His Aunt Watched Him Jerk Off

Posted on December 19, 2022 by Sharon

A caller the other day had a story about how he’d gone to visit his aunt and uncle and had jerked off while he was there in their guest room. Most guys are going to get horny and are going to not last long without masturbating, so it’s not unheard of to jerk off if you’re having an overnight away from home. He said he looked up at one point and his aunt was standing in the doorway and watching him. He’d not closed the door the entire way and she’d obviously caught a glimpse of what he was doing and stopped to watch.

He saw her watching, but he resumed touching himself and had his eyes locked with hers as he finished and came. Now how much of this was fantasy is anyone’s guess. Likely all of it, but in his mind in any case, he thought it a very sexy thing to be watched by his sexy aunt as he jerked off. He wondered if this was terribly wrong or taboo. I’m sure there’s tons of men and boys out there that have fantasized about being caught by a sexy older woman, and that woman just might be their aunt, or mom, or sister, or friend of the family.

Of course some have absolutely tragic stories that actually were caught that did not have good endings whatsoever. Ones that were not caught though, often have the fantasy of what might have been. They want auntie to help, join in, not just watch the festivities! I’m sure the caller never had his aunt actually watch him, but he was thinking how hot it would be to impress an experienced, older woman with his young, hard cock and how she surely wouldn’t be able to tear her eyes away from such a spectacle.

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The Christmas Party That Got Out of Hand

Posted on December 12, 2022 by Sharon

Last night was the office Christmas party. It is usually pretty raucous, but was especially so this year. I work part time at a law firm, and all the male partners dressed up as Santa Claus. I’d said to one of them I badly needed and wanted a raise and he and the other partners got together to discuss it and came up with a solution. They decided if I sucked them all off, I’d get the raise. I thought it was very demeaning and degrading to have to do some line of older men dressed up as Santa Claus.

I wanted the money, so decided just to get it over with. They acted like a bunch of idiots, calling me the “blow job elf” and all kinds of nonsense. What we do for money. Being the lawyers they are, I was made to sign non disclosure agreements so none of this would go any further. One of them was so old he wasn’t able to get it up. I think he was embarrassed in front of his younger partners. So at least I didn’t have to suck on his old dick. I can be pretty good with my lips and tongue when I want to be, so was able to get them all off pretty quickly and then tried to forget about it. I passed on the punchbowl of eggnog after the sperm though, nope. Couldn’t do it.

The extra cash from my raise will come in handy and I will know I really worked for it. There’s worse things I would have had to do. Of course I didn’t need to do it at all, I just thought the raise was worth what I had to do. Christmas always brings out the unexpected side of people it seems. A year ago I’d sure never have dreamed I’d be sucking off a line of old men dressed up as Santa Claus.

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Paying Off His Debt

Posted on December 5, 2022 by Sharon

If you’ve ever been involved with a gambler you know things can get intense. I left him years ago, but still think about some of the things that happened when we were involved. This idiot that I loved told me he’d lost several thousand dollars and had no way to repay it. I had no money either. He said they were going to break both his legs with a baseball bat unless I’d help him out of it. I shuddered to think what was going to be involved and how I was part of his solution. He told me the man he owed the money to wanted to fuck me.

I’d never met this man, but my idiot boyfriend had been bragging about me and he showed this man my picture. The man decided a evening with me would clear the debt. I was sickened at the thought of doing this but I didn’t want my boyfriend to have his legs broken. He wouldn’t have been able to work if he couldn’t stand and walk. I felt I had no choice, so I agreed to it. I met this man at his house, and what a house it was. Very large and obviously expensive. Yet he wanted me. He didn’t need the money my boyfriend owed him.

He took me to his bedroom and told me to strip, which I did. He walked around me in a circle like I was some object he was examining. He told me to suck him off on my knees, which I did. Then he had me get on all fours and accept his cock, which was so large it hurt me. I did it. I serviced him sexually that entire night until he said he’d had enough of me the next morning. I went home and packed and told my boyfriend his debt was cleared. I left and never saw him again. I hope his legs did get broken at some point after what I went through on his behalf. What a fool love makes of us.

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Restaurant Boss

Posted on November 28, 2022 by Sharon

When I was in college I worked as a waitress, and one thing I didn’t like about the restaurant I worked as was they pooled the tips. I felt I did a better job than most of the other ladies there, and I deserved what was given to me. It did not make sense to me to pool it and they get my tips. One night after work I decided to take some money out of the tip jar I felt was rightfully mine a customer had given me earlier. He’d been very generous and I did not want to share it.

The owner saw me take it. He was coming out of his office when he saw me dipping my hand into the tip jar and asked what I thought I was doing. I told him. I wasn’t stealing, I was reclaiming what had been given to me earlier. He said that wasn’t how things worked around here. He also told me if I wanted to keep my job at all, I’d best get naked and bend over that table right now. I was shocked, but did not know what to do. I needed the money, so I did it.

I was soon bent over the table I’d served at not an hour before. He grabbed me by the hips and rammed his dick into me. I figured he wouldn’t take long and this would be over. He lasted longer than I thought he would though and grunted and huffed and puffed his way through it. Calling me a bad little slut and a thieving little whore. I could feel his cum filled balls slapping against me and I knew he was getting close from his quick, jagged breaths. He finally groaned and I could feel his warm load drip down my leg. I went to the bathroom to clean up after he pulled out and I got dressed and went home to shower. What a pig he was, but I still had my job.

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Sexual Talk for the Disabled

Posted on November 21, 2022 by Sharon

There are some callers that have more than just social awkwardness. Many call because they can’t get things going with women for one reason or another. Some though have physical disabilities as well as social awkwardness, so they are really all alone. Phone sex is for them the only connection some have had with women that wasn’t of a medical nature. Ones will say nurses or care givers had to touch them, do intimate things to them like wash them or catheterize them, but nothing sexual. Some are just totally fearful and wouldn’t even consider an escort for fear of being caught or rejected.

The socially awkward ones at least have masturbation, some of the disabled ones cannot even do that, since they cannot get an erection, or cannot have an orgasm. It seems almost cruel to tease yourself and getting mentally worked up on the phone sexually if you cannot even have an orgasm to physical release, yet some do. There’s not been a lot of disabled callers, but there have been some, and the ones that have called have always been memorable, perhaps because of their rarity you do remember them a lot more easily. Especially when they’ve described their condition and circumstance to you.

Life is hard enough when you’re able bodied, they aren’t seeking pity, they just want to be thought of as sexual people, but most will never look at a disabled person that way. Sad, but true. So some will turn to phone sex for something sexual. There’s likely many that have called over the years that didn’t reveal they were in any way disabled, there’s no way to know. You can only go by the ones that reveal that they are. For ones that are, we operators are happy to help you and your masturbation how we can. Some are just glad to be talking to a woman in a sexual manner, since many never have in real life.

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