The Neighborhood MILF: May

The Neighborhood MILF: MayAs as much fun as we have with our circle of horny housewives here in Dubuque, sometimes you have to wander outside of your comfort zone. That was the case with May, a cute short haired blonde from Wisconsin that I met online. She lives just an hour and a half away in Madison, where I spent four or the greatest years of my life, when I went to school there.May didn’t attend UW but is still a Badger fan, something we both had in common. That’s about where our common bond ended. She went to college at San Jose State on a softball scholarship, and while she was out on the west coast, opened up with her lesbian sexuality. She did some lesbian porn and some nude wrestling under the names May Berry, Vendetta and Blondetta. Apparently her competitive nature drew her to wrestling, where she wanted to fill a void after the softball experience didn’t pan out.I knew from her profile on xhamster that she did some nude modeling and wrestling, but was unfamiliar with her work. Once I got to know her, I realized how good she was after looking up some of her old matches. May had been retired from the business for a few years, but I found archives of some of her work.It was such a turn on. This merciless wrestling queen couldn’t have been the same person as the sweet passionate woman I hooked up with. May might have appeared to be a little butch, but I thought she was extremely loving and tender. To see her in a video strap on a dildo and brutally fuck another girl was shocking, but very arousing.Needless bakırköy escort to say, I was more than a little intrigued. We met a second time in Madison where I asked more about some of her porn adventures. She said she started out doing webcam shows, then private shows, then a few lesbian videos, then some bondage flicks and nude wrestling.It was all very interesting, as she had no problems opening up about her past, and even volunteered to show me some of her strapon skills. I can’t tell you how aroused I was watching this muscular blonde strap on a big dildo. I almost had an orgasm sitting on her bed waiting for her to join me. May was much more rough and physical this time, as she seemed to take on her Vendetta character. She worked her cock like a man, fucking me hard from several different positions. I must have came four or five times as banged my wet vagina relentlessly. I barely caught my breath and my new friend surprised me by sticking the plastic red dildo in my ass. The feeling was unbelievable as the combination of pain and pleasure drove me wild. Her hair-pulling roughness added to my excitement as a had multiple orgasms once more.That first time doing strapon anal was incredible, and when we were laying in bed, May confided that nothing gave her more pleasure than fucking someone in the ass. She said it felt as if you had complete power over them.I thought it was an odd thing to say to someone that you just did that way, but who was I to argue. beşiktaş escort May added that she was coming out of retirement to do a nude wrestling exhibition in Chicago, complete with strapon consequences. She asked if I wanted to go along for support, and I jumped at the chance. The thought of watching her work her physical skills on someone else sounded like fun.We arrived in Chicago at an old gymnasium with cameras set up and a small audience of about two dozen people watching. There was only one scheduled match, against a cute Asian girl. Apparently there were several other matches scheduled over the weekend.May and Lily looked great as they stretched out on the mat, getting ready for their match. I took a seat next to May’s friends Nina & Dia, who were scheduled to wrestling each other the next day. The match started slowly, and I had to remind myself to call her Vendetta, not May, if I did any cheering.The match went back and forth with Vendetta winning the first two rounds with her superior strength. Lily was pretty flexible and seemed to have some powerful thighs, just like May.The final round came and it looked like May was starting to get winded. The other girls were all cheering for Lily, and it seemed to inspire her. She reversed Vendetta and sat on her, appearing to take control of the match.The face sitting finish was enough to give Lily the surprise victory, much to the delight of everyone else in attendance. May looked to be in shock after suffering the stunning beylikdüzü escort defeat. She simply sat teary-eyed on the mat waiting for her strapon punishment. I’ll admit I came along to watch May have her way with some other loser, but the sight of her sucking on Lily’s big black dildo was turning me on. I guess I enjoyed seeing her on the receiving end. Lily enjoyed being in control and was also pretty good at wearing the strapon harness. She was fucking my blonde friend in several different positions drawing cheers of encouragement from the small, vocal crowd. Lily paused long enough for Vendetta to catch her breath, before she roughly grabbed her short blonde hair and led her over to a spot right in front of my matside seat. She had the sweaty loser face me on all fours. Lily looked at me and asked if I liked watching my loser friend. I remained quiet as I didn’t think she was looking for an answer.“Watch closely while I fuck your friend in the ass!”May had a helpless wide-eyed look, gazing up at me as if I could do something to help. Watching her close her eyes and bite her lip as Lily inserted the dildo in her tight pink asshole, was a turn on I wasn’t anticipating. There was something about watching the dominant blonde athlete take it in the ass that drove me wild. Lily showed no mercy. She would pull the long dildo until it was almost out, then ram it back in. She did this several times, coaxing a loud moan from May with every thrust.Lily finally had enough with her defeated foe, pushing her to the floor in a heap, before strutting off victorious.Mat laid there for several minutes before finding the strength to get up and face the fact that she was a loser. Something she wasn’t used to. It was a long quiet ride back to the hotel. Apparently Lily drained the power from her.