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" I took what she had and went to the bathroom, and after tossing things onto the sink i realized what clothes she gave me. Jan had given me a pair of sexy stockings, a thong, a sexy black dress, bra, wig, and stuffing for the bra. I sat there a second looking at everything thinking... "she wants me to crossdress for her?" I had never worn or thought of wearing women's clothes before but i thought this might be a once in a lifetime chance so i decided, why not try it out you never know i could like it.. After putting on all the clothes i called Jan and she came in telling me how good i looked and that i should think about putting on sexy clothes more often. I was a lil on edge feeling not so comfortable in girls clothes around really good friends of my family... but decided to go with the flow. Jan open a drawer and pulled out some makeup and said, "now im gonna get your finer girly details" and she painted me up in makeup. I was amazed how good i looked afterwards. i couldn't even. Slowly Kara has warmed up to trying new positions, toys, and has recently been able to relax so much that she squirted (ejaculated) for the first time. I have to say I’m very proud of how far she has come (sorry about the pun). There is one fantasy though that I have never been able to persuade my wife into doing … having a threesome. I would shyly bring it up while we shared our fantasies in bed, but the answer would always be a resounding ‘no.’ It had gotten to the point that I had pretty much given up on the idea. All of that changed though when Kara returned from a bachelorette party last week. Kara’s friend Jen is getting married in about a month, so a group of her best friends decided to throw her a bachelorette party at a beach house in Montauk. They spent the weekend drinking, dancing, and having a grand ole time. Kara was pretty vague about the details of the weekend (which was to be expected) and I tried my best not pry when she got home. All in all it seemed pretty.
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