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New England Photography Guild features the work of a juried group of photographers and videographers who share a passion for fine art and videos.

Dating My Stepson

DatingMyStepson.com – Learning Some New Moves – S4:E1 added to DatingMyStepson.com

Dating My Stepson - Learning Some New Moves - S4:E1

Dating My StepsonLearning Some New Moves – S4:E1

featuring Crystal Rush and Rion King.

Added On:

May 16, 2024

Description:

This season on Dating my Stepson, we’re taking a new twist. The guys are looking for love, but they need to date the potential girlfriend’s mom first. If it works out, he’ll date the daughter right on the spot. Today’s date is Rion King trying to impress Crystal Rush, mom to McKenzie.

DatingMyStepson.com – Learning Some New Moves – S4:E1 added to DatingMyStepson.com Read More »

DatingMyStepson.com – Playing My Cards Right – S3:E5 added to DatingMyStepson.com

Dating My Stepson - Playing My Cards Right - S3:E5

Dating My StepsonPlaying My Cards Right – S3:E5

featuring Jayden Marcos and Pristine Edge.

Added On:

May 3, 2024

Description:

This season on Dating my Stepson, Jayden Marcos is taking a new spin towards finding love. She has decided to go on a date with the potential girlfriend’s mom. If it works out, he’ll date the daughter right on the spot. Today’s date is with Pristine Edge, mom to Rachel.

Pristine deals cards to Jayden, but eventually the date turns into strip poker. Things start getting spicy as Pristine’s luck turns sour, although Pristine tries to remind herself that they’re here for her daughter. Once her tits are out, though, Pristine gives in to the chemistry between herself and Jayden. She crawls across the table, palms his boner, and makes it clear he can have anything he wants.

Once Jayden has sampled Pristine’s pussy with his tongue, he stands up and shoves it in. Then Pristine crouches in front of him, licking his balls and shaft clean. She gets to her feet and leans forward over the table so Jayden can do her from behind. As they wind down, Pristine sits Jayden down and demonstrates her fitness by fucking him in cowgirl until he’s ready to pop. She gives Jayden a handie until he blows on her stomach, and they both bask in the afterglow of a good fuck.

DatingMyStepson.com – Playing My Cards Right – S3:E5 added to DatingMyStepson.com Read More »

DatingMyStepson.com – Playing My Cards Right – S1:E3 added to DatingMyStepson.com

Dating My Stepson - Playing My Cards Right - S1:E3

Dating My StepsonPlaying My Cards Right – S1:E3

featuring Jayden Marcos and Pristine Edge.

Added On:

May 3, 2024

Description:

This season on Dating my Stepson, Jayden Marcos is taking a new spin towards finding love. She has decided to go on a date with the potential girlfriend’s mom. If it works out, he’ll date the daughter right on the spot. Today’s date is with Pristine Edge, mom to Rachel.

Pristine deals cards to Jayden, but eventually the date turns into strip poker. Things start getting spicy as Pristine’s luck turns sour, although Pristine tries to remind herself that they’re here for her daughter. Once her tits are out, though, Pristine gives in to the chemistry between herself and Jayden. She crawls across the table, palms his boner, and makes it clear he can have anything he wants.

Once Jayden has sampled Pristine’s pussy with his tongue, he stands up and shoves it in. Then Pristine crouches in front of him, licking his balls and shaft clean. She gets to her feet and leans forward over the table so Jayden can do her from behind. As they wind down, Pristine sits Jayden down and demonstrates her fitness by fucking him in cowgirl until he’s ready to pop. She gives Jayden a handie until he blows on her stomach, and they both bask in the afterglow of a good fuck.

DatingMyStepson.com – Playing My Cards Right – S1:E3 added to DatingMyStepson.com Read More »

DatingMyStepson.com – Coming Clean – S3:E4 added to DatingMyStepson.com

Dating My Stepson - Coming Clean - S3:E4

Dating My StepsonComing Clean – S3:E4

featuring Micky Muffin and Sam Bourne.

Added On:

Mar 29, 2024

Description:

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.

Taking things back inside the house, they find that their chemistry has really ignited. Sam pushes Micky onto the couch to pepper her with kisses and eventually finds himself with his face between her thighs. He licks and suckles, then closes his eyes in bliss as Micky returns the favor by blowing him. There’s no question that these two are going to go all the way.

Sam eventually seals the deal as he sinks his cock deep inside. When Micky falls to her side with Sam spooned behind her, of course he follows her down to keep on going. Micky gets to her knees so Sam can give her a doggy style pussy pounding. Then she mounts him, enjoying every inch of his nice long dick as she rides in cowgirl. Turning around, Micky keeps on bouncing in reverse cowgirl until Sam cums inside her.

DatingMyStepson.com – Coming Clean – S3:E4 added to DatingMyStepson.com Read More »

DatingMyStepson.com – All In – S3:E3 added to DatingMyStepson.com

Dating My Stepson - All In - S3:E3

Dating My StepsonAll In – S3:E3

featuring Kira Queen and Matthew Meier.

Added On:

Mar 20, 2024

Description:

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.

Once the two begin their kissing, they can’t keep their hands off one another. The dealer makes his way out of the room, leaving Matthew and Kira to make their way over to the couch. Matthew eats his stepmilf out and then watches with hot eyes as Kira returns the favor by blowing him. Soon enough, Kira rolls onto her back and spreads her thighs to welcome Matthew inside.

They begin in missionary with Kira on her back, but soon their passion heats up to even greater levels. Kira gets on her side so her stepson can slide deep inside as they spoon together. Then she gets on her knees so Matthew can really give it to her in doggy. When Matthew lies down on his back, Kira dominates him first in cowgirl and then in reverse cowgirl. That final position is all Matthew can take; he gluts his stepmom with a creampie that leaves them both breathless.

DatingMyStepson.com – All In – S3:E3 added to DatingMyStepson.com Read More »

DatingMyStepson.com – All In – S1:E3 added to DatingMyStepson.com

Dating My Stepson - All In - S1:E3

Dating My StepsonAll In – S1:E3

featuring Kira Queen and Matthew Meier.

Added On:

Mar 20, 2024

Description:

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.

Once the two begin their kissing, they can’t keep their hands off one another. The dealer makes his way out of the room, leaving Matthew and Kira to make their way over to the couch. Matthew eats his stepmilf out and then watches with hot eyes as Kira returns the favor by blowing him. Soon enough, Kira rolls onto her back and spreads her thighs to welcome Matthew inside.

They begin in missionary with Kira on her back, but soon their passion heats up to even greater levels. Kira gets on her side so her stepson can slide deep inside as they spoon together. Then she gets on her knees so Matthew can really give it to her in doggy. When Matthew lies down on his back, Kira dominates him first in cowgirl and then in reverse cowgirl. That final position is all Matthew can take; he gluts his stepmom with a creampie that leaves them both breathless.

DatingMyStepson.com – All In – S1:E3 added to DatingMyStepson.com Read More »

DatingMyStepson.com – Candlelit Romance – S3:E2 added to DatingMyStepson.com

Dating My Stepson - Candlelit Romance - S3:E2

Dating My StepsonCandlelit Romance – S3:E2

featuring Alex Charger and Shalina Devine.

Added On:

Mar 7, 2024

Description:

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.

Finally giving in to her urges, Shalina lets Alex kiss her. Their passion is almost animalistic as Shalina gets to her knees and unbuttons Alex’s pants. Once she lays hands on that hard dick, she can’t stop from sucking and stroking. Shalina’s tits are heavy and tender as she uses one hand to feel herself up and even rub her pussy while she continues to blow Alex.

Leaning forward, Shalina moans as Alex finally comes into her from behind. She sucks their combined juices off his dick and then lays back so he can give it to her on her back. Climbing onto Alex’s lap, Shalina rides him in cowgirl for the intimacy. Turning around, she goes for it in reverse cowgirl until he blows his nut inside her in a hot creampie

DatingMyStepson.com – Candlelit Romance – S3:E2 added to DatingMyStepson.com Read More »

DatingMyStepson.com – Filled Up Before Dinner – S3:E1 added to DatingMyStepson.com

Dating My Stepson - Filled Up Before Dinner - S3:E1

Dating My StepsonFilled Up Before Dinner – S3:E1

featuring Sam Bourne and Shalina Devine.

Added On:

Feb 28, 2024

Description:

This season on Dating My Stepson, we have three hot milfs and three eager stepsons to mix and match. On today’s episode, Sam Bourne and Shalina Devine are having their date cooking dinner together. Sam arrives with a rose, which instantly pleases Shalina. They get busy, and it turns out that they work well together with their clothes on. All Shalina can think of is seeing if they work as well together with their clothes on the ground.

Taking her chance, Shalina pours water onto Sam accidentally-on-purpose. It’s of course on her to help him clean off. Dropping to her knees, she tugs Sam’s pants down until his stiffie pops free. She wants to suck it, but first she daubs it with whipped cream to give them both a little treat as she gets down to the business of her BJ.

Dinner is forgotten as Shalina gets in a chair and spreads her thighs for Sam to eat her pussy. Getting to his feet, Sam sinks balls deep into that velvet glove. They make good use of the chair, with Shalina on her back and then her side, winding up on her knees. Giving the chair over to Sam, Shalina sucks their juices from his hardon and then rides him in reverse cowgirl until he’s close. Turning around, she goes for a ride in cowgirl until he delivers a creampie that’s way more satisfying than any meal could ever be.

DatingMyStepson.com – Filled Up Before Dinner – S3:E1 added to DatingMyStepson.com Read More »

DatingMyStepson.com – Pleasure By The Pool – S2:E5 added to DatingMyStepson.com

Dating My Stepson - Pleasure By The Pool - S2:E5

Dating My StepsonPleasure By The Pool – S2:E5

featuring Matthew Meier, Micky Muffin and Shalina Devine.

Added On:

Feb 16, 2024

Description:

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.

After Micky barges in on the date, Matthew and Shalina decide to take off and let Micky have the hot tub. Micky comes to find them, claiming that Shalina forgot her towel. The ladies begin fighting over Matthew, who seems only too pleased to let Shalina suck his cock while Micky pulls her tits out for him to enjoy. When the ladies fight over the blowjob, Matthew just gets even hotter for both of them. Eventually the girls decide that fighting is pointless and they should use Matthew as a toy together.

Now that they’ve decided to share, the girls treat Matthew as the fuck toy he is to them. Micky gracefully gives Shalina the first go on the D in cowgirl before she lays back to let Matthew do her as she eats Shalina’s pussy. On her knees, Shalina rocks back to meet Matthew’s strokes as she laps at Micky’s snatch. Micky gets to enjoy Matthew’s charms as she lays on her side with her mouth in Shalina’s coochie and Matthew spooned behind her. Then Shalina climbs on and rides Matthew hard in reverse cowgirl, milking a creampie out of him that Micky snowballs with her. The two milfs agree they’ll have to do more s haring in the future.

DatingMyStepson.com – Pleasure By The Pool – S2:E5 added to DatingMyStepson.com Read More »

DatingMyStepson.com – It Started In The Jacuzzi – S2:E4 added to DatingMyStepson.com

Dating My Stepson - It Started In The Jacuzzi - S2:E4

Dating My StepsonIt Started In The Jacuzzi – S2:E4

featuring Matthew Meier and Micky Muffin.

Added On:

Feb 7, 2024

Description:

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.

When Micky beckons for Matthew to get out of the water, he follows her obediently to a convenient bedroom. They resume their kisses as Matthew explores Micky’s body with his hot hands. Easing her down, he palms her pussy while worshipping her tits. Once Matthew has had a taste of her pussy, Micky needs a taste of his cock. It’s only fair.

When she has finally removed her bikini, Micky lays on her side as Matthew spoons behind her. Rolling onto her back, she moans as Matthew reenters her. Then he gets on his back so Micky can ride him, first in cowgirl and then in reverse cowgirl after a brief detour into doggy. Micky’s reverse cowgirl stiffie ride milks the cum right out of Matthew in a creampie that seals their affection for each other.

DatingMyStepson.com – It Started In The Jacuzzi – S2:E4 added to DatingMyStepson.com Read More »

DatingMyStepson.com – I Aced Her Hole – S2:E3 added to DatingMyStepson.com

Dating My Stepson - I Aced Her Hole - S2:E3

Dating My StepsonI Aced Her Hole – S2:E3

featuring Alex Charger and Micky Muffin.

Added On:

Jan 25, 2024

Description:

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.

Alex is fine with showing Micky the ropes, especially as Micky shows off her thong when she leans forward in her cute miniskirt. Things are going great until Micky accidentally hits Alex in the dick with her golf club. That cuts the date short as Micky leads Alex inside. Alex coaxes Micky into massaging his cock because he claims it helps him feel better. She offers to kiss his booboo, which is all the excuse she needs to stroke and suck Alex down.

Peeling off her thong, Micky goes ahead and spears herself on Alex’s hardon to ride him. There’s no question about their chemistry as Alex pushes Micky onto her back and bangs her, then gets her on her knees and pulls her hair in doggy. Shifting to reverse cowgirl, Micky rides Alex for all she’s worth until he aces her hole with a big fat creampie that helps him forget all about his injury.

DatingMyStepson.com – I Aced Her Hole – S2:E3 added to DatingMyStepson.com Read More »

DatingMyStepson.com – Going Overboard On Her Pussy – S2:E2 added to DatingMyStepson.com

Dating My Stepson - Going Overboard On Her Pussy - S2:E2

Dating My StepsonGoing Overboard On Her Pussy – S2:E2

featuring Kira Queen and Sam Bourne.

Added On:

Jan 12, 2024

Description:

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.

Everything is going smoothly until Sam falls into the lake. Kira leads Sam indoors to the closest part of the house, where she begins to undress him so he can warm up. Kneeling in front of Sam, Kira tugs his jeans off and sees that he’s packing a really nice cock. Knowing that Sam will heat up even more if she strokes it, Kira gives him a handie. That of course leads to her going back to her knees to suck him down and even pop those big jugs out for a titty fuck.

No longer cold, Sam does some pussy exploration with his tongue that gets Kira moaning. Although he could go on feasting like that forever, Sam decides to get his dick wet as he takes Kira right there in that little bunk bed. They go to town in spooning and then Kira turns over so that Sam can keep her party going from behind. Getting Sam onto his back, Kira uses the bunk bed for leverage as she rides in cowgirl and then reverse cowgirl. She keeps up the good work until he fills her to the brim with a creampie, leaving just enough cum dripping down his own hardon for Kira to suck him clean.

DatingMyStepson.com – Going Overboard On Her Pussy – S2:E2 added to DatingMyStepson.com Read More »

DatingMyStepson.com – Massage Queen – S2:E1 added to DatingMyStepson.com

Dating My Stepson - Massage Queen - S2:E1

Dating My StepsonMassage Queen – S2:E1

featuring Alex Charger and Kira Queen.

Added On:

Jan 3, 2024

Description:

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.

When Alex comes into the room, he begins the massage but finds that he’s a bit shy in Kira’s presence. She slyly asks if he wants to swap. Alex takes Kira up on it, and before he knows it he’s getting the rubdown of his dreams with Kira’s big tits on his skin and then her hands and mouth on his dick. How can Alex do anything but eat Kira’s juicy coochie out in return?

Since Kira is already laid out on the massage table, it’s simple for Alex to spoon behind her and slide on home. That kicks off quite the fuck fest as Kira gets on her knees for a doggy style pussy pounding. When Alex lays down on the table, Kira goes for broke riding him in reverse cowgirl and then cowgirl. She keeps on pumping Alex’s dick until he gluts her with a creampie to round out this first date.

DatingMyStepson.com – Massage Queen – S2:E1 added to DatingMyStepson.com Read More »

DatingMyStepson.com – Stepmoms Secret Confession – S1:E5 added to DatingMyStepson.com

Dating My Stepson - Stepmoms Secret Confession - S1:E5

Dating My StepsonStepmoms Secret Confession – S1:E5

featuring Jimmy Michaels and Pristine Edge.

Added On:

Sep 28, 2023

Description:

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.

When Pristine learns that Jimmy has fucked every single one of her friends, she asks the producers to stop the date. Eventually she agrees to do a final interview, at which point she admits that she has the hots for Jimmy. Jimmy overhears her but pretends not to when he walks in and cuts the interview short. Frustrated, Pristine pops a tit out for Jimmy to suck. Once she makes the first move, Pristine decides to carry through with the real deal. She starts with a blowjob, then quickly moves on to a titty fuck and more.

Jimmy gets just enough time to eat that pussy out before Pristine is all over him. She rides him while her big boobies push against his chest, then turns around for reverse cowgirl. Getting on her knees, Pristine welcomes Jimmy back inside her tight cooch. Once Jimmy and Pristine have enjoyed themselves in missionary, Jimmy explodes all over his stepmom. How could he not pick her as the winner of this wild ride of a dating show?

DatingMyStepson.com – Stepmoms Secret Confession – S1:E5 added to DatingMyStepson.com Read More »

DatingMyStepson.com – Riding More Than Bicycles – S1:E4 added to DatingMyStepson.com

Dating My Stepson - Riding More Than Bicycles - S1:E4

Dating My StepsonRiding More Than Bicycles – S1:E4

featuring Crystal Clark and Jimmy Michaels.

Added On:

Sep 27, 2023

Description:

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.

Today’s date is a romantic tandem bike ride with the ultra sexual Crystal. She pulls out all the stops, taking every opportunity to run her hands all over Jimmy’s body. When the bike ride ends, Crystal offers to do some stretches with Jimmy that are merely foreplay to getting off. Jimmy can take a hint as he drops to his knees and eats the milf out from behind. Jimmy lays Crystal down on the yoga mat to enjoy the pussy buffet, then takes his own turn on his back so Crystal can go to town sucking the D down before shifting into a 69.

Since Crystal is already on top of Jimmy, she keeps the party going by sliding her trimmed muff down to take him all the way inside. Her stiffie ride is just the beginning; Crystal gets on her back once again so that Jimmy can slam into her. On her knees, she takes a doggy style pussy pounding that leaves her twat twitching in delight. Crystal has just enough time to get on her back before Jimmy blows his load all over her face and tits in exactly the happy ending she was hoping for.

DatingMyStepson.com – Riding More Than Bicycles – S1:E4 added to DatingMyStepson.com Read More »

DatingMyStepson.com – Turning Up The Heat – S1:E3 added to DatingMyStepson.com

Dating My Stepson - Turning Up The Heat - S1:E3

Dating My StepsonTurning Up The Heat – S1:E3

featuring Cassie Del Isla and Jimmy Michaels.

Added On:

Sep 26, 2023

Description:

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.

When Jimmy mentions to Cassie that he likes to date younger women, Cassie realizes that she’s going to have to try even harder to get his attention. She claims to have something on her shirt. When Cassie returns wearing just her white lacy lingerie and high heels, Jimmy knows he’s about to have a very good time. Sure enough, Cassie hops on the counter and invites Jimmy to eat her smooth bare pussy. In return, she shows him just how well and older woman can suck cock.

They come together for the first time with Cassie on a stool that puts her coochie at perfect pussy pounding height. Climbing onto the counter, Jimmy lays down so Cassie can ride the D. She climbs off and stands, putting one foot on a stool to open herself up to a dicking down from behind. As their lovemaking concludes, Cassie gets back on her knees to offer Jimmy a very happy ending all over her face.

DatingMyStepson.com – Turning Up The Heat – S1:E3 added to DatingMyStepson.com Read More »

DatingMyStepson.com – The Milf Youd Want To Marry – S1:E2 added to DatingMyStepson.com

Dating My Stepson - The Milf Youd Want To Marry - S1:E2

Dating My StepsonThe Milf Youd Want To Marry – S1:E2

featuring Bunny Madison and Jimmy Michaels.

Added On:

Sep 25, 2023

Description:

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.

For this date, Pristine has arranged for the lovebirds to share a romantic boat ride. Bunny puts her goods on display right off the bat with a bikini. Of course Jimmy likes what he sees. As the boat ride goes on, Bunny tries to come on to Jimmy, who seems oblivious to the moves. At the end of the ride, Jimmy continues to ignore Bunny. Fed up with Jimmy’s obvious disinterest, Bunny hides part of her necklace and tells Jimmy that she wants to role play that they’ve been married a while and he has to turn her on. Jimmy goes looking for the necklace, which of course leads her clothes coming off and to Jimmy going in for a pussy feast.

The date is finally back on track as Jimmy licks the clit and finger bangs Bunny. He gets a blowjob in return, which leads to the inevitable fucking. Bunny starts them out by riding Jimmy’s stiffie while her big boobs brush his face. Turning around, she keeps bouncing in cowgirl. Bunny gets on her knees so that Jimmy can nail her in doggy. As soon as Bunny rolls onto her back, Jimmy dives nice and deep, making her moan one last time. When he pulls out to cover Bunny’s smooth twat in cum, then immediately asks if Bunny thinks they could have a threeway. As soon as he says it, he knows that he fucked up.

DatingMyStepson.com – The Milf Youd Want To Marry – S1:E2 added to DatingMyStepson.com Read More »

DatingMyStepson.com – Massage And More – S1:E1 added to DatingMyStepson.com

Dating My Stepson - Massage And More - S1:E1

Dating My StepsonMassage And More – S1:E1

featuring Jimmy Michaels and Sarah Taylor.

Added On:

Sep 13, 2023

Description:

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, Sarah Taylor is the lucky lady who gets to date Jimmy first. The date that Pristine has arranged is a couple’s massage.

When Sarah comes out in her robe, she finds Jimmy trying to cover his hardon up and tells him not to bother. She’s seen everything since she has a son his age. Things are going well right up until Jimmy rolls over at the end of the massage with a massive stiffie, only to lock eyes with his stepmom who was checking on the date. Trying to recover the magic Sarah makes a move by joining Jimmy on his massage table and locking lips with him as she grinds against his dick.

Moving lower on the table, Sarah takes that nice erection in her mouth to stroke and suck. Mounting Jimmy, Sarah rides him in cowgirl with long strokes of her hips. Then she gets to her feet so Jimmy can love on her from behind. He presses her onto the table on her belly, diving nice and deep. Turning onto her back, Sarah spreads out for Jimmy to give her a grand finale before he pulls out and cums on her landing strip twat. As she basks in the afterglow, Sarah asks Jimmy to remember her.

DatingMyStepson.com – Massage And More – S1:E1 added to DatingMyStepson.com Read More »