So if you’re old like me. You remember those websites that allowed you to see faces/bodies of people and you can rate them from 1-10 and you’d get an average rating and people would post provocative pictures to increase their score, etc etc.
Well this is one of those sites. I won’t say the real one, but if you remember the website FaceTheJury it was pretty much identical to that. Anyway, they had forums to talk to other members and quite often they got sexual. Anyway, I was 25 and talking with this woman from Barrie (Yeah I know, Barrie!) but she was cute and a nice body on her. Long story short, she decides to come down to Toronto and meet me.
Friday night comes. She lets me know she is around, I greet her in her car. I already knew what she looked like. She was 39 years old. Reddish brown hair. Green eyes. Cute round face. Pouty lips. About 34 C breasts and good height/weight proportion and curvature. She is also wearing a very sexy hat, I told her that it was a thing for me…women wearing hats, still is.
Anyway, we are driving along Kingston Rd in Scarborough and decided to get a hotel/motel. Please don’t judge me. So I think I went to Andrews Motel. If you know Scarborough, then you know! So we get the room, check it out. It’s small as expected and not worth the effort of really looking around. As we are deciding on what to eat for dinner. She pushes me down on the bed. She tells me that she wants to give me a blowjob and have me cum on her face. Letting me cum on her face was something she really enjoyed and who was I to argue with that.
So my pants got unzipped, my cock fished out of my pants and to town she went. It felt really good. Her lips would slide down my shaft at a fast pace. Her left hand on the base of my cock to hold it steady. Every now and then, she would stop sucking and rub my cock all over her face. Especially over her cheeks and lips. That was really a turn on for me, never had that before and I enjoyed it immensely. When I told her I was getting close, she stopped sucking me and started to pump my cock real fast in her hands. Telling me “please cum on my face and staring into my eyes” Well that did. And I unloaded. The first rope went all along her neck, then she aimed my cock to get her face on the next few shots. This was my first cum on the face experience. I enjoyed it, so did she. She looked fantastic with my stuff all over her. She rubbed it vigorously into her skin and we actually went out to get food like that. Must have felt weird because when it dries it feels quite different on the skin. But when we got back to our hotel she washed everything up and was ready to go.
Thats when the sex olympics began. I won’t go into all the details. But I think we had sex 6-7 times that night. She didn’t care how quick or how long I was. She kept remarking, “It’s good that your 25”. Every time I orgasmed, a few mins later she would give me a blowjob and sure enough I was hard again.
Couple of things of note. I was always a boobs guy, in fact I loved cumming over her boobs one time that night. But when I was taking her doggy style. I was really thrusting it hard inside her. Watching her body react when my body thrust into her. Her ass would jiggle with each thrust and it really turned me on. Started having me really get into asses and spanking, grabbing and enjoying bums.
Another first for me was having her on her feet on either side of my body. And she would squat down on my cock and ride me really hard with the only body contact being my cock inside her pussy. I held her hands to brace her as she did power squats on top of me. I loved it and have added it to my repertoire since.
As we left, I didn’t want her to go. Trying to entice her with another round of sex literally as she is dressing. We hadn’t slept and it was morning and she had to make a long drive back home and pick up her child. As she is leaving, she gets on her knees and starts sucking me again. I quickly get hard thinking oh yeah here comes another round. Only to abruptly have it stop. She got up quickly sighed and said “Oh to be 25” and left. I didn’t mind soooo much. I did have a lot of sex up to that point.
That’s pretty much sums up my one night with her. We got together again at her place up in Barrie. She gave me an amazing blowjob while in her kitchen. Then later, at her computer chair that she would sit on to talk to me. She rode my cock up and down and she turned on her webcam to video it.
Great experience, though I have no clue what happened to that video. It’s probably long gone by now.
Hope you enjoyed it. Feel free to ask questions, leave a comment.
Cheers
Source: reddit.com/r/gonewildstories/comments/i9oa0y/mf_the_night_i_had_with_a_milf_from_an_old_2000s