My Best Friend’s Boyfriend

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A few months ago my best friend got a new boyfriend and I was really glad for her, she’s had a lot of bad luck with guys over the last few years, and this one seemed really nice. That was the problem, he was so nice, that I, um, well, kind f wanted him for myself. I felt bad having such feelings, and felt like such a bitch for having them, but I wanted him. I liked his looks, personality, humor and had sex dreams about him all the time and thought about him when I masturbated.

A couple weeks ago I moved, and my best friend volunteered the boyfriend in question to help with the heavy stuff. I’m afraid to say that was my undoing. He was helping me set up the bedroom furniture and we quite literally fell into bed together when I tripped over a box and grabbed him to keep from going down and pulled him down with me. I was a very bad girl and took my chance, we kissed and he tried to pull away, but I really wanted him and I fucked him right then and there.

I practically ripped the clothes off of him and he didn’t put up much of a fight as I kissed and caressed him and offered him my shaved pussy. It was the best sex I’d had in years and I somehow knew it would be. I don’t want to lose her as a friend, but I fear that’s going to be the outcome, as I am going to pursue him, I do not want this to just be some one night thing, I want him for myself. I guess I’m the kind of friend they mean when they say, “With a friend like them, you don’t need an enemy.”

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Surprise Gangbang

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This guy I’ve been seeing is a bit of a rough fuck. He’s more edgy and intense than I’m used to and this was certainly made clear the other night when he surprised me with something I wasn’t expecting and I’m not sure what to think of it. I’d been expecting him to come home and have a nice evening, some dinner and then sex. Well I wasn’t planning on him bringing home four buddies. I wasn’t thrilled when they all came in. He then called me into the living room and said he had a favor to ask of me.

I asked what and he said he wanted to watch his friends fuck me and me blow all of them. I was speechless and shocked. He then told them what a good little cocksucker I was and he roughly pushed me to my knees and started to take his cock out right in front of them and told me to be a good little whore and suck it. I did as I was told and sucked him off as they watched. I was getting wet as I always do when I go down on him, and I could see one by one their bulges growing as they watched me take a good throat fucking right in front of them. They all soon had their cocks out and were waving them around my face wanting my attention once he shot his load all over my face.

I just did what was expected of me and sucked them off one by one, sometimes alternating them in each hand, sucking one cock, then going over to the other I was holding. They were all quite aroused and my boyfriend was sitting down and jerking his cock off as he watched me suck off his four friends. I then found myself covered in cum from the five of them and felt like a used slut. Then they started to fuck me, one after the other, I was being passed around like a fucktoy. I was soon filled and dripping with their sticky cum and they left, leaving me there, even my boyfriend went with them to a bar and I was left a cum covered whore.

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Dressing Room Sex

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My boyfriend came lingerie shopping with me and it turned into quite the little adventure. Once he saw me start trying on some of those skimpy, sexy undergarments, let’s just say he was hard as a rock in minutes. He said he couldn’t wait to get home to fuck, that he had to have me right then and there in the dressing room. I of course was afraid we’d get caught by one of the salesclerks and either get kicked out of the store and banned from returning, or they might even call the police on us.

He promised he’d be quiet and not make any sounds to give us away, it was already suspicious we went into the room together for me to try on lingerie, but some other husbands and boyfriends were milling around, so it wasn’t unheard of. I quickly stripped naked and he pulled down his jeans and underwear and he sat in the little chair in the corner and I straddled him. I was riding his cock, my cunt was already wet, I was grabbing him by the shoulders and just grinding on him, it was hot and fast and furious and I came pretty hard from riding him.

We could hear people literally less than two feet outside the dressing room door walking by, hangers clanging, people making comments on the items they were trying on, clueless we had been fucking our brains out right behind the door. We quickly got dressed and I gathered up the items I wanted and we went out to the counter, I got the items and the clerk was smirking a bit, so she might have guess what was going on, but we certainly didn’t clue her in one way or the other!

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Shemale Pantyhose

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One of my callers this week has a thing for shemales, but not just any shemales, shemales in tights, not just pantyhose, but opaque tights, apparently to him they give the shemale wearing them superpowers of sorts, yes, a bit of an odd fantasy. Shemales in tights are better than the rest of us, I hope someone gives Bruce Jenner, er, “Caitlyn Jenner” the memo. Sounds more like some shemale superhero combo fantasy, was a bit odd, but we phone girls aren’t here to judge, just to listen and empathise.

Shemales and trannies are no doubt growing in popularity, they are increasing in visibility and making their way into the sexual consciousness of men globally. Ones that haven’t tried them are thinking about them, ones that have been with them can’t seem to stop thinking about them and want to do it again. The allure of the “girl” with the surprise is a strong one these days and many men that desire cock have been turning to trannies to get some. They get the boobs too, so the best of both worlds to some of them.

Some have a nylon, stocking and pantyhose fetish, but I’ve not heard the two fetishes combined until this call, where the superpowers come into it is anyone’s guess. There are indeed some odd fantasies out there, and increasingly shemales are staring in them. More and more callers tell me they have either been to a shemale escort or are considering it or they picked one up in a bar and did sexual things together. Many are shocked they so took to a shemale when they have no previous experience with one, but strange things can happen in life, this is just one more.

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Old & Bold

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One might assume all guys are looking to fuck or phone college age girls, well MILF’s, GILF’s, cougars etc. are the fastest growing genre in porn and phone sex. Yes, some guys will always prefer the nubile types, but others are seeking more experienced ladies. Ones that have been around the block a time or two and that are more giving and patient with the callers and more up to date on their fetishes.

Several callers over the years have expressed sexual interest in seniors, and not just ones slightly over fifty, but ones up to eighty five have been mentioned by callers. Old age homes aren’t quite becoming the most swinging pick up joints just yet, but there are many men that have mom and even grandma fetishes going on. Many times childhood glances of grandma or mommy getting dressed or getting out of the tub had lifelong memories for them and masturbation often is tied to those clandestine glances.

Many times they may have been caught masturbating and being caught in a sexual act is often the root of a fetish in and of itself and they often seek a woman that’s older either to fulfill that early and lasting fantasy, or in rare cases even enact it and have it played out to a much naughtier degree. Getting caught and spying on grandma or mom, can often start the fetish for much older women that will last a lifetime. So next time you see an older woman about, think somewhere someone might be jerking off thinking of her.

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