[m/F] The Hairdresser [milf] (xpost /r/sexystories)

She’s been cutting my hair for years, ever since I was young. When I hit puberty I really took notice of her body. She’s always been a milf to me. I used to sit on the counter at the shop to try to get a good peek down her shirt. Well…some things never change. I still take a look if the opportunity arises. Recently though during a typical hormone-filled exploration through porn I got an idea. A bad idea, yet oh so good.

Over the years we’ve gotten to know each other quite well. She’s pretty much a mother figure in my life. But not so much of a “mother” that I’m not sexually attracted to her. There was a short time where I dated her daughter and had the incredible opportunity of indulging certain details to her about what her daughter and I were doing. It could be somewhat of a turn-on at times. Needless to say, the line of communication between us is quite open. Anything is on the table.

[MF, MILF] My friends hot mom Pt.2

She puts her hands on my shoulders and slowly crawls up to where she's straddling me. She leans in and I kiss her. Her lips are so soft, just like I would imagine that they'd be. She returns the kiss, but more enthusiastically than I could have every imagined. She's good with her tongue, and the lip-biting that she's doing is really turning me on. When she pulls back from a kiss she tugs at my lips some. Not enough to hurt, but enough to be noticeable and an indicator that she wants me. She goes down to my neck, kissing and working on giving me a hickey or two. Wow…it feels so good. Incredibly good. The whole time that she's doing this, she's working her way closer and closer to me. She's already in my lap, but she works her way up to where we're chest to chest. I fall backwards (with a little help from her), and things seem to be getting hot and heavy quick for her. I'm usually the kind to take my time and tease, but there's no time for that it seems. She lifts my shirt and keeps kissing on me, working her way down to my pants. She undoes my belt and unbuttons my pants. Wow, straight to it, huh? The recent shortage of blood to my brain has me still just laying there like a deer in headlights. She's unzipping my pants and pulling them down now. I can feel the warmth of my cock against my leg, ready to do whatever she wants to do. She pulls my boxers down and her face lights up at the site of my happy little soldier gladly standing at attention. "Oooh, gimme gimme…" she says in almost a whisper as she wastes no time in wrapping her lips around the head of my cock and starts sucking.

[MF, MILF] My friends hot mom Pt.1 …(classic, right?)

So I've known her for a few years now. I think about 4 years, but I'm not sure because of how fast time flies by. It took me a year to get her number. She's 10 years older than me. I became friends with her first and then met her son and since I'm a few years older than him I'm that role model to him instead of being that guy his mom hangs out with. I guess that's just what happens when you're closer to the son's age than to the mother's. But, we've grown pretty close. We've even skimmed the subject of sex and fetishes before, but nothing too major. When she found out about my foot fetish, she sent me a few pics of her feet teasing me. And on occasion, when I send her a picture of some model or actress that I believe resembles her in a bikini or underwear, she might send a picture back of her in her bikini or underwear in return as a comparison. I always like to think that she has a thing for me but she lets the age factor get in the way.

[MF] Gym Daydreams Pt. 3

Shit! I knew there had to be a kink in all this. It couldn't go perfectly for me. We don't have a condom. Shit, I'm young. I'm not about to risk that. As much as I cum? There's no way Dammit. I hesitate for a second and she notices. She reads my reaction apparently, because she smirks again (damn that look kills me) and reaches motions down to her pants laying on the ground. I pick them up and go through them checking for pockets. Sure enough, there's one right by the waistband. it's small, but just big enough to perfectly slide a condom into it. Damn, she must have been planning on this. As soon as I find it I take no time at all to get it out of the package and slip it on. She better be ready now. In the few seconds that it took for me to do this, she hasn't moved. She's just sitting there, both knees up on the bench now, giving me this look and swaying her ass back and forth slowly like she's tempting me and teasing me. I get back into my position just behind her. She's right here, all I have to do is slide inside her. I press the tip of my cock against the edge of her pussy. By the time I can apply any pressure, she locks me in by putting her feet behind me. I press a little bit harder and move the head of my cock up and down her labia slowly. It slides with ease, of course. This is amazing. I slide it about another inch in further, then stop. My cock throbs, and my body jolts. She reaches back and grabs my leg, trying to claw at me. It looks like my teasing is working. I slide all the way out and repeat the process. I rub up and down her incredible lips slowly, then press in. Only this time I go all the way in. Slowly, I let it glide deeper and deeper inside her. As I do she uses her legs and feet to lock me in further, almost pushing me inside her. It's so warm, wet, and tight. Perfection. I stand there a second and take a deep, shaky breath as my penis throbs inside her. She's still clawing at my leg. She can't get a grip on me but she keeps trying in response to my cock being inside her now. We've both wanted this and been looking forward to it for a long time.

[MF] Gym Daydreams Pt. 2

The first thing that comes to mind is the YouTube video where the news anchor read the spoof names in the oriental flight crash: Ho Lee Fuk. As I pull her pants down slowly, I can feel the nerves shoot through me. This is like taking your wildest daydream and making it come true. Actually, that's exactly what it is. I pull them lower, getting them completely past her ass and midway down her thighs. She has purple lace underwear on. It only acts to make her ass more mouthwatering and inviting. She helps me get her pants off the rest of the way. As I take a second to stand back and take in all of the beauty, my mind starts racing as to what's next. She looks back at me and bites her lip again. Damn that's hot. I'm completely hard by now of course. I hadn't even noticed what was going on down there since she first grabbed me. I waste no time at all. I've been waiting for this for a long time. After all that time admiring her from across the room, and now I get my chance. I run my fingers down the side of her ass and further on down her leg. So smooth. Just like I had imagined. I lean in and kiss it some, taking my time and savoring the moment in time. After a few kisses and some squirming from her, I bite her panties and start to pull them down. I make it halfway down her ass and then finish the job with my left hand because I can't wait to get them off. Down they go. To her ankles and then on the floor off to the side. She repositions herself with one knee on the bench, but this time with a wider stance. There it is: her sweet pussy.

[MF] Gym Daydreams Pt. 1

Ok so quick background info, I work out 4-5 days a week and there's like no females in there at all. But on rare occasion there might be one. And there's one that used to come in that came back in yesterday. So this is just kinda my daydream in words, written mostly from my thoughts mixed with descriptions of the situation. Looking back on it, it might start a little slow. But it'll get you there lol

Am I gonna sit in the car and listen to music and wait until I get hungry again? Nope. C'mon now, go inside. Got legs today…damn. Oh well, gotta do it. I see it's pretty empty as usual. Aaaand not a single female. Great. It's amazing how much they help out when you're on that final heavy set. Maybe one day there'll be some. I wonder where that one chick went though? Ever since her and her boyfriend broke up she only came in like one time. She sure was nice to look at…

midway through the workout