Small Problem

6:22 video

You've been telling me this whole time that your dick was "average" and I've been ok with it (even though I can't feel anything when we fuck) because you are my first boyfriend and I don't know any better. I thought there was something wrong with me because all my friends talk about how much their tight pussies ache after their big strong boyfriends fuck them. Today in health class, they taught us how to put a condom on. They used a banana and told us THAT was average.... but it is WAY bigger than you. I think you've been lying to me. Yours is the size of my pinky. Maybe pubeety skipped you or something. But I want to try one of these banana dicks. I love you, but Im going to fuck some other boys. Maybe you could get some of your friends to do it? Ill still date you, but fuck your friends that you bring to me? You can jerk off and watch so your little baby cock gets some pleasure too. I know this must be HUMILIATING... but look how big it is compared to my tiny tight hole? Look how it fills up my mouth! You just slip out!

Ashley Takes it All

8 photos; 10:03 video

Watch me take this entire 12 inch cock and re-arrange my insides. Grinding on it from the front and the back! I cum twice! It’s so long and the perfect girth to give a girl what she REALLY wants.

ClubSinful Mag 2025 Christmas Edition

116 photos

Christmas Bonus: ClubSinful Mag 2025 Christmas Edition

Clubsinful Mag December 2025 Gatlinburg TN

28 photos

The professional quality photo-set was shot in the heart of the Smokey Mountains in Gatlinburg TN.

2025 Santa Baby

34 photos; 5:24 video

2025 Santa Baby in Black and Stockings

2025 Holiday Tease

50 photos; 3:32 video

2025 Holiday (strip) Tease in festive holiday colors!

Pantyhose Jerk Off

6:22 video

Come experience the dancing and dirty talk you have been craving while worshipping my pantyhose legs and high heels as I show off my perky MILF tits for you!

So Tiny Chastity

6:18 video

You are so tiny! Get in your cage. Im going to keep you to myself so I have a little pee pee to make fun of daily! Imagine staying after a holiday party, thinking you are going to fuck the super hot and fit MILF who hosted the party, only to find out your dick is too small for her and she humiliates you until she cages your little penis. She dont want to fuck you but lets you jerk off into the floor in front of her. Her holiday gift for you is a new chastity cage. How thoughtful. She's keeping your pathetic little dick off the streets and to herself!

Footjob Dribbles Precum

5:40 video

Your time together begins with a super sexy blowjob but her feet are just too much to ignore. You want to record it (and she lets you) and A sultry foot session begins on your throbbing cock. You think you're going to have the orgasm of your life but you start dribbling precum during your foot job. Ashley gets you to the point of explosion and tells you that you aren't good enough to cum on her. That pre-cum is all you get. You were so ready it was leaking out of your hard cock. I guess you have to watch the video that you were filming POV and finish yourself off by fucking your hand! Ashley is hot but cruel when it comes to orgasm time!

Taboo Pity Blowjob

7:51 video

TabooBro always gets hard around Ashley and she notices. Out of pity, she finally agrees to to give him the blowjob of his life and let him film it on his phone. She swallows EVERY DROP. Was it really out of pity or did she just want to taste it that bad?

Creampie Ride

9:19 video

I ride his long cock until he creams me as I pulsate! Before that he pushes my legs back exposing my clit fucking me POV, then face down while spreading my ass. This is a TRUE sex tape experience.

Teasing Pantyhose JOI

6:37 video

Pantyhose jerk off instruction with instructions on where to squirt that cum also. In a mirror, Showing off and having fun in pantyhose. Kissing you and showing off her tongue like she is licking your body! Nylon legs and feet in high end high heels. (Was a custom for a client but it's so good you get to check it out too!)

Pillow Rider

6:23 video

I get my pussy off really good riding this pillow and pretending it is you. My abs flex and pulse as I grind. But not before I dance and turn you on, stripping out of my clothes, and get you rock hard for my riding pleasure. 

Fit Babe in Short Shorts

6:59 video

She is showing off her fit tan legs in short shorts and flip flops. Posing, walking around the room and encouraging you to jerk off. But you need more. Her abs, her perky breasts, and fit back are perfect too. She undresses completely while you goon and stroke , stroke and goon and work up a load like a good boy!

Facial From Mr Teacher

6:59 video

Ashley fucks and sucks the teacher in his office like a good girl. There is more than one way to get extra credit and she got plenty of extra credit all over her pretty y0ung face! Facial from teacher is explosive and Ashley loves taking it!

Dancing Strip Dildoing

15:06 video

The title says it all. Dancing in a mini-dress with great upskirt views. Eventually with no panties on! Then she strips and shakes her fat pussy in your face and wiggles her ass until she is so wet, she has no choice but to stuff her twat with a dildo and bang out an orgasm in front of you!

MILF Cam Show

5:05 video

Come along and view this cam show of MILF Ashley Sinclair showing off nude in various poses her sexy it body for the viewer. She gives gentle encouragement and does a thorough job of allowing you to see ALL parts of her completely nude!

You Watch I Suck

5:46 video

You can pretend you are my cuck and watch me suck another man's huge cock or you can watch this as if Im going to suck you this way. Which is it? Do you want to be my cuck or my cock? Regardless, you love these short shorts and dream of me in them sucking a cock. 

MILF Neighbor Small Penis Humiliation

5:53 video

HUMILIATION4K

Ashley, the neighborhood MILF, asks you over to help her put up her Christmas tree because she can't do it herself. She is your hot neighbor! Of course you will. She also convinces you by telling you, if you help, she will give you a blowjob! There is a small problem though. When it is time to get your BJ you're nervous and can't get hard. To make matters worse, you have a very tiny penis too! When she sees it, she laughs and mocks you and tells you she will never suck a dick that small. But you can jerk off to her tits for helping. She humiliates you the whole time and makes you cum in the floor and clean it up afterwards!

Dancing Nudity

4:09 video

CLUBSINFUL

Dancing completely nude, twerking her bare ass with gXXXXses of the pussy lips from behind. Swaying her hips and moving her perfect tan body!

Feet and Ass JOI

6:11 video

ASHLEY4K

The perfect feet and ass combination is hard to come by. The fact is, you need it to "get off" don't you? I'm sweet and have perfect feet and my ass is bangin'. Ill encourage you and show off for you until you explode!

Dancing Babes

3:17 video

ASHLEY4K

The hottest duo in the adult industry making another clip dancing slutty and showing off just for you! Completely nude, twerking, dancing, dropping it low, and being sexy for your jerking pleasure.

JOI Babes

3:55 video

CLUBSINFUL

JOI babes Ashley and Erika tease and taunt you into a gooning drooling jerking fool! But in a good way. You can watch it over and over until you blow a load for these two!

ClubSinful Mag November 2025 Key West FL

8 photos

CLUBSINFUL

This magazine quality photo-set was shot at ClubSinful headquarters in sunny Key West FL. Includes photo-set and behind the scenes video.