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did not mention any woman being present, and it seemed as if that was not part of what you are asking there is a big difference between watching a guy with large cock off by himself (boring), and with a woman either present or helping in some way just to watch another guy off with no woman involved, not of interest to me (or i suspect most men). But it is fine that you like it, and you don't need validation from me or anyone.
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It sounds like she has a lot of fear of failure and fear of being alone. Must be hard to watch, seeing great potential go unfulfilled, seeing her hold herself back, etc. BUT, that's not something you can do for her, unfortunately. Do you think her reliance on you is part of what is holding her back? It's very easy to get lulled into a comfortable situation, and any action can seem terrifying. You pay the bills, work, have grand plans for, that's a lot of pressure to live up to, and could seem unattainable to her. A lot of people get comfortable relying on others and that 'kick in the ass' be you two breaking up. I don't think it's unreasonable to break up with someone because you are in different place, have different short and term goals, or have incompatible drives. It sounds like you guys have all of those. It be a kindness to her to set her free, let her spread her own two wings. Very few things as scary and fulfilling of complete independence, and personally I think everyone should experience it at some point. If you want to try and give it a last shot, I think you'd be wise to have a talk w/ her (I'm sure you've had versions before). Be honest, be kind you're clock is ticking, you need to know if this is THE relationship, but you have worries. Ask her what she wants, what she sees down the road, what success would look like for her in work, family, etc. Share yours. Write down your term goals both as a couple and as individuals. Work backwards, break them into manageable pieces and assign who does what and due dates, and measurable outcomes to track success. It's really overwhelming to tackle the big pieces of life, and there is always a reason to put it off another day. The more concrete and manageable, the greater the likelihood of success.
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the perfect best friend for you. Good start! The ideal partner would be your best friend, as well as lover, etc. And you're meeting them in real life places, not bars. Good. I go back to what I said earlier seek friendships with women, and either avoid romantic involvement (until you can gauge her inner character with some accuracy), or take it very, very slow. Sounds like your dates should be active. Not passive dinner and a movie stuff, but doing things. Find things to do which fit with your beliefs maybe an environmental cleanup, building homes for Habitat for Humanity, volunteering at an animal shelter, working in a soup kitchen, helping an elderly neighbor with yard work, whatever works for you. (If she's not into helping others, she'll grow bored and wander away quick.) Go to sporting events, or join a group at a sports bar to watch a key game. Go jogging or workout together. Go on a hike to a scenic area. Go fishing, skiing, hunting, camping, boating, bicycling, etc. Take a road trip to an apple orchard and cider mill, and try out a hole-in-the-wall barbeque joint there. Walk in the park and have a picnic. All opportunities to laugh, have deep conversations, compare opinions. If she can't hold up her end or isn't really interested, it become apparent quickly. Looking for older gentlemen in Norcross. Visit the and aquarium. Visit museums and other exhibits. Go on a historical tour of your area, or someplace new, and talk about what happened there. Go to concerts, book signings, browse a book store. (Betcha you'll find out real quick how well she can have intelligent and mature conversations with some of these.) While you're at it, don't PAY FOR EVERYTHING. If she can't afford much, then find some things to do which don't cost money but don't offer to pay for everything, all the way. You seriously need to avoid women who might view you as their personal wallet. You might also consider avoiding college girls who aren't independent and self-supporting yet. Find someone who has proven ability to support LENNY ROBERTS-WE'RE GONNA BE IN LOVE herself (not just a job or lofty goals, but a career she's excited about and already working in). And if you're having trouble meeting women, then get out there and start doing these things alone if you have to. You'll brush elbows with other people doing the same thing and might very well meet the right woman there. Just my 2 cents.