Should I try to fuck my stepmom, /adv/? >pic almost related

>>18258538
OP here: I could use both the drinking and her nature to my advantage if I'm lucky enough that she's drinking when I come by, or I could even potentially persuade her to drink with me. Second, she always, ALWAYS talks about how handsome I am. I understand that she's probably just being nice like stepmothers and motherly figures are, but there's a little more to it: she basically comes just shy of saying how she wants me in front of my father. There's been many "Mmm..damn!"s and "He's so hot..."s and sometimes it's gone far enough that I fully expected my father to step in and say enough. So there's potentially a lot going for me. Best case scenario is I get laid and this becomes a regular thing (or I just get laid the once), worst case scenario being I go too far with the flirting and have to weasel my way out of trouble with my dad. That's pretty much it. Thoughts?

>>18258538
You already decided what to do.

I think it is very bad idea.

Son cucking his own father. What will happen when he learns it?

Bad idea, but you already decided. Have fun and buy condoms.

>>18258546
Not necessarily. Do I have an inclination towards what I want to do? Of course. But I want an unbiased view of things from a neutral party, i.e. you and /adv/.
What thoughts led you to your conclusion? Or was it simply a moral issue for you?

>>18258567
Well. Sex without emotional part is subpar. I presume you wont try to date this woman, will you?

Also she is milf. Do you have milf fetish? Or is it just the view of easy sex?

And what about your dad? Like do you respect him? Arent you still living under his roof? And
>bros before hoes

If you just want to sex up somebody, try
>>18250471 instead.

The stakes are simply too high and reward is meh tier.

>>18258538

>I want to fuck my stepmom
>But I don't want to make things weird

So don't fuck your stepmom.

>>18258591
Dating is completely out of the question, as I also have a girlfriend.

I do in fact have a milf fetish, and the "forbidden" kind of stuff acts as an additional turn on.

Well, if I'm trying to fuck his bitch, I'd probably say I don't respect him too much. On a more serious note, I'm banking on him never finding out that we fucked if it happens. I think there would be too much pressure on her not to say something because of interrelationship dynamics. If I fail and she tells him, while my dad would definitely be suspicious, I can try to justify it with my excuse for coming over, unless I go too far with flirting. But then, it's her word against mine, so who's to say what really happened? But no, I am not living with him; I'm 20 and stop over at his house for dinner after work once every week.

So you don't see any way of this working out in my favor, or think that it's highly unlikely that I'll succeed?

>>18258607
Fair enough. But if I can manage to get her to agree to have sex with me, that won't really be a problem and it'll be our little secret. It's if she's not into it that I have a problem.

>>18258639
>cheats gf
>cheat his own dad

Ok, you have my permission to whip that milf pussy op. As i said, you already decided.

Go ahead. Maybe buy condoms or do you think she is on pills?

>>18258669
Lol.

I'm not sure if she's on pills, or how often her and my dad have sex. That's another card I'll probably end up playing: "Don't you want someone young and energetic?"
It's also possible she's already hit menopause, she's like 48.
I'll probably just bring the condoms and if everything goes smoothly ask her if I'll need them.

What do you think the likelihood of this working out in my favor is?

>>18258538
>show up at their house while my dad is away with a lame excuse like I'm planning something for his birthday

>inb4 you show up and your stepmom is getting spitroasted by 2 black dudes

>>18258690
This is a horrible fucking idea. Trust me OP, you do NOT want to do this. I had a friend who made a move on his step-sister and it completely shattered his relationship with his family. He was cut off from any support and his own father had the step-sister press a lawsuit for sexual assault even though he never even touched her. His life was ruined and I have no idea where he is as of now. Last I heard he was hitch hiking to Portland from Chicago. Pretty sure no one I know has to spoken to him since then.

>>18258706
This, just hack a nudey from her phone/laptop and jerk off to it.

>>18258690
I believe if you bring wine, catch her in good mood with a reliable way to tell your dad wont be home for few hours and make her drink few glasses, she will be all over you.

If it wont work on first try, you can just offer to watch movie with her, chat her up, make some touches on her, just flirting generally.

But seriously, you are
>>>/d/egenerate op

>>18258706
This. You are possibly exchanging milf sex for good relationships in family.

But you are dead set on this from start. So enjoy.

If youre into the forbidden stuff, youll probably be hit with a wave of intense regret. Like to your core, you might even vomit after busting your nut. That is always the tradeoff with chasing the forbidden. You want it and You dont.

If you want to make that part of your life then go for it?

>>18258706
This is why you should do it OP!

For fucks sake bro, are you so delusional to think your step mom would even want to fuck you in the first place? Unless you're packing 10 inches why on Earth would she be remotely interested in fucking your little twink ass?

God this bait is terrible though.

>>18258706
This

If youre sex crazed you will never really see the weight of your actions.

OP wants to believe his stepmom will be receptive, but she could just as easily turn around to him as hes grazing her ass, Suddenly completely sober, and slap him in a rage.

Lord have mercy on him if she has morals. Because that will be the end of his life as he knows it

>>18258720
Also, post it.

Are you fucking retarded? Why would you jeopardize your relationship with your family for the sake of MAYBE getting laid. What makes you think your stepmom is such a huge slut that she'll bang her own stepson?

>>18258694
That would be hilarious.

>>18258706
That's like real fuckin' spooky. Thank you for your contribution, that's a pretty heavy con.

>>18258720
I didn't even think about that, but I'll probably do it now regardless.
Also, >>18258792
for sure.

>>18258721
Yeah, I'm trash. But I can live with that.

>>18258727
Definitely something to consider.

>>18258729
Yeah, I think there's a chance, and 7" ain't bad

>>18258735
You're probably right.

>>18258807
I've been told that, sure. Nothing aside from what I listed.

>>18258538
Just be honest, tell your dad that you want a turn. He'll probably just like, high five you and toss you a condom. Hell, he'll hold the camera if you ask nicely enough. If that doesn't work, you can probs just weasle UR way aut. "Ismy word against yours, dad".

For real, though I think your plan is pretty dumb and has the same chance of success that you've had getting laid by all of the other 48 Year olds you've tried to lay. What are your stats? How many people have you fucked and how old were they? What been you success rate (roughly)?

Are you aware of how much communication changes as you get older? How do you know you haven't completely misunderstood her?

I think you would have a better chance convincing your gf to go poly, so you don't have to lie and risk your relationship every time you want to try and come on to someone.

And like >>18258706 pointed out, risk vs reward, dawg.

>>18258706
Rick is this the universal result of cucking someone in your own family? I made the same mistake with step sister except I actually fucked her, and now I ended up alone in Montana.

>>18258843
Fuck* not Rick. stupid autocorrect.

>>18258827
Lol, thank you for responding.

Stats are pretty low, and 0 with milfs (but I've never tried). I've slept with three people total but dated each of them for at least 2 years. I've been sort of jumping at the chance to fuck lately just for the sake of getting those stats up.

I don't.

Meh, there's an inherent risk involved with that anyway. I'd rather take the risk of gf finding out than tell her or try to get her into it from the get-go.

That point was pretty solid, yes. But then, >>18258735
Sex crazed. I'm starting to lean towards not doing it, though.

>>18258843
Think you could share your story, anon?

>>18258827
One more thing. If sh gets "placebo drunk" Like you say, then it may be really hard to tell when she is actually impared. She drinks all the time, keeping her tolerance up, and she acts drunk off of one drink, keeping all unaware of her actual intoxication level. You're gonna have to use vodka if you want it that badly. Also, I think unless you have a couple days alone with her afterward, there is no way that the crazy emotions you guys are bound to feel won't bubble out in unforseeable ways, blowing your cover, that she might not even want to put up.

If you use the alcohol strat, she will likely feel like it was a mistake later on. Then your real fucked, cause that shits probably gettin out.

>>18258857
Well looking back on it she'd always given me the eye. Long story short:

>she married my brother
>he went away for work
>she edged closer, would visit, knock on my room
>I let it happen because I was on nofap and horny + cheating fetish
>started cuddling
>family grew suspicious, thwarted suspicions
>day of reckoning came, she sucked me off
>then again another time
>then I fucked her
>word spread about how close we were being
> made up an excuse and left the state for Idaho

Now I ended up here. I don't want to look back

Do it OP, or just ask her if any of her friends want to fuck some young guys.

>>18258854
Don't do it. Especially if you get her drunk. Like it or not, that's rape. And that will fuck up her life, your life, your dad's life, etc. Hell, even if you consensually bang her, that's not gonna end well for anyone. I know the idea of getting with your stepmom is exciting because it's taboo, but seriously man. Don't do it.

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>>18258538
No, dont do it

>>18258538
Dude. Go fuck your cousin or sister or something. This is far too risky

>>18258538
Please do it so u can fuck ur life up OP.

>>18258690
>What do you think the likelihood of this working out in my favor is?
0. There is literally no possible outcome in which this ends well.

>>18258538
This feels like a more than one day operation, OP. From what you say of your past experiences with her, it doesn't sound like you two have had any nail-biting sexual tension going on. Don't come up with an elaborate plot, just play it by ear. Say you're coming to visit, no roommate excuse or whatever. Just talk, interact. Suggest "hey let's have a drink." See what happens, ONLY if you feel the tension from her first.

>>18258538
OP do it and then tell us how it goes

>>18258538

I would do this:

You say she likes to drink, go to her house under any excuse with the intention to stay the night there. Bring some good wine and let her know you have it or if there's some in her house drink a cup. Ask her if she wants some and if she does give her some until she feels tipsy, try to introduce a sex theme talk but don't be obvious at first, let her dig into the conversation, meanwhile you guys drink and from this point you have to be aware if she's receiving the message. If she often changes the conversation means she gets it and she don't want to, so you don't be a pressure to her. If you suspect that she get it but she is avoiding it then abort the mission. But if she goes with the flow with the sex conversation then keep her like that, but at the end DON'T YOU GUYS GET TO DRUNK.

Post a picture of her.

>>18258690
>What do you think the likelihood of this working out in my favor is?
Literally zero percent, you moron.

9/10 chance she's just a naturally flirtatious person, but has no real desire to screw her fucking stepson, and her immediate reaction will be "WHAT THE FUCK." 1/10 (or smaller) chance that she's actually batshit crazy and goes for it, in which case it's a virtual certainty she'll feel guilty later and will tell your dad (not necessarily that you fucked, but that something happened - maybe according to YOU, you had consensual sex, but what your dad will hear is that e.g. you groped her while she was drunk or forced yourself onto her). Either way it won't stay a secret. No chance of that. Your life will be ruined.

Honestly, I'm encouraging you to do it, so long as you come back here and post the story of the trainwreck that ensues when you do. But that's bad advice.

My *official* advice is DON'T. You moron. It is an absolutely TERRIBLE idea.

>>18258538
Fortune favors the bold.

Go for it, but PLEASE post results

>>18258538
You've watched too much japanese porn shit my man

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>>18258639
I don't know if you are black or not
But you sure as shit are a fucking nigger

>>18258538
You dumb fuck. Please try, please and come back and tell us how she told you to fuck off and you interpreted that as a yes and forced her since your dad was away.

>>18258538
Dude, I wanna know how this works out. I honestly think its immoral but I still HAVE TO know how it plays out.

You're pathetic for even wanting to do this to your father

>raise autistic son
>remarry to woman I love
>wife feels bad for the little retard I cultivated so she's extra nice to him
>retard sometimes shoots her a weird look
>decide its nothing because my son would never betray me
>go on a trip and leave the retard with my wife to watch him so he doesnt chew on eletrical wires
>find out son tried to fuck wife and she could only respond by laughing when he pulling down his pants to reveal his tiny dick

>>18258538
>Stepmom

Stopped reading there. The answer is no. Also don't cuck your dad, it's not nice.

>>18258894
OP here, thanks for sharing, anon.

>>18259406
>>18259824
>>18259882
>>18259940
>>18260047
>>18260132
>>18260550
>>18260582
>>18261037
Yeah, I'm not really feeling it so much anymore. Probably not going to do it, so you can let the thread die unless you have something you want to share. Thanks for the responses, anons, I needed to hear all that.

>>18260554
I have been called a nigger faggot, but I am white

>>18261006
Sorry anon, but if on the off chance I do it I'll let you know how it works out.

>>18261129
Hey man, you do you, but you're missing out on some pretty funny shit by not reading through things

>>18260099

Don't be a pussy and at least try this OP