Been laid at least twice. Have the evidence to prove it. And even if that's "all" I had.... I still know better than to come here to ask for advice.
We don't even know what kind of dates he's taken her on. He's probably taking her to sports taverns and watching Zag games.
If you want to have sex with a woman then make her feel sexy. Give her a reason to wear that little black dress.
Nah bro, you have to fuck with her self confidence, make her unsure of herself. Shit drives them crazy. The less you seem into a girl the more they are into you.
Crazy thing man. My buddy spends hours everyday in the gym. He gets married chicks throwing themselves at him all the time. They live in these huge houses with rich husbands, that are banging their secretaries, and get no attention from their husbands. So they go to the gym and are needy as fuck. If you just wanna bang, hit on the chicks at the gym. You still lifting a bunch @MickZagger ?
Here is your date, all will be known after this. Pick her up pretty early on a Saturday. Take her to your favorite diner for breakfast. Then head to Lincoln City. Stop at a winery for a tasting. Get two bottles of what she likes best. Get her a little buzzed but you stay sober enough to drive. Stop by the plane museum/water park thing McMinnville and hit the water park for a hour or so. Now on to your way to the coast. Get a room in Lincoln City. (you should make reservations in advance) Something that looks out over the ocean, bonus points if it has a deck and/or a fireplace. Walk along beach, hold hands, yadda yadda. Take her out to a nice restaurant. Dress fairly nice. Back to the room, open her bottle of wine, have drinks. Then have the front desk call for the shuttle to the casino. One weekends there is live music in the upstairs bar. It looks over the ocean. Kinda cool for the coast. Drink, dance, drink, dance, drink, dance. Take shuttle back to your hotel room. (don't gamble, maybe the two of you throw a few bucks at roulette, play her birthday as numbers, shit like that. No more than 5 mins. Don't hit the slots or blackjack unless it's something she really wants to do.) Get back to room. Make your moves.
You could just keep this up a few years and wait until she finally comes out of the closet and introduces her girlfriend to you.....