Crossdresser makes homeless man happy

by Paulacd

17 Jan 2022 3889 readers Score 7.6 (27 votes) PDF Mobi ePub Txt


I had gotten dressed very sexy and slutty one night being completely hairless permanently except for my eyebrows eyelashes and long hair on my head. Well that day I had my eyebrows done thin and arched feminine and hair cut and styled very feminine as well as I had gotten a full set of square tip finger nails done and painted and toes painted to match.

So after I got home and douched and took a hot bubble bath. I got dressed very sexy and slutty. I did my long lasting smudge-proof non-transferable makeup and lipstick and corset and thigh high stockings and dark purple mini dress and 5.5 inch heels earrings in my pierced ears and necklace an bracelets ect. My mini dress was very tight and short. Well with cherry red lipstick and way I was dressed very slutty looking. I decided that I was going to go out for a while to a small gay bar about 20 minutes away.

Well I got to the bar but there wasn't any parking so I finally found a place to park but was about 4 blocks away.I walked to the bar but was closed for reasons unknown. So I decided to walk different way back to my car thru a dark old wooded park.Iwasn't worried about it but I was hoping to get picked up by a guy at the bar.I stopped an sat down on a bench to take a break. When a older man came up an asked me if I had a cigarette. I did So he sat down beside me. We talked for a while and I told him that I was a crossdresser and he said that I was actually very beautiful and sexy. Then he said that he was homeless and why for many years. He was very nice and actually clean for a homeless man.

We talked more an I flirted some. He finally felt my smooth stocking cover thighs. Well I asked him where he stayed at. He said that he lived in a old abandoned moving truck in the woods. I asked him if he was afraid of someone else stealing his stuff. He said no because he locked it up and nobody knew about it and where it was. He said that he had fixed it up some. I said bet it was nice. He said I know that you won't but one day maybe you will let me show it to you. I said ok you want to show me now. He said honestly you would like to. I said yes. Well he said that be great.

So we got up he took my hand an he said it a little ways. As we walked he let go of my hand putting his arm around my waist even rubbed my ass . He said that he knew that this was a very odd thing to ask but he said can I kiss your lipstick lips. I said yes so we stopped an I put my arms around his neck an he put his around my waist and we kissed very passionately.Then continued to walk. He finally asked me what I went to the bar for an I told him. He said that if wanted to he could walk me to my car and I could go to another bar.I said no I was going with him. I also said that he was a very wonderful kisser. He said really you think so,I said yes if wanted to we could kiss more .

We finally got to his moving truck place I was very surprised to see it was pretty clean. He had small couch and a bed camp stove and other stuff candles for light. Well I sat down on the bed he asked me if I minded if he closed the door. I said I didn't so he closed it. He sat down beside me. We talked an kissed passionately for a while. Well I said that I was getting warm and he said that he would open up the door if I wanted him to. I said that I would just take off my mini dress. I had him unzip the back of it and took it off so I was just in my corset and thigh high stockings and g-string and heels.

by Paulacd

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