Category: Mature phone sex

Sissy Humiliation with the Biggest Sissy of Them All

sissy humiliationI love sissy humiliation calls. We have a site sissy that belongs to our bitch in charge, Levi, however we all get to poke fun of her too. What kind of a sissy are you if you can’t handle some ribbing, right? Sissies are here for our amusement and humiliation. As a mature sexy woman, I get my share of sissies, but Sissy Michael really takes the cake in the world of sissies. She is a teenie weenie sissy. In fact, Sissy Michael has such a small dick, it belongs in panties. Mistress Levi has had to put her little weenie under lock and key before too. It is just a nub! Don’t feel sorry for this sissy, however. She loves public humiliation, especially small dick humiliation. She loves to have her clit stick teased.

small dick humiliationJust take a good long look at these shameful pictures? I know what you are thinking. What self respecting man would be seen dressed up all frilly like a tinker bell transvestite? The answer to that is no man, just Sissy Michael. Let me share a shameful secret with you. This sissy is not just a sissy. She is a poopy panty princess too. Under all the pretty white lace lies a dirty secret. A really dirty secret. She is pooping her pretty little panties  underneath that pretty dress. Sissy Michael is such a loser. No make that LOSER. And, not only is she a  poopie pansy, she is a little fudge packer too.  She has an ass fetish and prances around public places like the mall begging for her sissy fannie to be stuffed. Can you imagine being at the mall and running into this crossdressing pansy begging to get a fanny stuffing? I laugh till I am crying every time I think of her being so pathetic! Mistress Levi has her work cut out for her.

Please stop by Sissy Michael’s page so you can see for yourself the most pathetic sissy in all the Internet.

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I went on a cruise not too long ago, just to get away and enjoy some down time. I wasn’t looking for anything in particular, though I am always horny. I had settled in my suite, a knock at my door disturbed the peace. I open the door to the biggest man I think I have ever seen. I am pretty sure I had a huge grin come across my face because he smiled too. I was hoping things were proportionate to his stature. I had asked for some champagne and cherries and I am so glad I did. He brought them into my suite and asked me if I needed anything else. I’m a very blunt person and I said yes, I do need something else. Anything madam, he said. I pulled my sundress up over my head to reveal my naked body. The cruise waiter looked shocked but excited. He didn’t hesitate. His pants were off quicker than I expected and I was on my knees sucking him off. His big hard cock tasted so good, precum and everything. I couldn’t wait to have this big stiff rod in my cunt. I didn’t need or want any foreplay, I wanted to fuck and fuck hard. I lie down on the spacious bed and spread my legs wide. He went down to lick my pussy and I said you don’t need to honey I am already wet and ready. He said he could see that and was going to do it anyway. Fucking on my clit and wiggling his tongue back and forth was driving me crazy. I begged, fuck me please. He laughed and continued sucking. Finally he sat up and without a word drove his cock deep into my pussy. I had an orgasm. Then he started pounding my pussy like it owed him money. He got close to cumming and asked here he should cum. As soon as the words cum in my pussy baby he shot his load deep in my fuck hole.

He returned every day to deliver cherries and champagne… and dinner, and my breakfast. You get the idea.

Sissy humiliation !

sissy humiliation

Ready! Okay! Give me a “S”, give me a “I”, give me an “SS”, give me a “Y”! What does that spell! SISSY! Look at this cute teenie weenie sissy of ours! Isn’t she just the cutest cheerleader you have ever seen. See this is our little cross dressing pansy who dresses to impress and heads all over town.

This prissy little sissy has tons of little secrets, well they are not really secrets. I am so sorry, I couldn’t stop giggling as I type this! Well, you see she is a big girl so I am just going to come out and say it!

She is such a fruity fag. She has the most pathetically cute teenie weenie you could ever gaze your eyes upon- along with itty bitty little marbles that fill up with clitty juice! I mean come on, how could you not tell- look at that short skirt!

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Who wears short skirts? She wears short skirts! Anywho, this sissy pansy cross dressing tooty fruity piggy is the most worthless of all worthless sissy girls out there in the earth. I mean with a clitty like that, who wouldn’t feel like a walking doormat.

Do not even get me started on that back door wittle pussy hole. No worries, this frazzle dazzle sissy girl gets it worked open very often! I just can not help but to tease her, letting her know how good she looks walking around embarrassingly in a cheer outfit.

I can not wait to see her bend down in that little skirt so I can giggle when her frilly little panty’s pop out! When she leaps in the air for joy and her itty bitty clitty dangles in the wind, I wont stop myself from pointing and giggling at it. She is just so pathetic, I can not help but to be captivated by her.

She knows how to werk it! Don’t you, you little panty wearing prissy pansy sissy!?

Dirty boy? Read below

Best phone sex Getting my faced slammed into the pillow as I feel my big juicy ass hike up in the air. My dripping wet cunt nicely spread open so you can see my tight hole, you take my soaking wet pussy as a sign to take your big thick mushroom cock head and swirl it around to make your cock nice and wet. With my ass up in the air, and your rock hard cock nice and wet you slide it into my twat.The feeling of being stuffed with a nice thick cock is the best feeling in the world. Then as he is thrusting harder in me, I feel my pussy starting to tighten up around the shaft of his meat stick. Then rush, the sound of me squirting all over his cock and feeling it drip down to his balls. Hearing how wet his balls where slapping my ass make me squirt one more time on that cock. Of course I wanted to finish with a creampie so I was filled till I couldn’t take anymore hot cum in my sweet little pussy.

GFE phone sex with Sabrina

GFE phone sexHello again, lover. How have you been? I’ve missed my GFE phone sex boyfriend! It’s been so cold and lonely, won’t you come cuddle up with me? I love when you wrap your arms and legs around me, grip my breasts, and press your hardening cock into my ass cheeks while you nuzzle my soft neck. You make me feel like the only woman in the world! When your hungry member feels the hot, slick excitement of my pussy, you surge to life, easily slipping into my tight, pulsing pussy. I gasp, feeling how fulled I am with your meat. You wrap one hand around my long, slender neck, and one leg intertwines with mine as you rock back and fourth within me. I can feel my orgasm build with your pace, faster and with more urgency in every stroke. Together we come in wave after beautiful wave of ecstasy!

Oh lover, I’m so glad you’re back!

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Hot Sexy Woman

The young repairman fantasy is something I have needed to fulfill for many many years. My dishwasher is on the fritz and called a local service to come and repair it. A young repairman appears at my door.
I wasn’t waiting to take advantage of this situation. “Excuse me, but would you please make a fantasy come true?” The young man turns and smiles like he knows what is going to happen. With that I am taking his pants down, and taking my skirt and panties off. We didn’t make it much further than the stairs to my bedroom. His big hard cock fucked every fuckhole I have. He was insatiable, cumming in my mouth, fucking my wet pussy for hours and finally his last cum shot he unloads in my ass.
My dishwasher still needs repair, but my fantasy was a way better investment.

I got a discount!

best phone sexI went shoe shopping yesterday and found so many different pairs I wanted to buy but I just didn’t have enough money for all of them. I was struggling to pick which ones I liked best when the salesperson came over and asked me if he could help me. He was staring at my feet practically drooling over them so I wasn’t very surprised when he offered me a special discount. He said if I let him cum on my feet he would give me a huge discount and even give me some of them for free! Well, how was I supposed to resist an offer like that? I followed him to the back room and sat down, he pulled out his cock and rubbed it against my shoes at first then took them off and rubbed it against my bare feet. I didn’t have to do anything, he did all the work! It didn’t even take that long either, he came all over my toes and I left it there and put my shoes back on with all that cum still dripping off my toes. He loved it so much that he gave me 90% off all my shoes and promised to bring me more tomorrow!

Small dick humiliation

small dick humiliation

My pussy aches to get fucked hard. My tiny dicked friend just isn’t satisfying me. His little pinky dick is not even penetrating me. I’m better off dry humping is worthless ass. I can tell his brother is packing. I always see his cock poking through his pants. Time to find out if his brother is a shower or a grower! Lucky me! He is both! I am going to make little dick fucker watch how to fuck a women and be a real man.

I am making that little loser part of the itty bitty clitty committee! He brothers cock thrust deep and hard inside of me and my pussy juice naturally just leaks all down his cock and balls. I can not help but to cum over and over on his big fat dick. He is such a man! His cock is just so big and juicy.
I think my little loser is so sweet, he means well, he does. It’s just a shame that his cock is so tiny. Oh which I forgot! They say nice guys finish last. Well now that his brother pushed his cum load really deep inside of me and I came all over his cock, it’s only fair to my little loser that he cleans us both up.

And then he can finish his load on my feet. He can then finish cleaning his cum droplets off my feet!

The Best Phone Sex is Cuckold Sex!

best phone sexWhat is the best phone sex to you? I get asked that question daily. Guys want to know what turns me on; what gets me off. A lot of things actually turn me on, so it is hard to pinpoint one thing. It depends on my mood that day. I can tell you this, however, if I wouldn’t fuck you in real life, I won’t phone fuck you either. What do I mean by that? Size. If you have a small dick, do not think I am going to have mercy or pity on your pathetic cock. I was married, twice. Both of my ex husbands had small cocks, so I have endured tiny dicks half my life. No more. I will be wearing my phone sex therapist hat if you call me and whine about your tiny dick. If you call me complaining about how your wife is cheating on you with a man with a big dick, I am going to be on Team Wifey. I am all for other women getting the pleasure of big dick. In fact, I have a Big Dick Club I run. It is sort of like a book club. I invite a new big cock to my place every Friday night, along with some women married to men with small cocks. Getting the picture?  My deprived female friends get to experience sex with a real man. They get to see for themselves how much size matters, especially to a mature pussy. It is my way of giving back to women everywhere. I enjoy turning unsatisfied wives into cheating whores and cuckolding mistresses. Maybe you should call me with your wife so I can give her the wakeup call she needs too. This is the 21st century. The era of us laying there like good little wives counting ceiling tiles is long gone.

Cuckold phone sex

cuckold phone sex

My boyfriend is the best, he surprised me with a gigantic cock when I got home. It wasn’t  his dick , since he only has a ten inch cock. He knew that I wanted something that was closer to fourteen. He sat in the corner of the room and watched as this stranger pulled out his cock revealing his massive fourteen inch sausage. 

It was black and just breathe taking. My boyfriend urged me to suck it, since he figured there was no way I could fit that into my mouth. So I decided to challenge my self. I began to shove the strangers massive black cock into the back of my throat. I maybe got ten inches before I started to gag. The stranger grabbed my head and pushed it hard down his cock. I felt all fourteen inches slide down my throat. My throat couldn’t take the massive apple head and I threw up all over myself and his cock.

I guess this was not good enough for the stranger since he kept fucking my throat with his massive cock. He kept laughing saying I couldn’t handle his massive cock. The stranger grabbed my hips and lifted me into the air and carefully guided his cock into my wet pussy. I felt his cock tear my pussy open as it slid slowly down. The pain felt so good since I had never had anything that was this big before.

My pussy pretty much suction cupped his cock. I could tell he was enjoying my pussy since he kept grunting” damn your pussy feels so good it’s tight!” My boy friend just watched  wishing he could please me like this stranger. I kept telling my boyfriend to stroke his fucken as he watched me get pounded by this giant black cock. The stranger bent me over and had me on all fours as he began pounding my pussy, stretching it open.

His cock was so massive and heavy that it felt like he was cutting me open from the inside. The faster he fucked me the harder his cock slid in and the more nauseous I felt since his cock was to big. I felt like I was getting punched in the stomach. My pussy was raw inside since it couldn’t handle all fourteen inches fucking it.

My boyfriend watched with a smile as he saw the stranger cum all inside of my pussy grunting has he threw his hips deep inside of me. His cum filled up my sore raw pussy and I knew after this experience that I was never going to be the same. My pussy was never going to be tight. I gotta say my boyfriend really loves me since he was willing to clean up my pussy with some one else cum inside of me.