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This will seem dumb, but interested in answer. There are two women who like me. The first one is Mary. Mary is potential wife material. She wants a family etc. The thing that throws me off Mary is her past. She's slept around a bit--15 guys. She is average looking. The other is Jane. Jane is very beautiful but is not wife material. She has a different type of past: raped, attempted suicide, abused in past relationships, rage issues, etc. She says she hasn't slept around (she says ;) and she keeps bugging me for a date. I am so sexually attracted to her I can't stand it lol. I have been seeing Mary for about a month but Jane keeps calling me to date. To be honest, I'm not sure that either will work out. Who knows? I am sexually not as experienced as Mary (or maybe Jane who knows lol). Do I sleep with Jane although I can't be with her? She's a once-in-a-lifetime sexual experience. A turn off with Jane though is i don't think she always used protect altho says tested.

2007-10-25 05:29:34 · 5 answers · asked by Michael M 1 in Family & Relationships Singles & Dating

Yes I realize this is an insane question LOL. But really just curious. I never used to experiment with sex but at this age I guess I'm making up for experiences other ppl have had. This is more of a "guy" kind of question. I don't want to risk something potentially with Mary, although if I didn't sleep with Jane would it be something that I would regret one day? Would I kick myself in the *** for letting another opportunity slip away? Especially if it never worked out with Mary. But, *sigh* i guess that's the way it goes!

2007-10-25 05:32:09 · update #1

Basically Mary has been with around 18 guys. That kinda bugs me I will definitely admit. But other than that she's great. I'll admit I'm a little less attracted to her phys since she told me about her past. Jane though wanted me to sleep with her without a condom. That was gross. I didn't have one and I didn't. But she claims she's been tested. I could lose both here. Ugh! I am crazy. Really though what would you guys do? I know what the women's answers will be.

2007-10-25 05:34:44 · update #2

Key tip of info: Mary and Jane as luck would have it live only 1 mile apart lol

2007-10-25 05:38:46 · update #3

5 answers

The first thing you should do is stop thinking with the wrong head! Now that you have done that the next thing you need to do is get some confidence in yourself by your letter I can tell your insecure with yourself and if you know Jane will be nothing more than just sex then why hurt her anymore it sounds like she has had a pretty hard life and if you know these things show her a little respect instead of taking advantage of her .

2007-10-25 05:40:50 · answer #1 · answered by dawn l 2 · 0 0

Ordinarily I would advise you to date both women since they don't know each other. You get everything you want and have some fun.
However due to Jane's past you don't want to screw this girl over. She needs a good guy now, not someone who's gonna push her over the edge. Go with Jane only if you are willing to leave Mary.

2007-10-25 05:33:58 · answer #2 · answered by -=Seta San=- 6 · 0 0

If you don't believe what Jane is telling you, then i wouldn't sleep with her. Mary's past is behind her and she is honest with you, which is important.

2007-10-25 05:34:11 · answer #3 · answered by help please 2 · 0 0

Neither by the sounds of it. You'll never make your mind up if you haven't already.

2007-10-25 05:32:58 · answer #4 · answered by Kitty8 2 · 0 0

Both have baggage and issues, and I think you should skip them both and look for someone more to your liking...

2007-10-25 05:54:52 · answer #5 · answered by Sophie B 7 · 0 0

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