Finally met and had sex with my online shemale fri - Sex Stories

Finally met and had sex with my online shemale fri

Up till 2001 always thought straight would've never ever talked or thought would be into men/shemales. After watching few shemale porn movies I enjoyed them enormously. For past 10 years have been so curious interested in trying shemale/men sexually. But shy, scared want to keep it private/discreet. In Oct 2014, while playing scrabble online (bookface).......I chose to play game with anonymous player as opposed to friend. After few moves on scrabble. I clicked on chatroom and said hi, started to chat with player/opponent. Player replied back, are you sure you want to type/chat with me. I asked why not helps game be more fun. She replied I am not a female, thou picture is a girl, I am a shemale. Mentally I said to myself (jackpot!). What a perfect way to maybe talk to a shemale and stop being shy. I asked where from. She replied Toronto. Again mentally (jackpot!!) now a chance to chat with local shemale. I never had expectations of it going further than chatting/playin scrabble. We typed/played about 3 games a good 2 hours. She picked up without me typing/giving hints. That I was into shemales/men. She asked me "are you looking for something, have you ever been with a man/shemale before:.. I replied shyly, looking for what?. She replied, I think you are playing/chatting with me cause you are into men/shemales. I honestly replied, that I've never been with man/shemale, but so ready but not with just anyone. We called it a night and I thought would never hear from RL again. ...

... I was nervous that I would get caught by someone online that I knew, I got another profile on BOOKFACE,,I went back to scrabble and was in luck found her on there. I had the other profile opened before and it said, nice playing/chatting with you last night I hope we chat again you seem real and genuine. So I opened 2nd profile so I can keep her discreet I guess. So after few questions why new profile and somehow getting in good books with her. RL asked me if we can be BOOKFACE friends. I said sure. AFter shyness few slow chats. We started to type back daily. RL is 24 5'1 130lbs she showed me more pictures of her on BOOKFACE. 'I was like oh my god she is hot. RL is half phillpine half Japanese. I thought small cock shemale, that was rude of me but found her so hot and we got along pretty good. After few weeks of online. RL asked for private number to talk on phone. Again I have cell phone but I want it private, so before I said yes, I went to buy another cell, so yes expensive shemale chat LOL. I said sooner or later had to get private cell for man/cock sex. So I got new phone number, and said sure lets chat. So we have been chatting on the phone since. For 3 months 3-5 times a week would talk on phone 15-30 minutes each time, and text a bit. nothing sexual was texted nor said/talked about. We were talking/texting like two people/classmates/friends. After Christmas, I felt maybe RL wouldnt be my first, but RL mentioned to me few times would only date/be with someone fully , ...