[M4F] the stuff you do for your mom (anal, gentle free use)

NSFW

"Unh...unnnn. Unnn! Ow...owwww! Geez mister it huuuurts, owww!" You whine as I stand behind you, my hands gripping your hips, steadily pumping away slowly and carefully in your tight little ass hole, squishing myself against your buns. Your face burning red in embarrassment that a man you just met was doing such naughty things to you.

I'm a friend of my mom's from work. Your mom's very cool about this kind of thing - she knows you haven't landed a boyfriend at college yet so she insists that you need more sexual experience, as you skipped out on the normal sex training when you were younger. She had me look up your pictures on facebook, then asked me if I thought you had a sexy ass and if I could take you out on a ...."training date?" Which was obviously just an excuse for me to take you back to my apartment for sex. Mother's always felt responsible for making sure their daughters were sexually ready.

So here we are, your hugging a pillow under your chin as I thrust happily into your ass. You don't really like it, but you never like saying no to your mom and this is standard practice for our society. Your tight though, and the lube helps but you're still kinda sore. "Ohhh, oww. Ohhhh! Unnnnh!" You keep whimpering as I enjoy the snug heat of your ass hole...I did promised your mom I'd be careful with you, so its rough..... this time.

"Hey, Mister are you almost done it's making my butt REALLY sore!" You whine, "Yeah, just relax, you're doing so good, when you get a boyfriend he's going to really happy that you got this training." I coo back to you my hand gently massaging your ass and lower back as I push myself in and out. Young women's asses were simply the best.

In an hour or two I drop you off at home with sore holes and thank her, saying I had a blast! She gives me a hug and says, "If you have time next week she could use another training session with you."

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Thanks for reading this it is a pretty open ended set up but I love the idea of it having become socially acceptable and even encouraged for young women to go on 'training dates'. For some reason or another, such as your character has low self esteem or just moved into the country. that I'll let you decide you have been dodging them or just not had the opportunity. Perhaps your Mom is more or less strong arming you into it.

I'm also keen on exploring the potential stigmas and such about how others might respond to your character regarding her training. We can make it a full date experience or as simple as your dropped off for a few hours of intense sexual experience before I take you back. I tend to write full paragraphs and shift between first person and 3rd person perspectives pretty freely but can lock into one if you have a preference in style.

I am open to any changes or modifications to this idea or even characters.

Below are my kinks and limits for the spicy scenes but honestly my kinks are pretty fluid and always shifting I find most "general kinky" stuff hot and a turn on. So maybe best to call these some of my top kinks currently. By no means does our story have to include all of these or even any, just gives you an idea of what I enjoy. We can discuss what specific kinks you might want to explore and story ideas if you like.

Kinks: emotional exchanges, public sex, exhibitionism, free use, dubious consent, enthusiastic consent, risky sex, anonymous encounters, just about any kind of sex, teasing, detailed writing, light spanking, anal, painal, groping, one sided pleasure, fingering, tight fit, tit play, praise, dirty talk, forced orgasms, bondage.

Limits: vore, bathroom, underage, necrophilia, sexual violence, and bestiality, you know the stuff that's gross

I am looking for an RP partner for this. I'm find discussing the idea and such with someone but please establish if your planning to RP it or not early on. I do like to take my time and have a life so I might not always respond quickly but I will always respond with quality. Please be patient, and I will extend to you the same grace 😄 )

Posted Jul 13, 2026, 10:46 AM UTC

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