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Mike and Phyllis  

Lisa1950 63T
6 posts
9/28/2020 5:42 pm
Mike and Phyllis


I met Mike via a “friends wanted” on a crossdressing site. We met as our male personas and decided to get together and spend a little time as our fem selves. I brought up the immediate question about where and when and Mike offered to host as his house any evening. I was surprised when he said that his wife allowed him to dress and even encouraged it. Turns out that his wife Phyllis had always fantasized about being a lesbian and, not daring to actually do it, let Mike act the part as her female partner.
When the time arrived I went over to Mike’s place. He was already dressed when I got there. Kind of old fashioned style, a short skirt, tight sweater, slightly larger boobs for someone of his stature, heels, and hoop earrings setting off a shoulder length blond wig that framed a bright red lips. Mike then called in his wife to meet me. I had seen her around town as she stood out, not because of being really attractive but due to her body. She was short, had a huge ass and massive boobs. They hung down to almost cover her waist and from the waist down she was a wide as she was above. I figured that Mike must have a 12 inch cock in order to just get past her thighs to reach her cunt.
Phyllis was really quite pleasant with good grammar and was obviously educated. As we got talking she revealed that Mike had never been with another crossdresser and said that he was nervous about dressing with me. After the basic chatter Mike took me to a bedroom where I dressed and worked on my make up. I had decided to dress my age, a long ankle length skirt, a matching and tight sweater. I had one of my soft bras as my own breasts were well developed and just needed to be held up. I had a neck length wig, gold clip on earrings, eye shadow, and red matte lipstick. No pantihose just my silk panties and 2 inch heels.
After I came out in the living room Mike and Phyllis were waiting for me. After the usual admiring comments Phyllis told us to get to know each other, (said with a wink by-the-way) and left the room. “She’ll be back, probably with a camera” said Mike. I took the lead and held hands with Mike, lightly stroked his breasts, and pulled him lightly toward me. He was obviously nervous, a little stiff, but after I put my arms around him he loosened up and hugged me back. I noticed that he closed his eyes, I put my hand behind his neck and lightly<b> touched </font></b>his lips with mine. He resisted a little but then he pressed forward and soon we were kissing quite passionately. Mike and I both kind of sunk down onto his couch and I started caressing his inner thighs. I could feel him getting a strong erection so I reached up under his dress and was pleased to find a good sized hot and hard cock. About that time I heard Phyllis say “Keep going”. She had come into the room and was sitting back watching us and holding her phone which I assume was on video. Mike was laid back on the couch and I pushed his skirt up and pulled his panties down. Mike was breathing deeply, eyes closed. I was excited when his cock popped up out of his panties. It was slightly curved, had bulging veins, and wet with precum. I glanced over at Phyllis and she just nodded and said to “go ahead”.
Mike, I found out later, had never been with a man and when I took his cock into my mouth he began thrusting his cock and thighs up into my face and mouth as if he had been doing this forever. It didn’t take long for him to cum and I felt his hot, heavy cum pouring into my mouth. After a couple of pulses I had to swallow and it went down a smooth as could be. He ejaculated into my mouth a couple of more times and then collapsed back on the couch. Suddenly I was aware of Phyllis standing beside me. She had slipped off her jeans and unsnapped her bra which was dangling off her tits and massive breasts. Did she ever have tits! They stood out a couple of inches or more. Dark, wrinkled, seeming to scream “suck me, suck me!” Phyliss then said, “my turn”. I thought that she was going to suck my cock but she told me to lay back on the couch and that she wanted to be on top. What surprised me was that she didn’t have a fat gut but her boobs and ass made up for it.
I was still fully turned on and erect after sucking Mike and she wanted it. I laid back on the couch and she got on top of me and pressed her cunt against me. My cock slide up inside of her as slick and smooth as anything I had ever felt. She leaned over me and her huge boobs swung down and covered my chest like a warm blanket. They hung down and expanded outward and they looked like an upside down mushroom cloud. One of her tits was peeking out from underneath. Then she started flexing her cunt muscles, gripping and pulling on my cock. It was just like someone sucking my cock except she was doing it with her cunt. I could even hear sucking noises coming from her crotch. I started to tell her that I was cumming and as soon as I opened my mouth her tongue slide into it. It was intense, I was pinned down by this huge, soft, ultra-feminine body that was sucking my cock into it, my chest was being smothered by these huge extremely soft boobs and our lips were locked together as she tried to stick her tongue down my throat. When I came, I came. I felt like I was pumping my entire body into hers.
After I was finished she rolled off of me and stood there looking at me. Mike was sitting up at the other end of the couch watching us. She leaned over and pressed her tits against me and pushed my face deep between them. Then she gave me a deep, wet kiss and walked away. “Mike, I don’t know what to say” is all I could stammer out of me at the moment. “Don’t worry about it”, he said. “She was imagining that you were a woman while she was fucking you.” “I was imagining that I was a woman when you were sucking me and I really enjoyed it. It was my first time having sex with a man.”
Mike and I sat and held each other like two lovers for quite awhile after all of this. We kissed and I fondled his cock, limp and wet at first, it started responding to my touch. I was feeling like a real woman, filled with my lovers sperm, the taste of his cock lingering on my lips. I think that I will have to strengthen this relationship in the near future.

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