You can read a bit more about my backstory in my other posts but to sum it up, divorced mom, moved out living with her 19 year old daughter in a small apartment during a pandemic.
My desire for sexual gratification has been at an all time high, leading up to my separation from my husband I was hoping 2020 was going to be a wild year of me getting it on. Unfortunately the only thing I’ve gotten on it my toys and hands.
I was trying okcupid but my daughter got me on tinder saying it was the better way to go. She’s on tinder too and so we’ve been sharing our dumb tinder guy stories and swapping stories of assholes or guys who are charmers and all that. Often we’d switch phones and swipe for each other when we’re bored, trying to find guys that are good for the other.
There is also this option to recommend a person to a friend, but we have wildly different match settings so we’ve been sending guys we know are absolutely not what the other is looking for as jokes. She’ll send me these goofy spray tan 20 year old bros and I’ll send her guys that (in polite terms) look like Santa Claus. (Not that there’s anything wrong with having a jolly belly and a long white beard! It’s just not what my 19 year old daughter is looking for haha)
So anyway it’s been funny showing eachother what we have to deal with in our age groups. It’s a vastly different experience. It’s mostly all been for a laugh… until…
I get a message my daughter has shared a profile with me, and I open it up ready for a giggle. And I see this nerdy little 19 year old let’s call him Alex. He is just the tv stranger things version of the little nerdy kid in school that’s actually adorable. Got this cute big ol smile as he’s wearing his graphic tees and being a shy goof for the camera. I know, I know he’s 19 and my daughter’s age, but I thought this kid is cute and maybe he’ll get a confidence boost from an older lady giving him a like. Anyway I’m definitely not in his age search range so we’ll never match. So I swipe like.
Oh boy mistake #1.
Not half an hour later we match and he sends me a message. “Omg hey! Hope this wasn’t a mistake! You’re incredibly beautiful” what a little charmer. So I say hello and say it wasn’t a mistake and I thought his smile was charming. I ask if he has older women in his search range but he has pro or premium so it shows who likes him so he was able to like me back without me being in his search range. My mistake!
So we chat a little bit (read: he messages me A LOT) and I am friendly and flirty back. He seems pretty awkward like he hasn’t talked to many girls. And honestly this energy is more fun than the older guys I’ve been talking to. I ask how his tinder is going and if he’s ever had a girlfriend. He says he hasn’t been very successful on tinder yet and has never been with a girl.
Hoo boy mistake #2 was asking him that, now I’m in trouble because this just hits a pleasure centre in my brain that I didn’t know I had a thing for. And now my head is spinning thinking about what I could do with this innocent virgin boy haha. He says he hasn’t met up with anyone since it’s a pandemic. He asked one girl he was talking to for a park date but she stood him up and ghosted him :(
My heart breaks for this kid, leading to Mistake #3! I say I’ll meet you for a date in a park! ( I think deep down I knew as soon as I swiped this kid I had nefarious plans). He’s shocked and I assure him I’m serious and I suggest a place and a date, a nearby park that’s halfway between us. And he agrees!
I tell me daughter and she is SHOCKED haha. She’s immediately all in on teasing me and calling me cougar and cradle robber and everything, all in a fun way, but I still have not heard the end of it haha.
We scheduled the meetup for this weekend (we met up on Saturday) so we didn’t have much awkward chat between when we decided to meet up and when we met in person. But I did get myself off to some naughty fantasies about him the night before…
On Saturday I left the apartment to meet him! Butterflies and nerves. (My daughter says “have fun babysitting” on my way out. I’ve had a couple park dates during this pandemic, but this one was the most nerve wracking haha. My hands were shaking, not because I was nervous to talk to him but because of how naughty and taboo I was being. But this is the type of exploring I’ve been craving since separating.
I get to the park and sit on a bench. It’s bright and sunny and not too cold. I’m in a nice coat, have my hair done and makeup like any other date but I feel much more like a mom haha. I take a seflie to show him i’m here and where I am and he says “wow, you look beautiful!” And anyone else saying that would feel cheesy its just my fave in a winter coat haha but it feels so sincere from him.
I see him eventually approaching from far away and since it’s this big park he has to awkwardly walk a long way to get to me ha. So we see eachother in the distance like 5 minutes before we’re close enough to talk. Poor guy trying to look as cool as he can while walking.
I get up to walk and meet him and when we get close enough he exchanges an awkward hello from arms length, (not sure if covid precautions or he’s shy and awkward. We’re both wearing masks so probably the latter). I tell him it’s ok to give me a hug if he wants and I open my arms and he looks down awkwardly and laughs and comes in for a hug and I feel him trembling in my arms as I wrap them around him. What a darling. This puts me at ease and I know I’m taking care of him now, no more time for me to be nervous.
We walk around the park for a while and chat, talk about things he’s interested in. He tells me about zoom school and video games, life at home. And I ask him a question that’s been burning in my brain, “how old is your mom?” I see his face go bright red and he tells me “42” ha! So I’m definitely older than his mom, what a cougar I am.
We eventually get to a bench and I ask him if he’d like to sit with me and he agrees. And now my heart starts picking up again because I know I want to have some fun with this kid. He sit’s about a foot away from me and I tell him he doesn’t need to sit so far away. He scooches closer and I feel him shaking and mention it to him with a wink. He says he’s just cold and I make my move (mistake #4)
I say “I can help warm you up and place my hand on his thigh and start seductively rubbing. He goes tense, he’s not making eye contact with me. I ask him if it’s ok that I touch him and he whimpers a yes. I slowly move my hand to his crotch and start rubbing him over his jeans. I feel him quickly getting hard and I’m pretty shocked at how big he’s getting. I need to see what this kid is packing.
As I’m rubbing him I look around and see that there’s no one in the park except someone walking their dog but they’re quite a ways away and have their backs turned. I start dirty talking him a bit, telling him how good and hard he feels and he’s pitching quite a tent. I tell him I’m so impressed with his size and I wish I could see how big he is. He has just been listening to all my dirty talk and hasn’t been giving more than one word answers. He is just shaking in my arms. I’m impressed he hasn’t cum in his pants by now haha.
Mistakes 5 through ten are all the dirty things I do next. I ask him if I can take his cock out so I can see how big he is and he nods yes.
Heart racing I look at the woman walking her dog in the distance and I unbutton his jeans, slowly undo his zipper and slide my hand in. I roll him around in my hand a bit over his underwear before I slid my hands under, touching his skin for the first time and feeling his massive cock. I do another quick look around before asking again if It’s ok to pull him out and when he gives me the affirmative nod I release him to the crisp open air.
And my god this kid has a beautiful uncut must be 7incher. This is the first cock I’ve seen in person other than my husbands in probably 20 or more years. I’ve had some sneaky fun on some zoom dates but this is the first one I’ve held in my hands since my divorce and oh my god I am just mesmerized. And it’s this sweet young boy I’m drooling over haha.
Now without the restriction of pants I’m working him proper, watching in fascination as his foreskin rolls back and forth over his head. I’ve never been with an uncut cock before but I’ve always lived watching them in porn.
He looks me in the eyes and speaks the first full sentence in a while, he asks if he can kiss me. Now, as fun as that would be, I think this kids first kiss should be with someone his age, so I tell him that, but I can do him one better. “I don’t want an older woman to be your first kiss, but I do want to be your first blowjob.” His eyes widen and I tell him he need to keep a lookout and tell me if anyone is coming. He nods and i shuffle on the bench and lean over. I smell his sweet precum as I open my mouth and take him in, feeling him on my tongue I hear him let out a moan.
I. Am. Soaking. This is the slut i’ve always wanted to be. I’ve never gotten to be this slutty when I was younger. I am in heaven. I give him the best damn blowjob I can and within minutes he blows his hot load into my mouth. I swallow every bit, slowly lick him clean until it’s too sensitive for him and then let him go as he falls limp haha.
Anyway we clean up and shuffle off and he’s flabbergasted and gushing about how amazing I am and I’m strutting like I’m queen of the world haha.
We hugged and parted ways and he immediately messages me again thanking me ha what a sweetie. I went home, my daughter asked how it went and I just said “great!” And proceeded to lock myself in my room and get myself off repeatedly haha.
Source: reddit.com/r/gonewildstories/comments/l9nhhg/my_daughter_recommended_me_a_m19_young_nerdy
Oh my god sorry this is so long ha
Amazing story, nothing is better than a mature woman having fun with a younger man.
Amazing story such a good read
This is great
Love to see a story that’s well written and doesn’t just skip to the sex
So hot why thid didn’t happened to me
Any follow up to the matching lingerie post??
So, how does it feel to know that he’s still going to be masturbating to this life event 30 years from now? You’ve basically become his go-to story, fantasy, erotic memory, all of it… in one go.
So are you gonna meet him again?
That was an amazing read, but definitely gotta know. Are you planning on taking more of this young boys virginity? Wish I could’ve been this lucky kid
The woman who showed me the ropes way back when was about 20 years older than me(I was a shy nerdy jock, I guess the best way to put it). I fondly think of her from time to time. We had a lot of fun and she was very open and informative. She knew what she wanted and how to communicate that. I wouldn’t get too hung up on the kissing thing because then that makes some kind of unobtainable thing that niggles in the back of the mind, but that’s just me as someone who was the young man at one time.
Have fun, but set clear boundaries(if that’s what you want), because he’ll worship the ground you walk on which can be unsettling to some(again, speaking as someone who had to learn these things after mistakes were made).
Always wanted to meet with older women haven’t had much luck
Love it
Love it. Older women are the best.
I wish I had someone like you when I was younger ?
Definitely enjoy reading more of the lead up then the actual sex.
Aye man, mad fucken props, I’m his age and seeing an older woman is the main goal right now. Probably made his year.
Extremely hot and sexy. Jealous of that guy
What a lucky guy. I just wish to fall under his situation with older women someday
Are you/did you tell your daughter?
I love you if this story is true. There is hope in this world.
Holy shit where were you when I was 19?
Honestly all I can think reading this is how creepy and unwelcome the story would be if the roles were reversed – an older man going to meet a younger inexperienced girl in the park, detailing how he gets off because of how taboo the situation is
I’m pretty sure you would be classified as a MILF. I believe a hot and sexy woman over the age of forty with kids is called a MILF and a woman without kids is called a cougar.
I’m pretty sure you made that kid’s year. I’m sure he will be putty in your hands.
If you want his first kiss you be with someone his own age, you could always set him up with your daughter.
You’re going to live rent free in his brain for another 60 or so years, long past you’ve departed yourself.
Way to go, and good luck with your own search too! Here’s hoping the universe rewards you for your good deed.
You and you daughter seem to have a Gilmore Girl type relationship going ?. Love it!
Also great story ?.
Damn you an epic ass mother lol
You got me hard, ma’am!
We definitely need to see a pic of you and your daughter.
As a 54 pragmatic guy I would highlight that you could have scored better with him.
Pls tell me that it’s not ended here.
If you want more fun with a 27 yr old DM me ??? love the story
Ok this was very well written. It’s kinda rare for these posts to read so well and easy.
This is in contention for top 3 stories in this subs history! Wow great job!
Maybe you can recommend him to your daughter? Would be funny if she started dating him.
You have done that dude a solid. You are a hero.
SubscribeMe!
Is there plans to see him again??
Now that you’ve done younger, how about trying older? LOL!
as a guy a couple years from 30 and in the same boat – You give me hope lol. Love it.
If you’re careful and have his best interests at heart, set limits in time and seriousness(let him kiss you though) you could give him a life-changing experience and education that I know would definitely have made a difference in my own life (m70).
Just the knowledge it’s fine to talk to a woman about what you and she like and want, and can act on that, is still something I have a hard time with irl.
Guess what I’m getting at is you should teach him how to give a woman pleasure in addition to receiving it. And since women are more different one from another it seems, how to find out both verbally and nonverbally what works for her. Confidence doing that is golden.
Do you think you’ll meet up with him again?
all of your stories have been super hot but this one is just amazing. I realised when reading this that part of why I think your stories are so hot is because I’m 32 so I’m equally far from you and your daughter in terms of age range. With how you write, the hints and his comments in this I’m sure you look fantastic. Please keep writing if able :)
Incredible story! Can’t wait to read more
Got me hard af!!!
Wow, that was hot.
I wish I could’ve had a similar experience back when I was his age, but there was no tinder back then!!
Post your picture plzzz