Why Tonight?

Anonymous Breathless Tigress #655 · General

I’ve been out of grad school for months now and haven’t really dated anyone seriously since then. I found myself craving something deeper than the casual flings I usually end up with, but tonight, as I was walking home from a friend’s place, I decided to head straight into an alleyway where my car wasn’t visible. There was this guy, Jack, who messaged me weeks ago and we'd talked about meeting. Tonight felt different though, something pushed me to text him for real action instead of another chat. We met up and within minutes were both naked. His cock was thick, pulsating against my stomach as he lined it up with my entrance. I pressed back onto him, feeling the stretch, then began riding him hard. The pleasure and intensity built rapidly as we fucked until neither could hold back any longer. So why did tonight feel so different from all the others? What made me take this leap alone in an alley?