I Look Like His Sister

This new man I’ve been dating is really hot in bed. He loves to make me cum more than any guy I’ve ever been with. My pleasure makes him crazy. I think watching me cum gives him more pleasure than actual sex does. It all kind of fell into place when he brought me to meet his family. I look very similar to his sister. It’s uncanny. We look like we could be sisters, even our voices are quite similar. I was beginning to think he had a thing for his sister since he chose me. I asked him about it.

He said he was attracted to her physically, but he’d never act on such feelings. The family seemed a bit shocked when they met me how much I looked liked her. I don’t see this relationship lasting, since I think every time he fucks me, he’s fantasizing it’s his sister. I expect him to cry out her name in the throes of passion at any time now after meeting her. The sex is so good though, I’m not in any rush to leave him. The way he licks my pussy, it’s as if he’s worshiping it, and it feels oh so good.

I bet he’d adore a threesome with the two of us, but I can’t mention that to him, that might give him ideas of me being interested in such a thing. Many callers have mentioned their sisters in the past. One said he liked to watch his sister masturbate and he’d watch her since she’d leave her door open a crack. You never know what sorts of fantasies men have going on in their heads, even about their own family. So many perverts out there, and she likely hasn’t even got a clue about his attraction for her.

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The Baby Maker

My husband and I were trying to get pregnant for the last couple of years. After some tests, we knew it was his low sperm count that was the obstacle. He has a brother with several children and we discussed asking him to father our child. None of us has a lot of money though for fertility treatments through a doctor. He didn’t want me to have sex with his brother, and the brother’s wife didn’t want that either, though she was ok with him being the donor. We said we’d find a way to get his sperm in me with no actual penetration.

We discussed it and came up with the solution of him jerking off into my open pussy. We’d see how many cycles it would take to get me pregnant. It was kind of awkward at first, but we decided to just do it. It only took a few times and two cycles for me to conceive. The blasts of cum he shot into my pussy were immense. I couldn’t stop looking at the sheer volume of his sperm that came out and that went in me. My husband had a few medical issues as a kid, so we thought it might affect his fertility and it had.

After I got pregnant, I resumed fucking my husband. I’d never tell him, but I started to fantasize about his brother and his cock. I can’t act on it, but his big, fertile cock and how he got me knocked up in only a few tries. It makes me wet to think of it. I’ve been so horny during my pregnancy, I’m masturbating a lot these days. I love to fuck every night and I know I will always think about those times he jerked off into my wide open pussy. I only wish it had been deep inside me.

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He Fucked His Bear

There’s been a few times over the years where a man will call and reveal he’s masturbating with a teddy bear. It’s honestly always disturbing and unexpected when someone mentions this. Last night a guy called and said he was in his basement with a four foot tall teddy bear he was rubbing his dick against and humping. He said his wife was upstairs and he kept this toy hidden down somewhere in the basement where she wouldn’t find it. I asked if it was all covered with cum and crusty. Ewwwww. Of course the answer was yes. He said when it gets really gross he throws it out and gets a new one.

He said this stated when he was young and has just never stopped. He also wanted me to call him teddy bear, which was even more odd. He said his wife would never understand. No, I bet she wouldn’t. Most sane women would never tolerate such deviant behavior if they found out about it. Can you imagine some poor woman’s shock if she found some four foot tall cum encrusted bear hidden in her basement? It’s like something out of a horror movie to be sure.

I asked if he couldn’t just wash it, and he said no. More like he wouldn’t want to have wifey come in mid wash and see it. The gross and deviant behaviors some of these callers confess is something normal minds couldn’t concoct on a million years. His wife would sure be shocked to find out a stuffed toy is his preferred fuck buddy. Maybe she doesn’t give him anything anymore, he didn’t say. For ones that started masturbating with toys decades ago, perhaps it becomes an ingrained behavior and they have no intention of stopping it. Even though it seems odd to be doing something with toys as an adult.

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All Alone in a Hotel

A caller today called from a hotel while on a business trip. That’s actually pretty common, but he was calling from the Middle East, very far away. My first thought was I hope the hotel doesn’t find out he’s making phone sex calls, they’d drag him out and behead him in the town square for moral indecency or some such charge. You do not fuck around in those countries. It amazed me they allowed the website he found me on, since normal any adult websites would be blocked in those countries. I guess for businessmen at hotels they perhaps have more unrestricted internet than the citizens would be able to access.

He was going to be there over a week more, it was very hot, as one would expect, and he was tired after a long days of business meetings. He got back to his hotel room and was tired and horny before bed, it was only afternoon here, but already after midnight over there. He wanted a lovely lady to talk sexy to him while he stroked his cock, not too big of a request. He said if I was in the hotel room with him he’d love to have me suck on his cock, then him go down on my shaved pussy and then fuck me. Pretty normal requests.

Needless to say it didn’t take the poor man long to cum he was so exhausted being half way around the world and just seeking a bit of comfort on the phone with a stranger in the middle of the night to help himself get to sleep. Men often call while away on business trips. In fact some callers only call while away in hotels like that, away from wifey and prying eyes. They have the privacy and can just relax, even if only for a little while.

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He Watches His Aunt

One caller that’s kind of a sad case is a young man in his twenties that has a thing for his aunt, who’s in her fifties. He’s not quite right in the head, he might be autistic, he hasn’t said his actual condition. He’s a virgin and very shy around women. He’s not even the first caller that falls into this category. He holds down a menial job, but has no experience around women. He lives with his mom since he’s been taken advantage of when he ventured out on his own and had roommates in the past. His aunt, the sister of his mother, hangs around a lot.

They seem to come from money, since they have a summer house on the Cape and they go there in the summer and it’s up there he’s gotten glimpses of his aunt when she’s in her swimsuit, or using the outdoor shower, or showering in the bathroom and he’s peeked through the door at her as she’s toweling off. He has seen her hairy pussy and he fantasized about watching her masturbate. He’s got cousins that have offered to set him up with a hooker to lose his virginity to, but he’s just to shy and he’s backed out at the last minute.

It seems nothing will ever change for him if he keeps backing out. He’s quite immature, and sneaking peeks at his aunt is as close as he’s ever gotten at actually seeing or doing anything with a real woman. He’s watched porn a few times, but his mom caught him and shamed him about it. It’s kind of sad really he’s a grown man and this is the extent of his experience, but he’s not the first one that’s called like this, there’s several in this type of situation.

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