one problem with this is my wife hates condomsIf my GF had Hot Date with a guy she knew she was going to fuck, she'd have me buy condoms for her.
If that wasn't enough, often she'd bring home a used, filled condom or 2. She'd either squeeze the load out onto her tits, for me to clean up.
Or, she'd put the used condom onto my cock and have me fuck her with her dates cum already in the condom. Diabolical but amazingly sexy...