I just had a perfect day on Holiday Island. I managed to have sex 9 times in one day with 8 different girls (Heather, 2xJessica, Alice, Miriam, Eva, Amy, Faye, Natasha), and got a tit fuck and blow job from Eva, too! That was so much fun!
This is how I did it:
Firstly, certainly, you need to have all your stats maxed out, and, ideally, those of the girls, and progressed far enough to have arm wrestling enabled with Amy. Choose a Wednesday or Saturday as you need the wet t-shirt or best butt contest to get a reward fuck in the evening from either Eva, Yvette, or Alice. My timeline happened on a Saturday.
8:00, breakfast, ask Heather to meet later at pool, in 2 hours.
8:00, gym, Eva in skimpy bikini and alone, help her do the weight lifting, get a closer look. Tit fuck and blow job.
10:00, pool, Heather in skimpy bikini, alone, take sunbed, ask to pose, tell truth, choose ass posing. Fuck Heather (1).
11:30, pool, Jessica in regular bikini, take sunbed, use sun lotion, take off bra, side boobs. Fuck Jessica (2).
13:00, beach, Alice alone on the beach in regular bikini, relax a bit at the beach, chance event: Alice lying in the shade, walk towards, sit in the sand. Fuck Alice (3).
15:00, wet t-shirt contest, vote for Eva (who else). Reschedule her reward to 20:00 using your calendar app.
17:00, beach, alone, go to watch tower, take closer look, make noise, climb watch tower, view from ladder is incredible. Fuck Miriam (4).
At dinner, make appointments for the night bar with:
Amy, 22:00
Faye, 23:00
Natasha, 00:00
20:00 Reward fuck with Eva (5)
22:00 night bar, meet Amy, do arm wrestling, sure. Fuck Amy (6).
23:00 night bar, meet Faye, have drink, compliment. Fuck Faye (7).
00:00 night bar, meet Natasha, have drink, compliment, check on her. Fuck Natasha (8).
01:30 go to pool, encounter Jessica (chance event), hand towel, stare. Fuck Jessica for the second time in one day (9).
You could hope for another chance event after that. E.g. that Yvette shows up at your door at 3:30. But, that did not happen. I was lucky enough with the other two chance events already, that occurred without reloading. In between dates I hugged and boob grabbed Jessica to get her hot and ready again. And it worked
.
So this is my personal record after some planning and some luck. But, maybe, it is possible to have one or two more?