‘old woman’ stories

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Active tags
old woman 

Category

Before He Goes

Mother and son desire each other.

4.45
258.6k
221
3
275

The Widow Henderson

Young man discovers joys of his neighbor.

H
4.66
270.1k
206
38
271
0

A Camping Weekend

Camping with my sister and her best friend.

H
4.7
151.6k
181
29
341
0

Beach House

Summer vacation leads a lonely, older woman to love.

H
4.7
96.2k
133
26
173
0

"Call Me Mommy"

A young man meets a woman with an interesting kink.

H
4.52
140.8k
127
19
164
0

A Visit with My Mother-in-Law

Dylon stays with his mother-in-law for a few days.

H
4.59
98.9k
124
17
215
0

The Girl Next Door

Pam discovers the truth about her neighbours.

H
4.55
175k
124
17
153
0

Mum's Friends Ch. 01

Older woman attracted to young business man.

4.31
107.4k
114
4
171

Grandma's Boy Toy

Grandmother and grandson enjoy a car wash.

4.45
485.4k
109
20
154
0

Mom's Ghost Problem

Things went bump in the night at sleepover with Mom & bully.

3.79
71.1k
108
5
164

Car Pooling Pt. 01

What will an older woman do for a ride to work.

4.45
97k
107
8
151

Watching Porn with Mature Friend Pt. 01

Young guy watches porn with mature family friend.

4.4
132.1k
96
6
140

Sinful Degrees of Separation Pt. 06

Sexy mom fucks daughter's boyfriend's massive 13 inch cock.

H
4.51
148k
85
5
113

Mrs. Tenholder Loses It

My 72-year-old neighbor finally loses it at the movies.

H
4.59
171.3k
80
8
102
0

Growing Up Ch. 01

Young Man has Relationship with a Mature Woman.

4.34
106.9k
79
6
118

Va-Cay

A new idea brings two people together forever.

H
4.84
45.2k
78
14
99
0

Denny Moves On to Gramma

Dennis consoles gramma after granpa's death.

H
4.52
392k
72
4
103
0

Mature Pussy needs Young Cock Ch. 01

High school quarterback scores big with older women.

4.26
95k
72
22
106
0

Mom and the Bully Pt. 03

Things get more intense with mom and bully. Mom's first anal.

4.25
77.3k
68
2
100

A Married Woman's Mid-Life Crisis

An older married woman finds out what's missing in her life.

H
4.58
94.6k
65
15
94
0

Scoutmaster's Wife

Wife of scoutmaster allows a violation.

4.34
96.8k
65
7
84

Old Betty

Old Betty brings out Adam’s taste for old women.

H
4.71
73.6k
64
33
107
0

Out of Gas

Running out of gas changes two lives forever.

H
4.78
58.8k
62
16
78
0

Love Conquers All

An older woman proves to a younger man love conquers all.

H
4.77
53.3k
61
13
87
0

Oh, I Love the Mature Woman

When a woman knows how to fuck, it's all the difference.

H
4.53
78.6k
61
7
84

Snowbound in DFW

A mature wife loses control and submits to a younger man.

3.57
82.8k
60
42
75
0

Love is in the Air

A sudden, near-death experience leads to love.

H
4.8
35.5k
60
14
71
0

My Summer Cougar Pt. 01

Man seduced by older woman.

4.19
122.5k
59
1
96

Right in Front of You

Bad boys and bad decisions force an older woman to change.

H
4.75
59.8k
58
17
83
0

Man-Child Pt. 01

Older woman shows younger man how to do it.

4.49
89.1k
58
9
64

Losing Faith in Faith

Death, divorce and doubt bring love to an unlikely couple.

H
4.7
40.6k
56
21
74
0

Secret Between Mother and Son

Having sex between mom and son.

4.18
60.1k
56
13
102
0

Hell's Kitchen

Nepotism and a tragic loss bring two people together.

H
4.83
29.2k
55
15
70
0

GTO

Mature seductress adds 2 recruits to her stable.

H
4.71
39.7k
54
11
76
0

College Guy meets MILF

College guy earns extra money.

H
4.5
54k
53
7
68
0

Nana Cotton's Secret

His long ago babysitter harbors a dark side . . .

H
4.61
62.8k
52
7
61
0

The Scent of a Rose

His experience with an old grandmotherly neighbor.

H
4.51
237.1k
51
8
64
0

Desperate Times, Desperate Measures

A woman's sense of desperation changes her life forever.

H
4.71
44.6k
51
11
72

Stand Tall

A young jockey stands tall for the older woman he loves.

H
4.8
35.2k
50
17
67
0

Friend's Hot Mom

Fucked friend's sexy mom.

4.2
147.3k
50
6
80
0

Mom's Ghost Problem Pt. 02

Chris scores with Ben's mom and allows him to watch.

4.17
41.8k
48
7
64

The Bull, the Cock, the Cuckold

Alpha male unleashes the animal longing in an old woman.

4.44
60.8k
47
6
65
0

Mom's Sexy Friend

His mom’s best friend seduces him.

3.88
69.4k
46
7
100
0

A Tale of Two Grannies

Two old ladies find pleasure with a young man.

4.49
75.8k
45
6
65

Jump Started

Retired schoolmarms last assignment, a 19 yr old virgin.

H
4.79
37.7k
44
18
85
0

Dark End of the Street

Tragedy and therapy bring two lonely people together.

H
4.74
32k
43
12
53
0

Fame and Fortune

Fame and fortune are replaced by true love.

H
4.75
37.1k
43
7
60
0

James and His Best Friend's Mom

James fantasy comes true with his best friend's mom.

3.97
88.9k
42
7
66
0

The Wheels on the Bus

Two hopeless romantics meet by chance and fall in love.

H
4.8
28.6k
41
9
51
0

Vera

A young man debauches an eager old woman.

4.4
276.3k
40
15
51
0

A Sweet Gift from a Friend's Mom

Friend's hot mom gives sex.

4.14
73.3k
39
4
62
0

Mother and Her Bad Boys

A mother seduces her son's friend.

4.31
62.4k
39
3
62
0

You're The Boss

Young man starts a new job with a strict boss.

H
4.58
59.5k
39
8
46
0

Rich Bitch Pt. 01

I become rich and start my journey to becoming a cougar.

H
4.65
51.1k
39
1
60

Mother-in-law's Panties

Having sex with Jannie, my mother-in-law.

3.76
76.5k
38
6
62
0

My Hot Teacher

Student gets private tutorial he didn't expect.

4.49
46.1k
38
7
47
0

Mowing for Two

A nice man mows the little old lady's yard on a hot day.

4.06
70.4k
36
4
44
0

Granny Interrupted

Teen interrupts GILF's Saturday ritual -- and pays the price.

4.08
139.9k
35
10
53
0

Once Upon a Time in Florida Pt. 01

A handsome young man rocks Elise’s world to its foundations.

H
4.71
28.2k
35
14
62

My Best Friend's Mom

Enjoying sex with my best friend's mom.

3.91
57.3k
34
1
50
0

The Lady of Bathe Street

There's something really weird about her.

H
4.61
43k
33
45
58
0

The Spinster and the Boy Ch. 08

The slave MILF, her horny daughter, and the sinning priest.

H
4.71
17.6k
33
7
44

A Fat BlackOldWomanLove Story

Seven steps is a short way for rewarding.

4.48
201.2k
33
3
43

Nate and Jean

Young guy enjoys a much older mature woman.

H
4.57
63.6k
32
5
38
0

Helping Margaret

An older woman seeks the help of a younger man.

4.28
68.7k
32
0
38

Anne has a Job

Mature woman finds a high paying job.

4.27
45.8k
32
4
39
0

He Knows How to Treat a Woman

Not only young women wanted to be fucked by him.

3.96
52.2k
32
4
44
0

Neighbors Ch. 01: Window to Paradise

Young man and older woman enjoy mutual voyeurism.

H
4.53
42.2k
32
7
42

Eternal

Elderly woman hires young male nurse...

4.39
44.4k
31
4
41
0

Every Man Should Have a Hobby

Mine? I like boning old ladies.

4.39
154.7k
30
11
38
0

The Mature Lady

What will the mature woman do for the younger man affection?

4.33
64.1k
30
5
38
0

The Redhead Cougar

Redhead cougar fucks young stud.

3.82
55.2k
29
4
40
0

A Slow Seduction of Jasmine Pilcher Ch. 01

Can he get the (old) fat lady to sing?

4.05
206k
28
3
37

Mature Model Young Photographer

Wife auditions for a modeling gig.

3.83
56.7k
28
0
42
0

The Spinster and the Boy Ch. 09

Jocelyn always gets what she wants.

H
4.75
13.7k
28
17
39

Better Late Than Never

He met his petite old teacher and then her amazon niece.

H
4.51
33k
27
4
43
0

Life Goes On

College graduate is seduced by much older woman.

4.42
52.1k
27
0
35
0

Edna

Sucking her tits makes an old woman cum wildly.

4.49
98.9k
26
19
36

Archers Female Study

Young men pay older woman to be exposed.

4.15
30.9k
24
0
33
0

No Frame of Reference (New Knees!)

Very old woman helped in knee-rehab by much younger man.

H
4.64
29.4k
24
7
29
0

Personal Shower

Young man show old houseguest some new equipment.

H
4.57
194.6k
22
4
35
0

Orthodontic Appointment

Mature orthodontist longs for young guy's dick.

4.44
30.2k
22
2
37
0

Meeting the GILF

Meeting a GILF on a plane leads to unexpected fun.

3.96
63.1k
22
3
31
0

Susan in Training

Mature woman trained by younger man as husband takes photos.

4.22
38.4k
21
0
31
0

Bringing Food to the Neighbor's

A teenager brings food over to her neighbor's.

4.11
71.5k
21
0
33
0

Granny Calls Young Male Escort

Granny calls hunky escort repays with sex.

4.3
39.9k
20
4
32
0

Afterglow

Taking "love thy neighbor" literally...

4.42
41.7k
20
2
31
0

English Teacher in Trouble

Mature woman caught cheating.

3.75
43.5k
20
0
28
0

An Unlikely Hero - Alternate Version

A young blonde is rescued but things go a different route.

4.46
10.9k
18
2
34

A Good Ride Home

A young man meets a mature woman on a bus.

4.03
45.7k
17
8
21
0

Wrinkly, Kinky and a Promise

Fuck-happy oldie raises her game.

0
131.8k
17
8
21
0

Lucky Collision

Old woman placates angry cyclist after collision.

4.35
29.8k
17
12
28
0

Cruising

Young man finds company on his first cruise.

4.36
46.9k
17
0
26
0

Linda Gets Lucky at College

Single woman finds love with a college student.

3.98
29.6k
17
3
28

The Young Duke of Tupping

A loss of virginity in Victorian England.

H
4.54
72.8k
16
2
26

Older Than My Mum

College student meet an old lady.

H
4.53
30.7k
16
4
20
0

After Dark

He decided to visit the old woman next door.

3.79
138.4k
16
4
22
0

Sex with an Old Couple

Fulfiling elderly couple's desire.

4.24
21.7k
16
3
22
0
12
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