Category: Sissy mom

Sissy learns the sexual ballet

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Every good sissy needs to know how to dance. Dancing and fucking are arts that a girly boy must be exceptional at. The first form of dancing is my sexual ballet. Learning the flexible poses and spins while dressed in a lacy pink tutu is a great way to become a sissy. The ability to do those contortionist bends will make for some unique fucking positions. Can you imagine doing a Balançoire while being fucked from behind? Or how about a sexy Cambré, bent over at the waist, ready to receive what your pussy craves the most? As a sissy Danseur, you wouldn’t be wearing just the leotard but also the frilly tutu that makes you the star of the show. Standing Demi-pointe, you will stick that sweet ass up and out, balancing on the balls of your feet, waiting for that first hard thrust. Bent completely over in a Fish dive position, you will beg for that cum.  To finish your lover off, you will perform a Grand plié as he fills up your boy-pussy with cum. Never before has the ballet been so sexy. The cum runs down your leotard where your lover has torn a hole so he can stuff his cock into your tight starfish as you perform your pas de deux.

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Next lesson: Salsa dancing with a sexy Latino who loves that sissy pussy.

My Diaper Baby

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I love my son as much as my girls; I know he is going to be a diaper baby forever! Even when he becomes a big adult, he’ll always be my little diaper baby! Even when I change his diapers now it makes me think about all the men I talk to that are still obsessed with diapers. They have as many mommy issues as you would think! They need a naughty mommy that is going to touch that tiny little cock when they’re getting changed. Just like every diaper change now I am sure to inspect that cock until I get that little boner throbbing. I want to feel it twitching a growing in my hands. I will stroke it, kiss it, and suck it till it’s slimy with precum. That’s just what I want… and he clearly wants too because he never cries. It will be like this forever, a bonding time that only a mother and son can share together. I made that cock, and I am going to wipe it clean, with a wipe and then my mouth… and then it will time to powder it all even that little bottom and on goes that diaper! Perfecto, my darling. This is how a date is supposed to go! A Mother/Son date that is…

Mommy Phone Sex or Sissy Mom Sex?

mommy phone sexSundays are mommy phone sex days.  Mommy gets dressed up in her Sunday best. Maybe you get to see her putting on her sexy pantyhose. Or catch a glimpse of her in her sexy undergarments. Are you turned on or jealous that she gets to wear such pretty things and you can’t? A sissy mom would never punish you for wanting to play dress up in her clothes. She would actually encourage it. I have 6 sons and not all of them share the same fetishes. I have two boys that love mommy’s panties, but for vastly different reasons. One of my older sons was a panty stealer. He would take them out of my dirty hamper to jack off in them. He loved the smell of my ripe pussy, the flavor of the cotton lining. Like most teen boys, he was just curious about mommy’s pussy. Once he got to eat and fuck the real thing, he lost interest in my panties. My youngest son from my first marriage however, liked more than my panties. He liked all my sexy clothes, my shoes, even my makeup. He is a sissy boy, but I love him. I encourage dress up. Even gave him a girl’s name since clearly he is more of a daughter to me than a son. We shop together for clothes, he even fluffs some cock for me and does little sissy maid tasks. Sometimes I am a very nurturing mommy, other times I am getting off on publicly shaming my sissy boy. So if you like mommy’s panties for reasons other than mommy’s pussy, don’t feel ashamed. You just need a sissy training mommy to help you be the best sissy you can be. Who is ready for dress up time? Sissy school is now in session.

Make me your cum slut.

jack off with mommyNo matter how old I get, I will always love sucking cock. I first started as a teen with my brother and his friends. I can still taste all that cum. I was an addict at an early age. My favorite oral sex is forced sucking. Having a man grab me by the hair, rubbing his swollen dick against my lips and demanding to be let in is one of my biggest turn-ons. I pretend to fight him, making him frantic in his efforts to get it in my mouth. I tease him first, licking his balls, stroking my fingers against his asshole. I hear him moan and I’m wet. I open wide as he pushes it clear to the back of my throat. My gag reflex kicks in and then subsides as my throat opens. I feel his nuts slap against my chin. I can smell them, the sweaty odor. It makes my pussy even wetter. He’s face fucking me now, not caring if I can breathe, just thinking about spewing his load into my mouth. His cock pulsates as my own pussy winds up. Just as he erupts in a massive gush, I start to cum, too. Mmmmm, are you ready for some of this experience? Or maybe you need mommy to teach you how to suck a cock and please a man. Older women know how to make you explode.

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Jack off with Mommy for the first time.

jack off with mommyEvery boy has a need to Jack off with Mommy. It’s important to have a strong mommy figure in your life. Maybe your mommy worked too much or maybe she was a total whore who neglected her young son. Either way, you have this craving for a mom. I know every boy needs one. Whether it’s to call for advice or to fantasize about. Mommy was your first love and you lived for a peek at her tits or a flash of skin in the bathroom. Your first pair of panties belonged to mommy. The ones you picked up and looked at. Maybe you even sniffed them, and it got your boy dick hard enough to jack off with mommy.  If you were a lucky boy, your mommy sat you down and told you all about women and sex. Perhaps she gave you a look at her tits or pussy. If you were my son, I’d have done more than that. I would’ve taken that dickie into my mouth and given you a blow job.  Or if I was feeling horny, spread my legs for a better look and perhaps even let you poke your throbber into this slit. We wouldn’t have stopped there but I’m not giving you any more details until you give me a call. Come Jack off with Mommy soon.

Mommy’s Boy Becomes A Real Sissy

Sissy training phone sexI told you the next time I caught you in Mommy’s panties there were going to be consequences. Knowing you could not resist doing it, no matter how many times mommy told you, I planned for such an occasion. I o into my room and get the new outfit I have bought for you. When I present you with your pretty pink dress, blonde curly wig, white stockings, and ruffly panties, you complain. You say you don’t want to dress as a sissy, you only want mommy’s panties. I tell you there will be no more half assed crossdressing. Since you want to wear panties so much. you will wear the complete outfit. Hearing the sternness in Mommy;s voice, you begin to comply. You put on the ruffly panties quickly, loving the way the satin and lace feels as it glides over your cock. More hesitantly, you put on the dress and wig. Not knowing how, Mommy helps you get into the stockings. The feeling of the silky stockings is overwhelming as it slides up your skin and I see your erection begin to grow. Mommy knew you would love this. A cute pair of Mary Jane shoes complete your outfit. You say you feel ridiculous, but your rock hard cock tells another story. Now its time for Mommy’s little sissy boy to service Mommy. My pussy is dripping wet and ready for your tongue. Oh, you thought you would fuck me? No, sissy’s don’t get to fuck Mommy. Sissy’s serve Mommy and Mommy’s friends with their tongues. You will get me prepared and watch Mommy fuck a really big cock. After I am finished I will need you to clean my pussy for me. That’s right, you will suck all the cum from Mommy’s pussy. I know you love the taste of male cum just as much as you love putting on these sissy clothes. If you are a really good boy, I may even let you suck my pussy juice off my friend’s cock. You always did want to suck a great big cock, didn’t you?

Memories of a school nurse…

 

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I bet every boy there remembers having a crush on that cute school nurse. Not that old grouchy one but the one who filled in when she was off.  I remember those days too. I was such a flirt when it came to those boys. They would come see me for phony headaches and with fake coughs. I found that a flash of tits was the perfect medicine for these naughty young ones. There was one I that especially liked. He was a big boy, much more mature than the rest. During a rough game of kickball he took a boot to the nuts and arrived sobbing in my office. I had him lie down on the bed while I got an icepack. He was so embarrassed when I asked him to drop his pants for me to check him. OMG, this young boy was packing the meat. I touched it gently and examined it for internal bleeding. He got very quiet as I stroked it. Suddenly, it sprang to life. His poor purple cock was 9 inches long. I gasped out loud. I still had my hand around it and it just seemed natural to take it into my mouth. I told him I needed to make sure his blood flow was ok. I’ll never forget the way he pumped that boy cock into my mouth or the sweet load of spermy soup that he squirted. I can still taste the sweetness of youth. He was feeling much better after that. After that day we seemed to have more ball mishaps than ever before but none were better than my very first.

Make me cum for Mother’s Day

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It’s Mother’s Day and I can’t believe the party my boys threw for me. All of my little sissies did the hottest lingerie show for me. I have way too many pairs of panties myself so I let them raid the panty drawer.  Let me know if you want to buy some for yourself. Then you can really jack off with mommy as you wear your special sissy panties that I hand pick for you. Feel how your cock swells when  you put them on. That’s because you really are a girl at heart. A girl with a penis is a great thing. Let me show you what I mean. I want to see you bent over with your panties down as mom guides a hard dick into that boy pussy. I’ll teach you how to fuck and suck so you can be the hottest sissy around. Mommy will break you in right for Mother’s Day. Bring that ass toy with you. You’re gonna need it.

Mama Pearl on Being a Cock Sucking Mommy.

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Every young woman needs a cock sucking mommy like me to teach her the ropes. There’s an art to cock sucking and once a girl learns it, she will never want for anything. Men love a girl who is good with her mouth. He’s more than just a meat popsicle you know. This is aimed at my cock loving sissy boys, too. Listen to this experienced cock sucking mommy and I will teach you to give the best head ever. If you are shy, go to your local glory hole and practice on some anonymous cocks until you learn to swallow and feel confident with your technique.

Take some advice from Mama. I will train you right. Cock sucking can be great. Once you get a big meatstick in your mouth, pumping away, you’ve gotta know how to handle it. Slurp it, make some noise. Moan. Whimper. Don’t be quiet. Sound is like gasoline. It adds heat and fire to that blow job. Keep that tongue moving. Swirl that head, suck those nuts, use that hand to make things feel tight and juicy. Don’t just be a bobbing head doll. Fondle and tickle those sacs while he fucks your tonsils. Slide a fingertip into his shithole and see how he reacts. If you don’t get your make-up smeared all over your face, you’re not doing it right. Next, work on that gag reflex. Men love to make you choke on that dick but no one wants to get puked on….Well, most don’t…but that’s another blog!!! Learn to swallow that beast. Let those balls slap your chin. When you feel them draw up tight, you’re almost there.

You’ll hear him begin to moan. Some men beg. Stop several times and make him wait. It’ll make him cum so much harder. His fingers will clutch your hair and he may grab your head and push himself into into your mouth, faster and deeper. Now wait for your prize. Yes, that cum is your reward. Slurp up every drop, roll it around in your mouth, show it to him. Wear it or share it!!! Let it dribble down your tits. Now swallow and smile. He’ll be in love, sweetheart. Take it from an experienced cock sucking mommy who wants her little girls and boys to give and get the best blow job ever!!! Take it from mama. It works!!!

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Big boys love MILF fantasy stories

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Since I’ve gotten older, I seem to stay horny all the time. I look at all of these young men and I want them. I thought my sex drive would diminish with age but it’s burning a hole in my panties. I eye up these young studs like they are prime cuts of meat and imagine what they are packing in their jeans. I had an experience lately that should make me blush. The cable guy stopped by to fix my system. he was cute. I watched him as he was bent over on the floor working on the hook-up. I stood right over him with a short skirt on and no panties. He got a great look at my bush. “Ma’am, you look awful sexy from this position. I’d sure like to put you in another.” He was a bold one. I squatted right over his face and made him eat my pussy until I creamed. He looked up, my juice all over his face, and I wanted more. I pushed him back on the floor and unzipped his fly. His big brown cock poked out, already swollen with excitement. I took him in my mouth and gave him the best blowjob of his life. He was gasping like a fish as I emptied his balls. I forgot how fast young men can recover. He was hard again within minutes and this time he took charge. He took me right there on the floor. I was begging as I felt his fat cock shove into me. He pumped me fast and hard, his balls slapping against my cunt. He was aggressive and I felt his forearm wrap around my throat, pulling my head back. I had no idea that cutting my air off for a few seconds would make me cum so hard. He filled my hungry slit and put his cock away, still wet. I want to smell you later, he said. OMG, it was the hottest fuck of my life. I am ready for some more!!!

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