Playtime Stories Ch 5 - Best Leather Sales Lady Ev - Sex Stories

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Playtime Stories Ch 5 - Best Leather Sales Lady Ev

Date: 2/19/2015, Categories: Fetish, Hardcore, Shemales, Author: 6988slutty_rbckyy, Rating: 100, Source: xHamster

for this thing, I mean, this ah, bet.” “Well, I guess so.” My cock was swelling and I desperately wanted to be done shopping and get dressed and then go fuck someone. “You know, sometimes we have guys come in here to get stuff for themselves to use in shows, you know, Drag shows. But you have one of the best fits I’ve seen.” She looked me up and down. “And you have nice legs too, how lucky. Your friends are going to be impressed. Are you going to complete the look with the lingerie?” “Yes, well I ah, I lost a pretty big bet.” “Really, sounds like a pretty wild situation.” Then there was a pause. “I’m sorry, I don’t usually pry so much, I guess I am just fascinated,” she said looking up at me. “Oh you’ve been very helpful, I really appreciate it.” “Well, do you need anything else?” My mind wandered into the gutter and then returned. “I think this will do it.” “Ok, well I’ll be ready at the counter.” She turned and walked. I closed the door most of the way and reached under my new skirt and grabbed my cock and jacked it a few times. I was extremely turned on now. I admired myself in the mirror and wished she would come join me. The moment passed and I changed to my boring guy clothes. Five minutes later I was paying at the counter and she was a little flustered. “Ok, $135.89, too bad the skirt wasn’t on the clearance rack, but the vest usually goes for $150 on its own,” she said with a smile. As I opened my wallet, she noted my driver’s license. “Are you here on business ... dear?” she asked. “Yes.” “Too bad about the bet, I hope it doesn’t spoil a good time.” She said with a coy tone. I looked at her, my confidence renewed. “Oh it’s not going to spoil anything. Actually, it will be a lot of fun.” “Is this the first time you’ve had to cross-dress?” There it was. Nowhere to go. I quickly decided to play along and see where it went. “No, actually it isn’t. I’ve done it a few times.” “Always for bets?” “Well, actually no.” “Really? It must be kind of difficult to need to do that during a business trip away from home.” “Well, it actually is easier in some ways; I probably won’t run into anyone I went to school with or anything like that.” “Yes, I suppose so.” She paused. “I have a question, how far do you go for this look? I mean do you have to really look the part or are you just supposed to wear the clothes?” “Oh, I need to look feminine. It’s all part of the deal.” “Well it sounds like an exciting get-together.” She said leaning forward and resting on her elbows. “We’ll see. I think it will be.” I handed her cash with a little laugh and obviously leering at her white bra straining against her cleavage. She reciprocated the laugh and bagged the items. She held up the bag and asked, “Is the party open to anyone, I would love to see the final product.” “Well, it is actually a private function, but maybe, if you wanted, you could, ah come by and ah, see me before I go…if you want.” I offered, totally throwing the ball in her court. She looked over at a ...