Should be a brag but I'm 27 and had to pay for it But every cloud has a silver lining and I'm chalking it up as an awesome experience. She was an older massage attendant and asked if I wanted to fuck. I'd always put off the idea of paying for it but being a 27 year old virgin sounded worse. So we were ready to go, I'm on top, I try to get it in, and it won't fit. She gets up and leaves the room to get some lube to see if that will help. Second try, it works, but she tells me to go really slow. This is a bit tough because I hadn't masturbated for almost two weeks (I sometimes enjoy the frustration and overwhelming desire to have sex that comes from abstaining) and I'm ready to go, my pelvis almost has a mind of its own. So we go real slow and it feels like I'm barely thrusting. She can only take about a couple inches and every time I thrust I can see a grimacing expression on her face. Enough time passes and I think she realized it might be tough for me to get off going so slow so she played with my balls which did the trick. After we finished she ended up giving me her number and told me that next time she saw me she wouldn't charge me. It's amazing what sex can do for your confidence if you've had none of one and little of the other. All-in-all, a pretty great experience. I'm no longer a virgin and I get at least one more opportunity, free of charge.