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Her offer
I have an older (way older, she's like 35) half sister, from my dad's previous marriage. yesterday i was running an errand for him and he asked me to drop some things at her place. in doing so, i walk in on her having sex with some guy who was not her fiance. i tried to leave without saying anything but she noticed me, freaked out, told the guy to leave and practically started begging me to keep my mouth shut and tell no one what i had just seen. i hesitated so much and said i wasn't even sure what to make of it, but i guess she needed some certainty because she offered me cash. lots of it. i put 2 and 2 together and guessed she's working as a hooker now. i told her that, and then said i didn't think it was cool of her to be having sex with other guys without her future husband knowing. and she must have thought that was a threat since sh calmly told me to sit down and asked me if i had ever fucked a girl in the ass before. i was so shocked that i couldn't even answer before she said that, to celebrate my 18th birthday (which is a month from now, more or less), she'd spend one whole night with me at a fancy hotel so i could try anal with her.
i pretty much freaked out and stormed out after that, but i'd be lying if i said that wasn't tempting. it was, A LOT. and i guess she's pretty serious about it because she texted me this morning thanking me for not saying anything, and that her offer still stands.
i know i'm a sick fucker for considering it... but i'm really thinking about it. you probably would if you saw her, she's so hot.
Son you got pussy anytime you want it now Go for it fuck for the whore she is and cum in her pussy it feels so good. That way later in life if you run in a dry spell not getting any pussy you can always turn to her to spread her legs for you. Just make sure you cum in her pussy.
Have fun!!
Trust me on this, too. Things are always very different after you've orgasmed. What seems like a raging turn on before can suddenly seem like the worst idea you've ever had. Trust me, that's the way it works. If you need proof, try jerking to the thought of her offer, and see what I mean. Pay particular attention to how you feel about it just after orgasm, I mean really let your mind think on it, about her being your half sister, and being a prostitute where many other guys have gone before. Think about that right after you're done, and remember the feeling. Let it sink in. You'll know whether you want to do this, but, if you still decide to do it, remember, this is a pivotal lifd moment, and I promise you will regret the decision to go through with it one day, and it will be because of the impact it has on your life as you go forward.
If she's prostituting, think of the diseases you could catch! I agree with the guy who said honor. Tell her to keep her money and her offer to herself. You'll feel a whole lot better, not to mention this is one of those pivotal life moments where years from now you look back and say what if I'd chosen differently. Choosing wisely today leads to a much better place in the future, much better than you can even comprehend. No guilt carried for years, no potential disease, no weird feelings about yourself, no burdening secrets, no damaged future relationships over all of this. Choosing to take her up on her offer leads to risk of all these things and sacrifice of honor and self respect for the sake of money and lust.
If I were you, I'd say nothing unti, your conscience says otherwise, and let it go. If you feel the need to tell, then do so. You aren't throwing her under the bus, you may just be saving her. But right now, save yourself, and walk away from this.
You owe her future husband nothing. Tell or don't tell, up to you. As for taking her up on her offer? Also up to you, but if you're not dissuaded by the familial relationship then go for it.
Tell her you will record your session and don't take No. Then you can continue to blackmail her.
This woman has years of experience manipulating guys. She'd eat this 18 year old boy for lunch and spit him out. She'd turn the whole thing around and make it his fault when her marriage fails. Your playing with fire, kid.
Agreed, theres more danger, why risk making a marriage worse like you already said you thought was wrong, over a one night stand and regret for rest of your life? when you can have the balls and discipline to control yourself and refuse the offer and stick to that dam fucking respectable honor and principles you got there!
Be careful. Right now you've done nothing wrong, but if you have sex with her she'll be in control. She could even claim you blackmailed her and get you in all sorts of trouble. Anal sex just isn't worth the potential shitstorm. Stay away from her but keep your mouth shut.
Probably would not hurt Buddy anal is just so great
"way older, she's like 35..."
lol, god do I feel old.