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Dating My Stepson is a binge worthy reality step mom taboo series from the MomLover network. You won't be able to keep your eyes off the screen and your dick off your hands as Jimmy navigates dating and sex life with his Stepmoms hot Milf friends.

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Filled Up Before Dinner - S3:E1

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All In - S3:E3

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Coming Clean - S3:E4

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Coming Clean - S3:E4

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Stepmoms Secret Confession - S1:E5

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Turning Up The Heat - S1:E3

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Filled Up Before Dinner - S3:E1

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Filled Up Before Dinner - S3:E1

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Putting In The Effort - S4:E3

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The Milf Youd Want To Marry - S1:E2

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Pleasure By The Pool - S2:E5

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Pleasure By The Pool - S2:E5

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I Aced Her Hole - S2:E3

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Recent DatingMyStepson.com Videos

A Game Of Dare Always Spices Things Up - S4:E4 — A Game Of Dare Always Spices Things Up - S4:E4

Alex Charger Shalina Devine
– Oct 3, 2024
9.8 69 3

Putting In The Effort - S4:E3 — Putting In The Effort - S4:E3

Cassie Del Isla Juan El Caballo Loco
– May 29, 2024
9.3 120 6

Learning Some New Moves - S4:E2 — Learning Some New Moves - S4:E2

Crystal Rush Rion King
– May 16, 2024
9.5 153 8

Playing My Cards Right - S4:E1 — Playing My Cards Right - S4:E1

Jayden Marcos Pristine Edge
– May 3, 2024
9.3 136 14

Coming Clean - S3:E4 — Coming Clean - S3:E4

Micky Muffin Sam Bourne
– Mar 29, 2024
9.5 137 8

All In - S3:E3 — All In - S3:E3

Kira Queen Matthew Meier
– Mar 20, 2024
8.9 114 9

Candlelit Romance - S3:E2 — Candlelit Romance - S3:E2

Alex Charger Shalina Devine
– Mar 7, 2024
9.7 203 10

Filled Up Before Dinner - S3:E1 — Filled Up Before Dinner - S3:E1

Sam Bourne Shalina Devine
– Feb 28, 2024
9.5 200 16

Pleasure By The Pool - S2:E5 — Pleasure By The Pool - S2:E5

Matthew Meier Micky Muffin Shalina Devine
– Feb 16, 2024
9.3 210 8

It Started In The Jacuzzi - S2:E4 — It Started In The Jacuzzi - S2:E4

Matthew Meier Micky Muffin
– Feb 7, 2024
9 138 12

I Aced Her Hole - S2:E3 — I Aced Her Hole - S2:E3

Alex Charger Micky Muffin
– Jan 25, 2024
9.6 164 11

Going Overboard On Her Pussy - S2:E2 — Going Overboard On Her Pussy - S2:E2

Kira Queen Sam Bourne
– Jan 12, 2024
8.7 166 7

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Recent MomLover.com Videos

– Oct 4, 2024

9.5 56 5

– Oct 2, 2024

8.6 61 5

– Sep 27, 2024

9 77 5

– Sep 25, 2024

9.2 79 6

– Sep 20, 2024

9.3 92 7

– Sep 19, 2024

9.7 119 5

– Sep 18, 2024

9.3 87 3

– Sep 13, 2024

9.2 87 7

– Sep 11, 2024

9.8 122 9

– Sep 6, 2024

8.5 100 5

– Sep 5, 2024

9.4 104 4

– Sep 4, 2024

9 89 10

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Recent DatingMyStepson.com Photos

A Game Of Dare Always Spices Things Up - S4:E4 — A Game Of Dare Always Spices Things Up - S4:E4
Alex Charger Shalina Devine

8.8
Oct 3, 2024

Putting In The Effort - S4:E3 — Putting In The Effort - S4:E3
Cassie Del Isla Juan El Caballo Loco

9.5
May 29, 2024

Learning Some New Moves - S4:E2 — Learning Some New Moves - S4:E2
Crystal Rush Rion King

9.7
May 16, 2024

Playing My Cards Right - S4:E1 — Playing My Cards Right - S4:E1
Jayden Marcos Pristine Edge

9.4
May 3, 2024

Coming Clean - S3:E4 — Coming Clean - S3:E4
Micky Muffin Sam Bourne

9.5
Mar 29, 2024

All In - S3:E3 — All In - S3:E3
Kira Queen Matthew Meier

9.7
Mar 20, 2024

Candlelit Romance - S3:E2 — Candlelit Romance - S3:E2
Alex Charger Shalina Devine

9.7
Mar 7, 2024

Filled Up Before Dinner - S3:E1 — Filled Up Before Dinner - S3:E1
Sam Bourne Shalina Devine

9.8
Feb 28, 2024

Pleasure By The Pool - S2:E5 — Pleasure By The Pool - S2:E5
Matthew Meier Micky Muffin Shalina Devine

9.5
Feb 16, 2024

It Started In The Jacuzzi - S2:E4 — It Started In The Jacuzzi - S2:E4
Matthew Meier Micky Muffin

8.6
Feb 7, 2024

I Aced Her Hole - S2:E3 — I Aced Her Hole - S2:E3
Alex Charger Micky Muffin

9.6
Jan 25, 2024

Going Overboard On Her Pussy - S2:E2 — Going Overboard On Her Pussy - S2:E2
Kira Queen Sam Bourne

9.5
Jan 12, 2024

Massage Queen - S2:E1 — Massage Queen - S2:E1
Alex Charger Kira Queen

9.5
Jan 3, 2024

Stepmoms Secret Confession - S1:E5 — Stepmoms Secret Confession - S1:E5
Jimmy Michaels Pristine Edge

9.5
Sep 28, 2023

Riding More Than Bicycles - S1:E4 — Riding More Than Bicycles - S1:E4
Crystal Clark Jimmy Michaels

8.9
Sep 27, 2023

Turning Up The Heat - S1:E3 — Turning Up The Heat - S1:E3
Cassie Del Isla Jimmy Michaels

9.3
Sep 26, 2023

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Recent DatingMyStepson.com Models

Crystal Rush

Shalina Devine

Matthew Meier

Micky Muffin

Kira Queen

Pristine Edge

Crystal Clark

Cassie Del Isla

Bunny Madison

Sarah Taylor

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