One Night in Hoboken
Date: 10/9/2017, Categories: Fetish, Masturbation, Taboo, Author: bw34d, Source: xHamster
One Night in Hoboken In March of 2008, my wife went to Puerto Rico for a week to visit f****y. I decided to take the opportunity to fulfill a fantasy I had for a long time. It would end up going much farther than I anticipated. Three months earlier I had found a small lingerie boutique in the downtown area of Hoboken, NJ that catered to crossdressers. It was only 20 minutes from my house so I visited several times, but never had the courage to buy anything. After 3 or 4 visits, the owner (Jessica) approached me and said she noticed I came in often. She told me there was nothing to fear and then offered to do a private fantasy transformation for $200. I decided to act on it. I arrived for the 9pm appointment which was scheduled after store hours so we could be alone. Jessica was very attractive and met me at the door wearing a fitted white top with hints of lace along the plunging neckline that accented her large D-cup breasts. This has always been my weakness and she used them to take immediate control. She told me to be a good girl and take all my clothes off. She had me shave my legs first. Then, I put on a pink rufflely pair of panties, a lacy pink bra and white thigh-high hose. She then applied my make-up. I was shocked how much the make-up feminized my appearance. She did eye liner, mascara, foundation, lip liner, lipstick and gloss. My cock was so hard in my panties. About that time, she told me her friend Carl was due any minute and she wanted me to take some pictures ...