Attractive mothers likely have to deal with unfortunate ‘advances’ from time to time, and they sometimes supply very ‘cringe’ stories.
Below are 19 of the most ridiculous advance attractive mothers got from their kids’ friends. Check them out!
1. Come on, kid.
I don’t consider myself to be a MILF, but I have had my sons’ friends try and make moves on me before. I am younger and am ‘exotic’ Colombian. I think those play more of a role than my actual looks. Just something different than what the teen boys here are used to.
The weirdest one was when my boys had some friends over to watch a movie. During the movie, one of them actually put his arm around me. I didn’t want to make a big deal about it and embarrass him or anything, so I tried to subtly get out of the situation. I yawned and I told the group that I was going up to bed and he stood up and started following me. I asked what he was doing and he said he thought I wanted him to come up to bed with me. I explained that I was sorry for the confusion, but that I absolutely did not want him to come up to bed with me. He apologized and returned back to the media room to watch the movie with the rest of the boys.
My oldest is a senior in high school now and has been asked by his friends if they can take me to prom if they can’t find another date.
_Colombiana_
2. Falcon…PUNCH!
I wouldn’t say I’m a MILF, but 2 of my daughter’s friends have hit on me and her boyfriend of 3 years tried to kiss me.
The most desperate was the boyfriend. We had gone on vacation for my daughter’s 21st birthday to a small town with hot springs. While my daughter, her boyfriend and her friends camped nearby, I chose to stay in a hotel to give the young people their privacy.
We all went together for a soak one evening but my daughter wasn’t feeling well and stayed at the Campground. After the soak, the boyfriend was quite drunk so I gave him a ride back to the campsite. When we arrived, he started professing his undying love for me, said my name 3 times in his most serious attempt at a sexy voice and leaned in for a kiss. He never saw my…
(Continued)
This article continues on the next page!
Fist, but felt it land squarely in his sternum. It made for an awkward morning. He confessed to my daughter the next day and she laughed hysterically at his ridiculousness. They broke up not long after.
inconditenarrative
3. Raise the stakes!
I’m not sure that this qualifies, but… here goes.
When I was 45, I guess I hit my peak. We went to the pool in Vegas. Men kept hitting on me. One time I went to the bathroom, which was about 200 ft away from the pool, behind a row of trimmed hedges. 7 men in their 20’s or so hit on me during the short trip to and from the bathroom.
One young man was pretty insistent. He said that his hotel room was right there on the property. We could be back in 7 minutes – before my husband even noticed that I was gone.
I started laughing so uproariously.
I wasn’t going to go no matter the offer but come one, if you are going to try to seduce me, you could do better than that!
I said no thank you. If I was going to fool around, he would have to do better than that. It would take us 3 minutes to get up to his room. I would certainly hope for more than a minute of pleasure.
Jenniferjdn
4. Guys are creepy…
I have two teenage daughters and have had several of their guy friends hit on me. We moved to a new town a few years ago and both my girls are quite pretty so they had a lot of new guy friends that would come over and hang out. I would talk with them in the group and kinda hang around and listen to what was going on. Some of the ones who looked older would say things just to see if they could get away with it. I can’t recall most of the things that were said but two stand out to me.
The first one happened when my daughter came in with a group of friends and asked me to give several a ride home. I told her I just needed to hurry and change out of my gym clothes and I’d be right down. Next thing I know there’s a knock at my bedroom door and I ask who it is (my daughter wouldn’t knock) From the other side of the door I hear a boy ask if I…
(Continued)
This article on the next page!
I needed any help changing. I told him to get his ass out of my house.
The second one happened at a party my other daughter threw at our house. One of the boys came up and put his arm around me and asked to see my tits. I was so shocked I couldn’t think of anything to say other than fuck off. Then I told him to leave. The next day he called my daughter and asked her to ask me if he would ever have a chance. Seriously?!?! It finally got to the point that she asked me not to come around when her guy friends were over and not to talk to them when I see them at the school because she was sick of hearing things about me from the guys. I had to start just being a bitch after that because obviously me being nice was taken as something other than what I’d intended and I didn’t want to embarrass my daughters any more.
SuperHighSkiBunny
5. Ouch…thanks!
My mom is a milf.. Once my mom and I were walking and some guy said to me in front of my mom: Girl you are cute but your mom is smoking hot.
She is 20 years older than me and hotter… Great.
scoobyaj
6. Everyone wants me to be their Mom!
My kids aren’t old enough to have horny friends but my oldest son is in kindergarten and his one little friend always gives me ‘shy eyes’, adorable wave and a ‘hiiiiiiiiii’. He said I was pretty one day. Best. Compliment. Ever. Lol
I went on a field trip with his class and all his friends wanted me to be their mom. One even called me ‘mom’ the whole trip. Given their age I think that might be the equivalent.
mnicooo
7. Flaunt it?
My mom was a milf I guess. She would flaunt it too. She would leave the bathroom door open a little when she was…(Continued)
This article continues on the next page!
She was in the bath tub. My brothers friends would come over and sing ‘Stacy’s mom’ but it would be my brothers name. Mom has got it going on. There was one guy living next door and another guy living on the other side of us that were in the same grade. They used to steal my mom’s underwear and bras and she knew it and didn’t care. After the one guy graduated high school and my parents got divorced, he told her he would take care of her… Which he did by plowing the driveway and mowing the lawn… If he ever did get laid I will never know…
FirecrackaPrincess
8. DILF struggles.
If a MILF is a MILF, she and her kids know it. Girls talk about the being the daughter of a MILF struggle all the time. Everything from guy friends telling them all the time they would have a hard time choosing between her or her mom, to jokingly not wanting boys to meet their mom because they will like her more. I’m just like: DILFs get no love.
Rickrollon
9. Runs in the family.
My kid isn’t old enough to have horny friends, but I did hear it from time to time when I was in the abyss of dating. It’s amusing, but sometimes cringey. On a few occasions it goes back to some weird fetish they have for pregnant chicks and how “It sucks I didn’t know you while you were pregnant LOL.
I don’t have any “desperate advances” but MY mom does from the high school friends I have. Those were weird but my mom is young and people would always comment on that. It didn’t really bug me.
TBH, I was more looking forward to being the hot older sister. But I’m 21 years older than my youngest sibling.
sendmeasandwich
This article continues on the next page!
10. Don’t use it!
Can I tell the reverse story? My ex-husband when we were first married, his ex fiance and her family went to our church. Her family was very close to my in-laws at one time, all having kids about the same age. 22, 17, 15….
One morning, we were sitting in the doctor’s office with the TV on in the waiting room, when the anchor announced a woman in our town was arrested for being caught in a car having sex with someone else. Then the mug shot appeared. It was the ex-fiance’s mother. Whom would have been my husband’s mother-in-law. I almost spit out my coffee. She’s doing 10 years in woman’s correctional. Sometimes the MILF’s like the attention.
BlondieTVJunkie
11. Mom!!!
My mom was a MILF, being the daughter of a MILF isn’t easy. When this particular event happened she had just been dumped by a wealthy man she really liked and he had doubled as a retirement plan so she was really devastated. She let me have a party at 19years old at her big nice house, her judgement was off. Word got out and like 50 people showed up. It was supposed to be 10 people tops.
Guys kept coming up to me joking they were going to hook up with my mom my mom tonight, I never thought it would happen..I was wrong. She got drunk, stupid drunk and took first a 21 year old guy to her bedroom and gave him a blowjob. He wasn’t just any other guy. He was my childhood best friends brother who she had know since he was in elementary school!
Cleverusername1978
This article continues on the next page!
12. At a gas station?
I am no Milf (I am a man) I can share a story:
I have an older friend (she is 33, very attractive) and she has been approached in the most drastic manner in my opinion.
She has a son, who is 13. James was part of a youth football club and obviously he has older boys in his team. One of James’ friends, Link, was supposedly in the car together with MILF and James on their way to a football game. Apparently, when they stopped for a rest and James went to the gas station shop to get some snacks while the two stayed in the car.
According to James, when he was on his way back to the car, his mom came running towards the shop and Link was stumbling behind her with his belts unbuckled.
Addprofile
13. Not cool.
I decided to spend Christmas Eve with my girlfriend and her family at their grandmothers farmhouse. Their grandmother was a short, frail, bohemian woman who dressed like Steve Jobs and always smelled like dust and Cabernet. Her silver hair was wispy and long and she kind of reminded me of a thin Gandalf. Right off the bat she was flirtatious with me, squeezing my arms and telling my girlfriend how “your last boyfriend was such a stick! Upgrade!” and although it was awkward, I of course didn’t feel physically intimidated.
Until it happened.
After dinner, I decided to help by doing the dishes in the kitchen while others were lounging in the front room. As I’m washing, I feel a pair of hands creep around my stomach from behind. Thinking they were my girlfriends, I laughed and said “hey you”. I was met with the single most guttural “hello” I’d ever heard! I mean it was as though the woman had drowned her vocal chords in zinfandel and camel reds. I looked down and saw the spotted, wrinkly hands and was frozen in shock. Having not said anything, she probably assumed she had the okay, and proceeded to move her hand down to my butt, to which I said “please never do that again” and left the kitchen. I went to the front room and excused my self for the night, and drove home.
psychicjak
This article continues on the next page!
14. Got the wrong idea.
I’m not a milf(or even a female) but I have a good story for this one. When I was in the 8th grade, I was hornier than Wilt Chamberlain. We had a family living in our basement at the time(in Vancouver Canada, it’s common for every house to have a basement suite that they rent out), and the son was my age and we became friends. His mom was average looking, but at that time, average looking was beautiful in my horny little eyes.
The family had a weird dynamic; the husband spent more than half a year back home in Iran every year and left the mom and son here by themselves here. So one day, the convo comes up between the son and I about how lonely his mom is all the time and how bad he feels for her. This translated into my mind as him telling me that I should be with his mom. Most of you probably remember that time period in your life and how desperate you were for the Boobs, so please don’t judge me too harshly.
Anyways, I was pretty shy so of course any direct conversation with the mom was out of the question. So I decided to write her a note. In the note, I basically said that I knew she was lonely, and that I was lonely too. I told her that maybe her and I should be together, and that girls didn’t like me at school. Then I said that it doesn’t even need to go too far, maybe she could just teach my how to kiss and whatnot. I knew when her son wasn’t going to be home and I slid that note under the connecting basement suite door, knocked once, ran and hid around a corner and waited. I honestly didn’t know what I expected but dammit if I wasn’t excited at the possibility of being with her. A minute or two later, I can still hear it as clearly as when it happened, I hear her scream, “OH MY GOD.” I figured the plan had failed and I aborted and ran away. A couple of days later she saw me in the back yard and told me to come inside. Stupid me thought that the plan had workedafter alll, and I walked into her basement suite, boner and all. She told me how inappropriate the letter was, and she wasn’t sure if she should get my parents involved, if blah blah blah, you can probably guess the conversation.
She never told anyone about it which I thought was very nice of her. And her and I had no other bad run ins, except this one other time. That was my first MILF experience.
Yoinkie2013
This article continues on the next page!
15. Chalupas are ruined.
My husband is 26 and I am 49. My husband’s friend is also 26 and he used to walk around in his underwear looking at me while he fluffed his package. (he lived with us) Then one night he licked the whole length of a chalupa while staring at me intently. I have never laughed so hard in my life.
jentas2369
16. That was my mom…
My mom is 4″11 and fairly young looking and petite for a woman her age I guess. Makes it awkward where my dad looks like he could be her dad when they’re out in public, not as much of a problem now than it was several years ago.
I remember my older brother relaying a story to us about how his ex-girlfriend got angry with him because he saw him “Hugging some bitch” after school, boy did she feel stupid once he told her his mom was picking him up from school.
Coming to HS basketball games, high school boys would hit on her and be surprised to find she had 5 kids and her husband was the basketball coach.
Weird and gross encounter I had with this was in 9th grade, girl I had a minor crush on because huge boobs, thin waist and chocolate skin appeal– commented to me after meeting my family “Your mom is really attractive, like I’d have sex with her if I were a lesbian.”… okay, why would you tell me that, and gross.
Can’t really remember any specific desperate instances though, just cringe-inducing moments. One of my younger brothers friend’s who was like, 12 at the time did the “V” finger sign and licking the middle thing when her back was turned but caught it out of the corner of her eye and boy did she have no problem tearing him a new asshole and she was the type of mom to call other peoples’ moms to tell them about their children’s bad behavior.
blackwolfrain
This article continues on the next page!
17. It’s not happening.
Every moderately attractive high school teacher has been hit on. Currently, a senior that graduated last year is patiently waiting to turn 21 so he and I can go have a beer. I’m sure in his mind this will lead to a weekend of wild sex where I show him the hidden secrets of the Kama Sutra. I’m just interested to see if anything will have changed by then. Also, one of my son’s friends once told me he’d “like to experience an older woman” and then stared at me.
anothermochaplz
18. Oh heavens no.
When my brother graduated from high school, he had a big party at our house. My mom would walk around periodically to make sure things weren’t getting too ridiculous. At one point, this kid very openly hit on my mom and told her she was hotter than any girl there. Obviously my mom noped out of that mess and was thoroughly creeped out.
rooneygirl420
This article continues on the next page!
19. The horror…the horror.
The scene: a wedding. I had taken it upon myself to rescue my friend from another friend’s girlfriend (keep up) who had her arms locked around his neck and was bellowing Duran Duran lyrics into his face.
I pried her off, and spotting her boyfriend through a window, chatting with his parents, I towed her over to leave her in his charge.
My friend took this opportunity to bugger off, leaving me with his incredibly hammered girlfriend and his parents, who I had known for close to 20 years at this point.
Some back story: the mother in this set of parents was widely acknowledged as easily the best looking out of all of our friends’ parents, and we had joked about doing her for years to her son. Earlier that evening this had been explained to the pissed up girl who I was now wielding in front of her and her husband.
Before I could jam my fist in her mouth, said girl was spilling the beans. Naturally I was mortified, the mother blushed a fetching pink, and the father, who was sober, looked on with a stony expression.
I decided that I would brazen it out, and make a bit more small talk before taking my leave.
Unfortunately, as I also had a bit of a buzz going, I automatically leaned in for a goodbye kiss (on the cheek, I’m not mental). Cursing myself, I turned to the firm handshake and sober stare of my friend’s dad who had just been told that all of his son’s friends wanted to bang his wife.
vipros42