I Hooked Up with my Son’s friend.

By Accomplished_Air40.

This is the story about the time I (42/F) hooked up with one of my son’s friends (18/M) and the never-to-be-forgotten experience that occurred.

Anyone who knows me will tell you that I can talk and talk and talk if given a chance, so I apologize in advance for how long this story is. I have literally never told it to a single other person before (for obvious reasons), and I feel like I’m going to burst if I don’t get it off my chest somehow. I’ve included as much detail as possible, which is why it’s such a ramble, but I feel like it’s important to tell the full story.

*****

ABOUT ME…

I am a 42-year-old single mum from the north of England. I have one son, aged 18, and I was very briefly married to his father, but we divorced when he was aged one, and since then, I have raised him on my own. My son and his group of friends are quite chavvy (Americans may have to Google this).

They are all nice boys, respectful and well-mannered, but I know they’re the type to get up to all sorts when they’re not in the company of their parents. Typical ‘lads,’ I suppose you could call them.

There is a core group of about 6 or 7 of them, and one (called Graham) is easily the most good-looking of the bunch. He’s just one of those effortlessly attractive kids who I would imagine his peers are jealous of. Tall, floppy blonde hair, nice build, lovely smile, etc. The one the girls want, basically. I actually used to work in the same firm as his mum many, many years ago (I’m talking about when I was in my early twenties, so ancient history!). However, I can’t say I really knew her or anything like that.

The relationship I have with my son’s friends is one of friendly ‘banter.’ I don’t mind them making cheeky comments towards me because I can throw a few back at them, and it’s just some harmless fun. For example, there was one time when one of them asked my son, “Why is your mum such a MILF?” as I was walking through the room.

He said it in a way that I was designed to hear but also half pretended he didn’t mean for me to hear. Everyone (including me) burst out laughing, apart from my son, who is constantly embarrassed by the banter. But isn’t that what mums are for, to embarrass their teenage sons?

*****

THE ENCOUNTER…

We had a little birthday party for my son at our house, and all his friends were there. At one point in the day, I had to go up to my room to get something, and I happened to be walking up the stairs at the same time as his friend Graham (the beautiful one).

When we got to the top of the stairs, he took one step to his right (the direction I was going) before quickly correcting himself and going left (where the toilet is). It was the sort of thing I’ve done a million times, where you absent-mindedly walk the same way as someone just because you’ve been walking alongside them for a few seconds.

I knew exactly what had happened, but I still couldn’t resist joking about it by saying, “Following me into bed, are you cheeky?”

He laughed and said something like, “Yeah, OK, I’ll be in in a minute,” which we both laughed about and went our separate ways.

It was only when I got into my bedroom that I had the absolutely insane thought that, actually, I wouldn’t mind if he did come in. I’ve never thought about him (or any of my son’s friends) in that way, and I don’t know what came over me. It just hit me all of a sudden, and I suppose I surprised myself by having that thought.

A few minutes later, he finished in the toilet and walked back down the stairs, and I can remember quickly shaking my head to kick myself out of it (like they do in films), and that was the end of that. The thought never crossed my mind again. It was just a bit of 2-second insanity.

*****

THE WEDDING…

The day of a friend’s wedding. The reception was in a hotel quite a long way from where I live, so I treated myself by booking myself into the hotel, meaning I could enjoy the night without having to watch my alcohol intake for a long drive home and also wouldn’t have to spend years waiting on a taxi at the end of the night.

After the speeches and dinner, two coachloads of people arrived for the evening reception. These were people who weren’t invited to/couldn’t attend the main ceremony early in the day but had been invited to the drinks and disco in the evening (basically the fun part).

I didn’t know any of the newcomers apart from one person who I vaguely recognized. It took my brain a little while to work out. It was Graham’s mum, the girl I worked with 20 years ago. I ventured over to say hello in the hope she might remember me. After a few reminders, she said she DID remember me (though I think she was just being polite), so I said that our sons were actually friends.

She said, “Oh, so you know Graham then?” and motioned towards this STUNNING boy standing close by.

I had always seen him as attractive, but suddenly, with his hair done and a suit on him (rather than a tracksuit for a change), he was even more beautiful. I gave him a quick hello and then let the bride take over with all the various introductions she was doing for people. A little while later, during the boredom of the disco, I noticed Graham sitting at a table by himself, so I wandered over, sat down beside him, and said hello. In the course of a quick conversation, I found out he didn’t actually know anyone else there and had been dragged along by his mum.

Then I did the single most insane thing I have ever done in my life. I made a decision there and then that he and I were going to have sex in my hotel room. His mum was busy chatting away to all sorts of people. He wasn’t there with anyone else. Nobody would notice him disappearing, and my mind was suddenly cast back a few weeks to the incident at the top of the stairs at home. This was it. The time had come actually to make it a reality.

But how to approach the subject? I complimented him on his suit and said how handsome he looked in it. He didn’t seem to get the message and just replied with something about how it was rented, and he had to be careful not to spill drinks down it. That ‘flirting’ had not worked, so I moved on to Plan B, and even as I prepared to type this, I can’t believe I actually went through with it. I asked him how he thought I looked in my dress.

“Yeah, good,” he said.

It was not the level of answer I was hoping for. So I upped the ante and said I had actually brought three dresses with me and wasn’t sure which one was best (which was actually true). I opened my phone and found a picture I had taken of myself in one of my rejected dresses and asked Graham if he thought I had made the right choice.

“Yeah,” he said.

Come on, Graham, take the hints I’m dropping! I then scrolled to the next picture of me in the other rejected dress.

Again, he said something like, “Yeah, the one you’re in is the best.”

So I took the biggest risk of my life and scrolled to a nude and held it there for him to see. “And what do you think of that?” I asked.

I didn’t get an answer; his mouth opened, but he was clearly in shock, unable to take his eyes off the picture. I put my hand on his thigh and asked if my picture made his cock hard.

This time, he very quickly said, “Yeah.”

The penny had finally dropped with him. Hooray. I said something along the lines of, “Then why don’t you come to my room for the rest of the night, and we’ll see what we can do about that.”

His facial expression made it very clear that he was VERY keen on that. I told him the room number and said I would meet him up there. I said to wait 10 minutes before coming up so that nobody could see us leaving together.

When I got up to my room, it was just after 9 p.m. I knew the coaches would be leaving at 2 am, and I won’t lie, I was excited about what the next 5 hours had in store. Getting railed by an 18-year-old wasn’t something I’d done since I was 18 myself, and I must admit the fact it was one of my son’s friends just made it all the more exciting because of how ‘wrong’ it all was. I took off my heels, tights, and dress and just waited for him in my underwear. I wanted to blow him away (so to speak!) completely.

There’s eventually a knock on the door. I can vividly remember checking through the peephole to make sure it was Graham because I was paranoid about answering the door in my underwear and it being someone else! Thankfully, it WAS him. I took a deep breath, caught a glimpse of myself in the mirror, nodded to myself (yes again, like some idiot in a film!), opened the door and dragged him in by the shirt, slammed the door behind him, pushed him up against it and leap on him for a kiss.

I could see in his eyes that he hadn’t been expecting that, but he was clearly excited and turned on by what was happening. After maybe 45 seconds or so, the thought suddenly occurred to me, ‘This guy is not a good kisser. That is a very poor technique. If I didn’t know differently, I would have sworn that I was his first kiss.’ I know that I wasn’t, but he was so bad I couldn’t believe it.

I swung him round towards the bed and pulled his shirt open. Even in the heat of passion, the mum in me was still at the forefront of my mind because I realized I’d ripped a few of his buttons off, and it was a rented suit! But never mind that. Nice body, just as I’d expected. Skinny but in an athletic way. The kissing continues, but his technique does not improve.

His shirt’s off. I slide his trousers down and push him so hard that he falls onto the bed. At which point I pull his trousers and socks off. Big feet, again, just as I had expected. I’m not a ‘feet person,’ but the sight of his really turned me on simply because they weren’t the usual monstrous feet that so many men have. They were actually quite nice! No big veins and no big hairy toes. Again, he was an effortlessly beautiful young man, and this was just another example.

I then leaned over him and asked, “Have you ever had your cock sucked?”

To my surprise, he said no. I had only asked because my intended reply had been, ‘Well, prepare for the best blowjob you’ve ever had,’ but his answer took the wind out of my sails. I asked if he was a virgin, but Graham said no, he just hadn’t had a blowjob before.

So I went with, “Then prepare to have your cock sucked like you’ll never have it sucked again,” which I thought was a good line off the top of my head!

So I yank his boxer shorts down, and oh dear, this is not an encouraging sight. Two disappointments. His penis was very small. I know you should never judge a penis until it’s erect. However, even in its flaccid state, it was still incredibly undersized. Maybe he’s a grower, but this is not a good start.

Wait a minute, WHY is his penis flaccid? I’ve just answered the door in my underwear, stuck my tongue down his throat multiple times, stripped him down, and promised to give him an unforgettable blowjob. And all that hasn’t given him an erection? Wow, tough crowd!

Then, to my horror, I discovered…

IT WAS HARD!!!!!

I needed him to slide backward up the bed a little bit so that I could properly ‘access’ it, and in the process of his moving, I realized his penis was indeed fully erect. Five seconds ago, I had thought he was super small for a flaccid state. Now I discover he’s actually giving me everything he’s got.

When I was younger, I remember my friends and I had a code when discussing our boyfriend’s (or anyone’s) penis size. I’ll also use the terminology this site uses so you all can understand.

If we called it a ‘cock’ it meant it was huge. ‘Dick’ meant average to big. ‘Willy’ meant small to average (You guys call this a Bronze Member). ‘Nob’meant small (you guys call this a silver member) and ‘Winky’meant tiny (you call this a Gold Member)

Graham would not have registered on this scale. He would have needed a new category all of his own, and I don’t even know what we would have called it. I guess, using your site’s scale, you’d say he was a gold member of the small dick club. I was stunned. I honestly could not believe what I was seeing. The only thing I could think of doing (in a kind of panic, I suppose) was asking what age he was.

I knew he was 18. My son had been to Graham’s 18th birthday party earlier in the year. They were in the same year at school. I knew he was 18, but I still asked.

Of course, he said, “Eighteen.”

Then I just blurted out, “Are you sure?”

Why was I asking if HE was sure? I was already sure myself! I knew what age he was.

He replied, “Yeah, why?”

Now. If Graham had just said, ‘Yeah,’ I’m not sure what my next move would have been. In that scenario, I do not know what would have played out. But he didn’t just say ‘Yeah,’ he said ‘Yeah, why?’ which is a question that requires an answer.

I couldn’t help it, nor could I stop myself saying it. “Because you’re fucking TINY down there!”

As I said the words, I began to laugh. I wasn’t laughing at Graham’s penis (well, maybe I partly was). I was mainly laughing at the words I was saying and the scenario I’d got myself into. It was a laugh of shock but still clearly a laugh.

That led to me getting the giggles. Obviously, Graham had no idea that my laughter was triggered by the words that had just unexpectedly come out of my mouth. Graham thinks his friend’s mum is laughing at his tiny penis. Which, in a way, I suppose I was. He’d had such large feet, too! I could tell by his facial expression that he was beyond embarrassed. He was lying there naked, fully exposed, legs apart, while a 42-year-old woman was in fits of laughter.

He then said something like, “Can you just…” and motioned for me to get on with the blowjob, which just made me laugh even more.

I was laughing so hard that I had to stand up because I was starting to get stomach cramps from being crouched down. There was simply no way I could put that tiny thing in my mouth. He was completely clean-shaven down there, and with his general lack of size, he just looked like a toddler. The whole thing was overwhelming for me, and the only way I could deal with it was to laugh in a panic.

Within a few seconds, I find enough breath to say somehow, “No,” and I point towards the door, motioning for him to leave.

We were done. This was not going to happen. I’m not a size queen or anything, though I do prefer a larger penis. The last time I had sex with a guy with a small penis, I could barely feel a thing, and he was easily double Graham’s size. There was not a chance I would have felt Graham inside me if we had gone ahead with things. It wasn’t just the (lack of) length but also the width. It was so skinny. I would compare it to my index finger if I was being generous.

I don’t know if he missed me motioning for him to leave or if he was just being brazen and thought there was still a chance he could rescue the situation. Still, Graham was by now sitting up on the bed looking more embarrassed than I had ever seen anyone look embarrassed.

Whether it was the overall awkwardness of the situation or the blood rushing to his cheeks in embarrassment, it was at this stage I noticed he had lost his erection. It had SHRUNK down to its flaccid state. It was like a baby’s dicklette. There’s no other description. And I mean a newborn baby. I had the urge to slap a diaper/nappy on this guy, his dick was that small. I haven’t seen my own son’s penis since I stopped bathing him (which you’ll be pleased to know was more than a decade ago!), but he wouldn’t even have been comparable to that.

I obviously didn’t whip a tape measure out to get precise measurements. Still, I would say Graham was approximately 2.5 inches long when erect (if that), and I honestly don’t know when flaccid. It was just like a little flap of skin. Tragic for someone as attractive as him, I guess. I then watch as he picks himself up off the bed, covers his privates with his hand (as if it wasn’t way too late for that), and starts looking around for his boxers, which he eventually finds and puts on, then gathers up the rest of his clothes and puts them on as well.

All the while, I’m a laughing wreck in the corner with genuine tears streaming down my face. Graham’s unable to unlock the door to leave properly, so I have to go over and help. More awkwardness. Eventually, he’s gone, and I’m on my own, crying with laughter, more at myself for getting myself into that situation than anything else.

With my plans for the evening now drastically changed, about half an hour later, I put my dress back on and headed back to the wedding reception. I can see Graham sitting in the same chair I’d seduced him in earlier. Obviously, I don’t go over this time. I take a look at him and wonder how he’s going to explain to his mum that his shirt buttons are all torn off!

This was approximately 10 pm. Graham still has 4 hours until his coach picks him up. That’s a long time to sit and think about what’s just happened. I get VERY drunk and retire to my bed not long after midnight. A very, very, very insane day has ended.

*****

EPILOGUE…

Graham has only been round to our house once since then. Well, once when I’ve been home, he may have called around when I was at work or out with friends. To the best of my knowledge, Graham has been there once and only made eye contact with me one time. He’s clearly beyond embarrassed by what happened, and I would imagine he resents the fact his friend’s mum knows his ‘secret.’

Later, a little extra information comes to light. It turns out Graham has a Reddit profile. I know this because my son showed me a funny little drawing he had uploaded. I took a mental note of the username, and later that day, I logged into my old account and interacted with him on something Graham had posted. He has no idea it was me.

 

The End.

 

*This story has been edited to fix spelling, punctuation, formatting errors, & basic grammar, but the narrative and plot have remained the same. Even with the limited editing done here, it doesn’t mean any possible major flaws in this story were fixed (That’s the author’s job). The opinions/views expressed in this story (and in any comments) are those of the author and do not represent this site. We support freedom of speech. This story has been previously published on other free sites and is now public domain, which is why we can publish it here.

One comment

  • Minime20

    This has got me very hot and bothered haha. I can only imagine the humiliating feeling if my friends mums knew I have a micro penis.

    Reply

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