Ricky Johnson’s first date with the stunning Kenna James is off to a rocky start when he spills her drink on her and burns the appetizers. Lucky for Ricky, Kenna’s…

Josephine Jackson dressed up sexy in her tight jeans, low-cut top, and leather jacket for her first date with Jordi El Nino Polla. When he picks her up, he offers…

Picking up Rina Ellis at the park is pretty simple. You’d be surprised how many gorgeous girls are at the park looking for sex while being surrounded by guys to…

Kenna James is about to go on her first date and she’s nervous as hell. Luckily her stepmom Eva Karera is around to impart some of her hard earned wisdom…

Jenny is super excited to finally get Jordi to take notice of her at the local college. She takes advantage of the situation, making Jordi walk her home. However, Jenny…

Anya has joined Charles at his place for a first date. After dinner, he suggests they spice things up by playing truth or dare. At first Anya thinks it’s pretty…

Today is Lola’s first ever threesome with fan favorite Raven Lane. Let me repeat that. It’s Lola’s first ever threesome so enjoy it and until next week’s update. Steve Uploaded:…

Real Teens is like a first date- you get to know this new, barely legal beauty, and find out just how she likes sex- without ever having to commit. This…

India Summer is running for City Council, barnstorming through a local neighborhood, when she knocks on Sloan Harper’s door, who just so happens to be running against her! It’s Sloan’s…

It was the best date ever until she laid down the law: no sex on the first date! However, she is no conventional good girl. Her pussy is protected but…

Gloria (Romi Rain) is recently divorced and she’s just started dating again. On her first date with Frances (Penny Barber) they only kissed but she’s ready to bring things to…

After her boyfriend suggests they try out being in an open relationship, Bella welcomes the idea. She’s out of his league, she’ll do a lot better than him and then…

May Thai dressed in a very cute outfit for her first date with Thomas Stone because she wants to make a good impression. It worked, because Thomas just has to…

This horny Asian is a classy lady on her first date. Is it okay to fuck after just knowing someone for a few hours? She says yes to that! She…

This Asian princess is out on a first date. She wanted to play it off like she’s not interested in sex until at least a second date but she can’t…

Natalia Nix comes out on a first date and puts on her cutest miniskirt and sneakers! She loves the beach, going on hikes and being outdoors as much as she…

It’s Friday night, and Ryder Skye has yet another first date with some dude she met online. She’s been at this for a while now, and all these dates asking…

Macey Jade is on an extremely boring first date. This random asshole is doing his best to flirt, seduce, and talk, but it’s just nothing but unwanted opinions, obnoxious advances,…

It’s day one for the Summer Interns at Brazzers, Johnson, and Dick. When Angel notices a budding attraction between two of the interns, she finds it endearing and tries to…

Busty blonde MILF Nina Elle’s stepson Oliver is heading out on his first date, but she doesn’t thing someone his age should be doing anything physical just yet. Storming through…

Ava Dalush likes to watch boxing matches, she likes to watch movies till 3AM and she also likes to fuck on the first date! She’s a strong and independent woman…

Audrey Royal has been seeing a new guy (Eric John) and the first date went pretty well, so for the second date she decides to bring him to her favorite…

Riley Reid like you have NEVER seen her before! Porn’s favorite petite cutie has CUM a long way since she first began, but she has saved her most intense desires…

Sexy blonde Kate Kennedy is head-over-heels for her new dominant boyfriend Rob Piper. She can’t wait to sneak her hot sadistic sexual top into her step-mothers vacation home for some…

Parker Ambrose gets to decide his new stepsister from two candidates: Jade Maris and Scarlett Alexis. They begin the date with Jade calling the first shots and ultimately getting the…

Parker Ambrose gets to decide his new stepsister from two candidates: Jade Maris and Scarlett Alexis. They begin the date with Jade calling the first shots. She says she loves…

Lana Smalls and Sera Ryder are getting ready to have a Memorial Day party. Lana’s date backed out last minute, and so did Sera’s. When Lana’s stepbrother Ricky Spanish walks…

Nata Ocean has a date tonight and she just can’t wait. She’s even pulled out her mom’s nice lingerie to really set the mood. Once Nata has tried on her…

Lexi Lore is our next Nubiles interviewer. Her interviewee is Selina Imai, who has just graduated from high school and is looking for her first adult job. Lexi takes Selina…

Connie Perignon has an amazing body. Johnny Love was the lucky guy who would fuck her in this update. But first she showed off her big tits and big ass….

The delightful Madison Wilde makes her 4th Hussie Pass appearance today, and we selected to pair her up with new studs Ace Bigs and Sheem The Dream for this BBG…

20-year-old blue-eyed blond Maxsim Matotov makes his See H ️M Fuck debut today, as does curvy cutie Summer Col, in this unique update that was sent in by our West…

A man, Chad Alva, who was approached at a club by a sexy redhead, Lauren Phillips, is unnerved when she leads him back to her house where it turns out…

River and Chloe have been friends for a long time and confide all their secrets in one another. River tells Chloe that she thinks she’s finally ready to lose her…

It’s Valentine’s Day, and Elias and Rico are again left without Valentine’s sweethearts. These nerdy dudes are never going to get laid if they don’t start making an active effort…

This season on Dating My Stepson, we have three hot milfs and three eager stepsons to mix and match. On today’s episode, Micky Muffin is up for her second date…

What’s up, Mylf lovers? You know we love getting the chance to try something new, and that’s what Labs are all about! In this episode, we’re bringing back a fan-favorite…

Justine overhears her stepson Kai crying in his bedroom. The guy is crushed because his girlfriend Selina just broke up with him close to Valentine’s Day. Her vivacious stepmom won’t…