I'm a woman, 14 years sober.
Here's my two cents. It seems to me that you would LIKE to approach this as a simple hook-up, no strings attached, with a guy you know you like to have sex with. But some part of you knows this isn't what's going to happen. That's why you've asked our opinion...because you're afraid you're going to get hurt and you're hoping someone will say you won't.
But here's the thing: you WILL get hurt, and somewhere deep down I think you know it. I think you should run like the wind.