An eventful last day of our fwb’s visit

Transcript

Yeah. I knew you would be okay with it. I just still wanted to distract, you know? Like I said earlier, there's only two people in the whole world about whom I have so intensely fantasized.

And I think, if anything, my ability to do so was probably honed with her. And then I took that and ran with it to keep my lusting after you primed and imagination growing and developing and coming up with all kinds of fun and hot and raunchy scenarios. I think that that ability to use my imagination largely came from all the time I spent fantasizing about my next-door neighbor and my mother's best friend.

It was like a second mother to me in a lot of ways. But we always had a certain bond that everybody recognized. Nobody could really say anything about it, though, because, well, what were they going to say? But, you know, it's not like anything truly inappropriate ever happened.

And if anything, they were probably jealous or thought it was hot or sweet. But my current partner, I just can't really go off to imaginary la-la land like that. It's too good and I care about her too much.

Yeah, it's just not like that. Although we are very open and do, at times, role-play. Miss Kelly, my mama's best friend.

And my sweet baby does a damn good job. She really does. But she's not been so confident or able to surmise exactly how you would show up to such an interaction before these last few weeks.

So, yeah, that's what I'm thinking as you leave, is that this will be the first time that I've had that desire stoked that I won't likely spend the next several days without somebody else closing my eyes and dreaming as hard as I can that it was still you thumping your big booty onto my hips and coming like a rocket like you do. Hmm. Yeah.

You know, you know how you asked me if I'd given any more thought to why it is I am not, you know, why I'm straight, basically, because we used to always joke, you know, around the time we met that I was straight, but not for lack of trying, you know. And, yeah, I mean, I've always been open to scenarios that, you know, more strictly-minded straight guys would eschew. And something just totally came to mind that I feel like I can share with you, because you are one of my longest running and least judgmental friends.

So, yeah, as we said, me being straight is not for lack of trying. And, you know, in the years before we met even, there was some more active experimentation. A lot of it in line, I think, with what a lot of young men undertake, but some of it perhaps just a step or two beyond that.

And of that, I am describing as a step or two beyond. A good deal of it happened with my mama's best friend's son, who was my same age, and who I taunted quite a bit, all in good fun, but sometimes it got under his skin. About the connection and sweetness and attraction that existed between his mother and I.

Because, as I hinted at, she could be rather bossy and short, and she was very accomplished, professional, and very direct communicator. And, yeah, she did not take any shit from anybody, and sort of was that same way with her own boys. But, when her and I interacted, even if it was a scenario that had come up between her and them and she had been harsh, she would be nothing but syrupy, sweet, and patient.

And put her hand on my arm, or ruffle my hair, or give me a kiss on the cheek. So, of course, you know, it was inevitable that he'd pick up on that kind of thing. And I don't mean to suggest that I was a complete asshole about it all the time or anything, because really I wasn't.

I mean, can you ever give someone a hard time beyond in the mildest sense about having sex with their mother and not be an asshole? I don't know. But, I will say, he was a bit, you know, wild or kinky, if you will, himself.

So, one, I think he got it. And two, I think the little twinge moments where I turned him on were more pronounced than they would have been for most other people. Let's just leave it at that.

There were definitely times when he played along and gave me right back that, yeah, absolutely, his mother would suck the fuckin' red off a fire truck that she would have me pulling the sheets out of my ass. And wouldn't I be so lucky? Many people in my position would have given him a hard time about or shared with the other people in our class at school.

And I never did anything like that. Not at all. But between the two of us, I totally adopted the habits as if, I don't know, we were in, you know how there's, like, my stepmom showed my boyfriend and I how to fuck?

Yeah, stepmom teaches daughter how to give a blowjob with her boyfriend. Porn and stuff like that. I totally paired that sort of vibe with a gender reversal and a cuckold scene.

And ran with that quality of dirty talk, not even knowing it, and amidst some, you know, heteroflexible on my part experimentation. And, you know, oh, you know what got me down this road? And again, thank you for being my, you know, most nonjudgmental friend that I can just share this shit with without a bit of hesitation.

But what got me down this track was that some of the most intense imagining I would do would be in her house. Maybe even with her pillow or where she sat on the couch in their living room, or just a mental awareness that that's where I was in their house. And her son would suck my dick and I would close my eyes and very intensely think about it being his mother.

And after a while he caught on that my mind would be intensely elsewhere and I might have let a comment or two slip out. And he said, what did you say? And from there it sort of opened a floodgate.

And I said, you know how your mom's always so sweet to me, how she lets me take naps in her room. She saw me in her pantry the other day. She didn't do a goddamn thing to stop me.

It's only a matter of time before your mother and I are carrying on a torrid love affair. And he'd get flustered and kind of stomp off or be like, shut up or tell me your mom's hot too. And I'd say, yeah, I know your mom's hot and I'm going to fuck her sooner than later.

And he'd reply again, your mom's hot too. And then I'd say, do I need to state the obvious here? I said two sentences.

You only shot back with one. And then he'd stomp off again. And yeah, that went on for a little while for sure.

He seemingly couldn't get enough of blowing me and seemed to resent but also find that whole piece of it hot. I've thought a lot about the whole gender dynamic and why. You know, there's plenty of my stepmom and me porn, but there is barely any or honestly not even a single scene I can find of I fucked my good friend and his stepmom or and his mom.

That's not so much a thing, but what do you think? Couldn't it be? Because I imagined it very, very detailed and focused as he did that.

And I gotta say, he wasn't bad. I mean, it certainly helped me get in the mood if I dipped into the bathroom of her bedroom and smelled a pair of her panties or her towel or imagined her catching us and joining in. But all things considered, it wasn't the worst I'd ever had.

It didn't convince me to pursue men, but honestly, if that fantasy were to come to fruition, then I would do a whole lot more than just let him give me head again. Oh, we're actually, we're coming up towards the house. Here, yeah, pull into the driveway.

Two houses to the left. Oh, would you look at that? She is outside.

I knew she would be on a nice spring day like this. Yeah, let's just go up and introduce, yeah, I'm going to leave the recorder in the car, but let's, you can park right here. Let's go up and say hello.

Yeah, you see what I mean, right? You get it now, don't you? Everybody does after meeting and talking to her.

Sometimes I've shown people her picture and they're like, oh yeah, she's pretty. But when you meet her, hear that voice and just feel her energy and see our dynamic, nobody has not been like, oh my fucking God, I get her 100%. Gosh, you know, I love having a thing with a married woman too, because, you know, she's content.

She's not jealous. She's not up in my business. But she is independent enough that if I text her and say, mommy, I need it, she'll make some room.

She's got no qualms about telling her husband, you know, she's got a girl's night or a work thing or whatever. And rendezvousing in a hotel, you know. It's ironic too that when she said her husband is in Philadelphia for work, usually he gets sent much further.

That's right near the airport. Do you remember what hotel she said he was staying at? The Hampton Inn by the airport, yeah, yeah.

I know where that is. It's gonna be like right at work quitting time when we go by. I think we should pop into the bar and chat him up a little bit, or you should at least.

Yeah, I'm serious. I wanna see, I don't know, I'm just curious, if we send you in, and he is in fact there, and you come on to him. I'm curious, one, if he'll reciprocate, because he kind of knows what all goes on between her and I, I think.

So I'm curious if, one, he'll mention that, and two, if he'll accept or rebuke your advances. You're down? That's it, I knew I could count on you.