Mom Takes Pity On Your Tiny Cock - Miss Penny Barber

Mom Takes Pity On Your Tiny Cock – Miss Penny Barber

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.

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Mommy Loves Your Tiny Dick - Bettie Bondage

Mommy Loves Your Tiny Dick – Bettie Bondage

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!

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Tiny Dick Demotion - Miss Roxana Rae

Tiny Dick Demotion – Miss Roxana Rae

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.

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

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

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.

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Alpha Sister Train Virgin Brother - Queenieb and Pixie Peach

Alpha Sister Train Virgin Brother – Queenieb and Pixie Peach

Queenieb and Pixie Peach are sister with quite the reputation. They are known for their accomplishments between the bed sheets. Between them, they have bedded more men than you have probably had hot dinners. They are true alphas – goddesses who are worshipped.
They have heard that their younger brother is planning on losing his virginity. There is simply no way they can allow him to go about town ruining the family name. He is a pathetic little wimp. If he’s going to be taking his little pencil dick around town, he better know how to use it.
Queenieb and Pixie take one for the team and turn their wuss of a virgin brother into a true alpha male.

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Futa Family Holidays (HD MP4) - Miss Penny Barber

Futa Family Holidays (HD MP4) – Miss Penny Barber

I am so happy that my little man has found a great girl with a huge cock, just like mine. I always taught Sam that his place in the world is as a cocksucking servant to the superior futa females in his life and that is why I know Ella is just the perfect dickgirl for him.
Even the happiest families can experience a little holiday tension though so when Ella suggests that she has bigger cock than me, it almost turns into a full blown futanari family feud! The only way to settle this size matter peacefully is obviously a double blowjob from Sammy. He is going to take his futa facefucking like a good boy and then let Ella and I know which one has the biggest dick. Poor Sammy is going to end up with a very upset Mommy or a pissed off girlfriend but at least he will get to worship two giant futa cocks first!

FUTANARI, SMALL PENIS HUMILIATION, BLOW JOBS, MOMMAS BOY, MILF, FUTA

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Futa Mommy Cock Size Comparison (HD MP4) - Miss Penny Barber

Futa Mommy Cock Size Comparison (HD MP4) – Miss Penny Barber

Are you wondering about the big bulge in Mommy’s short shorts? Maybe feeling a little jealous of the size of it? I am happy to show you mine, if you show me yours…BUT whoever has the smaller dick has to give the other person a blowjob!
I hope you are not too shy to compare your cute little erection to Mommy’s huge cock. We can even stroke together for a while to give you a chance to make yours get bigger. Mommy enjoys watching you play with your cock almost as much as I’ll enjoy getting mine sucked!

FUTANARI, SMALL PENIS HUMILIATION, SHEMALES, MOMMAS BOY, MILF, FUTA

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Caught Stroking by Step Mom - Roxana Rae

Caught Stroking by Step Mom – Roxana Rae

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!

SMALL PENIS HUMILIATION, MILF, UNCIRCUMCISED PENIS FETISH, MOMMY DOMME, BRA & PANTIES, JOI

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New Mommy - Roxana Rae

New Mommy – Roxana Rae

Last night your mommy and I had a long conversation about you. She was very worried that your small dick was running your life. She expressed to me your lack of pussy and how your tiny cock hasn’t really grown that much since you were a baby. She told me you should have been born a girl and that she regrets not raising you as one. Maybe then you wouldn’t feel so bad about not getting any pussy. We decided that I will be taking over as your new mommy and that I will be feminizing you from now on. I think your new life as a girl will be more fulfilling and you will no longer have to deal with the pressures of the male role. Now sit down and listen to mommy as I go over your first new lesson as a girl.

MOMMAS BOY, SMALL PENIS HUMILIATION, SISSY TRAINING, FEMINIZATION, SISSY SLUTS, PUSSY CONTROL

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Mean Mommy - Roxana Rae

Mean Mommy – Roxana Rae

I just married your dad and moved into your house and now there are going to be some changes. I know right now you think I’m being a mean mommy but in the long run I’m really just helping you. See I know about that tiny little useless dick of yours and if you follow my rules I will help mold you into a useful man instead of a loser with a useless unfuckable beta dick.

SMALL PENIS HUMILIATION, MOMMAS BOY, FOOT FETISH, CHASTITY, JOI, SMALL PENIS ENCOURAGEMENT

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