[SPEAKER_00]: If you like these types of stories and want more content, please go to the link in the description and buy me a coffee to support the podcast so I can get super caffeinated and awake to pump out the content. [SPEAKER_00]: I honestly need a new computer for better sound editing and a microphone so you can hear my beautiful voice. [SPEAKER_00]: If you are unable to do so, I completely understand. [SPEAKER_00]: Just sharing this podcast everywhere you can so appreciate it.
[SPEAKER_00]: I truly appreciate you and let's do this. [SPEAKER_01]: Guys who had fun with your friend's mom, what is your story? [SPEAKER_01]: Worked at this shitty restaurant as a prep-cooked dishwasher in high school. [SPEAKER_01]: One of the waitresses, older than me, started dropping hints. [SPEAKER_01]: Being that this woman was a good deal older than me at the time, she was late thirty's, I figured she was just trying to get her rise out of me.
[SPEAKER_01]: So when night, closing up, she just bluntly says, I'm going back to my house to get naked, smoke, and I want you to come with me. [SPEAKER_01]: So of course I go. [SPEAKER_01]: And clearly I do well enough that she keeps inviting me back. [SPEAKER_01]: It lasted about a three months and I'm sure that the women after her were probably very grateful for my early instruction. [SPEAKER_01]: so she quits the place and of course we stop seeing each other.
[SPEAKER_01]: So one day in school, this kid I knew back in second grade suddenly moves back and he hooks up with my group of friends. [SPEAKER_01]: One night we are riding the round and smoking and he says, hey man, let's stop by my place and get some food, my mom's cool. [SPEAKER_01]: We arrive and I'm thinking, uh, crap, this used to be Sarah's house. [SPEAKER_01]: and we walk in and it's all the same furniture so dark, shit, Sarah is his norm.
[SPEAKER_01]: I'm super freaked out, hoping his mom isn't going to wake up. [SPEAKER_01]: She does, comes out and her first line isn't to her son but to me, what the frick are you doing here? [SPEAKER_01]: Yeah, super uncomfortable. [SPEAKER_01]: Long story short, I am a referee for a sport league, you are fifteen you nineteen, I also go to all of the practices and help the kids. [SPEAKER_01]: Well this one boy, age sixteen, in particular I start to mentor.
[SPEAKER_01]: His mom wants to invite me over and have dinner. [SPEAKER_01]: I politely decline, I'm twenty two. [SPEAKER_01]: She informs me the next weekend that her son doesn't have a father figure in his life. [SPEAKER_01]: and it would help him out a lot to have a mentor that just helps along the way. [SPEAKER_01]: So a few weeks after she invites me to dinner again.
[SPEAKER_01]: I go over there, note she is pretty attractive for having three kids, age sixteen, eleven, six secs about five feet five and one hundred and twenty, they live in a pretty nice house. [SPEAKER_01]: We are having one of the best dinner I could ever have. [SPEAKER_01]: Well I played on the Xbox with the kid for an hour and he really wanted me to stay over. [SPEAKER_01]: He even asked his mom.
[SPEAKER_01]: He went to shower, his mom taught to me and said hey look if you can do it, it would mean a lot to him. [SPEAKER_01]: I said for a kit, and we played Xbox till around eleven thirty I was actually having a fun time with the kid. [SPEAKER_01]: So his mom comes in the room and says all right time for bed.
[SPEAKER_01]: I thought this was a bit odd having a bed time but her house her rules on this is the turn we've been waiting for, she tells me that the couch is made and ready, hint hint. [SPEAKER_01]: I say all right, let me take my shower then I'll be off to sleep. [SPEAKER_01]: I get out of the shower and I'm just about to crawl on the couch on surprise. [SPEAKER_01]: There goes his mom.
[SPEAKER_01]: I was a bit startled and said, oh I thought I was sleeping her, she interrupted and said well I mean I thought you were too. [SPEAKER_01]: I couldn't get up if you need me too. [SPEAKER_01]: Getting a little older and missing major opportunities for my past because I didn't know any better, I said yes mom I'm going to sleep here. [SPEAKER_01]: She said great. [SPEAKER_01]: The best freaking a twenty-two-year-old could get came from that night.
[SPEAKER_01]: And many nights after all ways with the text from the boy, hey my mom said you can sleep over. [SPEAKER_01]: I enjoyed this for a very long time. [SPEAKER_01]: Notes? [SPEAKER_01]: She was thirty-six and not married. [SPEAKER_01]: Also, I don't know if I got played into that or what. [SPEAKER_01]: S. I am good friends with my daughters. [SPEAKER_01]: I fricked them on.
[SPEAKER_01]: My good friend from college is mom was getting remarried for the fourth time I believe, and as so, they were only having a small party for friends and family at his new stepfather's house. [SPEAKER_01]: My friend said they'd have a kick so I agreed to go with him, and he drives us there almost two hours away from school. [SPEAKER_01]: When I get there, I'm introduced to his family as basically the reason my friend, let's call him Kevin, drinks at school.
[SPEAKER_01]: So everyone I meet is basically so all the alcoholic Kevin's been telling us about. [SPEAKER_01]: So I don't drink at this party. [SPEAKER_01]: His mom on the other hand get wasted, as well as him. [SPEAKER_01]: So flash forward too after the party, Kevin's heads in a toilet in the basement and I'm sober.
[SPEAKER_01]: While I'm trying to convince him to let me drive his car back to school, his mom comes downstairs and pushes me against the wall, shuts a hand down my pants and says isn't this every college guy's dream. [SPEAKER_01]: I tell her no, she's just got married. [SPEAKER_01]: Anyhow she starts undoing my pants and blows me, with her son not five feet from us, still passed out in the toilet. [SPEAKER_01]: This is where it gets interesting.
[SPEAKER_01]: My friend's new step dad comes downstairs and sees his mum with my cock in her mouth and explodes. [SPEAKER_01]: She runs upstairs after him, and he begins to throw all her furniture out on the front lawn. [SPEAKER_01]: She calls the police on him. [SPEAKER_01]: He then tells me to go get in his truck because he needs to go to the police station. [SPEAKER_01]: I'm basically shutting my pants at this point but go and get in his truck.
[SPEAKER_01]: Apparently he had some contract with the city for his business and couldn't be having the police come to his house. [SPEAKER_01]: He ends up passing out at the police station, they tell me to get him home. [SPEAKER_01]: So now I'm driving this past out guy's truck, whose new bride blew me not an hour before, home. [SPEAKER_01]: The next day I wake my friend up early and tell him we need to leave. [SPEAKER_01]: I still don't know if they ever told him what happened.
[SPEAKER_01]: I was not invited back. [SPEAKER_01]: I decay if you would call him a friend but a kid at I had like two dashed three classes within high school's mom. [SPEAKER_01]: It was a few years after and granted I had no idea what his mom looked like. [SPEAKER_01]: Anyways, I stuck around and went to university round where I grew up and lived from my childhood home during the time.
[SPEAKER_01]: Most of my friends went away to college including this particular friend and I like most single guys my age took to tend and graciously swipe right on any cougar I possibly came across. [SPEAKER_01]: I matched with this pretty good-looking forty-six-year-old woman who I found out was widowed in his earlier and just looking for some fun.
[SPEAKER_01]: I was happy to oblige her, and the only reason I knew she was this friend's mom was when I got to her house and we were having some drinks on the couch. [SPEAKER_01]: I saw his graduation picture from our same high school with my same gradier across it, and did some digging when I got home. [SPEAKER_01]: TLDIA, banged-dex classmate Mom thanks to ten-the-nine stroke ten. [SPEAKER_01]: I got a iron story like this.
[SPEAKER_01]: Doodam distantly related to was expecting a baby with his wife. [SPEAKER_01]: Pretty normal. [SPEAKER_01]: He and wife start fighting. [SPEAKER_01]: Wife tells him it's not his baby. [SPEAKER_01]: It's done, done, done, done his dad's. [SPEAKER_01]: Doodam doesn't really believe it, confronts dad, dad cops to it. [SPEAKER_01]: This causes issues with Doodam's parents and they separate. [SPEAKER_01]: Doodam separated from his wife.
[SPEAKER_01]: So, the wife and dad move in together. [SPEAKER_01]: Long story short, dude suddenly doesn't have a wife or family or child, goes on big alcohol drug binge, we're pretty redneck down here. [SPEAKER_01]: Lots of intoxicated driving. [SPEAKER_01]: Dude gets in accident and is killed. [SPEAKER_01]: Mom and dad reconcile while grieving, now mom and dad and wife and new baby all live together. [SPEAKER_01]: Welcome to Central Florida.
[SPEAKER_01]: Neither did a place to stay when I was eighteen so my friend's mom said I could move in with them and rent her room. [SPEAKER_01]: Everyone in the house had a tendency to go to bed early except her and I she liked to drink. [SPEAKER_01]: I liked a game. [SPEAKER_01]: One night I was bored and went out to the garage where she was drinking and listening to music. [SPEAKER_01]: We bought shit for a while and she asked if I wanted a drink. [SPEAKER_01]: Hell yeah I do!
[SPEAKER_01]: After I had a couple shots of gold splinters she started with the O, my neck is so stiff. [SPEAKER_01]: I wish someone would rub it. [SPEAKER_01]: Being a warm, luttered teen with hormones and booze coursing through my veins I jumped at the chance. [SPEAKER_01]: She was forty-seven and had the body of someone in her early twenties. [SPEAKER_01]: As I rubbed her shoulders the strap on her night down kept falling down showing a little more skin.
[SPEAKER_01]: She'd pick it up and let it for further the next time. [SPEAKER_01]: Each time I let my hands wander a little. [SPEAKER_01]: After a few minutes she commented how wonderful it felt and if I'd do her back. [SPEAKER_01]: I don't think any blood was making it past my waist so I agreed without hesitation. [SPEAKER_01]: We went inside, she faced away from me and pulled her gun down to her waist on laid on her stomach.
[SPEAKER_01]: I rubbed her back for a while and when I was done I half jokingly asked if she needed the front gun. [SPEAKER_01]: She said yes but only if I'd rub her tits. [SPEAKER_01]: I couldn't get a single word out. [SPEAKER_01]: I was stunned. [SPEAKER_01]: She rolled over, tits is right there for me to play with so I waited for my brain to reboot and did as I was chilled. [SPEAKER_01]: After that massage things escalated and she ended up riding me on the couch.
[SPEAKER_01]: That was the first time I had fun without a condom and I immediately saw what all the fuss was about. [SPEAKER_01]: It happened a few more times, all ways started with her asking if I wanted a drink. [SPEAKER_01]: Eventually I put an end to it because I got back with my GF and I wasn't going to cheat on her. [SPEAKER_01]: Once I stopped having fun with the mom she flipped out on me and evict to me.
[SPEAKER_01]: I wasn't able to ever tell my friend what happened while I lived there because him and his mom would got nasty when they fought. [SPEAKER_01]: In those times nothing was sacred, whatever they could say to hurt the other. [SPEAKER_01]: After I moved out he called me a method for I could one night and I laughed until I was afraid I'd pass out. [SPEAKER_01]: When I regained my composure he asked what was so funny.
[SPEAKER_01]: I told him who wasn't a liar and told him what had happened. [SPEAKER_01]: For thirty minutes all he could say is your freaking shitting me. [SPEAKER_01]: It just kind of happened, we worked together and were good drinking buddies, she was going through a divorce and I'd just become single from being cheated on. [SPEAKER_01]: One night around Christmas she got the missile toe out and gave me a kiss but I went in for the snog.
[SPEAKER_01]: A couple of weeks later after some lovely flirting we did the deed. [SPEAKER_01]: Ten years later were stills together and the friend has accepted it. [SPEAKER_01]: I tend not shove it in her face the time sleeping with her mom. [SPEAKER_01]: Not Mom, Dad. [SPEAKER_01]: This girl I was French with in high school's dad came out of the closet when we were juniors. [SPEAKER_01]: Divorced all that good stuff came and life went on.
[SPEAKER_01]: About a year after graduation, I saw him on Grindr and the rest is history. [SPEAKER_01]: She doesn't know this happened, just as I'm sure she doesn't know how Dad is hung and into guys her age, and that's just how life goes. [SPEAKER_01]: I had fun with my friend's girlfriend's mom last October. [SPEAKER_01]: It was honestly top three best funeral experiences I've ever had.
[SPEAKER_01]: It started with me following her on Instagram and any time I was around her I'd compliment her or flirt with her finally I invite her to join a certain October fest event and we are fletting so finally I go for a kiss and she was into it. [SPEAKER_01]: She offers to give me a ride back to my friend's house and assumes we park she leans over and starts giving me head.
[SPEAKER_01]: This goes on for about five minutes when we get out and I bend her over her car and Frickter until I came inside her. [SPEAKER_01]: When my buddy's girlfriend found out she was super pissed but it was definitely worth it. [SPEAKER_01]: Shoutout Nick if you read this. [SPEAKER_01]: I lost my virginity to my friend's mom. [SPEAKER_01]: She was the original milk. [SPEAKER_01]: Came about after prom of all times.
[SPEAKER_01]: Before that my friends and I had a pact about losing our virginities before we left school. [SPEAKER_01]: Fast forward to prom and I go downstairs and there she is drinking. [SPEAKER_01]: I join her. [SPEAKER_01]: We had Scotch. [SPEAKER_01]: aged eighteen years. [SPEAKER_01]: Just the way she likes it. [SPEAKER_01]: We had fun on the pool table in the end. [SPEAKER_01]: It was amazing. [SPEAKER_01]: I have to say I certainly was obsessed for quite some time.
[SPEAKER_01]: When I turned seventeen, I dated this girl who turned out to be faking the relationship because people at school put her up to it. [SPEAKER_01]: I think they bribed her or something. [SPEAKER_01]: Anyway, she relayed what I was like and they used it to bully me. [SPEAKER_01]: I found out. [SPEAKER_01]: Now, her mother was African hot milk. [SPEAKER_01]: She had her daughter at about sixteen herself, so she was only about thirty-four, I think.
[SPEAKER_01]: She looked really damn good. [SPEAKER_01]: I was in their house whilst my girl friend was out with a friend. [SPEAKER_01]: She hated me but apparently trusted me to be alone in her house. [SPEAKER_01]: I went upstairs to go to the toilet and accidentally walked past her mother's room when she was getting dressed, and the door was open. [SPEAKER_01]: Her mum saw me, didn't seem bothered and I complimented how nice she looked.
[SPEAKER_01]: It got a little awkward for a moment and we ended up kissing at which point I felt her up a bit. [SPEAKER_01]: It didn't go any further because she felt a bit awkward with her daughter's boyfriend, but I definitely would have. [SPEAKER_01]: If only to say that, I forgot that bitch's mum would have been nice. [SPEAKER_01]: I don't know how it happened. [SPEAKER_01]: I just know my nuts and her it was slapping.
[SPEAKER_01]: I was over there mowing the grass and I could feel her eyes all up on my ass and the no end inside to make a phone call, and as she was with a tittie hanging out her bra. [SPEAKER_01]: One thing just lead to another, next thing you know, I'm butt-freaking his mother. [SPEAKER_01]: Oh, hold up. [SPEAKER_01]: I still got more. [SPEAKER_01]: His mom gives head like a hero in hell.
[SPEAKER_01]: I wasn't thinking about him as my barb where she spreaded my butt cheeks and went for a milk dud. [SPEAKER_01]: We broke out with his grand-pastion and got drunk. [SPEAKER_01]: I fricked her with a bowling pin, she's freaky. [SPEAKER_01]: And it pulls look like peanuts. [SPEAKER_01]: His mommy's one of my favorite sluts. [SPEAKER_01]: She likes tongue-in from the back of my balls to the tip of my dick, with one big lick. [SPEAKER_01]: She calls me a big teddy bear.
[SPEAKER_01]: Rawr I chase her around in my underwear. [SPEAKER_01]: I'll admit I like spanking her butt. [SPEAKER_01]: I used his sock, though, to catch my nut. [SPEAKER_01]: Don't worry I put it back. [SPEAKER_01]: I knew him better, that's probably why his toes been sticking together. [SPEAKER_01]: I work in child care, and slept with the mom of one of the kids I'm close with. [SPEAKER_01]: I do after school care, and run outside at the local midday school.
[SPEAKER_01]: A handful of years ago I became close with one of the sixth graders and her mom. [SPEAKER_01]: We all shared similar interests and became like family. [SPEAKER_01]: Cut to about three years later. [SPEAKER_01]: One afternoon the mom comes to pick up her daughter, not rounding out her eighth grade year. [SPEAKER_01]: The kids were out playing while I was doing some cleaning filing. [SPEAKER_01]: It was clear she had been crying a bit, but didn't get into why.
[SPEAKER_01]: All she said was, daughter is really going to need you in these next few months. [SPEAKER_01]: I had no idea what she meant. [SPEAKER_01]: Later found out Dad was cheating on her and that this split. [SPEAKER_01]: Not long after that I was being invited over for Denis and Movies and whatnot. [SPEAKER_01]: The daughter adored me, and the mom seemed to love how good I was with her. [SPEAKER_01]: Things were going well, then it became apparent that the mom grown interested in me.
[SPEAKER_01]: Now, she's quite a few years older than me, but does not look it. [SPEAKER_01]: frankly she was hot as hell. [SPEAKER_01]: She started coming on to me more and more, but I was hesitant. [SPEAKER_01]: On multiple occasions in the past she told me how much the daughter looked up to me, and the pressure of, and running the risk of upsetting her or letting her down made me decline her advances quite a few times. [SPEAKER_01]: But she was hot and persistent, and I'm only human.
[SPEAKER_01]: So we had a fling for a few weeks. [SPEAKER_01]: It was nice. [SPEAKER_01]: We almost got caught a couple times, but she didn't seem as concerned with it as I was. [SPEAKER_01]: Eventually though my nervousness over the weight of being her daughter's role model became too much. [SPEAKER_01]: I told her we should probably end things, as I just didn't feel comfortable. [SPEAKER_01]: She understood, and we did drift a part of it afterwards, but we're all still friends.
[SPEAKER_01]: The daughter's seventeen now, and Mom has dive back into the dating world. [SPEAKER_01]: We don't see each other as much as we did, but we still do NYCC every year, and just last week all saw Infinity War together. [SPEAKER_01]: They're wonderful people and I'm glad I have them in my life. [SPEAKER_01]: New Bucket in high school, used to play Diablo together sometimes, weren't super close but got along well enough and had a lot of the same friends.
[SPEAKER_01]: After I was done school I started working in a school, and lo and behold this guy's mom works there, she started hitting on me from day one and added me on Facebook one day I fix a computer in her room and she messages me after saying we should go out for drinks and tells me that she is up for anything. [SPEAKER_01]: She'd been working out and on diet some was looking like a grade a cougar, so I happily accepted.
[SPEAKER_01]: As it turns out though, her son still lives with her and she didn't want him to know, so she tells him that she's going to the bank, comes over to my house and sucks me off and plays with herself like it was the only thing she had ever wanted to do in her life, then goes home was great for both of us so she would come over a couple times a week just for fun and head home. [SPEAKER_01]: She made me lunches at work a few times and is a really nice woman.
[SPEAKER_01]: Well, I'm super late to this party and no one will see this so I'll just give the abridged version of the story. [SPEAKER_01]: One of my best friends, going on ten years, and myself were both single a few summers ago and decided to just have fun to kill the time and to get rid of both of our dry spells. [SPEAKER_01]: So we did, and then once more a few days later. [SPEAKER_01]: Still great friends to this day.
[SPEAKER_01]: A few months ago she messages me and tells me her mom is desperate to get laid and is driving her nuts trying to get her to find a guy for her. [SPEAKER_01]: I've been flirting and talking a big game to her mom for years, always just mostly joking. [SPEAKER_01]: Don't get me wrong though, her mom is a tiny woman and super hot. [SPEAKER_01]: I jokingly volunteered to be the one to help out the mom. [SPEAKER_01]: So I go over there and she is obviously not joking.
[SPEAKER_01]: So I then had fun with the mom. [SPEAKER_01]: And yes, the daughter my friend is in the same house, one room over and awake, the whole time. [SPEAKER_01]: Now I'm actually dating the best friend of the daughter. [SPEAKER_01]: I'm actually still in a relationship with my friends, ex friends, mom, they lived across the street. [SPEAKER_01]: We became good friends because she was easy to talk to. [SPEAKER_01]: Didn't have a great home life, and I was in my sophomore year of college.
[SPEAKER_01]: Now almost fourteen years later was still together. [SPEAKER_01]: I was nineteen she was forty-three at the time. [SPEAKER_01]: Now I'm thirty-three. [SPEAKER_01]: It's a very unorthodox situation, but it works. [SPEAKER_01]: My two friends were getting married and I was in the wedding party. [SPEAKER_01]: They needed someone to walk the bride's mom down the aisle so I volunteered. [SPEAKER_01]: The rest of the night we kept joking shoes my date.
[SPEAKER_01]: We took a photo together in the photo booth and we danced. [SPEAKER_01]: At the end of the night when I was helping clean up and we were taking stuff back to the hotel that was connected to the venue I was taking the elevator up to the bridal suite to drop stuff off some stuff with the bride's mom. [SPEAKER_01]: She just casually dropped what room she was staying in. [SPEAKER_01]: After I dropped the things off I swung by her room and she invited me in.
[SPEAKER_01]: My God did she have a great body for an older woman. [SPEAKER_01]: It wasn't my first all-ast experience with an older woman. [SPEAKER_01]: It was sort of her my think for a while. [SPEAKER_00]: If you like these types of stories and want more content, please go to the link in the description and buy me a coffee to support the podcast so I can get super caffeinated and awake to pump out the content.
[SPEAKER_00]: I honestly need a new computer for better sound editing and a microphone so you can hear my beautiful voice. [SPEAKER_00]: If you are unable to do so, I completely understand. [SPEAKER_00]: Just sharing this podcast everywhere you can so appreciate it. [SPEAKER_00]: I truly appreciate you and let's do this.