Your best friend went to the store, but you stayed home. After seeing his mom in the kitchen, she brings up that her son told her that you have never had your cocked sucked before. Being the kind MILF that she is, she helps you with your first experience. As your cock is smaller than the average man your age, she encourages your small cock, comparing it to her husband’s, and giving you comfort that you will find someone who appreciates your small penis. She says, based off her small tits, size never matters.

MILF, MOMMY ROLEPLAY, SMALL DICKS, SMALL PENIS ENCOURAGEMENT, SPH

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Aweeee sweet hunny! You had a bad dream??? You had a dream that mama didn’t WANT YOU!??!?! Ohhh my poor hunny don’t worry. Nothing like that will ever happen! I will always want you and I will ALWAYS hold you and keep you safe. Don’t worry darling… here, suck on mama’s nipples for comfort while I hold you and stroke your head, my little good boy 🙂 Oh… sucking on mama’s titties has made your dick hard hunny? My sweet boy has an erection for his mama…. Well I guess we will have to play with it then. I will play with your perfect tiny penis, and then if you want to be a REALLY good boy for me… maybe you can suck on mama’s toes? Mmmm that feels so good. Then I start to get wet and you tell me you want to taste me. Ok, I wouldn’t deny my sweet boy of tasting his own mama. You are REALLY good at that! WOW! You make me cum and then of course you want to fuck mama too…. So I get your tiny penis as hard as it can get and let you try fucking me, before I ask you to pull out and make you cum with your adorable tiny penis in between my toes for a loving toe job. My sweet boy. After all of that, how on earth would I not WANT you hunny!? It was just a bad dream babe, a bad dream that fortunately turned into a loving and sexy night with your mom <3

TABOO, MOMMY ROLEPLAY, FOOT FETISH, SPH, POV

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You always beg for mommy attention, the girls at university just don’t interest you and you just want to watch mommy take BBC! You are a sissy bitch, and want to be mommy girl. Your pathetic tiny clit dick is useless, so you might as well accept your fate and serve mommy as a BBC sissy cuckold bitch. Sweet mommy gives you intense SPH, instructs you to lock up your clit dick in a pink chastity cage, and put on lipstick, wear her heels, and rub pink glitter gel all over your body. You are a sissy now, mommy feminized son! you are mommy girl now. Time to lick her pussy and get it ready for his BBC, jerk his BBC nice and hard and then guide it into her pussy, and lick and suck his balls and cock as he fucks her! After wild fucking he cums so deep inside her tight pussy! Open wide sissy bitch, eat all of that cum out of mommy pussy like a good girl, sissy bitch! Mommy wants you to try that big throbbing cock in your mouth and ass now. You take it so good! Pathetic clit cock sissy bitch! Take this load in your ass! Now mommy wants another huge cum load for you to clean out of her pussy!

SISSY TRAINING, SISSIFICATION, SPH, CUCKOLDING, TABOO

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So, you’ve gone a broken both of your arms trying to pull some tricks on your dirtbike, and now you need help in the tub. Mama comes into the bathroom to see if you need help. I sit down next to the tub, roll up my sleeves, and start to wash you. I tell you that you shouldn’t be so shy, it’s not like I don’t know about your little dick! Of course, I’m your mother, I know that you have a small penis. You’re embarrassed about it, but I’m reassuring and sweet about your less-than-average-sized cock. I can see you’re getting a boner, and I ask you about how long it has been since you jerked off? Oh, I guess with two broken arms, it’s been awhile! Let Mama help you out. I’m sweet but insistent, and I start to gently stroke your cock. I give you lots of eye contact and you can hear the water splashing as my hand slides up and down on your little dick. You get embarrassed again and I ask what’s wrong? You’re worried about me seeing you cum and I can tell you’re feeling insecure about your small load. I tell you not to be embarrassed, and I’m sweet and encouraging as I continue to give you a handjob. I speed up and I can tell you’re getting close, and you can see me happily react with you start to cum. I slow down my strokes as I get every drop out and I can tell you’re so relieved and feel so much better! I get you cleaned up well and give you a kiss on the forehead.

SPH, SMALL PENIS ENCOURAGEMENT, TABOO, MOMMY ROLEPLAY, HANDJOBS, SFW

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You can’t stop thinking about the other day, with your mom. Watching her play with herself while she confessed to you about your teammates. Your coach. Seemingly anyone with a big cock…you can’t stop imagining her, laid out, begging for deep, thick cock…you don’t want to imagine it, particularly considering the tiny cock you’re working with, but she seems to be encouraging it, even. Making little comments here and there…you can’t avoid it. When she asks you to come talk to her in her room, you know it’s more of the same. She confesses that your teammates have big, thick cocks…although your coach is quite small, she says, with an evil smirk. She admits that your father was bothered by her fucking every young guy with a thick dick…at first. Until she realized how much it turned him on to be humiliated over it. To be told he’ll never get to fuck her again – he can only watch while she gets properly fucked by fat cock. She looks at the tiny tent in your pants. You can’t help it – the humiliation is such a turn on! “Well, I know how hard it is, having such a small cock. So I’m going to let you fuck me with that itty bitty cock of yours. It’ll be the first and only woman who’ll ever let you near her with something so…inadequate…” You try not to cum but it’s no use. Even with your tiny cock barely touching the walls of your mother’s pussy, you explode inside her within a few strokes. She giggles, pulling out her huge black dildo and plunging it into her pussy, telling you that you’ll never be able to satisfy a woman as well as a piece of plastic.

BIG DICKS, COCK WORSHIP, CUCKOLDING, SPH, TABOO

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Custom Clips Request (Using the name Peter): The clip theme is going to be StepMom/Stepson JOI/SPE. Essentially, you walk in on me your stepson and you catch me jerking off my small (not tiny cock). I’m shy/embarassed by it. But you tell me its OK and you want to watch me and help my small dick cum. You show me your tits and your ass (twerk & spread). You tell me you love my small cock and watching me stroke it turns you on. Please say my name as much as you can. Eventually you get turned on by me stroking my small dick for you so you decide to show me your pussy and ass and start playing with yourself, saying u wish you had my small cock in you. If you happen to be on your back, please show your feet too luv. At the end of the video you want us to cum together. So say something like “i want ur small dick 2 cum peter” “im going to cum peter. lets cum together. jerk off faster honey. cum now peter cum”.

JOI, SPH, SMALL PENIS ENCOURAGEMENT, MOMMY ROLEPLAY, BIG TITS

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Oh my…. Mommy had no idea you had such a small cock, sweetie…. At this point, maybe we should call it as it is… You have a clit, not a penis, not a dick, a clit, sweetie. But don’t worry, mommy knows just how to embrace this! We will get you a nice cage to hide away that silly little thing and even a pair of cute or sexy panties to hide it! Mommy will even train you to be the perfect girl for me by getting out my dildos and strap-ons to get you ready for being a proper girly girl!

MOMMY ROLEPLAY, SISSY TRAINING, CHASTITY DEVICES, IMPOSED CROSSDRESSING, SPH

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After finding you that you have only a tiny dicklette, Mom takes you shopping for a new swimsuit. Obviously you can’t wear trunks anymore. She talks extensively with the sales girl about your tiny little penis-clit. You are quite embarrassed as Mom picked out a tiny micro thong for you. You should be humiliated for even thinking you could impress the shop girl. You must face the fact that you will always have to jerk off to your Mommy or use your two fingers. You try humping Step-mom to prove you can do it but there isn’t even a wet spot. What a disappointment.

FEMDOM, MILF, MOMMY ROLEPLAY, SISSY TRAINING, SPH

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