Tag: Small Dick Humiliation

Dick humiliation and cock play

Sissy humiliation ClarissaTrying a new toy out on your favorite sissy botch’s ass is so fucking hot. I ordered a box of new toys which included a strap on dick, a bunny vibrator with an extra stong motor, a few cock rings and this ass plug which vibrated and had little silicon spikes around the rim for a little painful pleasure. My client showed up fr his nightly humiliation session and I immediately told him to get on all four and spread his pretty little ass cheeks for madam. He did so like a champ. I was feeling a little frisky, so I slammed that plug up his puckered little asshole enough that he gave me a little whimper. That made me wet fast. I love to hear my bitch, whine, cry and in pain. I then put on my strap on and face fucked him until he was so hard he had purple balls. I put my cunt up to him let him lick it until I came all over his face, I gave him a fake pussy to relieve himself into and then I sharply removed his ass plug and told him what a good little sissy bitch he had been.

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!

Tease and denial phone sex Felecia

My little sissy could not keep his hands off his tiny little clitty. No matter how many times I spanked him he just would not stop trying to rub it and get off! Can you believe how bad my sissy was being?! He needed to be punished. I dressed him up in a beautiful little frilly dress, I put a cock cage on his tiny clitty and some panties!

Tease and denial phone sex

We didn’t forget the make-up and wig! I sent him out to go get cucumbers, Bananas and some lube oh and condoms! He was so sad that I forced him to walk and take the bus to the store dressed up! He thought someone was going to take a picture of him and it be found on fb and then his wife would find out. Well if he wasn’t such a disobedient little sissy faggot then he wouldn’t be humiliated so badly! When he finally got back after an hour! He was in tears! Covered in spit, he even had this guy throw poop at him! He said it was the worst day of his life, but when I pulled up his frilly skirt I saw that his tiny clitty was rock hard and drooling!

Sissy humiliation

I knew he loved it! His punishment wasn’t over yet! I told him to tell me all the mean things that those mean people told him! I pulled out the bunch of bananas and started to fuck myself in front of him! He was begging me to let him taste me after he had such a bad day! I giggled and continued to fuck myself with that banana! Watching my little sissy cry and beg to cum! He shouldn’t have been such a bad sissy! I think I’ll keep the key to his cock cage and let him go home for the week not allowed to rub his clitty or even play with his own wife!

Domination phone sex

Mature Phone Sex Women Make the Best Phone Therapists

mature phone sexMature phone sex women make the best sex therapists. I have decades of experience counseling young boys and girls about their developing sexuality as a school sex education teacher. It seemed logical that I would take a part time job as a phone therapist. It started off with me doing this only during the summer months and winter break.  I loved doing it so much I never quit; even though my bosses at my school would fire me for  working in the adult industry. My students have the normal kinds of sexual  issues. Girls want to know about birth control and how to tell if  boy really likes them or is just using them for sex. Boys want to know how to make a girl orgasm and how to prevent themselves from cumming too quickly.

phone sex therapistAs a phone sex therapist, I encounter  far more complex issues from men, which I enjoy. Guys call me because their wives are cheating on them, usually with big black cocks. Once I ascertain that they have little dicks, I make them realize that they owe it to their wives to supply them with big dicks since they aren’t man enough to take care of their women properly. Some guys call me because they are in the closest and desire cocks of their own. I make them realize there is nothing wrong with being gay. I encourage them to swallow cum and suck cock. Some men call me because they like pantyhose, shoes and  or feet. I help them explore their fetishes and embrace them. If you like panties, you should be wearing panties. If you like pantyhose, you should be stroking your cock in a pair of silky nylons. If you like feet, you should be sucking toes and getting foot jobs. I love phone sex therapy.  Only a mature woman understands your need to be cuckolded; turned into a sissy and or forced to embrace your various fetishes.

Cocksucking Phone Sex: Size Matters if in My Mouth

cocksucking phone sexCocksucking phone sex is something I really enjoy. I suck a lot of cock in my real life, so a virtual blowjob is hot too. With one exception, however. Any cock I suck, has to be a big cock. I don’t suck shrimp dicks. I know girls who do. I am not one of those girls. I am a woman. A mature woman knows size matters and she cares about her own sexual pleasure. What is the point of sucking a cock if you know you will never feel that cock in your pussy? No point whatsoever if you ask me. I am going to save my cock sucking energy for worthy cocks I want to fuck like the pizza delivery boy I met last night. He was just a college boy, but I greeted him in a flimsy baby doll teddy. I like to tease the animals.  He clearly enjoyed what he saw because he got wood in his pants.

I had been drinking wine all night so by the time he arrived, I was tipsy to say the least.  I have no impulse control on wine. I unzipped his pants, pulled out his stiff dick and lead him into the living room like his cock was a leash. I think he would have followed me around the mall like that. He was putty in my hands. I heard that cheesy 70s porn music in my head, you know what I mean right? I have never seduced a delivery boy before. I don’t eat much pizza, but it was the day after a blizzard so I had no food in the house. I had pizza and cock. Literally at the same time. I put his cock through the pizza and blew him so I could have some special sauce.

We fucked all night. He called his boss and told him he had a car wreck leaving my place. He spent the night. He had a nice cock, so he got the pleasure of my company. If you don’t have a nice cock, all you get  is small dick humiliation.

small dick humiliation

Sissy Bitch

Sissy maid stories

I was shopping today for a new maid uniform for one of my clients and it got me thinking that I need a new sissy bitch to lick my leather boots. They have not been cleaned in some time and are due for a good licking. I also got to thinking how much not only my boots need cleaned but so does my asshole. I really need my new bitch to have training in several areas. I started checking off what I wanted in my head and I decided I really want someone who can lick like their life depends on it, someone who is not a giant crybaby and wont be a little bitch when I slide my fake cock into their asshole, I want someone who can lick pussy without needing any air because I do not like giving breathing breaks. I want a little bitch who is going to obey my every command without question. And if they do disobey me I will make them wish they had not. I have many over-sized cocks to stick in your orifices as punishment.

Small dick humiliation with Lena Little Dick Gets Punished

Small dick humiliation

Last night at the club, I was so drunk and started making out and dancing with this super sexy guy! I could feel through his pants that he wasn’t packing much dick in there so I wanted to bring him home and make him beg for mercy as his punishment! It’s too bad his dick was so small because he was so hott! What a waste! Nothing but big huge cock is allowed to enter this precious little pussy! This pathetic loser thought I was actually going to fuck him! Instead, I told him I had a surprise for him and he needed to sit down in the chair and let me tie him up and blindfold him. He didn’t fight, I mean how could he?! I am a fucking goddess! I put on my tallest 9 inch heels, black leather lingerie and cracked the whip against his chest to let him know he was about to get it! I whipped out that pitiful little dick and started stepping on it and rolling it between my heels, he was screaming out in pain but I didn’t care one bit! The more it hurt him the better! I was stomping his balls and slapping the whip across his face while I made him apologize out loud for not having a bigger cock! He was crying and begging for mercy so I eased back, untied him and sent him home horny as fuck with a hard little boner!

He should have known it was too small for me

cuckold phone sexI had a date last night that I had been looking forward to for a week, but it did not end the way I thought it would. I thought that the man I was seeing was this handsome, muscular, alpha male type because his pictures were really sexy but I found out real quick that looks can be very deceiving. He was sexy and charming in person but he had this weird vibe about him, he just seemed kinda wimpy even though he was very fit. When I invited him back to my place and got his pants off I figured it all out… he had the smallest cock I had ever seen! I couldn’t help it, I started laughing so hard that I cried and the whole time he just stood there and took it! Obviously he had to know that he could never satisfy me sexually with that tiny thing. I owned him completely that night, he danced for me and sang for me, he even squealed like a pig for me when I decided to fuck him with my biggest strap on cock! In the end, I even made him pay me for my time!

Garage gangbang

best phone sex

Had to take my Harley in for some work and found a new garage. This was my kind of place, full of hot guys! When I walked in, I certainly grabbed their attention. Everyone stopped what they were doing and they just fawned all over me. I guess they don’t see too many women with Harley’s that are as small as I am. Well, I can handle my bike and I can certainly handle my men. So, when one of them began to tease me and ask if that bike was really mine, I gave him a little attitude. He asked what other tricks I had up my sleeve. Wouldn’t you like to know, I said with a smile. The other guys all laughed. Well, I said I really enjoy sucking cock and gangbanging in garages. You could’ve heard a pin drop. C’mon boys let’s play, I said as I started by removing my shirt and bra. Who is going to eat this pussy first, I asked. It didn’t take long before I had all four of them at my mercy sucking and fucking me silly AND I got my bike work done for free!

The Best Phone Sex Sometimes Means Small Dick Humiliation!

best phone sexSome of the best phone sex stories involve cuckolds. I am a sexy mature woman. Size matters. It should matter  to all women; especially older women. I have a hot girlfriend whose husband is equally hot. They are swingers who have been trying to get me to join them for a threesome for years. I have nothing against threesomes. My hesitation doesn’t steam from any moral code. We are friends. I don’t ever want to lose a good girlfriend over a man. Good fucks and handsome men are easy to find. A good girlfriend is much harder. I finally caved; agreed to a threesome. I told Sally it was her Christmas gift. I wore a really sexy black and pink outfit I got at Victoria Secret. I was waiting for them with wine in the bedroom.

small dick humiliationI was excited as well as nervous. I was making out with Sally to get Mark primed up. When he unzipped his pants to show me his hard cock, I was dumbfounded. Hard he was no bigger than my pinky finger. I was so disappointed. How was my hot girlfriend settling for such a small cock? Why did she expect me to touch her husband’s loser dick? She heard me sigh, felt me pull away. “What’s the matter honey,” she inquired. I pointed to her husband’s dick. She looked at me incredulously. The poor thing had no clue it was too small for me or her. I heaped some small dick humiliation on Mark, while I got out my strap on to fuck his wife. “I’m going to show Sally how good it feels to get fucked by a real man,” I laughed. I licked her pussy for a few minutes to get her sloppy wet, then I fucked her with my 8 inch strap on while Mark rubbed his itty bitty nub. I made Sally moan and purr. I even made her squirt. I own Sally now. I am more of a man than Mark can ever be. Such a waste of a handsome man too. I was not expecting Sally to be with a man with such a small cock, but now that I know about Mark, I am making it my mission to make her a cuckolding woman like me