Anyone ever dealt with one of these problems?

needhelp

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Trying to turn a ho into a housewife
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Dating a friend/roommate's ex-girlfriend

Ive got them both with the same girl. Im gonna try to make this as short as possible. This girl came to college last year and was a straight up ho. Shes told me her past and how she was entering school. My roommate of 2 years(at that point) tried his hardest to date her knowing she was talking with other guys. She tried her hardest to resist getting serious with him but eventually gave in I guess.

Fast forward to 6-7 months ago. He cheats on her (nothing serious just talking/sexting with other girls 2-3 times in a month span). The night she found out about the third time she was really drunk and tried to sleep with me. I, knowing my relationship with my roommate and the fact that at the time I really didnt care for her too much, didnt mind turning her down. She did sleep in my bed though. He ends up graduating and getting a job 7 hours away but she still came to hang out all the time because all of her friends had already been our friends.

Looking back, from that point forward we have SLOWLY progressed towards something serious. It was never gonna be like this and the thoughts just came into my mind in the last 2 weeks or so. But it all started when we took a trip for July 4th and had to ride in the car together for 4 hours. We became closer and she admitted to me then that I was her type. We flirted a lot to the point where people already thought we had been having sex. During the summer there was a 3 week span where I needed a place to stay, and I stayed with her and her roommate was there sometimes. Anyways we got along great considering I thought Id be ready to kill her after a week or so. Well the flirting continued and I started thinking she liked me, and her roommate even told me so. She said that she saw how we were around each other and that we should date. At the time she was still doing the long distance thing so in my mind she was off limits. As the semester goes on shes hanging out all the time because in her words I was her best friend. But feelings were obviously showing themselves because other people would say something about it(like how it was only a matter of time), and when she got drunk she would get really touchy-feely and I would do the same when I was really drunk but we were never drunk at the same time. Until a few weeks ago.

About a month or so ago he either broke up with her or they mutually agreed to end things. About 2 weeks ago, we ended up in the bar dancing, both drunk, and made out. Thats the last thing I remember from that night. Apparently we made out later and I told her how much I liked her. This is when things started progressing more. She hassled me over and over to see if what I said was true and since then she has told me her feelings. Like how she feels Im the guy for her and stuff like that.

Problems: Im really cool with this ex, and a good portion of his family. This would almost certainly be viewed as me taking his girl even though if he broke up with her he cant really claim her still. She also likes and has hooked up several times with another one of my friends. Im concerned with her past. I look past it and she has changed some, but sometimes the way she acts in the bar scene suggests otherwise. We will talk about this issue soon.

Positives: This is literally the only girl Ive truly been able to be 100% myself with. I can talk to her like I do one of my friends. Im bald and havent found many girls who like it a lot but she loves it. Im inexperienced in bed, but weve talked about that. Thats a huge relief for someone in my situation. She is also a really attractive girl who has options, so it makes me feel good that she is all wrapped around me the way she is.

Just seeing if anyone had been in similar situations as these and how it worked out. No matter what responses I get, Ill probably go for it. If it ends up being a mistake then I realize that sometimes you have to learn things the hard way. SOrry for the long post.
 

MrBigDick

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The only thing I had was a cougar I dated and we met with the premise that we'd be FWB's and that worked for the longest while until we decided to turn it into a relationship and all the wheels came off the track and things went to sh*t real fast............course, as time progressed I realized she was far too damaged from her prior marriage for me to even BEGIN to help her deal with.

Really? Not many girls like bald men? I've been told the exact opposite of that........I've always heard women LOVE bald men...
 

Qarzan

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Dude. Green light. Green means GO!

Have fun! :)
 

BigO

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Maybe she was the way she was back then because she hadnt found the right guy. Sounds like she was faithfull to your freind. If you like her and she likes you, take a chance.
 

needhelp

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The only thing I had was a cougar I dated and we met with the premise that we'd be FWB's and that worked for the longest while until we decided to turn it into a relationship and all the wheels came off the track and things went to sh*t real fast............course, as time progressed I realized she was far too damaged from her prior marriage for me to even BEGIN to help her deal with.

Really? Not many girls like bald men? I've been told the exact opposite of that........I've always heard women LOVE bald men...

Yea Im still in college so I think most girls havent come around to liking bald yet. I have found that some do though.
 

needhelp

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Maybe she was the way she was back then because she hadnt found the right guy. Sounds like she was faithfull to your freind. If you like her and she likes you, take a chance.

Thats what she said it was. She tells me that I scare her because of how much she likes me but shes worried Im gonna do her like every other guy shes been with. But I plan on giving it a go.
 

Robberman

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Go go go. Nothing ventured nothing gained!