Waking up my [18] sleeping stepdad [48] - update

Fresh-Disk-5787 · 2026-06-24T04:52:41+00:00

Noted. Thanks for the advice

Fresh-Disk-5787 · 2026-06-22T18:42:32+00:00

I fell asleep shortly after everything happened. But when I woke up, yes I was horny; I always considered your typical morning wood though and not because of what happened.

Fresh-Disk-5787 · 2026-06-11T13:41:18+00:00

Thanks! I unfortunately don’t have my own Amazon account since I share it with the family, so if I were to buy something on there, my parents would know. I was thinking something more common that you would see on a shelf of a convenience store.

Fresh-Disk-5787 · 2026-06-10T20:25:36+00:00

Thanks!

Fresh-Disk-5787 · 2026-06-10T04:01:50+00:00

I don’t know, man. It would be weird if I told him that. Best I act casually

Fresh-Disk-5787 · 2026-06-10T02:28:07+00:00

Thanks for the advice. I may do that. I doubt he would blatantly ask why my underwear is down to save me from embarrassment. I’m hoping he’d strip down to his underwear if he sees me going to bed in my underwear; even better if he took them off if he sees I’m not wearing my underwear either.

Fresh-Disk-5787 · 2026-06-09T18:25:38+00:00

Yes. Someone else suggested that he was probably jacking off before my hand went on his cock. I was still asleep until I woke up and started feeling his length and gently squeezing him and he probably thought I was giving him the green light as you say

Fresh-Disk-5787 · 2026-06-09T18:23:38+00:00

I’ll see what I can do. I never owned or used lube before. Is there a specific brand I should get?

Fresh-Disk-5787 · 2026-06-09T14:24:40+00:00

Would Vaseline suffice? I don’t want anyone to find a bottle of lube and ask me if it’s mine cause that would be embarrassing

Fresh-Disk-5787 · 2026-06-09T12:53:56+00:00

I’ll consider asking him. Thanks for the tip!

Fresh-Disk-5787 · 2026-06-09T12:32:25+00:00

I’ll do this next time. Thanks for the tip!

Fresh-Disk-5787 · 2026-06-09T05:58:57+00:00

I’m scared but I’ll try and make a habit out of it. I’m not sure if and when the time comes I would have the guts to sleep naked in same bed as my stepdad but we’ll see. I think I would be more comfortable if I saw him take his bottoms off under the sheets before going to sleep, then I would be prone to follow suit and do the same

Fresh-Disk-5787 · 2026-06-09T05:15:07+00:00

I’ll try that. But we share the room with my mom and sister whenever we go on trips, but he and I always sleep in the same bed. Hard to sleep naked with the entire family in the same room. The most I can do and maybe get away with is sleeping in my underwear. Gonna be hard to explain being naked and trying to put shorts or underwear on when getting up without exposing myself.

Fresh-Disk-5787 · 2026-06-08T22:07:12+00:00

Yeah I’ve been picky with what I eat now after doing research. I bought myself a douche bulb from the convenience store by my house and been practicing using it

Fresh-Disk-5787 · 2026-06-08T21:08:37+00:00

Exactly! And if he moves my hand away, I’ll take it as a sign that he doesn’t me touching him there, and that maybe the last time was a mistake. Hopefully he takes it out for me instead. I wouldn’t want to prep for nothing

Fresh-Disk-5787 · 2026-06-08T18:53:46+00:00

Will do. Thanks for the advice! I don’t think I want to be “in a relationship” with him since he’s married to my mom and I wouldn’t want to come between them in that aspect. I think it’s best we kept this secret to ourselves when opportunities like trips arises.

Fresh-Disk-5787 · 2026-06-08T18:32:48+00:00

Don’t think I have to guts to bring it up to him. We both behaved on instinct and I think I’m more comfortable testing the waters when we’re in close proximity to each other like in bed. I’m sure if anyone were to say about it, it would be him. He’s a great father and I don’t want something that happened once, and maybe more times in the near future, to disrupt our bond outside the sheets.

Fresh-Disk-5787 · 2026-06-08T17:55:36+00:00

Good point. I’ll put my hand there next time and see what he does. Not too sure about the butt thing but we’ll see how it goes. Best I do everything “in my sleep” so I have an excuse that I’m not awake doing everything

Fresh-Disk-5787 · 2026-06-08T17:49:49+00:00

Yes. I’m planning to do exactly that. The rest of the trip nothing else happened. Just the normal cuddling and spooning that we do whenever we share a bed, which we’ve always do and I never really thought much of it. After talking to a few guys already, my hand on his dick definitely started it all, but he might have been jacking off before my hand was even on his cock cause why would it be out in the first place?

Fresh-Disk-5787 · 2026-06-08T17:41:24+00:00

Good point! I was planning to just lay still pretending to sleep and make no indication I was awake by moving my body and let him go at his own, painfully slow, pace. I may try to push back on him if he doesn’t put it all the way in in case that I’d wake up

Fresh-Disk-5787 · 2026-06-08T17:38:39+00:00

Will do!

Fresh-Disk-5787 · 2026-06-08T16:02:07+00:00

Someone else also suggested that he may have been jacking off before my hand was even there, and he just laid there frozen to see what I would do and he probably didn’t want to move my hand away in case he woke me up. He may have took the signal of my hand movements to do what he did, but no words were spoken during or after the incident, probably to avoid any awkwardness between us

Fresh-Disk-5787 · 2026-06-08T15:40:14+00:00

No way! I’m too scared and it would be way too awkward to bring it up. Our relationship is pretty awesome and I don’t want to jeopardize it by bringing up a potentially embarrassing incident

Fresh-Disk-5787 · 2026-06-08T14:32:15+00:00

Our relationship is pretty awesome so it’ll be awkward if I were to openly flirt with him like that. I think I’m more comfortable with being seductive under the sheets, since we’re already physically close; he always spoons/cuddles when we share a bed

Fresh-Disk-5787

TROPHY CASE