Tell us about the naughtiest mom

[Toffer_Guy]

Oh, damn. Pick me to be your mom.
This is basically my fantasy.

If you have friends who know how you play,and are willing to join, I would be in heaven. And the best slut for you.

A summary of one fantasy I have along those lines.

Me and several friends (18-19yo) are having an overnight party in the den. Mother joins in on the pool tournament, but she’s always been a sore loser that doesn’t know when to stop. She keeps losing until a bet is made. If she wins, the game is even but should she lose the winner gets to play with her tits for 10 minutes. Though she loses mid tournament, her son is still in the game. She thinks she’s saved when he wins, but to her surprise he wants the prize.

Sitting her in the pool table and he molests, kisses, sucks, and bites at her tits with everyone watching. Doesn’t stop after the 10 minutes, holds her down on the pool table, eats her out, fingers her, and fucks her with his friends watching and cheering him on. Offers his friends to have a turn as he watches her enjoying herself. Turning into a gangbang on the table then the couch.

 

[Bigboobbabe]

A summary of one fantasy I have along those lines.

Me and several friends (18-19yo) are having an overnight party in the den. Mother joins in on the pool tournament, but she’s always been a sore loser that doesn’t know when to stop. She keeps losing until a bet is made. If she wins, the game is even but should she lose the winner gets to play with her tits for 10 minutes. Though she loses mid tournament, her son is still in the game. She thinks she’s saved when he wins, but to her surprise he wants the prize.

Sitting her in the pool table and he molests, kisses, sucks, and bites at her tits with everyone watching. Doesn’t stop after the 10 minutes, holds her down on the pool table, eats her out, fingers her, and fucks her with his friends watching and cheering him on. Offers his friends to have a turn as he watches her enjoying herself. Turning into a gangbang on the table then the couch.

Damn that's hot.
I would love it.

Maybe even betting clothing to build up. In my gang bang dream, only my partner fucks me.
But the oral is amazing.
They lay me down on the coffee table where they verify what we do.

 

[Toffer_Guy]

Damn that's hot.
I would love it.

Maybe even betting clothing to build up. In my gang bang dream, only my partner fucks me.
But the oral is amazing.
They lay me down on the coffee table where they verify what we do.

So, you mean the son fucks you while he invites the others to take a turn with your available mouth, or is it all more of a blowbang situation?

 

[Bigboobbabe]

A summary of one fantasy I have along those lines.

Me and several friends (18-19yo) are having an overnight party in the den. Mother joins in on the pool tournament, but she’s always been a sore loser that doesn’t know when to stop. She keeps losing until a bet is made. If she wins, the game is even but should she lose the winner gets to play with her tits for 10 minutes. Though she loses mid tournament, her son is still in the game. She thinks she’s saved when he wins, but to her surprise he wants the prize.

Sitting her in the pool table and he molests, kisses, sucks, and bites at her tits with everyone watching. Doesn’t stop after the 10 minutes, holds her down on the pool table, eats her out, fingers her, and fucks her with his friends watching and cheering him on. Offers his friends to have a turn as he watches her enjoying herself. Turning into a gangbang on the table then the couch.

Damn that's hot.
I would love it.

Maybe even betting clothing to build up. In my gang bang dream, only my partner fucks me.
But the oral is amazing.
They lay me down on the coffee table where they verify what we

So, you mean the son fucks you while he invites the others to take a turn with your available mouth, or is it all more of a blowbang situation?

You have it. Son fucks me while his friends watch. Some eat me, or skull fuck me before. Some after, savoring his cream pie.

Laying on the table, a cock in my mouth, one in each hand, and a mouth on my pussy while my son is recording it on his phone. His arousal growing every moment.

 

[Toffer_Guy]

You have it. Son fucks me while his friends watch. Some eat me, or skull fuck me before. Some after, savoring his cream pie.

Laying on the table, a cock in my mouth, one in each hand, and a mouth on my pussy while my son is recording it on his phone. His arousal growing every moment.

That’s intense and sexy. Love the idea of being the son and watching my MILF mother enjoying the attention of my friends, after fucking her. Seeing the joy on her face turning me on more and growing. Might need to push a friend aside to refill with a fresh load.

I am curious. When your son cums deep into your pussy. Was it with or without warning and did he even know if it was safe or not? I do enjoy a risky creampie. Maybe it’s safe or maybe not. Willing to take such a bold risk.

 

[Bigboobbabe]

That’s intense and sexy. Love the idea of being the son and watching my MILF mother enjoying the attention of my friends, after fucking her. Seeing the joy on her face turning me on more and growing. Might need to push a friend aside to refill with a fresh load.

I am curious. When your son cums deep into your pussy. Was it with or without warning and did he even know if it was safe or not? I do enjoy a risky creampie. Maybe it’s safe or maybe not. Willing to take such a bold risk.

He warns me. I am his only partner other than his hand.
I am very careful who I take bareback and who is covered.
I also get tested annually or when I take on a new partner. 2 men I see periodically are in sexless marriages. Trust has built up over the 3+ years since we met.

I am surgically sterile and in menopause. No risk here.

I do have a FWB who takes a different risk. We almost got caught by a cop in a park after dark.
We were finished, sitting on a picnic table, sharing a blanket and talking when we saw the lights by our car. My friend dressed quickly and safely met the cop at the trail entrance. When I walked out, both over 50, plus he had our license plates, he let us go with a reminder of when the park closes. Said we could finish our conversation but shouldn't come back.

His other risk is that I drive to the house he shares with his wife and kids.
Park behind his son's car on the street, out of sight of the doorbell camera.
I walk up the side yard between his house and his neighbors and into the garage. We have had sex in the basement rec room and his spare bedroom.
I even sucked him off during a work call he took on the phone. That was amazing. He was listening to the caller and cumming in my mouth, in his family home, at 9AM on a weekday.

 

[chrisatb5]

He warns me. I am his only partner other than his hand.
I am very careful who I take bareback and who is covered.
I also get tested annually or when I take on a new partner. 2 men I see periodically are in sexless marriages. Trust has built up over the 3+ years since we met.

I am surgically sterile and in menopause. No risk here.

I do have a FWB who takes a different risk. We almost got caught by a cop in a park after dark.
We were finished, sitting on a picnic table, sharing a blanket and talking when we saw the lights by our car. My friend dressed quickly and safely met the cop at the trail entrance. When I walked out, both over 50, plus he had our license plates, he let us go with a reminder of when the park closes. Said we could finish our conversation but shouldn't come back.

His other risk is that I drive to the house he shares with his wife and kids.
Park behind his son's car on the street, out of sight of the doorbell camera.
I walk up the side yard between his house and his neighbors and into the garage. We have had sex in the basement rec room and his spare bedroom.
I even sucked him off during a work call he took on the phone. That was amazing. He was listening to the caller and cumming in my mouth, in his family home, at 9AM on a weekday.

Sex in the surveillance state! Risky indeed .

 

[Spike204]

I love the idea of being a naughty mom

Can I help you be a naughty mom

 

[Sienna62]

I've noticed a lot of guys love the whole mom thing, for me its the other way round and i have enough of being a mom in real life! haha rather be the one taken care of!

Anytime

 

[Lucky_Joe]

I have already posted on here about my mother in law and the relationship I have with her, a couple of days ago she turned up at the house. usually when we do have fun it's at her place, she was in a play full mood and ask's when her daughter will be back, I told her that I wasn't sure. She started kissing and getting her hand on my crotch, it ended up with her going down and sucking me. This was a nice feeling as always, then I heard the front door open and it was my wife of course, didn't need to panic as she knows but has never walked in on us. I waited and she came into the room and just looked, her mother broke away from my cock to say hello to her and then carried on sucking me. My wife replied with a hello and left the room.
I really wasn't sure of her mood and how this was going to go and even by her families behaviour this was surreal. Her mother still sucking me when my wife comes back in the room and sits down and just watches us, this really cranks this up several notches.

By now I'm really close and her mother gets my load in her mouth, after I have done this it just seems awkward now, my wife watching her mother swallow my load.

 

[Toffer_Guy]

He warns me. I am his only partner other than his hand.
I am very careful who I take bareback and who is covered.
I also get tested annually or when I take on a new partner. 2 men I see periodically are in sexless marriages. Trust has built up over the 3+ years since we met.

I am surgically sterile and in menopause. No risk here.

I do have a FWB who takes a different risk. We almost got caught by a cop in a park after dark.
We were finished, sitting on a picnic table, sharing a blanket and talking when we saw the lights by our car. My friend dressed quickly and safely met the cop at the trail entrance. When I walked out, both over 50, plus he had our license plates, he let us go with a reminder of when the park closes. Said we could finish our conversation but shouldn't come back.

His other risk is that I drive to the house he shares with his wife and kids.
Park behind his son's car on the street, out of sight of the doorbell camera.
I walk up the side yard between his house and his neighbors and into the garage. We have had sex in the basement rec room and his spare bedroom.
I even sucked him off during a work call he took on the phone. That was amazing. He was listening to the caller and cumming in my mouth, in his family home, at 9AM on a weekday.

Yeah, I know the importance of real world consent and safe sex.

I was more talking in the context of the fantasy - where it’s always ‘safe’. It’s just hot to imagine a son cumming inside his own mother. Either without warning her and not certain of the risk. Maybe she lies and tells the son it’s not safe, when she is on protection. Just to see if he’ll pull out or not. Wondering what my friends are thinking seeing me cum inside my own mother.

More turned on by the fantasy of the risk.

 

[Bigboobbabe]

Yeah, I know the importance of real world consent and safe sex.

I was more talking in the context of the fantasy - where it’s always ‘safe’. It’s just hot to imagine a son cumming inside his own mother. Either without warning her and not certain of the risk. Maybe she lies and tells the son it’s not safe, when she is on protection. Just to see if he’ll pull out or not. Wondering what my friends are thinking seeing me cum inside my own mother.

More turned on by the fantasy of the risk.

Oh, my! That is an image i don't want to forget.

 

[jd_sw]

I used to have a FWB relationship with a coworker whom is a mom of 1. She is also known to be quite an office slut. We know she fucked many men in the company. In one of the company's event, she got so drunk and ended up in my hotel room. With the curtain closed, the room was almost pitch black. That night she got trained by 6-7 salesmen.

 

[trishamiller]

That is a family that plays together

And she was a beautiful woman to and very good at sucking cock

 

[RipRespon]

My high school senior year girlfriend’s cousin. We were both 18 at the time.

The first time I met the mom, my girlfriend took me to her apartment to babysit her two kids, under five years old, while she and her husband went to a party. Of course, after the kids were in bed my girlfriend and I were making out, both half naked on the couch when the two of them walked in on us. The husband, my girlfriend‘s blood relative, shook his head in disgust and went to bed. However, the mother, obviously drunk, sat next to us on the couch as we scrambled getting dressed. She pulled out a joint, telling us not to worry about it, and as we smoked, started, asking us intimate details about our sexual relationship, how far we’ve gone, what things we liked doing, and where we were having sex. The conversation made me uncomfortable and rock hard at the same time, a detail the mother noticed and joked about. When the topic of blowjobs came up, my girlfriend admitted she was not into doing it. That’s when the mom suggested it was because she just didn’t know how to do it right, and told my girlfriend that she would teach her how to do it. Before I knew it, my pants were down around my ankle, mom was holding my dick while my girlfriend was on her knees getting instruction on how to suck my cock. That led to me getting full instruction on how to lick a pussy, which, of course I also “had to do” to her. Soon the three of us were naked, and I was fucking my girlfriend while the mom masturbated beside us. That was the first time I orgasm at the same time and inside my girlfriend. That’s where it ended that night. We had three other sessions with the mom and her husband before my girlfriend got jealous and broke up with me. I called the mom a few times after, but she refused to see me since I had split up with her cousin.

 

[dz2681]

My high school senior year girlfriend’s cousin. We were both 18 at the time.

The first time I met the mom, my girlfriend took me to her apartment to babysit her two kids, under five years old, while she and her husband went to a party. Of course, after the kids were in bed my girlfriend and I were making out, both half naked on the couch when the two of them walked in on us. The husband, my girlfriend‘s blood relative, shook his head in disgust and went to bed. However, the mother, obviously drunk, sat next to us on the couch as we scrambled getting dressed. She pulled out a joint, telling us not to worry about it, and as we smoked, started, asking us intimate details about our sexual relationship, how far we’ve gone, what things we liked doing, and where we were having sex. The conversation made me uncomfortable and rock hard at the same time, a detail the mother noticed and joked about. When the topic of blowjobs came up, my girlfriend admitted she was not into doing it. That’s when the mom suggested it was because she just didn’t know how to do it right, and told my girlfriend that she would teach her how to do it. Before I knew it, my pants were down around my ankle, mom was holding my dick while my girlfriend was on her knees getting instruction on how to suck my cock. That led to me getting full instruction on how to lick a pussy, which, of course I also “had to do” to her. Soon the three of us were naked, and I was fucking my girlfriend while the mom masturbated beside us. That was the first time I orgasm at the same time and inside my girlfriend. That’s where it ended that night. We had three other sessions with the mom and her husband before my girlfriend got jealous and broke up with me. I called the mom a few times after, but she refused to see me since I had split up with her cousin.

Curious about those other times with the male relative involved

 

[RipRespon]

Curious about those other times with the male relative involved

In the other three sessions the mom and my girlfriend played with each other, or should I say the mom was all over my girlfriend who enjoyed the attention but didn't really reciprocate as she said she was not into women. Her cousin, who was 6'3" with a big cock that matched his height, was also really into my girlfriend and they did everything except fuck (too taboo for my GF) but she really loved sucking his big cock. With all the attention on my GF I felt like a third rail most of the time, but I didn't really care, just felt lucky to be involve in a foursome. The mom did encourage me to jerk off and blow her husband a couple times and got me to eat her out while he was fucking her doggie style while his big balls slammed against my forehead. The last time we were together after he came inside the mom she sat upright on my face and told me to clean her out and at the same time had my girlfriend suck me off. Blowing my wad in my GF's mouth while eating cum from a dripping pussy created a fetish in me that I was destined to crave to do again and again as a cuckold in my married life years later.

 

[mortis]

We belonged to a country club growing up. The locker rooms were always unlocked. I was getting high with the greenskeeper and we saw 4 cars still at the clubhouse around 2 AM. We walked in on Annie getting railed by 2 guys on the poker table. She had one guy in her pussy and the other in her mouth.
They never heard us and from that day on seeing Annie at the pool or in the clubhouse always got me hard.

 

[Toffer_Guy]

Oh, my! That is an image i don't want to forget.

I especially like the idea that the mother lies to her son. Tells him he needs to pull out and not safe, even though she’s on protections or something else. Just as a test to see what her son would do. Either being a good boy and pulls out, ejaculating over her stomach, tits, and hitting her chin, or does he cum inside her, willing to take such a bold risk.

 

[Bigboobbabe]

I especially like the idea that the mother lies to her son. Tells him he needs to pull out and not safe, even though she’s on protections or something else. Just as a test to see what her son would do. Either being a good boy and pulls out, ejaculating over her stomach, tits, and hitting her chin, or does he cum inside her, willing to take such a bold risk.

There is thrill in both scenarios.

IRL, my ex was happy with 1 child, I was hoping for more. I played a risky game with skipping and flushing birth control. I was bordering on needing a hysterectomy and thought if it was meant to be, then the least I could do is give it a little push

It was thrilling, but also a little scary.

I see this as similar.

 

[wideboybrown]

Mummy xxx

Love this

 

[Oshkosh60]

When in college I met a married woman in a bar that was ten years older than I was. We had danced and made out a bit, She was really wanting to get together so she told me to meet her at a hotel later in the week. I did. I was practically a virgin at this time having had only one other awkward back seat of the car experience prior to this. All went well and we ended up having a lot of fun that night. I then saw her the next week at the same bar and we fucked in the women's restroom at the bar. Her husband was out of town the next week so she invited me to her house and that night we fucked in her daughters canopy princess bed. By this time I find out her husband was an avid hunter and suddenly I decided to quickly take an out of town job. The sex was great but it was so very stupid to get involved with someone married.

 

[Nellie60]

At first in one situation a few years ago I had an one night stand with a married woman of a similar if slightly older than me. I was probably late twenties then. But I had earlier flirted with her over a period 6 months as she was a sales representative.

We didn't end up sleeping together but we made out in my car and what followed was amazing hand action. For some reason she didn't allow me to go further and we never proceeded further either afterwards. I think she felt embarrassed and regrettably later.

I on the other hand did feel a little bad for the husband on the other end not aware of what his wife was up to. But the experience I admit overwhelmed the guilt.

 

[STRC]

When in college I met a married woman in a bar that was ten years older than I was. We had danced and made out a bit, She was really wanting to get together so she told me to meet her at a hotel later in the week. I did. I was practically a virgin at this time having had only one other awkward back seat of the car experience prior to this. All went well and we ended up having a lot of fun that night. I then saw her the next week at the same bar and we fucked in the women's restroom at the bar. Her husband was out of town the next week so she invited me to her house and that night we fucked in her daughters canopy princess bed. By this time I find out her husband was an avid hunter and suddenly I decided to quickly take an out of town job. The sex was great but it was so very stupid to get involved with someone married.

If your in Oshkosh you should know............everyone in Wi. is a hunter and drinks...........come on now.......just kidding .......you did the right thing.......fast........

 

[Toffer_Guy]

There is thrill in both scenarios.

IRL, my ex was happy with 1 child, I was hoping for more. I played a risky game with skipping and flushing birth control. I was bordering on needing a hysterectomy and thought if it was meant to be, then the least I could do is give it a little push

It was thrilling, but also a little scary.

I see this as similar.

In the scenario where the son ignores his mother’s warning and cums inside her. I guess it’s up to the woman how she takes that. Either disappointed he’d be foolish enough to take such a risk, or she might be surprised and turned on he’s kinky enough to cum inside his mother with the idea of the risk. Maybe by how submissive she is.

Maybe see the disappointment in his eyes when she reveals she was lying and it was always safe. She just wanted to test him. Though, now he knows it’s safe.