Tag: Small Penis Humiliation

Jackie Synn – Mother-in-law Hates Halloween & Little Dicks

Your wife is crazy about Halloween, she has you and your mother-in-law decorating the house getting ready for a party tonight. Your mother-in-law keeps bitching and complaining about how much she hates Halloween and how this whole party is a stupid idea. She decides to liven things up by tempting you to pull out your dick in front of her, you’ve always thought your mother-in-law was such a prude but very very hot. You jump at the opportunity to get your dick sucked by your mother-in-law, but when you drop trowel she is horrified at what she sees! Your cock is far too small for a woman like her and she is not afraid to tell you about it. Your mother-in-law mocks your tiny little cock as you keep stroking, she thinks you are so pathetic and she can’t believe that her daughter would marry someone like you. She insists that you hurry up and you better not make a mess on the floor, the party is about to start so you’re just going to have to eat your cum. Hurry up little dick loser finish up in front of your mother-in-law!

SMALL PENIS HUMILIATION, TABOO, MILF, PAWG, BBW, MASTURBATION ENCOURAGEMENT

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Taboo MILF Kristi – Mommy Loves Your Adorable Tiny PeePee – 720p

Hello my sweet son, you look sad. Do you need mommy’s help with something? Oh…. that…. again… Honey, how many times do I have to tell you? There is nothing you can do about your small penis, you were born this way and you just have to deal with it. Oh I suppose I can take a look and see if it has gotten any bigger if that makes you feel better. Let me have a look….
Sweetie… it may have gotten a tiny bit bigger but really honey, the truth is… you have a baby dick and since you do, you need to be treated like a baby. Your penis is never going to grow any bigger. It is always going to be a tiny little penis but I find that absolutely adorable! Mommy loves your tiny little peepee and I want you to be my sweet little tiny dick baby.
Now that we are treating you like a baby, it’s time you act like one. Come drink mommy’s warm sweet breastmilk and play with your adorable peepee until you cum so you can sleep good tonight. Come get your yummy snack, mommy’s tiny dick baby!

SMALL PENIS HUMILIATION, SMALL PENIS ENCOURAGEMENT, TABOO, LACTATING, JOI, MOMMAS BOY

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Miss Penny Barber – Mom Takes Pity On Your Tiny Cock

Your date got tired of waiting and finally left. What is wrong, honey? You were so excited about your first date. Oh. That is just silly. It can’t be so little that you are scared to even go on a date. I am just going to take a look because I am sure your dick is not nearly as small as you think.
Ok, well, even Mom is wrong sometimes. You really do have a tiny cock. It’s cute though and it sure does get very stiff. I think I know how I can cheer up my little man and his very little man. You penis is a little small for a handjob but I can give you a nice two finger job though. I bet you would also really love to find out easily Mom can fit your entire tiny thingy in her mouth.

MOMMAS BOY, MOMMY DOMME, SMALL PENIS HUMILIATION, SMALL PENIS ENCOURAGEMENT, TABOO, MILF

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Bettie Bondage – Mommy Loves Your Tiny Dick

Oh, honey, what’s wrong? Did something happen last night on your date with that…girl? You know I never liked her anyways. Come now, sweetie, be a good boy and tell mommy what happened…a hotel? Why on Earth would you rent a hotel room? Oh, my. Well, that’s ok, go ahead, tell me about it. I’m not mad. Your first time, with her? I mean…no, go ahead.
She said what?! My, that’s quite rude. No, I’m sure it’s not too small, honey. I mean, of course I haven’t seen it since you were little, but I’m sure it’s fine…she’s just a hussy. She did? Told the whole school? Oh, sweetie, that is so awful. You know, I could help you gain some, uh, perspective? If you showed me. Then I could tell you if she was right, if it’s not even worth it to try and um…fuck your tiny baby dick. Go ahead…
Well, that is small. But maybe if you’re hard it will get to a respectable size. Go on, get it hard for mommy. What’s wrong? Nervous? Hmm…well, maybe I could just touch it a bi…oh, see, there it goes. Hmm, still so small…skinny. Not girthy, like most girls like. It’s rare to find a woman like me who likes them smaller. Hmm? What’s that? Oh, yes. Mommy likes smaller penises. But finding another woman like that is going to be near impossible.
You know, I hate seeing you so down. I know this is going to sound crazy, but what if I helped you? You know, I did make you. And that. And I think maybe I made you the perfect size just for me. C’mon sweetie. It’s not like any other woman is going to want to fuck that. Just let mommy touch it…that’s it. Let mommy suck and fuck your tiny little cock. Mmmm, that’s perfect! Not too much bouncing, you’ll slip right out! Let me grind on your baby dick, sweetie. You’re going to make mommy cum! Now, it’s time to get that little dick to cum for me…I bet that little dick has a nice big load for mommy! Be a good boy and cum inside mommy’s mouth, darling!

TABOO, SMALL PENIS ENCOURAGEMENT, SMALL PENIS WORSHIP, SMALL PENIS HUMILIATION, MILF, MOMMAS BOY

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Miss Roxana Rae – Tiny Dick Demotion

Look at that poor pathetic little thing. There is just no way you could ever be considered a man with that tiny dick. In fact, I think it is best if I just demote you from manhood to a more appropriate place in life. You need to be treated the same as others your size, cause you just can’t compete with the Alpha guys. I’ve decided the best thing to do is revoke your manhood and demote you.

SMALL PENIS HUMILIATION, MOMMY DOMME, LINGERIE, JOI, SMALL PENIS ENCOURAGEMENT, JERK OFF INSTRUCTION

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Penny Barber and Ella Nova – Mom And Ella Nova Tease Your Tiny Dick

Your sister and I are so sorry that your big date turned out to be a prank, sweetie. I guess you will just have to stay in with us tonight and we will do our best to make you feel better. Looks like you were expecting to get laid tonight because we can definitely see the little tent in your pants still. Or is that from Mom and sister wearing lingerie around you?
It might be for the best that the mean girl did not go out with you since I can’t imagine she would be very kind to boy with such a small package. We can’t even ask one of Ella’s friends to take you on a pity date with a dick like that. Think how embarrassing that would be for your sister if everyone at school knew her brother has a tiny penis. I think the best your little cock can hope for is some playtime with Mom and sister because we feel sorry for you.

SISTER DOMME, HANDJOBS, SMALL PENIS HUMILIATION, MOMMY DOMME, SEXUAL REJECTION, TABOO

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Roxana Rae – Caught Stroking by Step Mom

I can’t believe it, I get home from work only to catch you, dick in hand, jerking off to Mommy Milf Porn? Not only that, but it looks like you barely have a dick to stroke in the first place. Obviously your little secret is out now, so let’s see you stroke to the real thing. You will never get to fuck a Woman like Me in real life, so enjoy while you can little one!

Category: SMALL PENIS HUMILIATION
Related Categories: MILF, UNCIRCUMCISED PENIS FETISH, MOMMY DOMME, BRA & PANTIES, JOI

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MistressLA – Mommy’s perfect Girl!

You started out as such a beautiful boy. Dark locks, strong chin, beautiful eyes. I was hoping you would have the manly cock to go along with how handsome you were. As you grew I realized you were cursed with your father’s sad little prick. Looking at it makes me sick. So my dear boy, I have begun unbeknownst to you, hormone treatments. I have scheduled and surgery for your transformation. I have already redecorated and room, I have a few other changes in store for you as well. Since you have not become the man I had hoped you would be. I am going to turn you into my perfect sissy slut. Your journey starts now my sweet girl, let’s get ready!

Castration, Castration Fantasy, Coerced Bi, Female Domination, Female Strap-on, Female Training, Mommy Domme, Mommy Fantasy, Sissy Training, Small Penis Humiliation

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Dommelia – You Saw Mummy Kissing Santa Claus

Your haughty upper class Mummy saw you last night, sneaking downstairs. I know you saw me kissing that man dressed as Santa Claus. It wasn’t your father, who is incapable of pleasuring me. It was our neighbour. And I also know that it turned you on. That you jerked off to it. So Mummy has decided that we both have little secrets that we need to keep; Mummy won’t tell anyone that you jerk off over her – over her breasts, if you don’t tell daddy about her secret lover. Okay, darling?

Cuckold, Femdom POV, Holiday 2017, Jerk Off Instruction, Legs, Masturbation Instruction, Mom & Son Fantasy, Small Penis Humiliation, Verbal Humiliation

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Princess Pilar – Brat Mommie (Tabo0)

Your father remarried in his mid-life crisis and now you have a new Mommie who just happens to be the hottest Bratty Bitch from hell you’ve ever laid your innocent virgin little eyes on. You aren’t really so innocent though because you’ve secretly been spying on Her when She gets out of the shower and you’ve been peeping in on Her when She gets dressed as well. You don’t know why you’re being such a naughty boy, but you just can’t seem to help yourself. Your first time masturbating was while watching Her- you thought She wasn’t aware you were sneaking and jerking off to Her, but Mommie knows everything. She finally takes the opportunity to confront you when you are peeping in on Her once again, especially since you’ve become even more brazen in your naughty behaviors than ever before. You will follow all of Mommie’s instructions, including showing Her your tiny little clit dick which won’t grow much more if it all- that’s right, you’ll have a small clit-dick just like your silly old father. The good thing is you’re young and Mommie is interested in sculpting you into the perfect male slave beginning now, in your young age, She will give you a little taste of what being (mind)FUCKED really feels like. Who’s Mommie’s good boy? Yes, you are. Enjoy xo- Princess Pilar

Age Regression, Beta Humiliation, Boot Fetish, Brat Worship, Ebony Female Domination, Little Play, Mesmerize, Role Play, Shiny Fetish, Small Penis Humiliation

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