Adult Virgins

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Surprisingly or not so surprisingly, some callers that call phone sex lines are adult virgins, and of all ages. They are awkward around women and socially, they find it a lot easier to talk to someone on the phone that approach them face to face and often ask for advice on what to do. I usually tell them to go to an escort to get their confidence up, since they are so uncomfortable being around women they like and all the pressure they feel literally cripples them emotionally to do anything about it.

They are often educated and have decent jobs, but have not been able to get women to like them for whatever reason and escorts can take that pressure off of them for never having done it before that makes them tongue tied and unable to approach a woman. If they’re going to go to an escort they do not have any emotional ties to this person, they are going to be able to look at it as a strictly educational encounter with no feelings of love to hamper them and make them uncomfortable. One said when I suggested this he was worried he’d fall in love with the first woman he’d have sex with, escort or not.

It’s funny how interacting with the members of the opposite sex comes so easily for some and for others it’s so difficult it’s not even an option, and ones like that still have a normal sex drive, masturbate a lot and often will turn to things like phone sex because it’s still an interaction with a woman, even though it’s a paid for one, yet it’s less intimidating than a real woman face to face. I do think men that have gotten this far in life should just go to an escort and put it behind them, it’s a real weight on some of them, and they don’t even tell other people in their lives since many times they are embarrassed to reveal they are still virgins at their age.

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Fun At The Office

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So I hired a new office assistant and things took a bit of a different turn than I was anticipating. This girl I hired was attractive, no doubt, but she had the education and resume to get the job regardless of looks. She arrived early, stayed late, always asked if there was anything even non work related she could do. She was clearly ambitious and not just a brown noser.

She had a good sense of humor as well, and I was feeling silly after having had some wine a client had brought me in before leaving for the evening and when she asked if there was anything she could do before she left for the night, I laughed and said I hadn’t had sex in a few months did you know anyone you could set me up with? I was joking of course and clearly a bit tipsy, but she closed the door behind her and said she couldn’t think of anyone off the top of her head, but would she do? I asked if she was joking and she said no, that she was bi and found me quite attractive and she’d be more than pleased to help me out. I was stunned, but didn’t say no.

She walked over to me and knelt down before me and pushed my skirt up and pulled my panties down, hooking my legs over the arm rests before lowering her face down to my already wet pussy and beginning to lick me. I gasped, I’d never been touched by a woman before, but was so fucking horny I just let her do what she wanted. I felt her tongue on my clit and her two fingers slide inside of me and go to work, it wasn’t long before she was making me cum with that mouth of hers. I couldn’t believe this was happening, but she had gone down on me better than any guy ever had. Looks like it was a good hire.

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Spying On Mommy Masturbating

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Many things callers tell me they saw in secret, in other words, they spied on someone, usually a family member, like mom or their sister. Sometimes in the shower, other times masturbating. Watching mommy masturbate is a very hot fantasy for many. Sometimes it’s by accident they come across such a private act, yet they certainly do not turn tail and run, they stay where they are and watch as long as they can without being caught, usually once mommy cums and gets up, they high tail it out of there, not until.

Imagine coming home from school early, mommy isn’t expecting you, and you sneak in quietly and hear some faint moaning and maybe a bed creaking in the background and you go closer to see what’s up, other than your cock that is, and you see mommy through the crack in her almost closed door and she’s using a vibrator on her pussy. Likely a hairy pussy, as that was most common then, and you see her tracing it up and down her pussy lips, on the outside, squirming on the bed, biting her lip, eyes nearly closed, maybe gripping the sheets.

You are instantly hard as a rock and unzip your jeans quietly and slip your hand into them and start stroking your rock hard, teenage cock as you watch her tease her clit with the tip of the buzzing toy and arch her back up and buck her hips as she reaches her climax and cries out and then pants as she struggles to catch her breath and you squirt your load out and it drips on the floor and you leave as fast and as quietly as you can to avoid getting caught, you slip back outside and come back in slamming the door so she hears you enter and her door is closed now as she straightens up, no clue sonny boy was watching her get off.

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Crossing Guard Fantasy

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A caller the other day had a fantasy I never heard of before, he was turned on by crossing guards. Now this is odd for a few reasons, most seem to be men, and most are older, usually retirees, not hot, young sexual creatures. The crossing guard of his dreams had big breasts and he wanted to pound her, so I’m guessing he wasn’t fantasizing about the retiree type.

People often have odd figures in their fantasies and often some way back experience is the root cause of them. He didn’t stay on too long to talk, so I wasn’t able to ask him the root cause f his most unusual fantasy figure, but if he calls back again I will be sure to ask, as it’s often an unusual story some of these men have that they share with me. No matter how odd or unusual, there’s usually some kind of porn pics or actual movie porn of some variation of their fantasy they can find online to sort of live it out with to a degree.

Crossing guards aren’t sexy in and of themselves, so I’m not sure why one would find that a sexy fantasy, they wouldn’t be fucking right there in the middle of the road, maybe if they had a hot body they would be wearing the crossing guard vest and little else, now that would be sure to stop traffic and get the attention of drivers! Imagine a hot crossing guard and a driver stops and bends her over the hood of his car and fucks here right there in the street as the other drivers go by, now that would make the morning commute a bit more interesting!

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Double Penetration For Sex

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Lots of people love threesomes, most seem to fantasize about the male, female, female combination, but there are certainly ones that want another guy in the mix, and a threesome with two guys many times leads to double penetration. Cock in the pussy and cock in the ass. For the less adventuresome, cock in the mouth instead of the ass is where it usually ends up.

There would be a lot of stretching with the ass/vag combo, lots of lube required. The men have to be comfortable with one another since other than a thin membrane between the woman’s vagina and anus, those cocks are literally touching, so they’d better be comfortable with one another and ok with the cocks rubbing together. That’s pretty intimate indeed. Lots of callers on the phone sex lines ask if you’ve ever been in a threesome or been double penetrated, they themselves usually have not had such a sexual experience but are many times interested in hearing about ones that have in the past had one.

It’s a common fantasy. So many guys are bi curious, but not all threesomes lead to same sex behavior, not all are giving each other blow jobs, or rubbing the heads of their cocks together, many are just wanting to focus on pleasing the woman. Whatever they all want and agreed to, have at it and enjoy. Double penetration may not be that comfortable for the women unless she’s quite loose no matter how much lube is used, just try it and see if you enjoy it before proceeding.

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