Sissy humiliation is one of my favorites things to do as a phone sex woman. This company sees a lot of sissies too. No sissy is as pathetic as Sissy Michael, however. She is the personal sissy of our fearless leader, Mistress Levi. One of the many perks of this company, however, is the chance to shame Sissy Michael ourselves. I have quite the sissy fan base, but our site Sissy makes them all look butch in comparison.
Sissy Michael or as I like to call her, Sissy Fairy Fag, even has her own website so anyone can call and shame her. If you enjoy sissy maid stories, I have plenty to share with you. Sissy Fairy Fag dress up like a princess, maid, pig, bunny and a baby, depending on her orders and mood. She has quite the sissy wardrobe. She goes out in public without shame completing humiliating tasks like buying panties and getting her nails done, even shopping for diapers. They might be humiliating to a real man, but to a pathetic pansy, they are embraced with glee.
I have spoken with Sissy Fairy Fag on more than one occasion. She sings little sissy songs and relishes in telling her long history of sissydom. Sissy Fairy Fag deserves shame. First, she is pathetic. Not just for wearing feminine clothing and prancing about in public, but because she has a tiny little clitty stick. I could share photos of her shrimp dick with you, but you cannot unsee it. She frequently poops her panties too. Disgusting, I know. Not like she can’t get to a bathroom. She likes being teased for being a poopy pansy. Hard to believe, right?
The best phone sex is not always pleasant, but it is enjoyable for the sissy. I love teasing and laughing at Sissy Fairy Fag. I also enjoy making her tell me all the humiliating things she has done in her life as a sissy. If you are a sissy, entertain me. I bet no matter how pathetic you are, you still aren’t as pathetic as Sissy Michael!
Phone sex therapy is one of my specialties. In my professional, non phone sex life, I have counseled young girls and boys about their sexuality. Young boys are curious if they masturbate too much or wonder if they may be gay or bisexual. Young girls want to know how to have an orgasm or if they should let a boy fuck them in the ass instead of the pussy so they won’t get pregnant. The kinds of sexual questions young boys have are not that different from the ones grown men have too. The difference is that grown men have more questions about their sexuality. In the Internet age, men see far more cock than they use too. Not locker room dick either. Guys are visual; therefore, porn is part of their daily routine. Even men in a healthy sexual relationship, jack off a few times a day. They see cocks often 2-3 times bigger than their own dicks. Sometimes, that causes arousal in men. For some it is because they are gay or bisexual just trying to deny it. For others, their arousal stems from picturing their woman with a man with a bigger cock. They start wondering if their woman would receive more sexual pleasure from a man with a bigger dick. They get even harder thinking about that. Either scenario makes a man look for a phone sex therapist. Very few men are comfortable with the fact that they find big cocks arousing. They need me to determine if they are gay or a cuckold. There is a difference that not all men realize. A gay man wants to be with other men all the time sans a woman. A cuckold only wants to be coerced into sucking a cock or getting fucked because his wife wants it. She is there watching, making it happen. A cuckold is essentially a submissive man who may or may not suck cock too! Are you gay or a cuckold? Let me help you find out.
Sexy women masturbating turn you on? Turns my neighbor on. He is married, but his wife is a bitch. There I said it. She is the kind of woman who treats her man like a slave. Now, if he had a small dick, I could understand treating him like a cucky bitch. However, I have seen his cock.Granted it was from across the yard, but if it was that little I would not be able to see it at all. We like to masturbate together. I have binoculars! My guess is that his cock is about 9 or 10 inches and very thick. He manscapes very nicely too. His body is like a Greek Adonis. Chiseled, tanned and well, very fine to admire. The way I see it, if she is not going to enjoy her husband’s gifts, I will. We were engaging in some naughty neighbor porn last night when I invited him over to fuck. We had never fucked, just mutual masturbation and flirting over the fence. His wife was out of town on a girls’ weekend. I’m sure she was having fun of her own. He didn’t hesitate to cheat on his wife, especially not with me. I mean he has seen me naked with big dildos in my cunt, so why not just put his cock in me, right? When he arrived, I was naked and eager to suck that big neglected cock. By the way he moaned and held my head, I knew he had not had lips on his cock in far too long. What a shame. I sucked him just enough to get him stiff as a board, before I guided his cock into my shaved wet pussy. I almost came the moment he entered me. He was struggling to not come too. Months of mutual masturbation worked us both up. We lasted a good 20 mins of hardcore fucking before we came together. He spent the night, so we fucked some more. I’m going to enjoy being a naughty neighbor.
Sexy therapy porn is often needed so men know that their cock can’t satisfy their woman. I had a little impromptu session with a couple that stopped by last night. They are friends of mine. Her, especially. I consider her a good friend. I work with her. We got to talking over drinks one night and she admitted her husband wasn’t getting the job done for her. I asked her if she had considered taking a lover. A sexual surrogate to give her the sexual pleasure she needs and deserves. She is like many women I know-afraid to jeopardize the financial security her husband provides. Money is not worth sexual frustration. I invited them over for drinks and therapy. I had one of my studs on hand. Younger man with a 10 inch thick cock. He can fuck all night too. He acted as my date when they arrived. I was liberal with the vodka in our mixed drinks. I asked my friend’s husband, Bob, if he had ever watched another couple fuck. He looked shocked at first, then admitted it was an unfulfilled fantasy. I like to make fantasies cum true, so I fucked my boy toy in front of them. I wanted them to both see how big his cock was so they wake up about cock size mattering. Perhaps I am an unconventional phone sex therapist, but Bob was admitting he wanted to watch his wife with my lover. I helped guide his big working cock into my girlfriend’s pussy while Bob stroked his little dick. Seeing is believing. When Crystal began squirting, Bob came in his hand. My stud fucked his wife harder than she had been fucked since they got married. Her pussy looked worn out afterwards. Cum was flowing out like a river. Crystal looked at Bob and said, “I’m done fucking you. I need big cock.” That was a successful sex therapy session in my book.
Cum on boobs is a hot thing for a boy to see; especially when it’s his cum on my boobs. I have this new boy toy lover I’m fucking so he can play on the football team. I was hesitant at first to engage in a sexual relationship with him. I have no problem fucking my students; but I do value education and think all athletes need a degree to fall back on if they don’t make it to the pros or get injured. This boy however, has the cock of a god. He can cum a sea of jizz too. Never met a boy his age who could cum so much. He sprays the classroom walls sometimes. Spring break is next week, so I fucked the shit out of after school today. He was the one who suggested we hook up outside of class during break. He informed me that no coed can drain his balls like I can. He measures at damn near a foot long. Mature sexy chicks handle big dick better than school girls. It’s dangerous for me to fuck my students on or off school grounds; if someone spots a student going in my house, I can’t explain that away. In the past, I have only allowed former students to bang me off school grounds, but this transfer student has a cock that makes me weak. Usually I am in charge when it comes to the younger guys, but he owns me and he knows it. He is coming over tonight to fuck. He plans on spending the weekend with me “wearing out my pussy and ass.” I have not been fucked like this in forever. Feels good to be such a naughty teacher. Have you ever been hot for a teacher? I bet one or more teachers have been hot for you.
I’m such a naughty teacher. There is this cute transfer student who showed up in my class a couple weeks ago. He is on the football team. Good looking boy; smart too. Straight A student from his transcripts. He asked to see me after class on Monday. Actually, I was a little nervous. I didn’t want him seeing my lust. I feared one on one, it would be obvious. I get nervous around cute boys, just like a school girl. When he arrived at my classroom, it didn’t take long to figure out why this hot jock was a straight A student. He pulled his dick out of his pants within a couple minutes. Can’t imagine any teacher saying no to that throbbing cock. He was about 10 inches long, 6 inches thick. Beautiful cock. He was all cocky too, no pun intended! He said to me, “I’ll let you suck my young hard cock whenever you want in exchange for good grades so I can stay on the team.” Normally, I make the arrangements; tell a boy the only way he can improve his grades is with some pussy licking. Todd was in control, calling the shots because he was that confident in his dick. He had every right to be confident. His cock was bigger and harder than any man I have fucked in a while. I’m a size queen, so how could I say no? I went to my knees to show the football player what great blowjobs were all about. I have a very talented tongue. When I use my mouth, hands and tits, it doesn’t take long before my face is a cum covered mess. He stayed hard after leaving his jizz on my chin. He bent me over my desk and fucked me until he shot another big load of cum in me. I think I’m in trouble with this boy. Good thing I like trouble.
Real voyeur sex is more common place in the modern age of technology. All sorts of devices can be used to spy on people these days. Confession. I am an exhibitionist. I love being watched fucking and masturbating. I was changing last night when I saw a glimpse of light. It was a little flash of red light. I didn’t know where it was coming from, so I tore my bedroom up until I found it. It was a little nanny cam. I live alone so I had no idea who put it there or why or even how long some one has been watching me. The normal reaction would be to feel violated, but I was aroused. I could have ripped it off the lamp where it was hiding, but I decided to give whomever was watching me a little show. I love to masturbate for an audience. I sat down on my dressing table, spread my legs and starting toying with my shaved wet pussy. Who was watching me? My neighbor? One of my ex husbands? A former student? My landlord? Whomever was watching, was going to get more than me just changing clothes. I fucked my cunt until I had a hot squirting pussy. I told you I like exhibitionism. I think I will leave the camera in place for a while. I love being watched, but not knowing who is doing the watching, makes it hotter.
Mature phone sex stories are something I am in abundance of lately. Younger men love older women. It is nothing new. It is just acceptable to be a cougar now. I got too drunk to drive Saturday night. I went to a concert with some friends. 90s grunge band I loved when I was a young 20 something teacher. We decided to be responsible and call Uber. We left my SUV downtown. I was the last one to be dropped off. I was horny. The Uber driver was a grad student. Cute and young. I was trying to flirt, but I have always sucked with coy. I’m not good at games. I just started playing with my pussy hoping he would get a glimpse from his rearview mirror. He did see me. He pulled out his cock, tilted the side view mirror so I could see him stroke and drive. Once we got to my place, he got in the back seat with me. I wanted to show him that cougars give great blowjobs. As I blew his cock, he found his way to my bald beaver. I didn’t think young guys finger fucked, but he gave me a finger banging that reminded me of my younger days. I love foreplay. I also love younger guys, but foreplay is not their strong suit. This boy had been with an older woman before. My guess was he lost his virginity to a mature babe who taught him a few tricks. I was wet like I was 20 again too. I couldn’t remember the last time I had sex in a car, but I couldn’t not take his cock for a ride. I got right on his dick in the back of his car. We fucked and parked like a young couple in love. He filled my pussy up with cum and we parted ways. It was a hot fuck that made me feel 20 years younger. I may start taking Uber all the time.
I love being a phone sex therapist. I get to talk to men with all sorts of kinks and fetishes. I have a few myself. A guy I talked to last week had an intense attraction to women’s feet. He has a thing for shoes too. He hangs out at shoe stores to watch pretty girls try on shoes. He is not married and no girlfriend either. He has yet to find a real woman with whom he can explore his foot fetish. I gave him some suggestions. In the past, when I was a poor college girl, I placed ads in the back of Penny Savers and like papers. I targeted guys with foot fetishes. I have always had pretty feet. I get pedicures monthly. Always have, always will. Men would pay me anywhere from $25-$100 in the late 80s to suck on my toes, watch me walk in heels, even cum on my pretty manicured feet. It was quick, easy money. While my sorority sisters worked 20-30 hours a week serving up greasy food, I made more money with way fewer hours catering to men who love feet. It is the modern age. I suggested he place ads for feet models on Craig’s List and the Back Pages. He called me this morning to talk about his foot fantasy come true. He paid a college coed $150 to go shoe shopping with him. He bought her several expensive pairs of shoes; then they went back to his place where she gave him a foot job. I was getting so wet knowing that my phone sex therapy helped him. She let him cum on his feet and they have set up a weekly arrangement. It is win win. He gets to explore his foot fetish in real time and a cute coed gets some easy pocket cash. Whatever your fetish or kink is, I bet can help make it a reality for you too.
Voyeur beach sex was something lost on me, until last night. It was unseasonably warm last night, so I went for a run on the beach. I didn’t expect to see anyone really with it still being March. As I was jogging, I tripped over something in the sand. It was a backpack with clothes scattered around it. “Someone is skinny dipping,” I thought to myself. I looked around, but didn’t see anyone. I heard sexy moans, however. I had some moonlight to help me maneuver a bit. There was a big rock to my left, facing the ocean. I figured whomever was making the noise, was behind the rock hiding. I snuck up on the rock to get a better listen. I heard two distinct sounds. A sexy feminine purr and a masculine grunt. A couple was clearly having sex on the beach. I wanted to watch. I peered around the rock as quietly as I could. I couldn’t believe my eyes. It was not some young couple like I thought, but a couple older than me. A silver haired fox and his lady friend. Not sure if they were a married couple who lived on the beach or escapees from the senior living community a mile away. They were attractive from what I could tell. There are plenty of sexy senior citizens. I would do Susan Sarandon or Sean Connery in a heartbeat! The gray haired stud had a big cock too. Hard as rock. Maybe he took Viagra before a stroll on the beach, or perhaps he was just a risk taking exhibitionist. I had a shaved wet pussy I was rubbing as I watch grandparents get it on. I started moaning as I watched. I got too loud and they busted me. I started to run out of embarrassment, but I heard an old lady voice say, “Come back honey. Don’t you want to ride my husband’s big dick?” I did want to feel that hard old cock inside me. I turned around and had sex on the beach with a hung senior citizen. No regrets either. He had more stamina and cum than any boy toy lover I have fucked. Maybe I need to go older, not younger with my lovers!
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