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One particular thing that John has learned about April through all of this is that she has a kink for watching other people have sex. John first learned about this when April admitted to watching porn. In fact, the kind of porn that April really enjoys involves cuckolding- especially when it's a woman watching her boyfriend fuck another woman.
John and April have decided that Octavia could actually help fulfill this fantasy of April's. If Octavia is willing, April would gladly allow her to have sex with John... as long as April can watch from the sidelines. They feel like Octavia would be the perfect candidate for this, especially given how much she's helped the couple thus far. Octavia is taken by surprise, though she's certainly intrigued by the idea. These two have made some pretty good progress thus far, so maybe this could be the perfect way of rewarding their honesty...