This took place about 15 years ago, but it was a hell of a night.
My brother was back home on leave from the army. After hanging with the family, I offered to take my brother out for some drinks. We hit a bar closer to my place (we had been at our parents) with plans to crash there after having a few. Turns out it was karaoke night at the bar, and a group of 40+ MILFs were having a night out on the town. They took over the stage. My brother and I bought them a round and integrated into their group, and the women were happy to have us. Two in particular paid us a lot of attention, and we were happy to return it.
One was a stereotypical bleach blonde recently divorced woman on the prowl. She was very interested in my soldier brother. The other was shorter and had curves, brunette, busty and confident, and had her eye on me.