Friends Mom Pegging
- Thread starter SissyJana
- Start date
Male4Strapon
Really Really Experienced
- Joined
- Sep 18, 2020
- Posts
- 454
Mmmmm hot idea. I would love to chat about this. HMU
Always had a big thing for my best friend's mom. That buxom mature look always drove me crazy.
Iwant2havefun
Virgin
- Joined
- Dec 21, 2015
- Posts
- 346
i love this thought. also late 20s male who is very Alpha in RL but total good boy for older women when i slide my panties on. Getting pegged by a mature woman in her 50s would be nirvana! Ummm....just checked into a hotel for business this week, and first thing i did was put my pretty panties on. Now, if only the person in the connecting room was an older woman with a few toys, to fulfill my fantasy....
HottieOlwen
Ms
- Joined
- Mar 15, 2021
- Posts
- 287
I beg to differ. I'm a 54 year old Hot wife and I've been pegging my cuckold for over 30 years!
FeelingLikeMyself
LOOKS like a slut
- Joined
- Feb 28, 2020
- Posts
- 416
Ooh, I like.
How would you feel being feminized by a milf crossdresser? I'm pretty sure I can give you exactly what you're really looking for.
How would you feel being feminized by a milf crossdresser? I'm pretty sure I can give you exactly what you're really looking for.
CliimaxForYou
Sexual Explorer
- Joined
- Dec 20, 2023
- Posts
- 472
SPARTAN047
Veteran Fetishist
- Joined
- Nov 23, 2015
- Posts
- 13,524
I LOVE this thought, though I generally dream of someone who's also a MILF trans chick who feminizes and sissifies me, then makes me her bitch.
I've watched some good pegging videos and they can be interesting too.
I'm happy to discuss this in PM with anyone who wants to turn me into their sissy slut.
Here's me for reference. You can decide if I'm worth feminizing.
View attachment 2315731
I've watched some good pegging videos and they can be interesting too.
I'm happy to discuss this in PM with anyone who wants to turn me into their sissy slut.
Here's me for reference. You can decide if I'm worth feminizing.
View attachment 2315731
DomBETO
DomBETO
- Joined
- Aug 14, 2023
- Posts
- 165
I read here some men talking about being dominated by their friends' mothers, so I'm sorry if I translated it wrongly.
About having a fixation on a friend's mother, in my case it was a friend's mother... Actually, two friends. Even though both sisters were beautiful, she couldn't compare to the feminine beauty and sensuality that her mother had.
This woman (my friends' mother) was very beautiful and knew how to dress up in an elegant way, as well as looking like she was parading when she walked.
No wonder, she was a good lover for a delightful time, after I told her how I felt about her.
My friends, and not even my friends in the building, found out that we had a delicious and long-lasting affair.
I believe this helped me to have partners, both my age at the time and older women, and to this day I enjoy both young women and older women.
About having a fixation on a friend's mother, in my case it was a friend's mother... Actually, two friends. Even though both sisters were beautiful, she couldn't compare to the feminine beauty and sensuality that her mother had.
This woman (my friends' mother) was very beautiful and knew how to dress up in an elegant way, as well as looking like she was parading when she walked.
No wonder, she was a good lover for a delightful time, after I told her how I felt about her.
My friends, and not even my friends in the building, found out that we had a delicious and long-lasting affair.
I believe this helped me to have partners, both my age at the time and older women, and to this day I enjoy both young women and older women.
Still searching!
I wish
dcdaredevil69
Virgin
- Joined
- Aug 9, 2024
- Posts
- 7
Oh my. The lucky buggeree.
SPARTAN047
Veteran Fetishist
- Joined
- Nov 23, 2015
- Posts
- 13,524
Totally! I've always wanted to be used, feminized and dominated by a sexy fat assed MILF CD/TV/TS. You can see what I look like in my DP.
bisissyhusband1
Sissy
- Joined
- Mar 24, 2025
- Posts
- 224
My wife pegs me all the time. We have also had a pegging party where several of her girl friends pegged me. They all enjoyed themselves and it was fantastic!
69Explorer
curious
- Joined
- Nov 2, 2024
- Posts
- 462
What's your dildo of choice, my gf has a 12" black one that vibrates at both ends, and fits up inside her when she wears the harness...vey satisfying for both of us...
bisissyhusband1
Sissy
- Joined
- Mar 24, 2025
- Posts
- 224
9 inch single dildo. Harness has slot for bullet vibrator to stimulate wife’s clit so we can cum together!
Yes and my wife is 43 if you like that! I have kik or Google chat
MrET. love to hear and see more about your wife. She one hot sexy lady mmmmm
Tried to send a hi on g chat
TonyF862
Getting there...
- Joined
- Sep 11, 2023
- Posts
- 705
Atta girl!!!
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