Had a gal some time ago, loved pegging me.
She'd begin by stroking my cock hard then using her finger in my ass to stimulate my prostate, warning me not to cum.
Then she'd take me to the bathroom and clean me out good with several hot & soapy enemas.
After I emptied out completely, she'd strap-on a large dildo, she had several different lengths & thicknesses, and peg me. Often on & off for hours or a whole day on the weekends.
Oddly, I came to enjoy it, just as she said I would.