He was younger than me and quite handsome and had a nice sized cock that I estimated to be about 7 inches...I asked what he would be into and he wasn’t sure, but definitely oral he said. I told him that I loved to be treated as a girl at all times and in all respects, I like being kissed and caressed and that I was a bottom if it came to that. I really liked chatting with him and felt comfortable with him and finally asked if he would like to come and see me and have some fun.....He hemmed and hawed a little bit and said he wasn’t sure, said he was nervous (which is normal with same sex encounters, lets face it, while I may dress, act and look like a girl, I have a dick too and it also gets very hard and likes to cum). I tried to think of a way to put his mind at ease and this is what I came up with, and since then it has helped with other first timers....I said to come on over and I will have shemale porn playing on the big screen tv and then I will excuse myself to freshen up,. . She had nothing to say so she closed it again and complied. “Bend over the table!” Elaine positioned herself perfectly; legs slightly parted and bottom well up. She had tan coloured tights and a simple pale blue thong. “She will regret wearing that thong today.” Mrs. Dupree thought and announced. “Amy received four strokes for being irresponsible on the internet. You shall receive the same.” Whapp! The first stroke landed high up on Elaine’s bottom. She shrieked and immediately stood up and frantically rubbed her bottom. “If you stand up again the stroke won’t count,” Mrs. Dupree warned. Whap! The second landed in almost exactly the same place. Mrs Dupree could clearly see the marks through the thin tights. Elaine stood on her tiptoes for the next stroke as if to avoid it landing so high in her bottom. Mrs. Dupree could see exactly what she was trying to do and purposely landed a vicious stroke on the crease where her buttocks met her legs. Elaine was still shrieking as the.
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