Again, this one didn't just happen five minutes ago, I'm feeling bored and share-y so it's time to reminisce. 🤭

So.

When I was younger, my mom had this friend... I wouldn't say she was a knockout, or any sort of unfathomable beauty, but she's one of those women who neither look nor act their age. Always in goth or alternative style clothing with black or colourful hair, always partying and doing things those much younger than her were doing. Almost always with younger men, and later younger women too.

But then when I was in my teens, this friend of my mom's, who we'll call Jen, got married to a real asshole who made her choose: friends, or him. She chose him.

Long story short, he was an asshole, and they divorced, but she and my mom never really got back to being friends.

Fast forward to about six months ago, right after Christmas but before the new year, and I'm out getting stuff for coffee from the grocery store down the street. I'm in sort of muted girl clothes, not really all that done up, and my hair was a mess, so I've got this pink hoodie on and pulled up. Because of that, I don't see her when she sees me, and I don't notice her til she grabs my arm and I jump.

Then it's all "look at you! Oh my gosh so cute" and all these other compliments and praises. For a moment I forgot that I hadn't seen her in ao long, and I just hug her in response. She hugs back, but it's... Different from when I was younger.

So we get to talking, and she says she'll give me a ride home so I don't have to walk the few blocks to the house in the cold, and I accepted because it was freezing and snowy. We both pay for our stuff, and then I follow her out to her car and we get in.

The whole time, she's chatting away telling me things, slipping in little compliments, and just generally controlling the conversation. I let her, because I tend to do that, but then somehow I stopped paying attention to her driving and the next thing I know we're pulling into a different house. I'm confused so I ask if she forgot where I lived, but she says no, laughs, and tells me we're at her house, then just heads inside.

At this point, I'm wondering what the play is here, but it's Jen and I feel like I know her so I follow her inside.

I get inside, set the bag I had down, and look up.... to find Jen standing in the middle of the hallway completely naked. I freeze, not at all expecting that, and all she does is beckon me with a finger, and then slip into a door way and out of sight. I stand there for a moment, trying to decide what I'm going to do, and then I follow her into the room.

She's standing not far inside the door, obviously waiting for me at this point, and when I get into the room she slips quickly across the gap to kiss me, shoving her tongue in my mouth as she pulls my head down to her level. We kiss for a moment, then she breaks it, smiles, and says something like "that's good," before hopping up on the bed on all fours. She wiggles her ass, then looks back at me, and says simply "you coming?"

It took me maybe thirty seconds to get undressed, and then I'm hopping up behind her and she's laughing to herself, smiling at me in the mirror on the wall behind the headboard. I put my hands on her hips, she wiggled her bum, and I pressed my already hard cock against her pussy. She began to push back, so I pushed in all the way, and the look on her face was priceless. I'm pretty sure she didn't expect me to fill her that well, because the next thing I know she's pushing back over and over, moaning really long and loud. I begin to meet her pushes and we get into a really nice rhythm. We go like that for a good while, both rocking to meet the other, her moaning, me gripping her hips and ass.

But then she drops her arms and upper body down, reaches back, and starts fingering her ass as I rock into her. She isn't rocking back to meet me anymore, but fingering her ass is making her hips tilt here and there, and her grip on my cock gets really tight. She screams, collapses completely onto her tummy, and does this little moan groan thing. Then, panting slightly, she asks "you didn't finish, right?"

I'm actually jerking my cock at this point, because moans and good reactions are such a turn on, so when she looks back at me I just nod. She flattens right out, pulls her fingera out of her ass, and spreads her cheeks. She looks straight ahead, and says simply "wanna try that one?"

Now, I'm a huge fan of anal, so when she offered me the ass my cock almost immediately starts throbbing in my hand. She has an amazingly round ass, and a tight looking little hole, so naturally I adjust my position without a word, and now I'm propped up on my hands over her hips, cock pressed against her ass hole. I reach down, run my fingers across her soaked pussy, rub the wetness on my still sloppy cock head, and push the head in. No reaction from her, not even a sound. So I push more, getting to the thickest part of my cock, and I hear this little squeak. Looking up, I see she's biting a pillow (so cute!), But when I look down she's spreading her cheeks even farther. I took that as a sign, and let my weight push my cock the rest of the way, my balls now resting against her pussy.

We stayed like that for a minute, she finally let go of the pillow, and I started slowly pumping into her tight ass. It felt SO good, the grip practically milking my cock with every stroke. I kept at it until I felt myself start to get close, then I lay my chest on her back, leaned over her shoulder for a quick kiss, and went to pound town.

The noises she made while I was needily fucking her ass were the stuff of good porn movies. Moans, and screams, and begging for it... I'd never heard Jen do any of those things before, and they were all SUCH a turn on. I usually last quite a while, but it felt pretty quick when I came in her ass and collapsed on her.

We lay like that for a while, both sweaty and freshly orgasmed. I kissed her some more over her shoulder, and then she asked if I wanted a shower, which I really did before going home. We both ended up in there together, washing each other but not taking it farther than that.

When we got out, she kissed me really passionately, and then went back to acting like "old Jen" by treating me more like a neice (we're not related but the dynamic was sort of aunt/nephew when I was a kid). She made sure I didn't need to go back to the grocery store, offering to pick up anything that spoiled, but I didn't have anything like that in my bag, so she drove me home instead.

The only other hint of naughty Jen surfaced just as I went to get out of the car at my house. She had a quick look around, kissed me quickly but tenderly, and then said "I really enjoyed that, thank you." I smiled at her, said "you're welcome" (what a dumbass I was) and got out of the car. We both waved, and she drove off.

...and that's the story of how I fucked my mom's ex best friend in the ass. 🤭