That could work so long as the ugly girl is not the jealous type and gets all shitty and tells the cute girl she wants to leave.
This reminds me of a time when I was about 20 and single and had screwed the ugly sister (23-24), then tried to make my move on the goodlooking younger one (19). She wasn't so receptive and wasn't all that interested in hanging out with me as she knew I had banged her sister down at the beach. I then tried to get around that by being friendly with the goodlooking friend's
very ugly bestfriend so that she had to hang out with me one way or another
. One night, a few weeks later, we all got very drunk and, being a super horny, I started making out with the ugly bestfriend on the very crowded dancefloor and within a few minutes we were behind the pub screwing in full public view. Very ugly but a great fuck.
Being a dumb shit, I thought that this would be our little secret.
A couple of days later, I gave the goodlooking friend a call to see if she wanted to come over to my place. She said yes and we watched a movie. Halfway through the movie I put my arm on the back of the chair directly behind her and eventually put my arm around her. She didn't move my arm away so I went in for a kiss. Then she went all funny on me and said "But my friend really likes you!!!" She peeled my arm off her and crossed her arms for the rest of the movie. Shitshitshit. Bloody cock tease.
After the movie, I dropped her off at her place and quickly went back to the ugly girl's place to see if I could get some action as I was very worked up and needed a release. As soon as I had arrived, she saw it was me and got all shitty and accused me of tryng to make out with her bestfriend. Then she slammed the door in my face. I walked back down to the car and went home.