My step-sister sent me pics of her boobs, should I take things further?

I have a step sister that I haven’t talked to in a long while. We’re both in our mid 20s. She lives a few states away and after my Dad passed away we hardly stayed in touch. We never lived together and we didn’t grow up together, I only met her twice in person like 8-10 years ago. I have her on Snapchat, and she posts some sexy photos of her barely wearing any clothes at raves and shit.

I just happened to check Snapchat stories (I almost never do) and she had posted a pic of her cleavage asking if someone would pay for her to get her nipples pierced. I made some small talk asking if that would hurt and how much they were.

I went for it and I asked her if she wanted me to pay for it. She said yes and I sent her the money. After (yes AFTER, not before. I wasn’t trying to force anyone) I sent the the money, I wished her luck and asked her if she’d be comfortable sending me a pic of them, and told her it was okay if she didn’t want to.
I thought she would freak, but she agreed and sent me a picture of her boobs after she got them pierced.

I have two questions.

Do you think her sending the pic means she is interested in fooling around? We flirted a little bit when I was complimenting her picture, and she hasn’t acted put off by anything I’ve said.

My second question is: is this interest I’m having in her wrong? It doesn’t feel wrong to me, but crazy people don’t know they’re crazy, right?

I don’t do long distance relationships, and so far I haven’t felt romantic interest for her. If she seems like she wants that, I’ll steer things in a more “friend only” direction, but right now we both seem pretty casual about it.

Oh, and neither of us are in a relationship.
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Most Helpful Guys

  • If she is your step-sister then you both must have the same Father and different Mothers or is she not blood-related at all, I just think her sending pics of her boobs she is leading you to the temptation of going further, I know when me and my sister was like age 12/13 we shared the same bedroom, well one night I placed her hand on my cock well she pulled it away and said, put my hand back there, so I proceeded well she pulled the head of my cock in circular motions but it felt so dam good, yes this was wrong of me also I attempted to finger her and her pussy was hairy but I told when I was going to cum so she wouldn't get it on her hand but she comes back up from the bathroom and wanted to sit on my cock but I couldn't get it up but I do believe things happen in life and there was lot stuff went on in my family, My sister went around with short nightgowns on and you could see the hair of her pussy showing, Yeah I believe my Mother should have told her to dress more proper But I've been through long history of mental illnesses and under treatment, As far as your case I believe do whatever you want but just watch something bad doesn't come out of it. Trust me, your step-sister could accept dick pics and turn around call the police and make a big scene you know things with life can happen.

    • I ended up shutting it down. She was willing to go further, for more money lol I’m happy I sent her the $100, but I don’t really want to send her any more than that

  • Reason why she don't care about sending you a pic is she just got it for free. Heck you could of asked for more you would of got it most likley. If you wanna be a sugar daddy go for it. But if no see if she trys to do something with you without needing anything else not even a pack of cigs lol. You will be suprised at what some girls will do for something free. Cause in reailty they don't even need to be full on they can just tease with a boob and if you give them something they would be crazy not to try get more.
    imagie if i can get a free pericing just cause i showed my chest you can 100% bet i would do that all the time. Free real estate afterall.

    • I don’t think it’s fair to say that any girl would do that lol but yeah it could be the situation so I’m going to hold back and see if she asks me to buy her something else. Then if she does I’ll say no and see what happens.

    • Well of course not every girl would do that, but honestly if you can get stuff easy by doing something super easy which don't really come at cost it kinda seems like a lot of people do it. Which is why it's well know girls do this. Not all girls but girls defo do this. Kinda been there myself and see this happen. Also if seems to be just a casule thing that makes it even easier for her to do it because she will think you are okay with that which therefore she isn't morally incorrect for doing it. So there is none of this guilt which is why many girls wouldn't do it. But if it feels like a deal then it's just deal. Which is probably what she did, so it's not even trying to be sneaky or nothing. But then again maybe she was i don't know her. But that seems to be the 3 levels, do it not at all, do it cause they think well no harm done that was a good deal, or try to actaully get your money not giving a moral damn.

Most Helpful Girls

  • The stove is super hot, are you that stupid, that you really need to touch it with your bare hand?
    You should be diffusing this at all costs, and probably shouldn't have involved yourself in her sexy pics boob piercing ploy. Oh well, too late right? -- Sounds like more trouble than it's worth and by flirting or whatever, you're just asking for trouble. If you do anything other than shut it down, and be very clear and direct -- then it sounds like a disaster waiting to happen. If she herself doesn't know that, or acts otherwise, then she's too stupid and you have to do the adult thinking for her.

    • Apparently she has some kind of scam going on where she asks dudes to send her money for piercings and then her and her friends go out drinking. I told her I would of just sent her drinking money if she asked, but I ultimately ended up blocking her

    • Yea probably for the best

  • To put it simply

    1. NO
    2. YES

    Just leave it be and don't start messing up something that is not meant to be messed up with in the first place.

    Don't let your hormones do the talking. You lived happily before that event, so why even bother to let something happen.

    No need to get your family upset because of that. You only would dishonor your father's memory by doing something that is not reprehensible as such by law but definitely morally.

    • I don’t talk to my Dad’s side of the family and they don’t talk to me or my Mom’s side. Once my dad died everyone drifted away (not turning this into a sob story, but he killed himself so things were hard between us) I see what you mean though, I’m definitely worried about a lot of things. What if she is looking to get to know her estranged step-brother (by letting him pay for nipple piercings and sending booby pictures? See how I get confused?) or what if she just felt obligated to show me since I paid for them? She isn’t acting that way, but I don't know her and it’s hard to tell. What if I make a move and she thinks I’m a total fucking creep? (so I guess subconsciously I know it’s wrong?) It’s just hard to see it as a morally wrong thing when I probably wouldn’t have even talked to her again if I wouldn’t have sent that message. There’s no familial bond here. Not too long after my dad died, she even sent me a message saying that now that he was gone we had no reason to talk anymore. For awhile I thought she hated me (no fights or traumas between us the few times we met, I just thought she annoying lol) The thought that she just wanted to use me for money crossed my mind, but we’re still talking so I don't know what to think. My mind is very conflicted rn. It’s easy to say I’ll resist the hormones, but I haven’t so much as flirted with a girl in 6 years (long story, broken heart) so if she comes onto me it’s going to be hard to resist in the heat of the moment...

    • So, let's analyze your reply. You pay or paid for something that she wanted but why would you even do something for someone that you had more conflicts than not in the past? OK, you do stuff with her because there is no legal blood ties between you and then what? She might at a later date say or pretend that you misused her distress or confusing situation to your advantage. I personally would just forget her totally and not get involved in something that you might regret one day, perhaps not today or tomorrow. You could live all those years without her. Why change that now?

    • So you think I should just stop talking to her like, at all? Regardless of what she wants? And I wouldn’t say more conflicts than not. I thought she was an annoying kid, then I didn’t see her for a few years, then dad died, she told me we had no reason to talk anymore when I tried to reach out, then a few months later she apologized for saying that and every once in a very rare while one of us will ask the other how their life is, have a two sentence conversation, and then not talk for a long time. So I guess I was wrong in saying we would NEVER have talked again, but we’re talking way more now than we ever have before. As for why I paid for it... well I think you know why as well as I do. She posted a provocative picture (cleavage, winky faces, etc.) asking for someone to pay, I offered and she replied very positively. I’m not trying to portray myself as the innocent guy here, I admit I was horny and I got a positive response. That’s all there was to it. Also it’s not that I’m thinking “We’re not blood related so I can do what I want.” Family is about more than blood to me. I have another step sister (my step dad’s daughter) and I’ve never thought that I wanted to make a move on her, because we grew up together and she’ll always be my little sis. I’m just saying that regardless of if I should or should not fool around with her, I don’t think either of us consider each other family. I am leaning towards thinking you are right, but I want this clear in my head so that I have a solid reason not to get tempted into changing my mind.

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What Girls & Guys Said

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  • I don't see anything wrong with pursuing it. You're not really family and she seems to like the attention. The LDR part is what's gonna be hard, I suspect.

  • No it's not wrong. The 2 of u aren't blood relatives. By her being step sister. That gives u the opportunity 2 do as u wish. If she wants 2 see u. Then I say go for it. It sounds like she's already likes u. Reason being she wouldn't have sent u photos of her pierced boobs. By her doing that. It shows she has some kind of attraction or interest in you. Best I can tell you is bring up the idea. Then see what her reaction. If she don't seem 2 get offended. Maybe that a sign 2 go for it.

  • She's your step sister have some shame.

  • If you really want to know, then you should really ask her. Their is a possibility that she is interested, but it is also possible that she is just very open minded. You should clearly ask her if she is interested. And i don't think she will feel bad because you asked her this, because she literally sent a pic of her boobs, she might open to the option of having sex. You feeling interested in this is not wrong, many people feel like that for their step sis. Since you don't feel any guilt then you won't have much of a problem. But remember, do not take things further if you or she feels uneasy about it. It could ruin many things in your life. And always use protection.

  • Wakey Wakey Walter Mitty! lol

    • Good point! LMAO

  • Yes right after u wake up from ur sick fantasy dream

    • Uhhh meaning what exactly? I haven’t committed to acting one way or the other yet. If I had, I wouldn’t be signing up for some site to ask for help...

  • I recommend you don't do this. The upside is small. The down side is huge.

  • Do you think her sending the pic means she is interested in fooling around? We flirted a little bit when I was complimenting her picture, and she hasn’t acted put off by anything I’ve said.
    *Maybe or maybe she's just taking flirting to a higher level.

    My second question is: is this interest I’m having in her wrong? It doesn’t feel wrong to me, but crazy people don’t know they’re crazy, right?
    *Unrelated consenting adults. No its not wrong. But don't brag about it.

  • Basically you wanna jerk off to nudes of your stepsis

    She sent that pic to thank you for paying for her nipple piercing. I don’t think she wants to go further.

    • Fuck I’m tired. I actually believed this one.

    • I stopped flirting with her to see what she would do, and she got mad at me for not sending her more money, then she sent me another titty pic so I just blocked her lol

    • Gross

  • WHERE THE SKIES ARE SO BLUE

    cmon y'all I need some help with this one

  • first off you should not have even offered to pay for that. second you should never have asked for pics.

  • i mean legally, she's fair game right? it's not incest if you don't have first degree shared genes.

  • Go ahead. She is inviting you.

  • Well, you aren't blood related so it's all good if you get involved...
    But:
    She may have sent you the pictures simply to show you what the finished work looked like... she may very well not be interested in you.

  • Ok first of all if you guys are not related biologically in any way, wtf ate doing just standing around. Go get her!! 😂😂

  • Seeing as you're not related it isn't too weird. I honestly don't know if she likes you. It's possible she sent you a picture because it was your money that allowed it to happen.

  • Take yourself to therapy

  • I think you don't know any thing about your step sister character so I believe it is very difficult to know what she is thinking best solution don't think about it

    • I agree, that’s what worries me. Thanks for the reply, I’ll be careful!

  • No. Dont

  • What the hell is happening with incest tropes these days lol?

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