Dating My Stepson 13


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Dating My Stepson - Micky Muffin

Mar 29

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Mar 29

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Micky Muffin - Coming Clean - S1:E4
Released: March 29, 2024

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 having a picnic with her stepson Sam Bourne. They both confess to the cameras that the week in the house has changed their opinions of each other. They initially agree to go with the flow and not make things awkward, but they get flirty together with the fancy food and find themselves coming together for a deep kiss.

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Dating My Stepson - Kira Queen

Mar 20

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Mar 20

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Kira Queen - All In - S1:E3
Released: March 20, 2024

This season on Dating My Stepson, we have three hot milfs and three eager stepsons to mix and match. On today's episode, Kira Queen must face off with her stepson, Matthew Meier. They are to enjoy a casino night together, even though they can't seem to stop telling each other how much they hate one another. Matthew doesn't take it well when Kira beats him, and she slaps him to stop him from continuing to yell. The next moment, the two of them are making out...

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Dating My Stepson - Shalina Devine

Mar 7

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Mar 7

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Shalina Devine - Candlelit Romance - S3:E2
Released: March 7, 2024

This season on Dating My Stepson, we have three hot milfs and three eager stepsons to mix and match. On today's episode, Alex Charger and Shalina Devine are enjoying a candlelit dinner date. It's a bit awkward for the stepmom and stepson to be dining romantically, but they have both been into each other for a long time. Shalina tries to deny the chemistry between them, but she can't keep slapping Alex away...

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Dating My Stepson - Shalina Devine

Feb 28

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Feb 28

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Shalina Devine - Filled Up Before Dinner - S3:E1
Released: February 28, 2024

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Dating My Stepson - Micky Muffin & Shalina Devine

Feb 16

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Feb 16

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Micky Muffin & Shalina Devine - Pleasure By The Pool - S2:E5
Released: February 16, 2024

This season on Dating My Stepson, we have three hot milfs and three eager stepsons to mix and match. On today's episode, Shalina Devine is supposed to have a date with Matthew Meier. Unfortunately for Shalina, Micky Muffin has other plans. She likes Matthew far too much to let him go easily.

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Dating My Stepson - Micky Muffin

Feb 7

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Feb 7

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Micky Muffin - It Started In The Jacuzzi - S2:E4
Released: February 7, 2024

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 in the series. This time, she and Matthew Meier are getting to know each other in a jacuzzi. There's nothing stopping them from feeling each other up and eventually coming in to make out...

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Dating My Stepson - Micky Muffin

Jan 25

Clips, HD, Big Tits, MILF

Jan 25

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Micky Muffin - I Aced Her Hole - S2:E3
Released: January 25, 2024

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 going on a date with Alex Charger. They're going golfing, although Micky doesn’t know anything about it...

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Dating My Stepson - Kira Queen

Jan 12

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Jan 12

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Kira Queen - Going Overboard On Her Pussy - S2:E2
Released: January 12, 2024

This season on Dating My Stepson, we have three hot milfs and three eager stepsons to mix and match. On today's episode, Kira Queen is paired up with Sam Bourne. Kira still lives with her stepson, so she's on the show to find a boy toy for herself. Their date is to go on a boat with Sam manning the oars to take them around a nearby lake. When Kira has had enough, Sam brings them back to the dock so they can move the party indoors.

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Dating My Stepson - Kira Queen

Jan 3

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Jan 3

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Kira Queen - Massage Queen - S2:E1
Released: January 3, 2024

This season on Dating My Stepson, we have three hot milfs and three eager stepsons to mix and match. On today's episode, Russian widow Kira Queen meets up with her date Alex Charger for a massage date. Kira is eager to learn more about this outgoing and handsome young man, so she comes up with a plan before ever laying down on the massage table...

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Dating My Stepson - Pristine Edge

Sep 28

Clips, HD, Big Tits, MILF

Sep 28

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Pristine Edge - Stepmoms Secret Confession - S1:E5
Released: September 28, 2023

Pristine Edge has convinced her stepson, Jimmy Michaels, to date four of her milf friends plus one mystery lady in an effort to hook him up with a girlfriend. In this episode of Dating My Stepson, Jimmy learns that his final date is Pristine herself. Pristine isn't happy about the producers putting her in this situation, but she and Jimmy decide to make the best of it. They agree to sit down to the very nice dinner that's been laid out for them, and soon enough things have moved from awkward to flirty...

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Dating My Stepson - Crystal Clark

Sep 27

Clips, HD, MILF 1 mode_comment

Sep 27

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Crystal Clark - Riding More Than Bicycles - S1:E4
Released: September 27, 2023

Pristine Edge has convinced her stepson, Jimmy Michaels, to date four of her milf friends plus one mystery lady in an effort to hook him up with a girlfriend. In this episode of Dating My Stepson, Crystal Clark is in it to win it. She's already into younger guys, so Jimmy is right up her alley. She can't wait to drain Jimmy's balls as she fucks him right...

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Dating My Stepson - Cassie Del Isla

Sep 26

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Sep 26

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Cassie Del Isla - Turning Up The Heat - S1:E2
Released: September 26, 2023

Pristine Edge has convinced her stepson, Jimmy Michaels, to date four of her milf friends plus one mystery lady in an effort to hook him up with a girlfriend. In this episode of Dating My Stepson, Cassie Del Isla will be cooking dinner with Jimmy. Normally Cassie dates older men, but she is making an exception to see how things are with Jimmy. They work together to make a pizza, where Cassie gets increasingly flirty...

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Dating My Stepson - Bunny Madison

Sep 25

Clips, HD, Big Tits, MILF

Sep 25

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Bunny Madison - The Milf Youd Want To Marry - S1:E2
Released: September 25, 2023

Pristine Edge has convinced her stepson, Jimmy Michaels, to date four of her milf friends plus one mystery lady in an effort to hook him up with a girlfriend. In this episode of Dating My Stepson, Bunny Madison is ready for her date with Jimmy. A college friend of Pristine's, Bunny can't wait to see what Jimmy has to offer as a romantic partner.

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