‘older woman younger man’ stories

Active tags
Active tags
older woman younger man 

Category

Private Lessons

Hot teacher gives her virgin student some special lessons.

HW
4.85
676k
855
105
1.2k
0

Milf Tails: After Midnight

Steven has a late night encounter with his best friend's mom.

H
4.73
626.2k
680
94
1k

Milf Tails: The Grateful Milf

Melanie shows her son's helpful friend some appreciation.

H
4.72
385.3k
451
35
544

"Friend with Benefits" with My Mom

Mom and son set out "the rules" for their special friendship.

4.48
416.8k
353
29
502
0

Nurse Mom

Brian's mother nurses him back to health.

H
4.66
752.5k
342
39
475
0

Milf Tails: Clean Dirty Fun

Mark has fun in the tub with his best friend's mom!

H
4.74
312.6k
338
29
420

Drugged Mother

Son comes home to find his mother is a mess.

4.48
842.5k
308
19
422
0

How Do We Look, Baby?

Brenda puts on a special show for her cheating husband.

H
4.53
252k
291
193
430
0

The Land of MILF and Honey Ch. 01

Thomas Miller, a shy boy has the day of a lifetime.

4.49
167.8k
268
18
420

A Taste for Christmas Cake

A shy guy is seduced by his older, female Japanese manager.

H
4.79
128.8k
265
51
366
0

Becoming the Alpha Male Ch. 03

Randy joins his Mom in his father's bed.

H
4.62
288.3k
258
33
328

Mikey's Mom

Is best friend's mom off-limits?

H
4.74
225.5k
250
76
410
0

Milf Tails: Star of the Show!

Hot Milf Molly helps Greg break in his new camera.

H
4.78
174.6k
244
31
316

A Nip in the Christmas Air

How had he not noticed his grandmother's tits before?

H
4.56
168.2k
222
18
294

BSTC Day 03

Loving moms give there sons opportunity to practice.

H
4.67
313.4k
211
24
258

Cumming Home

Jack's loss of a job brings about unexpected pleasures.

H
4.62
384.1k
206
26
274
0

Military Mom's Morning Ritual Ch. 01

She discovers son's unusual routine - and helps him with it.

4.42
181.4k
206
17
276

Becoming the Alpha Male Ch. 07

The alpha male ascendent.

H
4.58
143.4k
176
26
225

Mrs. Swift Has a Hot Hand

David's mom catches him doing it; she expects more from him.

H
4.56
354k
170
31
229
0

Mother & Son: A Love Story Pt. 05

Mother and son celebrate their 1st anniversary as lovers.

H
4.73
172.7k
169
19
208

The Next Milf Porn Star

Desperate Times Call for Desperate Measures.

H
4.85
113.9k
153
43
378
0

Block Mom

Her son's best friends turn a MILF into a depraved fucktoy.

H
4.5
97.9k
145
12
313
0

Snowed in at Christmas Pt. 01

Bryan is snowed in with mom at the family cabin.

4.49
71k
124
10
266

Takeover Ch. 01

You start a new life as househusband to a corporate shark.

H
4.59
67.1k
124
24
183

MILF Support Ch. 01 - Just Plug It In

A young IT support worker goes to the home office a client.

H
4.61
96k
120
17
162

Milf Tails: Sweet Revenge

Lori's revenge becomes Brett's reward.

H
4.86
33.2k
117
45
250
0

Granny Nurse Sonia to the Rescue

His grandmother knew what ailed him – and how to fix it.

4.44
117.5k
115
13
158

A Chance Encounter

Wife runs into son's best friend.

4.45
182k
112
12
169
0

The Divorcee and the Yard Boy

30-year-old divorcee seduces her virginal yard guy.

4.45
168.1k
110
0
145

The Land of MILF and Honey Ch. 02

Tommy makes some heat with a MILF in her kitchen.

H
4.51
98.5k
103
10
133

Military Mom's Morning Ritual Ch. 02

Sexy captain continues seduction of her willing son.

4.15
103.2k
102
17
125

Eat Your Heart Out

Twins meet their high school bully’s mom and sister.

H
4.6
49.3k
101
13
183
0

Mother/Son Incest Really Happens!

Lesbian lovers are interupted by the son of one.

4.29
89.9k
100
19
155
0

The Trojan Lasagna

Boy's cooking persuades single mom to be his prom date.

H
4.69
64.8k
98
43
196

Mom and Son Ch. 02

Mom and son the day after the night before.

4.42
170.9k
98
6
124

Star Trippers

When a young nerd meets his celebrity crush sparks fly.

H
4.76
35.7k
97
15
146
0

Lisa And The Pool Boy

He's less than half her age, and he's driving her crazy.

H
4.68
79.3k
97
13
174
0

Mrs K and Me

A forty-year-old mother seduces a delivery boy.

H
4.54
255.6k
93
13
128

Sweet Jonathan Pt. 01

Sexy 30s teach finds shy HS student who checks all her boxes.

H
4.71
44.9k
92
10
166

Sister Monica

Josh seduces his professor, who also happens to be a nun.

H
4.5
160.6k
92
7
127

Tits 4 Tutoring Ch. 02

Kyle finds a surprise when he goes back to Kendall’s house.

H
4.52
69.8k
91
8
126

Snowed in at Christmas Pt. 02

Bryan and Danielle celebrate Christmas while snowed in.

H
4.73
31.8k
81
17
120

Aunt Anne Showed Me Hers

His mother's sister set her sights on Owen.

4.43
109k
80
14
106
0

Dating Ellen -- My Best Friend's Mom

Falling in love with my best friend's mother.

H
4.78
58.6k
79
35
183
0

Mom is Wrong Ch. 01

A mother's advice reveals an unhappy sex life.

4.45
28.8k
76
10
181

Lonely Mother

Visit to my lonely mother takes a surprising twist.

4.11
88k
73
12
134

Mrs. Kent

A neglected middle-aged woman finds sexual fulfillment.

H
4.59
42.8k
71
9
122

Milk Exchange

Coworkers to lovers: He drinks her milk; she swallows his.

H
4.7
70.7k
71
6
133
0

Wonder Woman - Twisted Dominion Ch. 01

Wonder Woman is magically enthralled by a young thief.

H
4.7
21.6k
71
5
130

Insatiable Mrs. Pillsbury

Hot wife is out of control at the company convention.

4.1
45.7k
70
26
164
0

An Unexpected Christmas Romance

Shane fancies the top heavy cleaning lady.

H
4.74
34.3k
69
11
130
0

A Nip in the Christmas Air Ch. 03

Christmas Eve with Grandma's tasty tits heats up even more!

H
4.64
73.4k
69
6
85

Doing Mrs. Hanson's Yard

...and doing Mrs. Hanson!

H
4.62
260k
67
6
101
0

Anchors Away!! (Pt. 01)

An old man's dream of sailing takes a few unexpected turns.

H
4.65
47.2k
67
22
102

Truer Than Some? Ch. 01

Appreciating Mom's body leads into dangerous territory.

4.33
58.4k
66
3
97

Summertime Seduction Ch. 01

One afternoon, son seduces his mother.

0
282.7k
66
11
94
0

A Magical Prom Night: Graduation

What Happens Next for Jackson and Julia.

H
4.63
30.1k
65
33
112
0

A Little Bump on the Head

Older woman's minor accident leads to major sex.

H
4.53
120.1k
65
6
93
0

Aching for His Touch

Black SSBBW takes the virginity of her young BBC neighbor.

H
4.59
38k
62
4
83
0

Granny Nurse Sonia to the Rescue Ch. 02

Sexy grandmother continues handy ways with eager grandson.

H
4.54
72.4k
62
6
76

Family Drama Pt. 02

The next part of David's plan continues...

H
4.65
26.9k
61
9
104

The Comfort of Auntie Sue

Troubled teen turns to aunt for comfort and finds much more.

4.14
130.4k
61
9
81

Helping Grandma's Friend

Jimmy gets a call from his late Grandma's friend.

4.4
97.4k
59
10
78
0

Aunt Pris's Sweet Treat

Sex-crazed GILF forces nephew into oral servitude.

4.2
82.2k
59
10
78
0

A Devil's Bargain

Will a devil's bargain ruin, or enhance, Connor's life?

4.31
53k
58
41
99
0

Fixer-Upper

Divorcee rebuilds with help from two college hunks.

H
4.67
109.3k
58
12
78
0

Small Town Experiences

Learning the power of a big cock.

H
4.5
54.3k
57
1
94

Things Her Husband Won't Do

Older woman, younger man, tired feet, and too much wine.

4.41
90.8k
57
6
94
0

A Mother's Seduction Ch. 05

Two Cougars tease without mercy.

0
158.1k
57
2
68

The Granny Fucker Ch. 01

Helluva way to make a fucking living. Literally.

4.44
111.7k
56
3
78
0

Jaycee Gets His Mom

Jaycee's mom wants what his other women have.

H
4.5
165.6k
55
4
71
0

It's All So Natural with Mom Ch. 04

After our too-short interludes, Mom and I open it up

H
4.63
49.6k
55
7
72

HARD Workout

A gym MILF and her workout buddy go back to her place!

H
4.58
51.7k
54
6
80
0

Granny Trish's Exquisite Seduction

Hot granny succumbs to sexy young woman.

H
4.56
66.3k
54
3
68
0

Olivia: The Tutor

Female tutor is hired for 18-year-old shy son.

H
4.54
187.7k
53
10
84

Hooking Up Mrs. Curry Ch. 02

Things take a romantic turn with GILF and young man.

H
4.61
83.5k
52
4
74

My Slut for an Hour

MIL provides release when pregnant wife can't put out.

4.31
249.9k
52
5
80
0

Ride Along

Successful business woman gets it on with her young employee.

H
4.75
74.7k
52
8
85
0

Sweet Jonathan Pt. 02

Will Mia get shy Jonathan to show her what he's packing?

H
4.78
27.2k
51
12
66

Mrs. Pillsbury at the Grocery Store

Mrs. P gets an offer from young man she can't refuse.

H
4.59
41.7k
50
15
85
0

Like Mother, Like Daughter Ch. 01

Mistaken for her daughter, Mother finds love once more.

H
4.52
38k
49
10
107

Takeover Ch. 04

The conclusion. Has Quinn driven you and Fia apart?

H
4.68
28.7k
48
16
60

Granny and Her Upskirt Stalker

Sexy GILF confronts - and controls - upskirt boy.

4.24
95.9k
48
6
66
0

Brooke Doesn't Have These

Mrs. Russell felt bad when her daughter dumped Ethan.

4.32
83k
48
6
63
0

Obsession with Granny & Old Ladies Pt. 02

My initiation with grannies continues.

H
4.61
44k
47
7
62

In an Ideal World

He has a summer to remember with two mature ladies.

H
4.55
104.8k
45
3
73
0

An Unexpected Evening

A guy's lust for his mom gets a chance to be fulfilled.

4.03
206.3k
45
16
58
0

Joanna: The Pickup Artist Ch. 01

An older woman picks up a shy younger man at a carwash.

4.34
75.7k
45
10
62
0

Lesley: An Older Woman

Younger guy chases and is seduced by older married neighbour.

4.35
83.9k
44
3
62
0

A Lesson in Humility

Tables turned on a leering uni student.

H
4.68
30.6k
44
7
85

MILF Support Ch. 02

The CEO needs it now! Kieran is back for another adventure!

H
4.64
32.5k
43
4
53

Captivating Calves of Mrs. O'Ryan

The slightest sight of her granny leg drove him mad.

H
4.53
71.3k
43
8
56

Auntie Sally Ch. 01

Nephew gets to know his hot auntie inside and out.

4.38
141.6k
42
5
58
0

You Won't Believe the Ladies Here

The man Jeff replaced warned him of the senior residents.

4.48
63.1k
42
9
54
0

Young Man's Fancy

socially awkward geek gets invited next door.

4.43
106.2k
41
6
55
0

Opal and Jacob: A Love Story

60 years separate them. Can they find true love?

H
4.69
45.1k
40
4
64
0

Family Drama Pt. 05

David's family takes a trip to Cancun.

H
4.68
20k
40
5
75
Active tags
Active tags
older woman younger man
Separate tags with commas. More info in the FAQ