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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I Didn’t Want to Suck Him

I didn’t want to suck off my boss, but I had no choice. I was told some cost cutting measures were being implemented, and eliminating my job was one of them. My duties could easily be divided up among a few other staffers. I begged him not to fire me, and he said there was only one way for that to happen. I’m sure you’re guessing what I chose. I chose the way I could keep my job. I knew however I’d have to be his on demand sex slave and give daily blow jobs, weekly or more, fucks. I started looking for another job, but had to do this until one cropped up.

It took me nearly six weeks to find another job. By then, I’d given dozens of sloppy blow jobs to my boss, and he fucked me in every position possible. Some of which I hadn’t even known about. It’s a good thing I’m flexible. He could really keep up for an old guy. When I agreed to be his fuck slave, I didn’t think he’d be asking nearly as much as he did, since I didn’t think he’d be in the shape to do it so much, but he surprised me. He was ready, willing and able before, after, and many times even during work.

When his door was locked, no one came knocking. I hadn’t known what a sexual appetite he had, but I soon found out. He could exhaust even me. It’s a good thing I didn’t have a boyfriend at the time, since I doubt I’d have had the energy to satisfy him as well as my lusty boss. I finally found another job, and it seemed strange not to be summoned into an office several times a day for sexual servicing. It was a strange situation, but when you need money, you have to do what you have to do.

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Lick That Ass

This booty worshiping caller always likes to talk about licking ass on calls. He likes fat asses that shake and jiggle, and he particularly enjoys the sixty nine position as a woman is sucking his cock to lick her ass. He said he knows not all women are into that, but he tries to convince as many as possible to at least try it. He loves to bury his face in there and just take a whiff of it before swirling that tongue around that hole. He even likes to stick it inside and wiggle it around, which he says some won’t allow even if they let him lick the outside.

He pretty well only watches some kind of anal porn when he masturbates, I can hear it on in the background. It arouses him like nothing else. He said he’s always been an ass man. He dated a girl when he was younger and she’d decided to wait for marriage for sex, yet somehow she didn’t consider anal sex, sex. Only vaginal sex was real sex. The crazy ways people think, so he had it with her all the time, and he licked her ass a lot and she gave him lots of blow jobs as well. So this created the great need and desire for all things anal he said.

He liked it for himself as well, using prostate massagers and dildos on himself as he masturbated. He was able to cum from anal stimulation alone without even touching his cock. Not all guys can achieve that, but he can and does, regularly. He has this one with a suction cup base he sticks on a table and rides. I’ve even witnessed that on cam. He really wanted me to watch him do it, so I humored him and watched one time. He seemed to really enjoy someone watching him. He said some ladies are not comfortable with a guy using anal toys on themselves, so he keeps it all private.

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