WHEN YOU’RE OLD ENOUGH

 

WHEN YOU’RE OLD ENOUGH

“When you’re old enough” was the bane of my existence growing up. My parents used it on me 

ALL THE TIME. They were always going on “adult” vacations, and “adult adventures”. They 

would show me these brochures of all these amazing places, with all these super cool things 

that I wanted to do, and say, “That’s where Mommy and Daddy are going this weekend. You 

aren’t quite old enough yet, but when you’re old enough, you can come”. 

This may sound normal, but they were still doing it to me when I was in highschool. 15, 16, and 

even 17 weren’t “old enough” and I was slowly shifting from “Oh man, I can’t wait till I’m old 

enough”, to, “this pisses me off and I want to punch my Dad in the head over it”. When I turned 

18, I was fucking thrilled. It was SOOO… stupid, but all I could think was that next time Mom and 

Dad took some vacation with kayaking, water parks, and hiking trails that passed waterfalls, 

there was no way they were leaving me behind. Then, about 6 months AFTER my 18th birthday, 

they announced that they were going to take an adult trip to this really cool private beach. I 

couldn’t wait, I packed my things and everything. Then, the day before, I mentioned that I was 

really excited for the trip at dinner, and they both stopped eating. They froze, and exchanged 

looks like I’d just said “Golly, sure am glad I’m not adopted!” or some shit. 

After a minute, Mom looked at me, and I felt myself thinking over and over again in aggressively 

louder tones, don’t you dare say!-

“You can’t go with us tomorrow honey. Not this year. But, hey, maybe when you’re old enough...” 

Mom said, and I must have looked like I was about the have the nuclear meltdown that I felt 

building inside of me, because next thing I know, Mom had gotten up from the table, taken my 

hand, and was gently urging me to follow her so she could talk to me in private for a second. 

I wanted to yell no, and tell her to fuck off… but she was Mom. She had weirdo Mom powers, and 

she batted her eyes, smiled at me sweetly, and in that voice, that Mom voice that had talked me 

down from every bad idea I’d ever successfully been talked down from, she asked me to please 

give her a chance to explain. 

I was powerless to resist, and with one last evil glance at Dad that I was almost sure he 

deserved, I let her lead me to my room. Once there, she blew my fucking mind. Over the course 

of almost an hour, Mom explained to me that “adult trip” was exactly what any one of my idiot 

friends would have joked about, had they heard her use those words. It turned out, that my 

parents were hardcore swingers and kinksters, and they often went to wild parties, and fetish 

events. Usually, they would save up some money and some vacation time, find a multi-day 

event, and then make a little trip out of it. Maybe do some boating, get in a little hiking, and hey, 

maybe fuck like rabbits in a massive wipe-swap that ended with my Mother getting triple 

penetrated while Dad watched and jerked off. 

So uh… yeah. That was a thing I had now heard someone say out loud. 

Anyway, the short of it was, no matter how old I thought I was now that I was “legal”, they didn’t 

think that I was old enough to go on a trip where my parents would not only be openly flirting with 

other couples, but that would often take places on privately owned or fully rented out properties 

where “sucking and fucking” was a thing that could happen anywhere, at the drop of a hat. 

I… begrudgingly agreed. But as Mom went to leave, she turned to me and gave me this curious, 

sort of appraising look before adding, “Maybe… if you are interested, and you mature some… 

Maybe when you’re older.” 

And, once again, the words fucking haunted my life. Not because I couldn’t wait to turn some 

specific age and go boating, but because the idea that I COULD go someday had me thinking 

about the possibility non-fucking-stop. I started to REALLY notice what my friends had been 

noticing for years, that my Mom was a hot, busty, goddess with a seductive smile, and 

man-melting eyes. Then, as if to make the whole situation even harder on me, my parents 

seemed to silently decide that since I knew their secret now, they could be less “parent-like” 

around me and act more like themselves. And, it turns out, “themselves” was a couple of 

grade-a perverts. Mom went from wearing her usual comfy dresses around the house to leather 

jackets, low-cut tops, and tight skirts. Her shoes became heels and knee high boots, and her 

behavior around Dad went from “oh no. You mustn’t kiss me on the cheek where the children 

can see!” to, grabbing his cock through his pants at breakfast and “thanking him for the 

compliment”. 

I even started to hear them having sex. Like, a lot! I realized, of course, that up to that point, they 

had been deliberately keeping any sounds of it from me. So they probably weren’t doing it any 

more than usual, it just seemed that way. Of course, that didn’t mean that I wasn’t no 

masturbating to the sound of my Mom screaming out in pleasure as my parents headboard 

banged against the wall. Because, I was now. That was a thing that I now did!

But for me, the most intense moment of my 18th year came about a week before my 19th 

birthday. I was in my room, door closed, temperature perfect, and “enjoying some alone time”. I 

was having a really good fantasy about my Mom walking in one of her sexy low-cut tops and 

taking over for me so she could finish jerking me off; and I was getting pretty close too. I figured 

there was no way anyone could hear me, and I was mumbling some of the things from my 

fantasy; finding it just a little hot to say out loud what I wanted my Mom to be doing right in that 

moment. 

Then, as I was right on the edge, a cool, gentle touch made contact with my ball sack, and a 

female hand began to rub, and stroke, and massage me there. My eyes shot open, and there 

was my Mom. Not just in the room, but it was her hand touching me! More than that, she was 

wearing a leather jacket, a leather skirt, and knee high “knock me down and fuck me” boots; with 

the front of the jacket fully unzipped and nothing underneath! Her huge tits were covered with 

baby oil, and she was a making a jerking off motion with her spare hand as she encouraged me 

to finish. She was cooing, and moaning, and saying, “Don’t stop baby! Show me what you’ve 

got. Show Mommy that big hot load!” 

I. Fucking. Lost it!

I started screaming, and cumming, and jerking myself harder and faster than I ever had before in 

my life. My back was arching, and my hips were bucking, and Mom just gave a delighted laugh, 

told me I was doing great, and kept playing with my balls and encouraging me to “give a nice big 

load”. 

When it was all done, Mom laughed again, and took some of my tissues from beside my bed to 

wipe my cum from her hands. 

I… I was stunned. I could not believe that ANY of this was real! But there she was, smiling down 

at me as she wiped her hand off, still topless, her breasts glistening with baby oil. Mom followed 

my eyes to her tits, and bit her lower lip. Then she gave me a little wink, grabbed my cock for a 

hot second, and said, casual as can be, “thanks for the compliment slugger”. 

Before I had to bite my own hand to confirm I wasn’t in a coma or something, Mom explained. 

It turned out that she had my Dad tied up and blindfolded in their bed. She’d been giving him a 

very long, very teasing tit-fuck, and had decided to go get a drink of water and leave him hanging 

for a bit, when she realized that she’d accidentally walked through the whole house, basically 

topless. This, left her wondering where I was, and when she’d listened at my door, and heard me 

moaning her name, she decided that it would be good fun to walk in me. But when she walked 

into my room, while I was masturbating and moaning her name, WHILE she was oiled up and 

topless… I hadn’t even noticed. My eyes had been closed, and, after a minute, this had led to 

Mom having a second wicked idea. 

Having explained herself, she went to leave like nothing extraordinary had just happened. But 

before she left, she paused at the door, and asked me, “Do you jerk off while thinking about 

Mommy being a slut often?” 

I froze. I swallowed hard, and I got out a few Um’s, before she frowned at me and, in a 

disappointed tone, she said, “Still not old enough then… that’s a shame.” 

I started to protest as she went to leave, but she turned back to me and cut me off with one 

raised finger. Then she gestured to her hot, slutty looking, oiled up body and asked, “Do I look 

ashamed, bashful, shy, or repressed to you?” I shook my head no, and she continued. “In the 

world your Dad and I live in, there is none of that. You can be weak or strong, dominant or 

submissive, a pet, a master, or even a Momma’s boy.” She looked me dead in the eye and 

lingered on the last one. I wasn’t sure I liked the phrasing, but her full lips and intense eyes made 

my cock buck in reaction, so I couldn’t exactly say anything. 

She stood there, and there was silence for a minute. Then she said, “When you are old enough 

to say what you like, and what you want, without looking at the floor, blushing, and mumbling, you 

can ask us about coming on one of our trips with us; and not before”. Then as she reached for 

my doorknob to close the door behind her, she added, “It’s a shame too… I thought it was sweet, 

and kind of sexy that  you were attracted to me. And, if I’m being 100% honest, I couldn’t help but 

think that the best possible surprise I could have given your Father today would be to go back in 

there, crawl up onto the bed so that his cock was resting between my tits, and had someone just 

start fucking me from behind until the motion of me getting fucked right on top of him forced him 

to blow his load all over me…”

Her expression hadn’t changed, but I knew my face had to be red all the way to the tips of my 

ears. My cock was rock hard again, and the temperature in my body had jumped so high that it 

felt like you could have cooked food on me. Then, for just a second, Mom’s stern expression 

slipped, and a wicked grin peaked out before she managed to hide it again. “Now, you just say 

here in your room young man. And think about what you’ve done. Or at least…” Then she 

reached down, put her hand up her own skirt, and after a second, she pulled her hand back out 

and spread two fingers that glistened with wetness and connected with a line of pussy juice as 

she brought them up to her fingers and gave them both a noisy suck. “... think about what you 

COULD have done.”

Then she winked at me again, broke out into a smile, and closed my door. 

I was left alone with my thoughts, and, by god, right after I was done jerking off again, my 

thoughts were laser focused. 

By the time my 19th birthday rolled around, I was going to prove to my parents, and 

ESPECIALLY my Mother, that I was “Old Enough” to go on their next trip with them!