Since someone already said Tara, I would have liked to have seen Luna Vachon vs. Trish Stratus. Vachon is pretty much the antithesis of everything Trish Stratus was. Stratus was a blonde beauty who had an angelic voice and always came off as a competitor. Luna Vachon was like a vicious animal at times, had the voice of a chain smoker, and wouldn't mind ripping your eye balls out, putting them between her lips, and mocking you all at the same time.
I would have the match take place as a special attraction on Monday Night Raw. As much as I hate the guest host concept, the likely scenario to put the two together would be to have Trish Stratus guest host the show. Trish would go on to say she's done it all, and she felt like she had nothing left to prove in the ring. She'd thank the fans, and then, Luna would come out of the audience, make up and all. Luna would say she's retiring as well and challenge Trish to face the baddest ***** in wrestling history. Trish would reiterate that she has nothing left to prove, and she would even give Luna credit and say "You've had a good career..." Then, Luna would attack Trish and be pulled off by agents and referees. As Luna is being handcuffed and sent away, Trish would say "Hold on. You want me, Luna? You got it."
The match would be a good 8 minute match on Raw during the 5th or 6th quarter of the show. Luna would take at Trish like a brawler, picking apart Trish's hair, smashing her head against the canvas, screaming at the referee in all of its glory. Then Trish would start hitting her moves, getting the crowd riled up as only Trish could back in the day. Trish goes to hit the Stratusfaction off the ropes and Luna reverses it into a back suplex. Then, Luna goes out for a steel chair. The referee stops Luna from hitting Trish, and while Luna is arguing with the ref, Trish rolls her up for the victory. Post match, Luna attacks the referee. Cue the agents and other referees to come out and contain Luna. The last image of Luna Vachon the world would see is her kicking and screaming all the way to the back, yelling in the classic Vachon tongue one last time at the audience and the officials.
That's the way I would give Luna Vachon her final sendoff.
RIP Luna.