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Naughty America

Last Update »   August 29, 2014

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Young Man Has Sex With Grandmother's Friends

Some people might consider "Brian" to be naughty. Others might consider him just plain nutty. How come? Well, when Hillman gets horny, he is willing to sleep with practically any woman, including his grandmother’s friends. He spilled the skeevy beans to Phoenix-based TNA citizen journalist Taylor S.

Taylor S.: Man, I know a girl who slept with her dad’s business partner, but you actually slept with your grandmother’s friend?

Brian: Yep. I don’t know whether to feel ashamed or proud.

Well, it’s up to TNA readers to decide. Tell me how it came about.

It happened about five years ago, when my grandmother turned 70. We held a party for her at her house and invited all her friends. Now, she may have been 70, but she has always been young at heart. Back in the 1960s, she started getting into stuff like yoga and health foods so she looks at least 10 years younger.

She only looked 60? Wow, that’s young.

[Laughs] Well, okay. But, anyway, she’s in pretty good shape for an old lady and so are her friends.

Tell me about it.

Well, I went to the party more out of obligation than anything. I love my grandma, but I don’t always like crowds and there was going to be a lot of people I didn’t know – or worse – people who saw me when I was a baby who are going to tell me how much I’ve grown.

Oh yeah. That “I remember when you were knee-high to a grasshopper” shit.

Exactly. Well, there was a little bit of that, but I did the mingling bit. And I ended up talking with my grandma’s yoga instructor.

How old was she?

She didn’t say, but she looked to be in her late 60s. But she looked good for her age – and not like she had plastic surgery or anything.

So she was fit?

Yeah, and stylish for a woman her age. And she was cool. She was really funny and she had heard about my budding music career and asked me about it. I asked her about yoga because I do it sometimes. After about five minutes, we both kind of stared at each other. It was weird.

How so?

Uh, it was like we were seeing each other’s souls, and age didn’t matter.

Sounds pretty New Agey to me.

Maybe, but there was some strong chemistry there. She seemed almost taken aback by it. She even ended the conversation by saying she needed to talk with someone and she walked off. But she kept staring at me, especially when I was talking with this one girl who was closer to my age.

Why didn’t you go for the young one?

She was my cousin. I’m not a perv or anything [laughs].

So what happened?

Well, she was getting ready to leave so I asked for her phone number so I could possibly take a yoga class.

That was your excuse?

That, plus -- and I made this clear -- I thought she was cool and wanted to talk with her some more. She liked that.

smooth.

Whatever [laughs]. Anyway, I had another drink at the party before heading on home, but, just on a whim, I called her up. Anyway, I was a little buzzed and I probably wasn’t thinking straight, but I told her I thought we had some unfinished business. Then I asked her if she wanted to go out for a drink since it was still early. She declined to go out, but she invited me over to her house which was over in Scottsdale.

And you went?

I did. When I got there, she invited me in and we made small talk. We shared a glass of wine and then I told her I wanted to learn some yoga.

But you’re not supposed to do yoga when you’re buzzed.

Yoga wasn’t what I had on my mind. It probably sounds sick, but if you saw her, I think you’d agree that she was one hot old lady.

Let’s agree to disagree on this one, okay?

Whatever. She did offer to show me some positions and, at one point, when I was bent over with my head practically on the floor she got close to me and I snuck a drunken smooch.

How did she react?

She smiled and then she acted shocked. I got out of the position and said, “C’mon, we’re not kids here. Well, I’m not, anyway,” and she laughed. Then she said, “Do you know what you’re doing?” and I said, “Let’s find out.” We started making out on her couch and she said, “You make me feel like a little girl.” I said – and I admit this was kinda tacky, “Well, right now, I feel like an old lady.” Then I lifted her up and took her to her bed.

What happened after that?

We basically fucked and sucked each other for about a half hour. She really got into giving me head.

You didn’t go all night?

Nahh. Although I thought she was sexy with clothes on, the age factor really sunk in when I took her clothes off. I tried turning the lights off but I felt each wrinkle when I grabbed her tits and ass. And this was a woman who had a tight body for her age. So while I did what I could to get her off, and she definitely was into pleasing me, I can’t say it’s something worth masturbating about.

For you anyway….

Yeah.

What happened afterwards?

Well, she wanted to cuddle, and I wanted to leave. I made a promise to call her and left. After that, she called me a couple times wanting to have a booty call, and I tried to do it one night, but it was just awkward.

How come?

It seemed like we were forcing it. So I told her I was seeing someone else.

Do you ever run into her?

Once or twice at my grandma’s house and we just acted polite. And, just recently, I was at a jazz club and I started talking to this hottie and I brought up yoga and she mentioned her grandmother taught classes.

Let me guess: She was the old lady’s granddaughter.

Correct. We’re going to go out later this week.

What will you do if Grandma tells her granddaughter you fucked her?

That’s the thing. I’m curious to see the reaction.