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I got some great suggestions for this month's "March Need Moms" theme.

However, it was almost all suggestions just about being dommed by a Mom. Those are good and I have a few more I'd like to draw based on those suggestions.

But I also want to draw some pictures about the crossdressing character being in the "Mom" role. So now I'm asking for more suggestions on specifically those lines.

Comments

Anonymous

Hmmmmm, I could see a cross dressed guy being made to take care of the kids as either a mom or babysitter. “ the sisy babysitter club” a 60s scene where an executive has made an underling or business rival into his stay at home mommy wife. A cross dressed guy being made to take care of sissy babies. Maybe breast feeding (dunno how that would work) I’ll keep thinking on that.

Anonymous

Family Outing - A stud, his sissy wife, and their baby girl out for a stroll. (Basically a guy domming over a sissy and his former girlfriend / mistress, with the sissy crossdressed as the Mom and the girlfriend their baby girl stuck inside of a stroller.)

Anonymous

Widow needs a new mommy for his kids...

Anonymous

Perhaps something Dollhouse themed with the sissy/CD role playing acting as "Mommy" with a reluctant new dolly? Not sure if that really follows the same aesthetic though.

Anonymous

Sissy husband forced by his wife to wear one of those pregnancy simulator vests to teach him a lesson

Texbot

Sissy mom raising a sissy daughter to better serve could work

Happily Anonymous

I had a “Pageant Mom” idea on the last thread, and with a small tweak it still works here!! Picture a mature sissy primping and curling her “daughter” for a “Siss America” pageant! The daughter would be in her late teens/early twenties, and would be getting done up in full pageant regalia- like thick curls, long lashes, and a gaudy, prissy, dress! The “mom” would be done up a bit as well, clearly trying to relive the day she won Siss America ‘95! Hypno eyes could work for one or both characters, but I prefer at least the mom actually enjoying it and wanting to win! The setting could be a backstage dressing room, with a large vanity filled with roses, makeup, and outfits of all sorts! Of course our main subjects would be surrounded by the silhouettes of other “mothers” and “daughters” doing their best to get ready as well!

Anonymous

Forced to go as a MILF to “Cougar Night” at the local pickup joint.

Anonymous

Industrial spy goes undercover to steal secrets from a makeup company and gets caught, then converted into their Sexy Mom Line spokesperson.

Anonymous

Little girl having hypnotized his big brother into being her curvy mom. Mocking him and saying "You make such a better mom than a brother!" 😂

Anonymous

Similar to Lynda T, I thought a "Cougar Night" at a bar where our MILF would be forced to endure conversation from a few young bucks. In such an instance I imagine that he would have to wear something such as this: https://i.pinimg.com/originals/d4/2a/3a/d42a3a1a3a0e36f59ea00085f4ef394a.jpg https://i.pinimg.com/originals/d7/ba/e9/d7bae973783fcb82da367bc8b226864f.jpg In my second idea, I imagine that a guy is forced to pick up the responsibilities that are usually reserved for the "woman" of the house. He would be forced to go shopping for groceries dressed as such: https://i.pinimg.com/236x/10/15/dc/1015dc3ec350e7ffe91581b03b4aa3bf.jpg

Anonymous

1. A man catches his wife cheating, so he turns the wife into a baby and the man she was cheating with into his new wife (and thus the mother of his baby/wife) 2. A sissy dressed in a full fursuit and sprayed with pheromones so she's pounced on by her pups. 3. A sissy mom watching her sissy daughter graduate from sissy school with tears in her eyes 4. A sissy who had a full reproductive system grafted onto his body so that every time he cums he impregnates himself.

Anonymous

"The Great Bake off of 1989". Can go two ways, having it showing the "Mom" winning. or having a girl look at a photo of the day years later asking who is that won and a text bubble from off screen says ask your father.

Andrew

Sissy mom taking either unsuspecting son or sissy son to meet grandma to stay for awhile while sissy mom goes on vacation.

Anonymous

A sissy mom has her sissy 'daughter' tied down for a paddling, just like her sissy mom did to her growing up!

Anonymous

Very flirty crossdressing animal print sort of milf looming over and flirting with some nervous guy.

Carroll

Daughter has hypnotized 'mom', dressed her up sexy and sent her on a date with her teacher so she'll get a better grade.

Eelco

Maybe sissy mom with a younger sissy dressed as a cheerleader. The mom is saying something like: "When you gave me the keys to your chastity I promised I'd give them back when you can convincingly be a girl. I want my daughter to be a cheerleader, so you better learn your routine if you want your key back."

AJ

Domme has some trainee sissies over for a "sissy slumber party". The domme's primary submissive is the sissy mom, bringing them milk and cookies along with the domme's newspaper and pipe.

Anonymous

“Maternity Sympathy” which has a pregnant wife fitting her feminized husband with a maternity belly+breast kit so he can experience pregnancy along the way

Phillip Kettless

How about a slumber party were the girls have hypnotised a male into being the mom to bring them food. Tight blouse showing off the fake boobs, maybe a very short or tight pencil skirt showing off the garters and very gigh heels and a 50's style wig?

Anonymous

What about a Shrunken down guy? Played with by a girl where he is being treated like a housewife? Very bold theme, but the details I know you're a master at with this~

Anonymous

lets see. The "mom" walks in on her son getting dressed and is super happy to see her son following in her steps. I guess is more being dommed but the "mom" teaching her sons to walk in high heels with big heavy boobs and tight clothes, saying "I had to do the same thing when I was your age, so you two better start getting used to this if you both want to find good husbands." The "mom" visiting her daughter and is getting ready to head out for a night on the town. Her friend is also there and says "wow your mom sure takes her time getting ready." Daughter: "well yeah when my mom is actually my dad." friend: "WHAAATTT!!??" I know you dont like getting kids or teens involved but its not sexual. A "mom" going to her childs PTA or Parent Teacher meeting. The "mom" her wife or kids or both walking into the living room and shes sitting on the couch watching her talk shows laughing. "Mom" getting ready but is taking too long and daughter is the back rushing him. "Daaad were gonna be late for the spring dance." dad: "Im almost done sweety just doing my lipstick." daughter: " UHHHHH your worst than mom." dad: "I gotta look my best for the other chaperones."

Anonymous

Oh just thought of this one, "mom" teaching her son how to dance flamenco. Id like to see more sexy latinas in your art. Or have the "mom" be the substitute to her sons dance partner in a dance competition.

Toonmancer

i just thinking of a Mom making factory where you can see the process of them making moms with hypnosis, wigs, makeup, etc.

Anonymous

Ok here are 3 Ideas : A pregnant wife who make her husband train with baby dolls how to be a mother. A sissy "Mother" on her Sissy "daughter" asking her to be a good girl as she goes out with a guy. A dom wife made her sissy husband get gigantics falsies and a big fake pregnant belly and say if he can keep them for 9 month she will accept to be pregnant as well.

maddiebliss

Idk if you do pop culture references, but you could do a wandavision theme. Where Wanda, or a Wanda like character has ‘’overwritten’ and trapped someone’s masculine personality in a cutesy, feminine and motherly demeanor. ‘She’ will be forced to live as such indefinitely with the Wanda like character having total control. And maybe indicate that the masculine side deep down is self aware of what is being done and is trying to fight but failing completely and maybe even the manly side is possibly slowly being corrupted as well to where if ‘she’ stays in that form too long there will be no going back ever. May be hard to flesh out that last part in one pic but just a thought! :)

Anonymous

A Crossdressing aunt turn her step nephew into her loving new wife for their new lives together