My first date with a "shemale"

I met a guy whom i worked with and found out he was bisexual,it didn't bother me nor did i care because i know who i was.I realized he was trying to date me without asking me if i was that way.I flat out turned him down and told him i didn't go that way! I was still young and new to this.
I was cool with him and liked him as a friend but had NO interest in him as a fuck buddie.So we just or shall i say i allowed him to be cool with me and hang out,he has seen x rated videos of me and i seen pics of him but i didn't think anything of it.He told me he met a guy that wanted to be a gurl but he wanted him to be a guy cause he liked guys i guess! He showed me a pic of him and i was instantly attracted to this person i thought looked like a gurl.
So to make a long story short,his friend wanted to meet me so we talked on the phone and i didn't like hearing deep voices,i like sexy female voices but at least try to sound like one but i was curious about him/her,so we decided to meet, after talking a few times on the phone i went to see him/her, rented a motel and all but when i picked her/him up she was kind of hiding her face and i was not liking that too much but i had paid for the room and everything so i didn't make a big deal out of it. When we got to the room and all the clothes came off...i thought he was ok looking but still looked like a male instead of a female/shemale,he had a huge dick no tits and was slim.

We talked a lot but he didn't prepare properly and that was a turn off, i tossed his salad and held his dick,it was strange holding another males dick but i did and i fucked him like he was a bitch!He asked me did he look like a gurl, i was honest and told him no he had shoulders like a male, he had a crew cut but he had a nice ass, cute nipples which i sucked and he was about 6'1.
He takes nice dick and ass pics which i don't have anymore but it was my first time.He did cum while i banged that ass good and hard i didn't come because i was not turned on that much nor did he suck dick good. We fell out about some simple stuff but he thought he would be able to fleece me, i didn't go for it so i stop talking to him.My friend and i fell out too because i told him and he thought it was a good time to try again and i hurt his feelings(i didn't try too)If i say no,no means no! So that was my first and Only encounter with a male/shemale/crossdresser!

2020-03-09 by bmogotti 12,740 Views

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