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Anything Goes
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Straight Male / 27
I'm the once hair guy from 14719, 14763, and 14821 updating my confessions...
The wife and I have been continuing our "slut nights", and things are fantastic. She has gotten very good at making up her slut and has been teaching me how to "put on my face". I am now very convincing looking in female attire, and even would have to say attractive. We've been our shopping a few more times and I have complete outfits that I wear. She and I especially like the way heels make me feel, and I'm walking very comfortably in them.
Last weekend we started out with a field trip: early afternoon we started making me up, and this time it was with full female dress: blouse, skirt, stockings, heels, bra, panty, jewelry, wig, and full makeup. We went out to the mall where we did our first shopping trip. We stopped at the food court for lunch, and we "happened" to run into her friend--the shoe store manager. We had a very good time at lunch with her, she kept looking me over and telling my wife what a marvelous job she had done making me up. It was very humiliating and stimulating all at the same time sitting there in public with her knowing I was dressed up, and how she was looking me over, and discussing it with my wife. She had to run to get back to work, but as she was leaving she smiled and told my wife: "I'd love to see him with you."
After she was gone we talked about where we needed to shop and asked if I wanted anything specific. My mind was reeling from the experience, so basically all I could remember was I wanted a new pair of heels because I'd broken the heel off mine. We stopped by the shoe department on the way out and there was Jill, my wife's friend, right there waiting for us. She ushered us off to the far corner of the department and showed us what was available. She brought out the pair I liked and "fitted" me. She took the shoe off my left foot and eased my foot up between her breasts as she smoothed my stockings on my leg and foot. As my foot came to rest between her ample cleavage, she looked up at my wife and smiled. My wife just smiled back and Jill started smoothing my stocking. She eased the new 5" heel from the box and placed it on the stool between her legs, then guided my foot into it. She had me push my foot into the shoe, and it slid right up to her privates. She gasped a bit and looked at my wife again. She did the same thing for the other foot. She then had me stand and walk for her to see, and insisted I walk around the racks. When we were on the other side of the rack, she pinned me against one and ran her hand across my crotch and whispered that she wants a real fuck. She them left. We bought the shoes and headed home.
I had no idea what to think about the encounter, but my wife didn't mention anything about Jill until we were about half way home. She asked if I liked Jill. I casually said "yes, she's ok." Jill, that buxom woman that had my feet between her breasts, my foot shoved into her privates, and groped my privates while telling me she needed a fuck--yes, that Jill--my mind was screaming YES, YES, YES, Jill is totally hot! My wife just replied: "She likes you, you know." I mumbled something like "Oh, really??" She then gave me her phone and told me to read the texts. The last text was very specific: "i want to fuck you and your husband. call me."
I told my wife I'd have to think about it for a while, but I wanted to fuck Jill since the first time I saw her. My wife is all, but begging to get me to do a 3-some with Jill, and I think before I consent, I will actually make her grovel and beg naked at my feet to let Jill join us for slut night.
Oh, btw, our slut night was better than ever last weekend and sex during the week has been great too as I am "thinking about it".
The wife and I have been continuing our "slut nights", and things are fantastic. She has gotten very good at making up her slut and has been teaching me how to "put on my face". I am now very convincing looking in female attire, and even would have to say attractive. We've been our shopping a few more times and I have complete outfits that I wear. She and I especially like the way heels make me feel, and I'm walking very comfortably in them.
Last weekend we started out with a field trip: early afternoon we started making me up, and this time it was with full female dress: blouse, skirt, stockings, heels, bra, panty, jewelry, wig, and full makeup. We went out to the mall where we did our first shopping trip. We stopped at the food court for lunch, and we "happened" to run into her friend--the shoe store manager. We had a very good time at lunch with her, she kept looking me over and telling my wife what a marvelous job she had done making me up. It was very humiliating and stimulating all at the same time sitting there in public with her knowing I was dressed up, and how she was looking me over, and discussing it with my wife. She had to run to get back to work, but as she was leaving she smiled and told my wife: "I'd love to see him with you."
After she was gone we talked about where we needed to shop and asked if I wanted anything specific. My mind was reeling from the experience, so basically all I could remember was I wanted a new pair of heels because I'd broken the heel off mine. We stopped by the shoe department on the way out and there was Jill, my wife's friend, right there waiting for us. She ushered us off to the far corner of the department and showed us what was available. She brought out the pair I liked and "fitted" me. She took the shoe off my left foot and eased my foot up between her breasts as she smoothed my stockings on my leg and foot. As my foot came to rest between her ample cleavage, she looked up at my wife and smiled. My wife just smiled back and Jill started smoothing my stocking. She eased the new 5" heel from the box and placed it on the stool between her legs, then guided my foot into it. She had me push my foot into the shoe, and it slid right up to her privates. She gasped a bit and looked at my wife again. She did the same thing for the other foot. She then had me stand and walk for her to see, and insisted I walk around the racks. When we were on the other side of the rack, she pinned me against one and ran her hand across my crotch and whispered that she wants a real fuck. She them left. We bought the shoes and headed home.
I had no idea what to think about the encounter, but my wife didn't mention anything about Jill until we were about half way home. She asked if I liked Jill. I casually said "yes, she's ok." Jill, that buxom woman that had my feet between her breasts, my foot shoved into her privates, and groped my privates while telling me she needed a fuck--yes, that Jill--my mind was screaming YES, YES, YES, Jill is totally hot! My wife just replied: "She likes you, you know." I mumbled something like "Oh, really??" She then gave me her phone and told me to read the texts. The last text was very specific: "i want to fuck you and your husband. call me."
I told my wife I'd have to think about it for a while, but I wanted to fuck Jill since the first time I saw her. My wife is all, but begging to get me to do a 3-some with Jill, and I think before I consent, I will actually make her grovel and beg naked at my feet to let Jill join us for slut night.
Oh, btw, our slut night was better than ever last weekend and sex during the week has been great too as I am "thinking about it".
- That's Juicy! 11
- Remove It! 1
