I'd like to paint a picture of a scene where she must regretfully allow a friend to use her for his pleasure. There is no need to ask her if she is enjoying it, or if she wants to, etc. She won't. She knows she is not supposed to be doing such things, especially with you; her friend, her husband's best friend, infact.

'd like you to play as the friend, while I play as her. A close friend who had made a wager for one thing or another.

Do you have any ideas for what this wager might be?

As for the punishment?It should be in small steps.

• A quick peak, removing her top; a nibble at her tit, or allowing you to squeeze her little breasts.You might overstep just slightly. Go right ahead and tweak her tiny dark nipples.You'd most likely get a squeal out of her.
• Still witholding her panties from you, she'd try to hold on to everything that is sacred. She might opt for a lesser-evil. A blowjob? You'd always wanted one from her. You'd imagined those lips wrapped around your cock countless times. But only if she'd allow you to cum in her mouth.
  • She'd decline.No? How about a fuck? You'd get your blowjob, in the end.
  • On her lips? Her cheek? Her breast? It's just not the same. It's not as bad, because she'd never let her husband cum in her mouth.
  • She'd finally allow this and starts by reluctantly touching her lips to it, coaxing out a huge load.
• Bets might be on anything from a game of cards, card-hat-horse, to a game of pool (with her laid out on the pool table), to a wager on a wager;
  • Can she make you cum in under a minute?If not, she must use her lips. No, not those lips. Haven't you heard of Outercourse?Now we're talkin'.
• Things might move rather quickly from here, to the point where she has to lay back and allow you to slip her panties off.
• She might watch, quivering as she allows you to kiss and arouse her intimately. Allowing you to breach yet another of her boundries, you slip inside her. She can't possibly repress the pleasure, embarassed by the way her body responds.(please don't ask if she's enjoying it, she would never want to admit that, but of course she is!)
• Already aroused, she'd quiver as she forced herself to follow through, guiding her hips back and forth over your engorged member. Seated a top and looking down in horror as she watches herself bring you to orgasm beneath her.
  • Of course she'd already wagered away any option for cover.
    • No condoms, no pulling out.
  • Thanksfully at this stage she didn't have to let you inside. As you she playfully noted, holding you up against her body, how deep it would go if you were infact inside her. She felt a shameful intrigue, met with concern at the depth and thickness she'd have to endure. She continued her task, in respect to the deal she'd made. She brought you to cum a whole lot, and was thankful it wasn't inside her -this time.
• If nothing else, she was true to her word. She'd wagered this much and she'd have to follow through.
• In the end you'd be inside her, she'd look down at herself apprehensively, watching another man's cock disappear inside of her, feeling pleasure and pain as she felt it spread her lips.

No condoms, and no pulling out. She'd watch him cum inside her.