little pixie'. I drape my legs across him and he strokes me thigh as I do so. This turns me on. we started making out, he unzipped my dress, took my clothes off and asked me if I'm sure I'm ready. I said yeah in the most seductive tone I can muster and he told me to kneel on all fours while he gets ready.

So when he gets back he starts feeling and groping me like he never has before, like he has been gagging for this for so long. After some foreplay He squirts some lube onto me and inserts his finger which I moan at. He puts a second finger in and starts 'preparing' me.

He then pushes his cock against me and starts trying to enter, which is painful, and I suddenly find myself wondering if I really want to do this. It's too late though. I've come this far and I can't back out now. He then enters me fully and I half-wince in pain, though somewhat enjoying the experience and he starts thrusting. It hurt for a while, but I can honestly say that I enjoyed having a man inside me!

Afterwards we lay on the bed and he calls me a good pixie. We've met up for this like 6 times since and I love it!!!

Well this is exciting! I'm officially his little pixie!

Lissy x

This is what I wore for the date!!

Crossdresser: first time sex with a man!

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