This story took place about 6 years ago.
Usually my relationship life worked as following date a girl for a while > break up> spend the next 6 months not wanting a relationship and just looking for hookups.
This story takes place during one of the many hookup periods.
As for physical appearance I am 6 foot tall, rather pasty white, short dark brown hair, thin/athletic build, and a 7 1/2 inch penis with shaved pubes.
I was cursing Craigslist for a casual meetup/fwb style situation. I ran across a post of a husband asking for someone to fuck his wife while he watches. I responded back with the typical subject title, body pic, stats, etc. and heard back within the hour that the wife really likes my pic and would like to meet for lunch soon. I received a text by the wife, we will call her Sandra, on a date and time for our lunch. I got to lunch and was pleasantly surprised, I had only seen body/lower face pics of Sandra as she had a profession which didn’t look to kindly on having nudes out in the world. She was a beautiful mid 40s, 5 foot 6 tall women, thick but not fat, d cup tits, dark short hair with purple mixed in, and wearing an extremely short skirt. She got to the restaurant a little bit earlier than me so she was waiting. I sit down, we order some drinks, and as we are talking/drinking we are inching closer to each other. When we get next to each other she places her hand in my cock and starts to rub, getting me hard, and comments “oh, this will be fun”. I reach down and put my hand up to her inner thigh and start to move closer to her pussy, discovering she is not wearing any panties. We make small talk while eating lunch with the typical flirty/sultry lines. We finish lunch, walk out, and she lets me know that she can’t wait until tonight so that I can come over and we go our separate ways.
Fast forward about 6 hours I arrive at the house of Sandra and her husband. A big, open house on the lake with a river running around the side. I knock on the door and get let in by Sandra wearing skin tight super short shorts, knee high leather heels, and a fishnet too which reveals her pierced d cups.
She says “now we can kiss and start some fun”, as we embrace each other and make out a little. *we couldn’t kiss before as she picked a restaurant near where her coworkers frequent and didn’t want any work drama. She leads me into the living room
Where her husband is watching the ball game. We get our formalities out of the way, she grabs us a few drinks, comes down, and starts to rub my cock as i’m alternating tasting my drink and her lips. When she finishes her drink she states “ok, I am ready to see this monster” and get on her knees in front of me, unzips my pants, and pulls out my hard cock. Sandra is looking in awe and turns to her husband and stated “now isn’t this a real cock honey” to which he just stated “yes it is”. She starts to lick the shaft of my cock while cupping my balls. She starts to tease my head and looks up and states “take it if you want it” so I grab her hair and push her head onto my cock. He sucking skills were amazing. While she is moving up and down my shaft I happen to look outside and see two canoers going on by. I don’t think they saw us but with the windows wide open I kind of hope they did.
Sandra stops sucking my dick and asks if i’ve ever been squirted on, I have not. She gets up, takes her shorts off, and starts to rub her clit on the tip of my dick while fingering herself. Within a few seconds she starts to squirt all over my cock and stomach. She wipes me off, goes back down on my cock and stated “let’s get the first out of the way” then sucks me until I am about to pop. She stops sucking, starts jerking me, and my cum must have shot up a good 3 feet. She fingers the cum off of my stomach and licks it andwipes the rest off with a towel. Sandra stands up, pulling me up by my still hard cock, tells her husband that it’s time to go upstairs and she leads me up by my cock. This whole time Bob, Sandra’s husband, is watching the game while looking over at us every few seconds and is just touching himself.
In their room Sandra and I strip completely naked whip bob takes his pants off sits on the bed and continues to watch the sports game while glancing at us every few seconds. Sandra lays on the bed on her back and lifts her legs up and beckons me to come have a taste. I get down and start to run my tongue around her wet pussy. I am teasing her with my tongue as I move closer and closer to stimulating her clit. After some teasing I start to tongue and suck on her clit while using one, then two, then three fingers to fuck her pussy. After about 5-10 minutes of tasting her sweet pussy she tells me that she is ready for me to fuck her. I start to reach for my condoms and she stops me and tells me she wants me raw. I should have said no but I was so horny and she was so sexy that I obliged. Her pussy was so ready that I enter her all the way almost instantly. I start going back and forth while kissing/squeezing on her breasts. This whole time her husband is jacking off while watching me fuck his wife but also turning back to catch the Tigers game. I eventually cum a second time.
We are shooting the shit for a few minutes as Sandra says “you’re not done, my ass still needs to be fucked.” Sandra gets on her hands and knees while I start to jerk myself back to hardness while I am eating out Sandra’s tasty asshole. She tells me to just work up some spit and that she doesn’t need lube. After a healthy amount of spit has been applied I plunge my cock into her tight but hungry asshole. Sandra keeps telling me to go harder and faster, I am going full force while pulling Sandra’s hair. She is going crazy, moaning and screaming in pure ecstasy while I am having the natural high of her energy and getting close to cumming again. While this is going on Bob has started to go to town jacking it. Sandra starts to scream “i’m cumming” while she starts to squirt onto the bed sheets. I start to tense up and feel myself release my third cumshot into Sandra’s asshole. Bob at the same time cums. I pull out of her ass and we start shooting the shit again. Sandra mentions how she likes to alternate thrusts from her asshole to her pussy. I say “I can go again if you want to do that” and while she finds that might impressive she wants to save some stuff for our next meeting. I reluctantly (at our encounter ending) and eagerly (in anticipation of our next meetup) agree and excuse myself to the restroom. I grab my clothes, get dressed, Sandra walks me out (she’s still naked), kisses me deeply, and sends me on my way. The walk was one of the hardest i had to do. Not only was I wanting to stay buried in her pissy but my legs and knees were like jello. I drove home and that was that.
Sadly we never got a chance to meet back up, we tried a few times but scheduling conflicts stopped us for a bit and then I got a girlfriend. If I could I would go and meet Sandra an Bob again for more fun right now.
Source: reddit.com/r/gonewildstories/comments/bv50ne/mf_meetup_with_cougar_for_wild_night_with_her