Friends Mom Pegging

[SissyJana]

Hi I am 25 and a male/sissy. I have a strong fantasy about my friends mom, who is in her 50s, pegging and feminizing me. I'd love to chat about it here if anyone is interested

 

[Sienna62]

I’m VERY into women like your friends mom, and older, love sensual,,buxom, sophisticated, prim and proper milfs, gilfs , aunts etc maybe wanting different things to you , but happy to talk pm

 

[SissyJana]

Asl?

 

[Sienna62]

60muk

 

[Male4Strapon]

Hi I am 25 and a male/sissy. I have a strong fantasy about my friends mom, who is in her 50s, pegging and feminizing me. I'd love to chat about it here if anyone is interested

Mmmmm hot idea. I would love to chat about this. HMU

 

[Rick1243]

I’m VERY into women like your friends mom, and older, love sensual,,buxom, sophisticated, prim and proper milfs, gilfs , aunts etc maybe wanting different things to you , but happy to talk pm

Always had a big thing for my best friend's mom. That buxom mature look always drove me crazy.

 

[Iwant2havefun]

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....

 

[Pad_Foot]

I fear ladies just aren't as into this as guys are.

 

[HottieOlwen]

I fear ladies just aren't as into this as guys are.

I beg to differ. I'm a 54 year old Hot wife and I've been pegging my cuckold for over 30 years!

 

[FeelingLikeMyself]

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.

 

[CliimaxForYou]

I fear ladies just aren't as into this as guys are.

I know a few that are. : )

Rare gems.

 

[SPARTAN047]

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

 

[DomBETO]

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.

 

[Sienna62]

Always had a big thing for my best friend's mom. That buxom mature look always drove me crazy.

Still searching!

 

[Doggieme]

Lucky cuckold

I wish

 

[dcdaredevil69]

I beg to differ. I'm a 54 year old Hot wife and I've been pegging my cuckold for over 30 years!

Oh my. The lucky buggeree.

 

[SPARTAN047]

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.

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.