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I finally fulfilled one of my fantasies last weekend. The conditions were perfect and I'm so glad I did it. My wife was away visiting her mom, so I had planned for a long nude masturbation and edging weekend. I almost couldn't hide my excitement when I helped her load her bag and kissed her goodbye. As soon as her car was out of the driveway, I stripped and started playing.
The second day, I started off early in the morning and by afternoon I had cum twice. I started again around 10pm and had several drinks while rubbing my throbbing boner. That's when I started thinking and planning. Eventually, I put on a pair of sweat pants and a t-shirt (still hard) and decided to make a late-night trip to the Walmart. It was around 1am when I got there and there were only a few people in the store. (mostly workers...) I walked over to the women's clothing section and started looking through the lingerie section. I selected a couple of lace panties (one red and one white) that were mostly transparent. Then I got a couple of matching bras (D-cups). The whole time, I was rubbing my cock to keep it hard and taking a lot of time. I wanted to be noticed and I was. Several employees walked by at different times (male and female). Each time I just smiled or said hi and continued shopping, making sure they could see what I was buying, but careful to not make my hard cock obvious. (didn't want them calling the police) Finally, I selected sheer teddy and some stockings and walked to the checkout. I waited untill I saw a female at the counter and walked up. She was average looking (nothing special) and probably in her forties.
When I put my items on the counter, she gave me a strange look before asking if I had found everything alright. I said, "Yes, but I wish you would carry more large sizes in lingerie." She smiled and said, "Yeah, a lot of women are not model-sized." Her manner eased up a bit. "So, late-night shopping for your wife?" She added. I looked her straight in the eyes and said, "No, these are all for me." I thought she was going to fall over. I live in a small town area and cross dressing is not something people are used to dealing with. It made me hard sharing my deviant secret with a stranger. She didn't say anything and proceeded to ring up my items. I thanked her when she finished and left the store horny, excited and satisfied. My next trip I plan to come dressed as a woman and buy more. I will need much more courage to do that, but it's something I've always wanted to try.
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