25yo female - Sex and dating multiple men?

Anonymous
OP -- now is your only chance, and so long as they aren't friends, neighbors, coworkers, bandmates, etc., and you don't post all kind of personal stuff on social media. What they don't know won't hurt them.

I went through a juggling phase (4 guys!) many years ago and still look back on it as one of my most fun and free times in my life. DH doesn't know all the details, and doesn't need to know, and those wild oats helped me make a better decision when I was ready to settle down. 23 years with the same man, now, and no regrets.
Anonymous
Anonymous wrote:You are not going to know their size unless you are ready to have sex.

I was a virgin when I met DH. He wanted me to date other men so I wouldnt have regrets. I didnt date others and I have no regrets.

Why go out for a hamburger when you already have steak?
-Paul Newman.

By the way, I am 35, and I met my DH @ 25.


How is this relevant? OP is not in a relationship with anyone, it is a perfect time for her to date lots of guys and, yes, maybe sleep with some, too (and, gasp, find out their penis size).

Signed, another person who was a virgin when she married her DH, and has no regrets, but doesn't think that's how everyone should live their lives. Go for it, OP!
Anonymous
Lady there are people in this world who will label you a slut if you simply wear open-toed shoes in public - - - people are going to think whatever the hell they want regardless of your intent or integrity so you may as well do whatever the hell you want and live your life how YOU like.
Anonymous
Anonymous wrote:OP here. I know taking precautions is the most important. Condoms and BC a must! I find myself wanting to try not only different men, but men with varying sizes.


I'm calling troll on this. Women don't normally say stuff like this as the reason to be with other guys.
Anonymous
OP, if you are single then date whom you want to, with the exception of married men and your employer, but guard your heart and watch your health.
Anonymous
Anonymous wrote:OP, if you are single then date whom you want to, with the exception of married men and your employer, but guard your heart and watch your health.


I'd never mess with anyone that is in a relationship, let alone a married man. I also would never mix business with pleasure.
Anonymous
OP here. I definitely want to date around but most likely just sleep with one guy at a time. I find it disgusting to sleep wih more than one at a time. I do have this fear and already feel the need to explore before I settle down. I feel like I will regret not experiencing more.

I am attractive so getting men isn't an issue but how do I ask for casual sex? My 2 previous bfs were long-time and it was a college thing. We were exclusive before having sex. I don't know if after I find a guy I like, tell him that I'm looking for more of a casual thing. Or play it differently? I'm so hopeless.
Anonymous
Anonymous wrote:
Anonymous wrote:OP here. I know taking precautions is the most important. Condoms and BC a must! I find myself wanting to try not only different men, but men with varying sizes.


I'm calling troll on this. Women don't normally say stuff like this as the reason to be with other guys.


Believe what you want honey. I'm not a troll and I'm not most women. My first two and only men were average. I dated a guy ( never slept together) who was around 8". That has made me very curious to try a guy with a big member. That isn't the only reason I want to date around obviously, but it is one of them. F.Y.I -there are some women who have crude sense of humors, prevented minds, and highly sexual fantasies. I happen to be one of those women.
Anonymous
What the...
Anonymous
Anonymous wrote:OP here. I definitely want to date around but most likely just sleep with one guy at a time. I find it disgusting to sleep wih more than one at a time. I do have this fear and already feel the need to explore before I settle down. I feel like I will regret not experiencing more.

I am attractive so getting men isn't an issue but how do I ask for casual sex? My 2 previous bfs were long-time and it was a college thing. We were exclusive before having sex. I don't know if after I find a guy I like, tell him that I'm looking for more of a casual thing. Or play it differently? I'm so hopeless.


Easy: "I'm looking for a FWB....nothing more".

Then bang away
Anonymous
Even in FWB situations, one partner develops feelings ...
Anonymous
Man here...
Have at it! Just be honest with yourself and honest with them. It's been my experience that some people think they can handle casual sex, but ultimately get their feelings hurt. I agree with the advice that you not waste time dating someone exclusively if you're not interested in something long term. This really is your time to explore.

I was married for 10 years. I would still be married if my ex-wife hadn't been so conflicted in her single years. She had 8-10 partners before me, but apparently they were all the same skill and approach-wise. She wanted to explore more, but felt pressure to get married and "do the right thing." Had I known that, I never would've married her.

She ended up cheating and we got divorced. Since then she's overshared quite a bit, so I know that she's had the full gamut of sexual experiences. I think she'd be happier with herself if she'd done these things as a single 20-something and not as a 30-something mom. Now it seems to be done out of desperation to relive the youth she feels she missed. It's as sad as the overweight 30 something ex-jock running around trying to be popular with the teeny bopper crowd.
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