Sex with 2 of my best friends' mom? What would YOU do?

Ok everyone. First id like to say that this is not a lie, but a fantasy that came true. I remember when I first saw my friends mom, wearing her underwear. Lets call her DEE. I was only 14 and she thought no one was home but her husband and kids. She took her work pants off and when she found out I was there she ran to the room embarrassed. I remember looking at her nice round ass and fat pussy. Ever since then, I've wanted to f*** her. Fast forward to today. My mom and Dee are friends, I introduced them. Two nights ago, Dee and my mom were hanging out and decided to go to the liquor store and buy a bottle of vodka. We ended up killing the bottle between us 3 and then went back out for a second one. I just wanted some time alone with Dee, because I could sense her looks and her body language so I got my mom to go downstairs to test the pool out at 2 am LOL. When that happened, she flat out asked me if I thought she was a milf. I took that as my opportunity, told her my opinion and then kissed her. My mom suddenly came in and almost caught us. After that, it was subliminally ON. When we all went to sleep, she slept on the couch and I did too. I went over to her and started touching her. I know she was loving it, I ended up taking her to the roof where we hooked up and she gave me head. We would of had sex but I didn't have a condom and even though she wanted me to come in her.. I was too scared. The next day she knew what had happened and since my mom was hungover we used that as an excuse to go to the pharmacy and talk about the situation. She asked me if I had that planned all along. I told her no, that she was a fantasy come true. She then said: If I was a fantasy, then it came true and that's it. So I gave her the choice: We can pretend like this never happened and go on with our lives or we can keep doing this in secrecy. She said that she wants to keep doing it. Today I talked to her on the phone, she said she couldn't stop thinking about me during work, and that her head was spinning. She also asked me to call her at work tomorrow to talk. She's 40, has two kids whom are two of my oldest best friends since childhood. She's not married but has been with the same man for almost 20 years. She's watched me grow up. She has known me since I was 10, I am 21 now. I'm an older brother to both her kids even though we are the same age with the youngest being 20. The 20 year old might be the result of an affair a long time ago. She has hinted that a few times. I want to do this, but I'm scared of getting caught. I'm also scared of her getting pregnant, even though I think if she did.. she wouldn't say anything and would have her partner raise the baby. The danger, challenge and secrecy thrills both of us. Honestly, I just want to see what she can show me in bed. I also know that this will make her feel young again. She is mistreated by her partner, he usually teams up against her with the kids. She is censured all the time and has very low self-esteem
Updates:
+1 y
The thing is I just want to do it for the learning experience. Right now I feel like she wants it more then me.. I just don't even know how to turn her down anymore. She told me not to worry about it, that she knows how to be sneaky.I swear this is true..
+1 y
She talks like she's done this before. The younger brother looks nothing like the older one. There is so much trust between us two I feel safe. She told me she doesn't know who's crazier her or me and that she feels like the teenager in her is still alive
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Most Helpful Guys

  • sex isn't a learning experience, it's a physical act of love and sacrifice. i mean.. it's not about not getting caught, or being sneaky, or none of that... it's about the fact that this lady has a family bro, and you can't betray or dishonor that. it may be fun for a while, but it always ends up hurting people, especially within the context of her sons being your friends... people have responsibility, especially you being the person who initiated this...

    there is sanctity in love.. and it isn't just carnal lust.. it shouldn't be ruined to that.

    be strong and careful man.. have more resolve as a person.. this lady isn't just a fuck buddy.. she's a family woman. you should respect that.

  • Assuming that you're a brag rather than a troll, could you try this again, but concisely, and with paragraphs?

    • Sorry but I tried to put as much information, for the amount of letters I was allowed to type. I tried to summarize everything as much as I could.

    • It's okay, just impossible to read. Try omitting instead of summarizing, and breaking up your thoughts into smaller pieces.

    • Dang you can't read it? I feel like your probably the best bet as far as a good answer goes. Being a 30+ male, would you do it knowing how fast time flies? Would you do it knowing that sex is a learning experience? Just like life the day you say you know everything is the day you don't know jaaack $hit

Most Helpful Girl

  • if this is even serious the answer should be obviously. you should absolutely not do anything with her, if anybody found out they would be devastated

    • The thought of us two, would never cross anyone's mind. The only way we could ever get caught is if someone walks in on us.

    • But there's always the possibility of someone walking in on you. just reverse the situation, how would you feel if your friend had sex with your mom?

    • I know id hate it... but then again me and my mom are best of friends. They actually don't give a f*** about her. At least that's how they act, if she wasn't needy I don't think I would have this chance to begin with..

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What Girls & Guys Said

0 4
  • f***ing weak minded fool


  • Wow I think you should fuck her bareback shove your cock inside her

    Very lucky man should keep going

  • if her kid is truly your friend then I think you shouldn't, but if not, you could gain knowledge about women far better from her

    • They're not my friends. They're more like my brothers that I've taught everything, even how to pick up girls. The oldest one, lost his virginity because I hooked him up with some horny chick. I don't plan on doing it for too long... only till I feel I got enough knowledge. Think of all the experience I could get....

  • I can't knock you for doing this because I've had a similar position where I hooked up with a friend's sister. Who had kids and a man..

    I say if you do decide to do things.. Do it only a couple times and stop before things get carried away ...

    don't catch feelings and keep things between you two..

    my mistake was telling one of my friends and then it got out.. and created a lot of drama..