The Allure of The Tranny

There’s no shortage of callers that confess to either fantasizing about being with a tranny or shemale, or ones that say they’ve actually been with one. Men in smaller cities or towns seem to have a much harder time than ones in large metropolitan areas, since there doesn’t seem to be too many trannies out in the sticks. They have to rely on porn they find online to satisfy their cravings unless they are literally willing to make a special trip to town to either see a tranny escort, or go looking for one in some bar.

There’s no guarantee of course even you go searching in bars that you might run into one, the escorts are limited, so many that fantasize will simply never get to have a real one due to them being harder to find and get than women. These men insist they are not gay, but they want a cock, seems an absurd argument, but they have their ideas about what it means to be gay, and a tranny to them means they aren’t.They crave the cum of another man, they are nearly always wanting to do the sucking of the tranny, not the other way around, they want the tranny to be the dominant party.

For some that crave something they will most likely never have, they are just in a state of longing their whole lives about it, but sometimes the reality will not meet up to the fantasy anyway, so perhaps some fantasies are best left in the mind and not brought forth into reality. Many will even call while sucking on toys they have and are pretending it’s a cock, that is actually quite common, they want to make it seem as real as possible, and if a toy is as close as they may get, they want to give it a shot.

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Doggy Style, Please

I love sex in all sorts of positions, there’s not really too many I don’t like, maybe if they aren’t that comfortable, or you get stiff in one position for too long, but I do love doggy style, and so does my boyfriend. There’s no doubt it makes your clit stick out in that position, so either I can work my clit with my hand, hold a toy on it, or he can reach underneath and do it for me, it has a lot going for it, so we choose that position around half the time we fuck.

One guy in the past I was with didn’t really care for that position, since his dick was kind of small and it would pop out with every thrust, so we pretty much fucked with me on top, since it would stay put in that position. I love having my tits squeezed, so from behind also works well for grabbing onto them and pulling on my nipples in that position as well. It’s fun laying on my stomach, or up on all fours, I’m pretty flexible as to what makes me happy and what I can get off to.

A nice, lubed up cock sliding into me from behind, what’s not to love? I can get my ass spanked, which I also enjoy, I like it a bit rough at times, and a good bottom smacking that leaves some dark pink hand prints on me can be a good old time. Many times when I masturbate, I will flip over on my front as well, but it can make your hand and arm numb after a bit, but the way your clit sticks out makes it worth the while, you can really stroke it good in that position. My boyfriend loves watching me do that, as well!

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Wine Me, Dine Me, Sixty Nine Me

I love getting oral sex, most people do, and my boyfriend also loves it as well, but I’ve always preferred the taking turns method to the simultaneous “sixty nine.” I like to focus on me and then it will be your turn, but he really introduced me to the pleasures of the sixty nine and how it can be done so both are getting pleasure the entire time. I have to admit, it is fun, taking his throbbing dick in my mouth at the exact time he’s licking my tender little clit, I do indeed love the feeling knowing he’s feeling just as good at the same time, like when we have intercourse.

My shaved pussy right on his face, the wetness spreading all over his mouth and face so he’s like a glazed donut from ear to ear, as I deeply take his thrusting dick as far down my throat as I can get it. He bucks his hips upwards to further get down my throat, so it’s a bit of a deeper position with me in that sixty nine position. He loves how my juices just drip down my cunt lips and he just laps that sweet nectar up and out of me.

He likes when I suck on his balls as well, and stroke his dick up and down at the same time, then pop his dick in and out of my mouth, swirling it around the salty head and deep throat as much as I can of it. I do enjoy pleasing him, and he pleases me as well, so I will see if I can get used to this position, it takes a bit of effort to make me cum and I need to concentrate to do so a good deal, so working on him at the same time can be a bit too much coordination for me at the same time.

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Showing Off

One thing I used to like to do years ago before I got into phone sex was go on video chat sites and show off on cam, for free, just for the hell of it. I enjoyed showing off and getting compliments on my body, knowing I could so easily turn men on while masturbating and having fun myself, that’s what lead me to phone sex in the first place. I’d get home from a long day at work and feel horny, and I thought hey, why not show off and masturbate on cam and get some guys horny as well?

It all started innocently enough, and soon I didn’t even want to think about masturbating unless I knew at least one person would be watching. I got even more wet than usual when I knew some guys were stroking their cocks as I was fingering my cunt. Some of them would show on cam as well so we could watch each other, but watching never did it for me, I preferred to show and do the giving. Some women get off on being used and treated like sluts, it sounds humiliating, but it’s a feeling some of us crave.

I always liked to be treated like a whore by my boyfriends in the bedroom, not anywhere else, but in the bedroom, yes, so now I could felt that way even though I didn’t have a boyfriend, I had strange guys watching me squeeze my tits, lick my nipples, play with my pussy and slide toys into myself. Many times I didn’t even have the cam aimed so my face could be seen, it was from the waist down only they could see, but I loved being watched. I haven’t done that in years, but I think about it when I masturbate even now.

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Bad Babysitter

In my teens I did a lot of babysitting, and some of the kids were not more than a few years younger than I was, but I still should have known better, but when you’re younger things just happen, they don’t seem inappropriate as they are happening, it’s sometimes only years later that things will take on a much different perspective than when they were happening.

I often sat for this one family over the weekend, the parents liked to go out of town for the weekend and I’d often stay over on Friday and Saturday nights and then they would return late Sunday nights. Their two boys were really nice, the one was younger and not much trouble, but the older one could be a handful, and he was too curious for his own good. One night after I’d put them to bed, I was so horny and been waiting for them to go to sleep so I could masturbate. I slept in their parents bed when I stayed over on those weekends.

I was finally alone, the house was quiet and I was rubbing my pussy so good. Imagine my surprise when I looked up and the oldest son was standing in the doorway watching me. I froze and he said he’d heard noises, my moaning obviously, and he came to see what the noises were. He walked over to the bed and asked if he could touch my pussy. I shouldn’t have, but I let him, and I told him how and he was a quick study. I made him promise to never say anything to anyone and he swore he wouldn’t. He then rubbed his cock after he made me cum. I didn’t touch his cock, but I watched him, and he rubbed my pussy many times after that first night when we were alone. I was a bad girl for letting him do it, but he seemed to like doing it and I enjoyed it as well.

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