Almost Her

My heart skipped a beat when I randomly came across this image. She looks almost exactly like a girlfriend of my brother’s when he was a senior in high school. For a few seconds I thought it really might be her, but sadly it’s not. Whenever I was around one of my brother’s girlfriends, I couldn’t help wondering if she’d had my brother’s cock in her mouth yet, or if she had ever let him finger her pussy. I’ve thought a few times about showing my brother this picture to get his reaction, but I’ve been too much of a chicken to do it. My natural instinct is to hide from him the fact that his kid sister is a more than casual surfer of internet porn, but at the same time it would be exciting if he knew. I’m afraid that path leads to a slippery slope that I’m too tempted to flirt with. In the meantime, have you ever found naked pics of someone you know online? What would you do if you did?

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11 thoughts on “Almost Her

  1. I found a picture of a young lady who bears a striking resemblance to a good friends ex wife. It was taken in the kitchen and looks like their kitchen.

  2. Actually, I came across a pic of a college classmate of mine. We weren’t good friends, but we were acquaintances and we talked every once in a while. She was pretty cute, not really my type, but she was cute. She did a naked bike ride once, and mentioned it in a conversation. One day I was bored and was browsing through pictures of that naked bike ride on the web. I came across 3 pictures of her (although she had mask and body paint on her). I was surprised to see she had a full bush, although she wore it well.

    Too be honest, I was hoping to see other people that I knew in those pictures as well haha

  3. If I found pics of a known person (woman) I would defintely play with myself looking at her photos…, and I would consider seriously to talk with her too ;)

  4. Hi Rachael

    I did have an experience of finding a set of photos online at a site called watchersweb.com that were of a young woman who use to babysit for me and my husband. When I found the pictures it had been approximately two years since she babysat for us, but it was an incredible thrill!

    I played with the idea of contacting her and letting her know what I had found, but I never did get the nerve to follow through. I am not sure what I would have done if I had told her – but in my fantasies I have played out many scenarios :-)

    Phillipa

  5. All people have naughty thoughts, but we are all afraid to voice them to others. Too bad people can’t be more honest with each other and say what they feel. I think showing your brother the picture and telling him that she reminds you of his old girlfriend and you wonder if he enjoyed her as she confessed (well a little white lie won’t hurt) to you that she wanted to do “things” with him. So you can ask him if they did. Then tell him what a lucky girl she was to have your hot bother. Most guys need to be pushed because we might reject us or worst, but you know how to flirt (believe me seeing your sight means you really know how to flirt and turn a guy on) so do a little teasing of him and see what happens. Good luck.

  6. Rach

    I haven’t anyone I know in a porn site or adult social site but if I did I would approach as I would like to be approached.

    I would tell I saw them on the site and say I understand that we all have our hidden fantasies or Secrets. I’d say that I’m not judging you in anyway and that seeing you here is actually quite refreshing.

    I’d admit my fantasies and secrets and tell them their secret is very very safe with me.

  7. I am obsessed with my step daughter who is now just out of high school. She is so sexy – long blond hair nice ass lovely face and great looking breasts. I admit to looking at porn sites searching for pictures that resemble her. When I find one I get an instant hard on and masturbate to the picture thinking all sorts of nasty thoughts about what I would do with her.

  8. Well most grown people watch porn every now and then. You don’t have to tell him you watch it a loot og tell him you know it’s not her. Just show him the picture and make a little fun out of it. ” Well i stumbled upon this picture… I’m not gonna interfere but even if i was surprised by it, i gotta say that was a pretty good catch you got there.” just check his reaction. Have a little fun with it :)

  9. Rachel
    I have been following your site a couple months and love it. About showing your brother your pic, well that’s a tricky one. I have had fantasies of my fucking my younger sister since I started jerking off at 11 years old. I am now 47. Last summer when I was home alone I was getting some sun and feeling horny got naked and began jerking off and thinking of her. I decided to text her while doing this and eventually confessed this to her while stroking my very hard cock. She was surprised by my confession and told me she needed to “process this”. She has yet to speak to me about it and don’t want to push it. We live in separate states, so don’t see each other often. Currently visiting this weekend. The subject hasn’t come up and am still waiting for her to bring it up. I do still have those feelings for her and being that close makes me want to fuck her even more. Having said all this, I think you should show your brother the pic and see where it leads. If he is like most men he will see it and start thinking with his cock. I bet he might even have a confession of his own.

  10. Rachel, you find the most beautiful pics (I’d love to know where you surf!). She has a comfortable facial expression, what looks like a very nice body, and great boobs; and I’ll bet she’s sucked a cock or two!

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