Category: Sissy mom

Sissy Learns to Ride Cock from Mommy

Sissy boy mommy Tiana

Mommy loves playing with her little sissy and teaching her how to ride cock. I love getting many men and teaching her how to ride cocks from 6 inches upwards. She has been playing with her tight little fuckhole, inserting a buttplug of various sizes to stretch her out. Now, she can take a cock that is thick. The only thing she needs to learn how to do is take a big, long cock. That little cock slut is a natural. She is able to take every inch of those cocks. Mommy has taught her little sissy well. Well then, there is no reason why only she can have these cocks. Mommy is so horny and all of these men are so hard. I want them to use me just like they’re using my sissy son. I beg them to fill me up with their cum, and they pound my fuckhole just like they fuck my son. This is wonderful mother-daughter bonding.

Lenora Catches Her Son In Drag

Sissy boy phone sex

Lenora Catches Her Son In Drag 

I had spent the weekend away from the house and decided to surprise the kids to see what they were up to. When I showed up however I was the surprised one. My house was completely silent and for a while I figured no one was home. Heading to my bedroom I opened the door to find myself right in the middle of a Sissy by phone sex fantasy. 

There was my son dressed up in my pink lace teddy, matching lace thong and a pair of my thigh high stockings. He even had the boobs stuffed. What the fuck!!!!! I started to yell what are you doing right now are you fucking kidding me. He turned around, but that just made it so much worse. He had my fucking 9 inch pink dildo shoved deep into his little boy pussy. How dare he violate my shit. Boy do I have a plan for him. 

Sissy boy mommy Christina transformed another sissy

Sissy boy mommyI love being a Sissy boy mommy; being able to train young men and teach them how to be perfect dolls! A Drag Queen that struts like Beyonce with lips like Angelina Jolie. I love watching sexy feminine boys perform live at drag shows in custom fits that they made at home. Its such an adventure to see these things; such creative minds like theirs can create. Especially, because momma manages to make a few friends.. A sexy milf and a young tranny whore tag team is everything an older man dreams of..

He gets the best of all worlds. A Sissy mom trains their sluts to be prim and proper! Nylons, garters and any sorts of pantyhose is a must.. its how you create a mysterious look that gets men wondering.. The more attention you have of theirs, the more fun we will have.. Draining those deprived cocks of the unforgettable sex they have never experienced; until today. A nice facial contour and 24hr outlast lipstick, we don’t want your lips to smudge when you are deepthroating.. Lets make sure you look like a Total: Hot slut. At all times! I am a sexy Mom with big tits and curvaceous well kept body; the definition of a MILF. I will teach you all my tricks, Sissy boy.

My Wet mommy pussy gets so sloppy when I am aroused

Wet mommy pussyMy boy loves to Jack Off With Mommy especially when I guide him through masturbation. I drag his hand up and down his cock for him while my tits rest on his thighs.. He is such a good boy his hormones have just been running haywire and he doesn’t know how to approach the pretty girls at school.. Lucky for him  he has got himself a mom with plenty of experience. I take great care of my young ones. I love when his balls swell up against my chin while I have his dick balls deep down my throat.. I suck him off so good his toes curl. My Wet mommy pussy gets so sloppy when I am aroused which is where his older brother comes in..

He fucks me doggystyle and teaches my youngest how to fuck.. When he is old enough I am going to have him bend me over and fuck me just like his older brother.. They are only 3 years apart so it won’t be long before I am getting gangbanged by the two of them.. I masturbate all the time to the fantasy of having their dicks rubbing up against each other stretching my cunt out. My oldest boy has gotten one of his friends to tag team mommies ass but there is still nothing like having two brothers fuck me passionately. all the love we share will make the experience so sensational.. My oldest has bent his brother over and fuck him up the ass but no way will I be a Sissy mom he is going to learn to love pussy just as much as he loves ass play.  

Good girls get great rewards!

My tongue went in so fucking deep; my lips gently sucked on her clit. My tongue did slow tantalizing circles all within the lips of her pussy. She was getting so wet as I started to slurp her fat tender twat. I then grabbed her meaty thighs and held them in the air exposing her hard clit to the world. The tip of my tongue flicked her clit so fast that she started to moan louder and shake a bit. After about 10 seconds, she was coming in my face.2 girl phone sex

Sissy Son Eats Mommy’s Wet Pussy

Sissy boy phone sexI know my sissy son is a cock-addicted slut and he doesn’t deserve to come anywhere near my pussy, but I need my pussy eaten so bad and I knew he was too weak to fight me. Sissies like him can be used by anybody, even me. I rubbed my wet pussy on his face, squeezing my thighs on his head. I told him I would fuck him with my strap-on if he ate Mommy’s sweet pussy. That cock whore became my pussy slut, slurping up my cum and eating me out like a good cunt eater should. I want his dick sucking lips kissing my pussy and making me squirt.

When he made me cum ten times, I decided to reward my slut with a big, black strap-on. He hasn’t had a cock this big before, and I didn’t give him any warning when I slid the entire cock inside of him. He kept begging me to give him a break, but I knew that he loved feeling that cock inside him destroying his insides. Besides, I don’t take orders from sissy whores.

Sissy Mom Nicolette Loves to Shame, Tease and Expose Sissy Bois Like Bunni

sissy mom

I am a sissy mom. Not to any of my boys, however. I birthed real men. I am a nurturer as a mommy. I love my boys and I encourage them to do things like eat my pussy, lick my ass and masturbate for me. When I meet a pathetic sissy boy like Bunni here, I get into my mean mommy stilettos. This pansy ass Bimbo is all over the Internet. Not only is she a phone slut, but she is also a self-deprecating sissy who wants and needs exposed. Can you believe this little faggot has a girlfriend? I mean I just want to take that poor, lost girl under my wing and expose her sissy faggot boyfriend to her. The other part of me wants to be like, “Bitch, are you that dumb to not see the faggot in men’s clothing in your own relationship?”  I would pick up quickly if my man was dressing up in my sexy lingerie and prancing around town like a little faggot looking for big black cock.

Bunni put her tiny limp clitty in a cage. Her little backdoor is for BBC only. She has a black daddy in her life. Again, how does that girlfriend not know her man is into bigger cock than she could ever take? This sissy boy mommy knows just what to do to little faggots like Bunni. I expose them. I add to the public humiliation by posting shameful pictures like this one. Doesn’t she just look like a stupid little cum slut? She is part of a BBC posse who is getting reparations for slavery one bimbo slut at a time. Bunni’s little clit just drips.  She has nothing a woman would want. I can only hope her girlfriend sees this post and realizes she is dating a sissy faggot. Maybe she is getting her own BBC and that is why she has not left this pansy ass yet. Sissy Bunni could never fuck a real woman like me. But I can put on a big black strapon and fuck a sissy’s ass all day long. I just hope Bunni’s girlfriend reads my phone sex blogs and realizes what a loser she is dating. Bunni is nothing more than a cum dumpster for big black cock. Bunni is not worthy of a sexy babe.

sissy boy mommy

Sissy maid training worked well on my now cock craving son

Sissy maid trainingI am a Sissy mom and I might even be the reason why.. I couldn’t help it!! I’ve always wanted a daughter but didn’t manage to have any. So, I let his hair grow out and started buying him barbies and makeup.. I sort of groomed him into being the cock craving faggot he is. When he came to me about his woody, instead of telling him his peenie was for mommy’s pussy hole I led him to my ass. He shot his first load inside of my asshole!

I wanted him to know what it was like to have his prostate massaged so I would have him watch porn with me while we self trained sucking on rubber dicks! As we would train I would tell him that he was never going to have sex with a woman, he was going to be a whore for cock.. Mommy’s personal cum eating slut! I wanted him to follow in my footsteps… I taught him his man pussy could make him tons of money.. I wanted him to enjoy being used by men and accept that he was and still is nothing but a fuck toy, nothing but holes to be used. I started inviting men over to use and abuse all of his sissy holes.

I obviously had to prepare him for that day through Sissy maid training… I started using a strap on and having him use his hands to stroke while he sucked on my bulging rubber dick! He was finally ready for the world.. I started off by having one of my reg clients come over and jacked his big veiny dick into my sissy sluts mouth.. He dropped his jaw and took it deep! I wanted his first time anal stretching on a nice piece of meat. I was rooting for him, as he slid his virgin ass down a 10 inch stiff dick! I promised him if he took it like a champ he would have a nice box of treats left on his bed for him to enjoy.. My sissy fag has become an addict to pleasuring cocks.. he even brings men home from gay bars and we take turns slurping, fucking and draining their cocks! He did well as a first timer and he’s only improved since. His faggetry makes my Mommy whore cunt soaking wet!

Mommy Lenora will dress you up!

Sissy mom

Lenora dresses up her sissy

Being a Sissy mom gives me a lot of joy. Obviously, not in the way you may think though.

This is not something that I celebrate with that little bitch boy. No, I make sure he knows how pathetic he is all of the time. One of my favorite things to do is play dress up with that sniveling little fag. Making him look like a little sissy fag.

Stockings, dress, wig, makeup, a pink cock cage and a fat little plug for his pussy. Once he is dressed up and filled up we go out to places where he sees his friends. Of course, I make him go up to them and tell them exactly who he is. If that is not bad enough I always make sure he puts on a little show for them. He has embarrassed me by being a dirty little cum dump sissy now it is my turn to embarrass him.

Sissy boy mommy seeking a new cocksucking faggot, any takers

Sissy boy mommy Looking for a Sissy mom? Well, panty boy don’t be so shy, search no longer… I know plenty of men who would love to stretch that sissy hole of yours. It’s not your fault honey, it’s daddies he’s the one who couldn’t help but stretch that tight asshole when you were younger. I know you loved the feeling..  Now that you are older you cage your weenie and massage your prostate while thinking of the first time ever that daddy slid his way into your pucker and your hands clenched into your twin mattress.  You can admit after all these years that have gone by you chose not to play victim and instead realized you actually get turned on by the memory.. You come to me hoping I’ve got a daddy with a big meaty dick for you so you relive your hottest reality.

A Sissy boy mommy always has a line of dicks and many that would love to have a femboy like you dressed up in momma’s lingerie ready to surrender and swallow up a load in that cum guzzling hole of yours. Actually I have 3 here with me now, hoping I am able to find a hot loving sissy slut who can give a mean blowjob. Just keep in mind you don’t have as much experience as I do so you need to keep your hormones in check and allow mommy to lead the way.. No worries You are going to become a perfect slut as long as you properly follow instructions.. For starters you are going to be down on your knees sucking the balls of his big black cock while I ride his dick reverse cowgirl.. I want to make sure his cock is stiff and ready to give your neck a beating.. The saliva you hack up as he throat fucks you will be smeared on your asshole to get you lubed up.. Then we will have the guys take turns gangbanging you and draining their balls deep inside of your gaping gloryhole.. That’s what Sissy training phone sex is all about, honey! xD