WingMilf 

Similar to Wingman, a WingMilf is the attractive older woman who accompanies you to bars and nightclubs as a platonic friend and in doing so increases your chances of meeting available women.
A WingMilf can make a man seem more attractive and safer to other women, because some women may judge a man's suitability based on the woman he is currently with. So basically if a man is with a very attractive woman, other women will assume he is more likely to be an acceptable candidate for a relationship. The WingMilf expands upon this concept by also presenting the man as being a safer choice. One added benefit is that a WingMilf can "talk up" the man to the other women, thus aligning with the stereotype of a mother trying to set her son up with a "nice girl".

By myself I would not have had a chance, but with Monica as my WingMilf, the ladies were practically lining up to meet me!

WingMilf by MikeinVA April 1, 2009

windmilf 

Older women that blow

Check out that windmilf!4

windmilf by RealNintendoWii November 10, 2022

windmilf 

Attractive older lady fond of outdoor pursuits

I often see that gorgeous windmilf up on the downs walking her dog

windmilf by philologue August 15, 2011