Doing the Babysitter

Posted on April 19, 2021 by Sharon

You never know if a caller is telling you an actual event that happened or just a fantasy in his mind. This caller the other night was telling me how he’s having a relationship with the babysitter of his kids. She’s a high school student and his wife is the typical cold bitch who closed her legs years ago and gives him nothing sexually. The babysitter is cute, friendly, and looking for experience and he is more than happy to provide her with some. It started when his wife went out of town for the weekend and he was going to feel overwhelmed with three kids to look after, so he hired the sitter to stay over for the weekend.

After the kids had been put to bed, they watched a movie together and things began that night. She ended up giving him his first blow job in five years as they watched the movie. He was so grateful for the attention and she’d recently discovered the joys of giving oral sex and was more than happy to try another dick than her boyfriend’s. So it began with that evening and went from there. He gave her rides home many times and they would end up going to some empty parking lot for a fifteen minute quickie.

His wife seems to have no idea, and since she’s not giving him anything, I fail to see why she’d even care he’s getting it elsewhere. So he and the hot teen have been getting plenty of fun and for the first time in years his cock is happy again. I honestly hope for his sake it’s true, men with cold wives deserve some fun. He’s a decent looking guy and is enjoying his current situation getting some pussy for the first time in ages.

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Hey There, Lonely Boy

Posted on April 12, 2021 by Sharon

Most people assume the only reason someone would be calling a phone sex line is for stimulating, racy conversation to masturbate to, and that’s usually the case, but there are certainly some men that call just to talk. One such caller has been telling me how he appreciates the fact there’s someone there for him to tell about his day, since he can’t really talk to his girlfriend about his deepest, most profound thoughts. That’s kind of sad really, that he has someone in his life but doesn’t feel at home enough with them to have deep, meaningful conversations. That sounds like some kind of superficial relationship to me.

Some people do not even have that, they literally have no one and they are just seeking a human connection, even if they have to pay for it. The same idea as going to a hooker really, they go to the hooker for sex and they call the phone sex operator for conversation. They have no one in their life to fulfill either need, so they pay for it. Is it wrong? No t really, people pay psychiatrists to talk about their problems as well, and the doctor doesn’t talk to them for free either, it’s a service that they pay for.

Just like some would rather pay a professional for their opinion, or just to listen to them, since they don’t trust the motives of people in their life for whatever reason to give them good advice. I always thought it was kind of funny when my mom said she’d sooner go tell a bartender her troubles than a man of the cloth! Hey, whatever works. Some will tell a bartender, other’s a priest, some will find their way to a phone sex line for their sympathetic ear. It just depends on what you’re the most comfortable with.

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Calm Down, Boy!

Posted on April 5, 2021 by Sharon

Some men are a bit too enthusiastic when it comes to the antics in the bedroom. Many times younger ones without much experience get over excited and simply don’t know how to behave. Others that are older, simply may lack experience and are very socially awkward individuals. Most people are never going to have proper “love lessons” if you will, so people just have to go by instinct and experience. Not all are naturally gifted in the bedroom. It can make sex a comedy of errors when someone is just bad in bed. It’s hard to give them criticism without it hurting their feelings.

Men need to be able to learn the tricks each woman they are with can teach them, to add to their repertoire so to speak. Sex is not a race, unless both partners are looking for a quickie, which is fine, when agreed upon. The two pump chumps are worthless, pitiful excuses for a man that should be mocked and ridiculed at every turn. The same holds true for masturbators, some take their time and sensually edge themselves for long periods, others are over and done in mere moments. Training a man is a lot easier when they are younger and not yet set in their ways, try training a man of middle age and you might as well try to teach a pig to sing. You waste your time and annoy the pig, er, man.

Some let their horniness get the better of them and plough right ahead. I tell guys if they have a new lady, masturbate before you even pick her up. If you’re dealing with a “loaded gun” the chances are high you’d blow that load too quickly. Get it out of the barrel beforehand and not be so over the top horny. Stuff like this is just common sense.

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I Fucked My Professor

Posted on March 29, 2021 by Sharon

To try and earn a bit extra when I was in college, I was a research assistant for one of my professors in college. He was a nice man and I liked him. He was friendly and knowledgeable, easy to talk to, and I soon had a crush on him. The more time I spent with him, the more I wanted to be around him. I’m sure he was used to female students having these sorts of feelings develop and usually fended them off. He seemed to like me though, and I decided to just be blunt and ask him if we could have an affair.

He said he wanted to with me as well, so we began our clandestine affair. He was surprisingly shy, it was cute, he was not an overly aggressive man, it almost seemed like I had to take the lead, and I was more than happy to do so. Many nights after I’d finish helping him with the research I was doing for him, we’d fuck right there in his office. Lots of times we went back to his house and I loved that, he had a nice home and lived alone, he was divorced and I was very comfortable there.

His cock was a good size, nice and thick and he could stay hard for a long time. Long enough for me to cum twice with him inside of me and he would always wait to cum until I had gotten as many orgasms as I wanted. I loved it. We carried on until I finished college and moved away for a job. We parted on friendly terms and it’s been a fond memory for us both ever since. I went back once and we had a nice weekend together and we picked right up where we left off, easy as pie.

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Accomplice Phone Sex

Posted on March 22, 2021 by Sharon

Some men with more elaborate sexual fantasies might like the idea of sexual accomplice phone sex. What is that? Well, it can get kind of naughty. If say the person they are desiring isn’t a willing partner so to speak, they just might need some help in getting them to cooperate. I can think back years ago a man I had a crush on but he didn’t return my feelings. I used to joke with a friend of mine how she could help me, and we’d talk about waiting for him after work, putting a sack over his head, stuffing him into the trunk and driving him somewhere and then tying him up as I had my way with him.

It sounds funny in a way, but if it was the other way around, two men talking about doing this to a woman, it kind of takes on a creepy, criminal type feel. Well, some guys are into that. Not all women they want are going to want them back, so they need help “persuading” the woman to go along with their plans. Not all women, not even many at all, would go along with such plans, but there are some odd couples out there doing weird things for certain.

The accomplice fantasy can be rough, or just mildly seducing, it just depends on what the caller is looking for and how far the operator is willing to go. It’s a bit more of an extreme fantasy for phone sex calls, but it certainly does have its fans. You do get men asking for these sorts of calls more often than you’d think happens. People can have a very active fantasy life and not necessarily actually do these things in their real lives, but they do like to fantasize about it when they masturbate.

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