After dinner we retired to the living room with another glass of wine and continued talking. Finally Mark brought up the topic of sex and very politely asked me if I would like to spend the night with him. He told me that he realized that he was much older than me, but he thought that I was very attractive and wanted to fuck me. That is what I have always liked about older men they at least tell you what they want without beating around the bush. Lol
After that we went to sleep the next morning Mark asked if I would like to go home or spend the day hanging out some more. I said I would stay if he wanted me to. So we grabbed a shower together and he asked if he could shave me. I said I had shaved everywhere the previous day but he said that he wanted me silky smooth so he lathered me up and shaved me from my neck down completely; which was very erotic. We then got out of the shower and I shaved my face while Mark towelled off and then went to get dressed. Once I finished shaving my face I was smooth from top to bottom and ready to play. Lol
So Mark became my summer romance between second and third year of University and the relationship lasted about two months. We would get together on weekends, meeting after work on Friday and then we would spend until Sunday afternoon together. Every weekend he always surprised me with a new outfit and lots of new lingerie. I kept telling him that was not necessary but he insisted because he wanted me to look good and have nice things. I would dress for him all weekend long and we would have lots of sex. Eventually he convinced me to allow him to take some photos of me some nude and some dressed up totally. I wish I still had them because some of them were pretty good if I do say so myself, but I purged them in my mid-twenties when I was going through one of the periods when I was getting rid of all things that had to do with wearing woman’s clothing and all things gay, vowing to be a good heterosexual man, and never having sex with another man again. Like that ever lasted for long. Lol
As they say every relationship is a learning experience. From my relationship with Mark I learned that there were men out there who liked guys who dressed in woman’s clothing and when I was dressed as a woman I could be considered sexually attractive, well at least to one guy. I also learned that I needed more than just dressing up to make a relationship to work. The fact that I was not comfortable going out dressed because I did not want to be found out was a problem. But the fact that Mark only wanted me fully dressed all the time was also a problem that we could not overcome.