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Single mom's/young chick's

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so I'm 27, single and a virgin. I'm not a hopeless or kissless virgin and I've had girlfriend's in the past. My most recent girlfriend expressed interest in being intimate with me but I never got around to it due to feeling like I'd be taking advantage of her (she claimed she loved me but I have a feeling she's just prone to getting into relationship's with people she's bad for out of fear of being alone). There's been a couple of girls from my past that I had been attracted to who at some point or another told me that they were attracted to me but never acted on it. I take this to mean that if I try hard enough I can find a girl I'm attracted to and have sex with her if I wanted to. The problem is that the girls that I'm currently attracted to all seem to fall into two major groups. The first is younger girls, ages 18-24 who have little experience with, "real world," who would probably be down to try out all the freaky sex stuff I've always wanted to do but never did due to being preoccupied with my own issues with depression (major depressive disorder) and anxiety) out of their own sense of curiosity. The second group is single mom's who are still young (mid to late 20's) who are really attractive but very clearly looking for a long term relationship. The second group is the one I probably have a better chance with. My problem arises from the thought that in order to have success with women from either group I'd have to go into it being slightly disingenuous about my motivation's and manipulative about how I deal with them emotionally in order to do so. I find doing that to be very difficult as I'm not good at being dishonest or manipulative with people unless I decide to consider them as my enemy (which I'd really rather not do here). So my question to you guys is should I just stop giving a fuck about all this and get laid already or would I be better off taking the long road with someone I genuinely like?
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>>17433767
Be honest about what you want.
Alternatively bang club sluts.
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>>17433769
I can't stand the club scene around here. Would chick's at bars be about the same?
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>>17433767
>all the freaky sex stuff I've always wanted to do but never did due to being preoccupied with my own issues with depression (major depressive disorder) and anxiety
1. get help for that depression and anxiety crap OP
2. the single moms might be down for doing all that shit too, just plan a babysitter
3. try to have regular sex a couple times before going into all the freaky shit
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>>17433785
Yes.
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>>17433812
I spent some time in a mental hospital earlier this year and I'm on meds for both anxiety and depression already. It's getting taken care of. I'm going back into therapy to deal with some of the day to day struggles I have due to my anxiety. Only recently started to try and leave the house alone more but it's been triggering panic attacks and depersonalization so I'm taking it slow with that.
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>>17433857
go to a prostitute and get this sex hang up you have over. Guys complain it's hard to get pussy women got it easy when there are tens of thousands of women that sell it, no questions asked and no strings attached. What a fucking deal. Nobody needs to know just fuck and go. Forget trying to get in a relationship
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>>17433767
I used to be a nice honest guy like you back in high school. Gotta be a bit disingenuous to get girls it seems, got a ladyfriend now after I just decided to let loose and have fun.
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>>17433898
most of the escort's around here aren't my type or charge more than I can realistically afford if they're.
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>>17433906
I used to not give a fuck about any of this sort of shit when I was younger but the combination of depression, paranoia, anger issues and self-loathing in my later high school years and early 20's kinda put a lot of shit on hold for me and made me too self-aware for my own good. Self-awareness has done a lot of good for me in terms of dealing with a lot of these mental issues but in terms of my sex life (or lack thereof) it's been a huge hurdle for me.
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