19m here. I’m not a virgin but I don’t have much sexual experience. One thing that’s been daunting me for a while is to share a night with a milf. Preferably around the age 30-40. Pawg milfs drive me insane and it’s on my bucket list. I especially want to cross this off my bucket list before I settle down and commit to a relationship.

I don’t know how I’ll ever fulfill this dream. How does one approach older woman. Will i be looked at weird for hitting on older woman in public places?

How often do single moms or older woman like to fool around with younger guys?

What’s the best way i can approach this? And where do older woman usually hang out at, so i have a chance to possibly ask them for their number?

I just need help, if anyone has been in my situation and actually got the opportunity to sleep with a milf, feel free to share your story. And hopefully give me tips.

7 comments
  1. I don’t have any advice for you until you turn 21, But:

    I had a similar desire to be with an older woman. I would go to bars/shows outside of my normal life radius and shamelessly flirt with any attractive older woman. I was confident, direct and honest about my intentions. “Let’s just have some fun for one night” type stuff. I met some great ladies with awesome stories and may have even fallen in love with a couple of them.

    If you’re not looking to start a relationship with these women then don’t ask for their number. Just be forward. As a young man, I was surprised at how many women would at least tease the possibility of “taking this little boy home”

    I got laughed at a lot. “I’ve got 2 sons older than you, sweetie” Stuff like that.

    Don’t be a weirdo, don’t be creepy, don’t profess your milf kink ( women know we want to fuck them)

    Just go have fun and meet some people and see if you click sexually.

    Good luck, amigo

  2. I’m 30 and happily married, I’d personally wait until you are at least 20-21 as I think you’d have better success with this. I’d feel like the really creepy one if I found out you were a teen still, opposed to hooking up with someone in their 20s (if I was single). You’d be surprised how many girls in their 30s hangout at target, go on walks/hikes, or take a fitness class. Those are all great places to find girls in that age range. I don’t hangout at bars or clubs, I’d picture younger girls there.

  3. I’ve been asked out in public by guys that are 18-20 and honestly it’s endearing but not going to happen (with me at least lol). On the dating apps sometimes I’ll extend my age limit just to see and omg 🤣 it’s cute and flattering but I don’t know any women my age who would sleep w a person that young. I’m sure you will find someone though! And yes I agree with waiting until you turn 21, or maybe stick to the older 20s ladies or very early 30s for now.

  4. 19 years old to most 30-something women I know are like babies with diapers.

    This is as creepy as seeing DiCaprio with a 19 years old. Yuck.

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