This is a true story, I swear, up to a certain point. It then becomes a fantasy of what may have happened, had things continued. Conversations are repeated as closely as I can remember them. Some names and locations have been changed to protect the guilty.
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I love my wife, but due to various reasons, she has just lost interest in sex. We cuddle, we'll play grabass, she lets me remove her bra and fondle her large breasts when she comes home from work, but whenever I suggest we take it to the bedroom, she has other things to do. We're in our fifties, kids out of the house, and I had hoped this would be a very sexual, intimate time in our lives. However, partially due to menopause, it was not to be. I suggested she check with our doctor about hormone therapy, but her attitude was, "It's nature's way." I pointed out that cancer was nature's way, too, but there were things that could be done. My entreaties fell on deaf ears. Still, she is a wonderful friend and companion otherwise, and I would never consider leaving her.
I always had a bit of a porn addiction, which I'll admit contributed to the problem in a vicious cycle sort of way, but I turned to it more frequently in an effort to provide some interesting masturbatory fodder. My intentions were to avoid actual adulterous encounters and the complications they could entail. But, after a certain point, I missed the human interaction. I finally took the plunge and signed up as a member of a certain adult porn-sharing website. There, members could upload videos, picture galleries, and submit erotic stories, as well as view what others had posted. One could also friend other members. Some used this feature to look for similarly-minded hookup partners, or just to cyberchat.
I was interested in chatting, telling some woman who was possibly in a similar situation as I was just what I would enjoy doing with and to her luscious body. Everyone online has a luscious body, if they desire- anonymity makes it possible to be who you want. I liked to be as honest as I could without spoiling the mental image that some frustrated, overweight housefrau might have of me. I expected others to put their best foot forward as well, even if there was the possibility it wasn't really their foot. Or tits. Or ass. Or pussy.
Searching through profiles of interesting-sounding females proved to be more of a challenge than I anticipated. Several were BBWs and proud of it- more power to you, but if you expect me to be jacking off to a mental image of two hundred and fifty pounds of cellulite, no thank you, you're just not my type. Some were looking for their soul mate- sorry, I'm just here for casual fun, no intention of breaking up with my wife. Others were hot and they knew it- profiles filled with dire warnings if any worthless male did not have at least a nine-inch dick, was not a certain race, was married, would dare to send them a private message without being invited, or any combination of the above.
Then, I happened across the profile of an attractive, lithe, blonde. I thought I recognized her topless avatar, but couldn't quite place her. I read her profile- she went by the username "mayberry", was 40 years old, lesbian, and listed her interests as women wrestling. She even happened to live in Des Moines, Iowa, which was less than a two-hour drive from where I live, not that I had any intention of actually meeting her. Then I remembered where I saw the woman in the avatar.
Years ago, I happened on a website called Ultimate Surrender, a sub-site of a group called Kink.com. The premise for US, as it was called, was two women, scantily dressed, would wrestle three rounds. This was not staged wrestling, like WWE. This was real, high school or collegiate style wrestling, with points awarded for pins, holds, and takedowns. The wrestlers could also score "style points", such as grabbing your opponent's breast, sucking her nipple, fingering her pussy, and so on, as well as being the first to strip her opponent nude. At the end of three rounds, the wrestler with the most points was declared the winner. The winner then got to fuck the loser, usually involving a strap-on dildo, and was encouraged to do it in the most humiliating and demeaning way possible.
I'm not a big fan of BDSM, but something about the idea of watching two women going at it, trying their best to embarrass and humiliate their foe, turned me on. I suppose it was a way of vicariously getting back at all the stuck-up bitches in my youth who wouldn't give the time of day to a geeky nerd (or is that nerdy geek?) such as myself. I didn't want to risk charging our credit card for a membership fee, leaving a trail of my indiscretions, so I had to content myself with finding whatever preview clips and, rarely, uploaded full matches I could find. I did watch enough that I recognized the woman in mayberry's avatar as one of the better wrestlers from Ultimate Surrender, a woman who went by the name Vendetta, though she hadn't been active since 2010. Vendetta had a record of 27-5, two losses being her very first two bouts. She was champion of her weight class one year and overall champion the next year.
Nothing in mayberry's profile indicated that it would upset her to receive an unsolicited private message, so I sent one, along with a friend request. "Hi mayberry! I completely understand that you're a lesbian, and I want to assure you that I have no intentions of trying to come on to you. But it's unusual to find a woman that's interested in women's wrestling, as I am! I notice you took Vendetta, from Ultimate Surrender, as your avatar. Is she your favorite? Unless, of course, you really are Vendetta, in which case your secret identity is safe with me, LOL! I'd love to just chat with you about this." I finished with a corny reference to Andy and Barney, and said she must get that a lot.
Within a day, my friend request came back approved, and there was a PM in my inbox from mayberry. "Hi Rex! I used May Berry as my name when I was first starting out wrestling. I don't mind if people find out who I am- I've been in the business for twenty years. Last winter, my girlfriend and I went to a Hawkeyes basketball game. When we went to the concession stand, the guy, who must have been at least seventy, said, 'What can I get for you today, Vendetta?' I almost peed myself from laughing!"
Oh. My. God.
I checked the material she had posted more carefully. Her uploads included a gallery of photos titled, "My wrestling Pics!" and a number of stories and blog posts she had written, one where she fantasized about returning to Ultimate Surrender and doing battle with Ronda Rousey (Vendetta loses), another one where she tells how she corresponded by email with a sixty-year-old guy she met online, finally deciding to surprise him by visiting him and making an exception to her lesbianism, losing her virginity to the guy. I'm fifty-eight. I could just picture myself in his position, literally, but I knew it was just fiction, probably designed to titillate old, horny men like me.
I messaged back. "Wow! I just looked at some of your stuff! Incredible! I have about a thousand questions, if you don't mind. Again, I want to stress that I have no illusions about getting together with you, converting you, anything like that. I just think you'd be fascinating to talk to!" Back came the answer, "No, I really enjoy hearing from my fans! What do you want to know?"
First, I asked her if the blog post about meeting the online fan was real, or fiction. She replied, "It was fiction... or was it? ;-)" I mentioned that, at first, it seemed like the losers in Ultimate Surrender were being rewarded for losing, getting fucked and made to cum. But I realized that it was the sheer humiliation of getting abused like that, almost raped, that it was a real turn-on for the winner. Vendetta agreed wholeheartedly, and added that losers felt genuine shame, despair, and anger. This was evident while watching a match when she lost by a single point. "FUCK!" But she was a good sport and took her pounding by the winner, Syd Blakovich, like a trouper. I had written a story of my own, which is also posted on Literotica, and asked her if she wanted to read and critique it. She did so and said she found it to be very good, very detailed. I read her stories and blog posts, adding comments- I found her to be a talented writer, as well.
This began a period where I casually asked questions, one at a time- didn't want to overwhelm her- and found out such things as, yes, the wrestling is real and unscripted, she really hated to lose, she got her start wrestling in underground clubs in the San Francisco area. She was still good friends with Ariel X, another wrestler, who is now in charge of the site and keeps asking her to come back and do more shoots. Vendetta said one of her happiest moments was when she beat Ariel and got to fuck her in the ass! I noted that she, herself, apparently never took it in the ass. "I have a tiny ass," she explained. "I've had some stuff up there, but it really hurts when I get fucked in the ass with a dildo. That happened to me a few times at the clubs."
I mentioned I was really horny now, and needed to find some porn of women getting fucked in the ass with dildos. She immediately sent me some links of her anal escapades, on the giving end, not receiving, of course. I responded, "Thanks, V! You do know that men jack off to watching you do this, don't you? (tongue-in-cheek wink smileyface)"
Early in November, Vendetta messaged me with exciting news. "I finally agreed to do some more Kink shoots in January! I'll be doing two solo matches for US, one tag-team, though I don't know who I'll be partnered with; one shoot for Hogtied, and one for TS Pussy Hunters!" I knew Hogtied was another Kink site, one more bondage and S/M oriented, obviously, but I hadn't heard of TS Pussy Hunters. I checked it out. The premise was two women get together in various porn flick scenarios, but, surprise, surprise, one of the ladies is packing. The woman and the pre-op transsexual get down and dirty. Hilarity ensues, and the woman ends up getting boned by the shemale's still fully-functioning cock. They had developed a crossover with Ultimate Surrender- the two wrestle, but the shemale invariably wins and gets to fuck the lovely loser, since it was still under the TS Pussy Hunters banner. This was obviously scripted, and the women all thoroughly enjoyed their defeat.