I started to hang out with a circle of friends at a couples house fairly regularly after graduation. It felt a little odd being at 6-15 years younger than everyone else. We’d smoke pot, drink, it was a good time.
A woman, call her, Anne, was interested in me from the time we met. She was into her mid-30’s, married for over 10 years, very short, long curly blonde hair, a little chub to her, very large tits.. From the night I met her, she was all over me more than I thought a married or woman in her 30’s would be. The attraction was mutual and grew quickly. We would flirt dirty, she’d lean over on the counter, pressing her tits together while talking, she’d pick on me for glancing (couldn’t help it, there was a lot to see haha), making dirty small and sex talk. She’d sit beside me and put her legs on my lap. I noticed that she was careful to not do these things when her husband or other friends who would be critical were around. I didn’t talk about what she did with anybody. Overall we would be too close. She dropped a couple of times her husband didn’t make her feel wanted as much as he used to, generally distant, maybe it was general complaining. I wasn’t sure how far to push any of what I knew were obvious hints to go for more. Part of me didn’t want to cause trouble for her with her husband. But I also didn’t want to stop putting myself there. It was probably more that I didn’t want to hurt my chances for anything happening in my 19 year old minded libido.
One night, things changed, we were at friend’s house, Anne was at my side the whole night. She usually didn’t stay at my side or anything like that. Usually, we wouldn’t be attached at the hip, she just was right there like we were together. Luckily, we were at a friend’s house and her husband Matt wasn’t there. My hint that she was trying to move things along was our encounter in the hallway by the bathroom. I was walking to use it and she came out. She asked if I needed any help in there babe, I said nothing you could help me with right now jokingly. She said, why not disappointed. I laughed but she didn’t find it funny, barely a snicker. It seemed more serious about that advance than I’ve felt before.
I was leaving for the night and she met me at the door for a hug, not unusual for her. She asked if she could follow me to my car, she needed to ask me something, once again, not totally unusual. I said sure, why not. We walked side by side in the dark to my car, talking about work tomorrow for myself and what her and her husband Matt were doing. As we get closer to my car she gets quiet and gets right up next to me and she grabs a handful of my ass and gives it a squeeze. I was surprised, I turned to face her, give her a smirk, I see her grin in the dim light, she moves in and puts her arms around me pulling me down a bit. She pulls me in, and she quickly kisses me on the lips. We pause, we kiss again this time our tongues flick and caresses. It sounds hokey, but her kissing was amazing, being older she knew how toy with me just right, biting my lip, tracing, jousting my tongue . I feel the blood rushing to my cock. Anne pulls me closer, reaches down, rubbing my growing hard on, I grab a handful of her generously sized ass in her shorts with one hand and cup a tit with the other. She whispers in my ear, biting my earlobe, you should go this could be a problem doing this here. She’s right, someone could look and this would blow up bad right now. I pull her back towards me and kiss her again, pulling her close by her ass, she rubs my crotch more aggressively. She breaks from kissing, squeezing now throbbing my cock and says, soon. I get in my car, Anne makes a kiss at me. I start driving home, what am I doing, that’s a married woman, what if Matt finds out? Maybe he won’t. Does he suspect us already? I go home and try to get our encounter out of my head by rubbing one out. But I can’t, I just want to fuck Anne more.
I figured I’d give some space. A couple of days go by she calls me. She said she was with a friend who was house sitting to watch some pets. She gave me an address and said to come over at 7, just come inside, don’t tell anyone. I say ok, not really sure what to expect but it was certainly in the back of my mind.
I go over to the address and I see a couple of cars in the driveway. Well, maybe what happened the other night was just a risky exchange, probably just end up being a DD tonight or something. I walk up to the house and go inside, I hear Anne yell, we’re up here. I go upstairs, Anne and her friend Stacey were on the computer a bedroom. They both looked like they were getting ready to go out. I see that Anne sitting in front of the computer, only in her tank top and panties, the least amount of clothes I’ve seen her wear. She wasn’t wearing a bra, I immediately stared at her tits, less left to the imagination than ever. I sat down on the recliner. I ask them what they’re up to. Stacey said that they were thinking about going out for a bit but weren’t sure. Anne didn’t answer, just kept browsing on the computer. Stacey gets up and leaves the room. I ask Anne what’s going on tonight? She said that Stacey wants to go out with some friends, but she isn’t so sure. She stares ahead and asks did I think of the other night. I said, I have but I don’t want to make trouble. Anne says don’t worry about him.
Anne gets up from the computer and sits on my lap, and leans back against me, I rest my hands on her hips lightly, like some line hasn’t been crossed already. Stacey comes back in, glances at us, and sits down at the computer. I’m stunned, my cock isn’t, it swells into my pant leg. Anne feels this and starts rocking slowly on me. She takes my right hand and puts it on her skin under the fabric of her panties on the side of her thigh. I reach under her shirt with my left hand and start rubbing her breasts, rubbing gently around her hardening nipples. I thought I was being stealthy. Stacey within seconds says I’ll give you two some space and laughs a bit and gets up and walks out of the room. Anne says thanks again Stacey. She laughs a bit on the way out.
Now alone Anne leans back, turning her head and we kiss again, she spins around and starts going at my ear and neck. I start to remove her top unveiling her large breasts which she initially seemed shy about, she tries to cover them and support them with her arm. I reach and hold her hands, guide them with my hands, I then take one in each hand and teased each of her nipples gently with my tongue. I blew lightly on them making her shudder covering her with goosebumps. Anne pulls off my shirt and pulls me closer starts unbuttoning, unzipping my pants coaxing my dick out. She kisses me more while standing up slowly drawing me up with her while jacking me slowly. I have to lean over her due to her height, while kissing her I reach down between her legs and find her pussy already wet and waiting. I slide my middle finger in and out across her clit dipping inside her. She hugs me tight around my neck gripping my dick tightly. She says I want you to fuck me, we’ve played around doing this for too long. I say I feel guilty about it, she tells me don’t it isn’t your problem. She squats and pulls down her shorts revealing her well trimmed Bush, she takes the chance being down to pull down my pants and boxers. She takes just the tip in her mouth and twirls around it while rubbing my balls. She knew just what to do to make my toes curl. This doesn’t go on for long, she stands and says I need you. I say my condoms are in the car. She started jacking me and says, I want it now, then leads me to the bed, climbs on the side putting her ass in the air, arching her back. I come in behind her, grabbing her ass softly and slide my tip up and down outside on her wetness on it like I can turn back or something. I line up and press into her slightly and Anne starts moans quietly, I come out a bit, and go in and out slowly her moans increase as I go deeper each time. She’s so wet and warm and I start to pick up the speed and thrust in her a bit quicker. I build up and her moaning gets louder as my thrusts slap against her as she gets wetter. If her friend was still there, she knows type loud. Unexpectedly she says oh God I’m coming. I thought she was just trying to talk me up but I look down and I see her asshole flinching and feel her tighten on my cock. She pulls away and lays down and spreads, I didn’t need an invitation. We lock eyes, I move in again and she gives me a few tugs and I slide back inside her. I grab her tits and start pounding, Anne tells me to slow down and kiss me. I slow down and come down to her and start kissing. She wraps her arms around me and we kiss slowly as I dip in and out of her slowly. Her wetness, the sound and warmth is beginning to drive me over the edge going slower like this. She runs her fingers up and down my back. I go a little faster as I stop kissing her to concentrate on her tits again. Anne moves her legs around me, she knew I was getting close. I go down and start kissing her neck. I tell her I’m going to cum soon, where do you want me to. She whispers in my ear, inside me. It caught me by surprise, I didn’t want to but her saying it made me want to just give it to her. I try to slow down like I could change it, her legs wrap me tighter. I try to hold on and she says fuck me, give me your cum inside me! I thrust as quick and hard as I could with her wrapped around me. My cock starts to throb as I release inside her. Anne groans as I cum and we kiss as I drain load balls deep. We lay there in a stupor for a few minutes we clean up and get dressed. We go downstairs and Stacey asks if you kids had fun, she agrees to keep it quiet.
Anne and I hooked up a few more times what I thought was behind her husband’s back. Turns out she let him in on it, he was ok with it. He told me to wear protection and he didn’t want to raise my kid. It clicked with me then that those two were on different pages with this arrangement and I distanced myself from a potential trainwreck.
Source: reddit.com/r/gonewildstories/comments/c8s8ee/mf_young_and_playing_with_trouble_cheating