I am a switch – I go from the best girlfriend to the best sissy training phone sex princess ever. I’ve been very focused on humiliating my new favorite loser. He actually used to follow me around in high school, such a creep. Now he’s came crawling back to me, but for lessons on how to be a sissy whore. I was more than happy to help, and I’ve been spending all morning perfecting his sissy maid training. He had to really max out his credit card to make me happy! I bought him and myself tons of whore clothes, and makeup. Let’s not even get started on the shoes! I only had to make a few phone calls and my friends were there to humiliate, and of course fuck his tight sissy ass! He honestly tried to tell me he’d never sucked dick before, and never even had one in his ass. I knew he was full of shit though! Soon he was my bitch, and loving every second of it.
Category: Cuckold phone sex
Naughty Teacher Farah
Naughty teacher Farah has a nice ring to it I think. There is a lot of truth in the moniker too. Summer time I normally never teach, but I was asked to teach one summer school class this year. The money was pretty ridiculous, so I said yes, even though it cut into my pool time. Today was the last day of that class, because regular classes start back up in 3 weeks. Oh where has the summer gone? On the last day of this 4 week writing class, one of my star pupils stopped by to discuss his final. I didn’t really know why. He earned an A- on it and got an A for the class. When he showed up, I knew what it was all about. He had a crush on the teacher. He couldn’t make eye contact with me. I cock teased him a bit to make sure. Instant boner in his shorts. You can tell by the way a man shifts his stance. I ordered him to pull out his cock. He looked shocked that I would say such a thing, but he didn’t hesitate. I was disappointed. It was no bigger than a cocktail wienie. A young stud like that should have at least 6 hard inches for his sexy teacher; instead he had like 2 inches hard. A hot sexy woman like myself demands a certain cock size and he didn’t measure up. I would do him a disservice if I fucked him. I would have to fake an orgasm and he would grow up to be one of those clueless men who thinks cock size doesn’t matter. I gave him some adult education. Honesty is the best. I told him he wasn’t big enough for me, but he could worship my ass and pussy. Again, no hesitation. He was just happy to be servicing me. I am going to give him some private tutoring sessions. He needs to learn all about cuckolding sex, because he is never going to get pussy with a 2 inch dick.
How Humiliating
It’s been a while since I have had a client that wanted a little humiliation. To be quite honest…it was not hard to do. This poor man dropped his pants and had the cock size of a lil smokey link sausage. I looked right at it and thought to myself but out loud…asking “What in the hell am I suppose to do with that”!? My hand was useless there was no way in hell I could get a grip in that micro cock and I refused to even let something that tiny near my lips. He stood there and grew a little bit big, the harder I laughed. I was really taken back. I mean being an escort I have seen cocks of many sizes but this one has taken the cake for the itty bitty cock club. So I did the best I could do for him. I laid back and played with my pussy while I made him stroke that sad excuse of a dick until he squirted the tiniest amount of cum I had ever witnessed. I am sorry but I have limits and I refused to waste my time and energy on a teenie weenie!
The Best Phone Sex is Sissy Humiliation
The best phone sex is sissy training phone sex. For me it is at least. Maybe not so much for my sissy callers. You see I make sissies prove themselves. Nothing annoys me more than fantasy sissies. I want my sissies to do humiliating tasks and send me photos. I want to know they are really wearing women’s panties because I prefer real sissies. I train my new sissy callers to my particular tastes. I love sissy humiliation, so every new sissy caller has an embarrassing task they most complete before calling me a second time. My latest sissy needed a lot of help. He gets high and gets sissified. He always insisted that if it were not for some high end cocaine and pharmaceutical Mary Jane, he would never have sissy thoughts. Bullshit. We all know that when you are high or altered your freak flag flies high. That is when you are at your most honest. You do not deny yourself feelings of guilt or let societal norms dictate your behavior. So guess what? If you are a sissy high, you are a sissy in need of a sissy trainer who will push you to be the perfect sissy all the time.
Meet Katie, formally known as Ken. Her first task was to buy some pretty lacy panties. Her little clit stick would be lost in boxers. She had to be clear that she was buying the panties for herself, not a wife or girlfriend because women deserve bigger than an inch worm. Her second task was to write humiliating things on her feminine body like “tiny dick loser” and “I clean bull’s spunk.” Of course I needed pictures so I could post on my blog and know she was being a good little obedient sissy. I made her text the picture to ex girlfriends and apologize for not realizing sooner that size matters . I helped her pen an ad for Craig’s List to find a big black daddy to help her hone her cock sucking sills.
Katie has come a long way in a few weeks. With her sissy trainer / phone sex therapist helping her, she will become the best cock sucking sissy faggot out there. Do you just need a sexy no nonsense sissy trainer to be the best sissy you can be too?
Sexy chat with my mom’s boy toy
I am such a whore. My mother got this new boyfriend and he is like my age. I do not know what she was thinking. I might still have some hostility built up about the fact that she left my dad. Well today I am hanging out with her boy toy and they are throwing a party, since I met this dude he has been constantly checking me out and eye fucking me. My mother is too stupid to catch on but let’s see exactly what this guy is about. He is going to be the first one to make the move also. We are all drinking and I am purposely making it really hard for him to look away. I decide I am going to go to the bathroom and freshen up and guess who is trailing behind me? My mommy’s toy! Oh how fun, I’ll take my sweet time closing the door so that he can barge through. Guys like him are so predictable. I think I am going to steal her boy ha! He pushes my up against the sink and starts getting extremely handsy. My pussy is getting rubbed and my tits are getting groped. He slips his dick out of his bathing suit pants and right into my cunt. His dick is fast and long. I see why my mommy likes him now. He is pumping hard and fast in and out of me.
Phone Sex Therapy for Cuckolds
Phone sex therapy is often required for cuckolds. Men with tiny dicks need tough love. Poor fellows were already born with short dicks, but they can’t grasp certain concepts like size matters. I use a unique form of therapy I like to call “wake the fuck up loser” reality therapy. This guy I know has been wanting to bang me for ions. I was not caving because he sent me dick pictures. I knew he had a small dick. Even though I told him he was not big enough for me, he kept insisting. He pretty much hounded me for months, until I put him in his place. Better check yourself before you wreck yourself guys. If you have a small cock, do not live in the land of denial. I had Kip come over. He actually thought I was going to fuck him, or at least blow him. Stupid with a little dick. It sucks to be Kip. When he arrived I was entertaining a real man. A guy with the kind of cock I deserve. Trent had a 10 inch cock. Thick too. “Sit down loser,” I told him as he entered my house. “You are getting some therapy for your dick issues,” I smirked. I sucked off Trent right in front of Kip. When Trent came in my mouth, I spit it on Kip. “You are a far cry from a man,” I giggled. As a phone sex therapist, I deliver the facts. Kip saw how much Trent’s cock filled my pussy up. He saw what a struggle it was to take such a nice cock deep in my mouth. He saw me squirt on Trent’s dick. Sorry guys, women only squirt when your cock is long enough to find our G-spot. I saw the facts of reality slap Kip in the face like a big pair of balls, when he realized I needed more than what he could provide. It was a therapy session gone good. I got a nice big cock and Kip learned that size matters.
Felecias’ Phone sex therapy can help you please your wife..
Shhh shhh, don’t you cry! You silly man, you came to me. Remember that fact. You cam crawling to me, begging me to teach you how to please your wife. You want to make her happy but you just don’t know what it is that makes her so unhappy. Now take a nice deep breath as I push this fake cock deeper into your tight asshole. You have found porn on her laptop.. Porn with women in charge and you want to make her happy.
That is where I come in. I will turn you into an anal sex whore who craves a big cock deep in his asshole.. Take this big fake cock as I thrust in and out of you. Wipe those tears.. or I’ll give you a reason to really cry.. Your tiny cock wont make her happy.. but letting her fuck your asshole will!
Sexy chicks for game night
I love getting together with a group of friends. I am having some friends over tonight and we are going to drink some wine and have a game night. I was expecting a PG game night, but that never is the case when you get hot and horny people together.
It wasn’t even fifteen minutes into the night and I already had my feet wrapped around a hard cock under the table. I got up to go to the kitchen to grab more wine and I ended up pressed up against the kitchen counter tops with a cock pressed into my pussy mound.
It was throbbing hard and huge. I climbed up on the counter letting him spread my thighs open so that he could find his way into my pussy hole with that delicious man stick. I was about to squirt on his bare cock when the rest of the crowd decided to check on us in the kitchen. He was ten inches deep in my pink wet pussy, when they decided to jump in and join us. My girlfriend got naked and started to undress me.
She was squeezing and licking my tits as that cock kept thrusting in and out of me. Another one of our guy friends jumped in and whipped his dick out. He started stuffing my girl from behind. Her ass was getting stretched around his cock. The object of this game is to see who can make the other person cum first.
I am going to need some help with this since I am such an easy cummer.