That story about about my two favorite “cougars” colliding

Transcript

So, I'm going to tell a story that involves characters from two prior tracks because I was doing some reflecting and it dawned on me that there was a interaction involving my mother's best friend who has been the object of my intense longing and lust and all-around preoccupation, a certain kind of love honestly, for 20 years and with whom I have not had sex but have sustained a series of flirtatious and intimate interactions, some of which I shared here already, and then of course my Aunt Katie who I had an 18-month love affair with, a fact that has disseminated out into some family members' awareness and was generally well enough perceived and was certainly a formidable and invaluable learning experience for me. She taught me so much about sex and intimacy and women and pleasure and change and God, and honestly recording those tracks has definitely re-instigated a lot of mental fantasizing on my end, and you know, a real intense desire to see her and play around some, and she listens to the tracks as well and she said the same thing. She called me up and was like, get your ass on a plane like tomorrow.

I couldn't make it happen quite that quick but in mid-May I did book a weekend trip so I'm gonna try to talk her into recording a a real live track. Previously she had said she would contribute to a track but as someone else, like as a fictional character, but we'll see if I can work some magic and get her enthusiastic interest in that, and yeah, I truly can't fucking wait. Well, anyway, yeah, so if you are familiar already with these characters in the previous tracks in the catalog here then I apologize for the extended lead-in but just wanted to provide some context.

My mother's best friend, I actually did use her real name somewhere on a prior track so if you happen to hear it there, that is indeed her real name. I think I'll omit it here for now. Her name is Callie.

What? Anyway, okay, moving on. Her name is Callie.

So my mom's best friend is very, very close with my mother and conveniently lives right next door and, you know, we've always just been close. I shared in the other track that she used to, like I'd be over her house after school because she had a son of my age and one a few years older and sometimes we'd be hanging out there after school or I think my mom worked nights at the time so we'd be there for like an extended stretch of time and sometimes I would say that I wanted to take a nap or read or just hang out inside rather than go out and play sports with um her boys and whoever else in the neighborhood because I knew she would say, oh well why don't you go take a nap in my room? It'll be quieter or it won't be distracting you out here or you'll just be more comfortable and I think she quickly gathered that I liked that, that that was an invitation that was never going to turn down and as a result she didn't stop offering for having me take a nap in her room.

She, you know, played right into it and made a point of it and she never asked in front of her boys. She didn't hide it either, like it wasn't like some weird secret thing. It's like they did see a couple times like, oh why's Ben sleeping in your bed? And she'd just say, oh just it was quieter or it was darker or whatever but she would wait until they were not in the room and sort of whisper to me and leave me by the hand there and yeah I just, it was almost like especially, I mean this went on until I was, I was probably 15 or 16 and by that time it was kind of more spunkily with some, with some attitude or, you know, sassy, flirtatious vibes saying, hey Kelly, I'm feeling sleepy, can we take a nap in your room?

And the energy I got back was very much like, uh, if only you weren't my best friend's son or you were 10 years older I would throw you down on the bed and ride you until I broke your dick off but since those things are the case I'll just go ahead and tuck you in and give you a little kiss on the forehead and enjoy. So yeah, she has the, probably the best ability to maintain a flirtatious, low-grade sexual tension over a long period of time of any person I have ever encountered because, you know, usually that kind of thing dies out if you don't act on it, right? So you can sustain anticipation and tension for a while but eventually you need some intermittent experience of the thing to reinforce it.

But her and I have been playing this game of tension and flirtation and eye contact and slightly too intimate, intimate greeting and goodbye hugs and kisses and accidental gropings and cuddles. So this is a good transition to the story because I'm going on too long but sometimes um she would always stay late at get-togethers my mom would host like till the very end usually and so I got in the habit of being around them too because usually they had had a few glasses of wine and her husband had gone home and then no one else was paying as close attention to the two of us and we'd always end up sitting next to each other and yeah just cuddling basically. But given that you're talking about a man in his early 20s and his married mother's best friend, you know, more than twice his age and whose husband was there that very night, the fact that we were cozied up on the couch, head on each other's shoulders and sometimes a blanket over us or one time my hand very directly on her ass on her ass so that she was essentially sitting on my hand and she shimmied forward, looked at me and pulled her like the waistband over her skirt.

She was wearing like a black pencil skirt and a white blouse like a sexy waiter. I was fucking hostile actually. So she pinched the back of her skirt and kind of pulled it away from her lower back about an inch or two and then slid right back where she had been so my hand was now inside her skirt and her sitting on it.

Both of us kind of muzzled up under this blanket and just participating in a group conversation in the room and I guess everybody else was sort of drunk or just thought it was cute and something that they better just mind their own business about but even my own mom never said anything about it so I'll have to ask her one day you know hopefully when it's been out in the open that mama's best friend and I have a torrid ongoing sexual relationship and that's been known for 15 years or so I'll ask her if she knew back when we would end up cuddling at the end of family parties but anyway here's the actual actual story I wanted to tell one time much like I just described excuse me one second my my pants are getting sort of uncomfortable I have to unbutton them because my dick is very very wrecked I don't know is this self-stimulate while telling these stories but sometimes and right now my pants are just being stretched by this tent pole this tent pole in my pants so at the very least I need to slide them down a little bit so um um and katie and I had been sleeping together for about six months and my mom hosted a dinner party and and I were in the basement talking and a.k.a. came downstairs and sat in between us we're sitting at opposite ends of the couch so like she was inserting herself in between it was very natural and well received and everything I just realized in saying between us it could have given that image but anyway the three of us were just kind of laughing and goofing and um a lot of the energy I had just been describing like you know if anybody had observed it they would probably be like oh that's different that's not supposed to be going on necessarily but they wouldn't have said anything because it was just so natural and nonchalant and so mama's best friend asked my aunt if she was dating anyone and the reply I can't.