Must Be Off 5


As a present, Jack's new dad Gavin had taken him out on a tropical beach trip. Jack thought it would be fun to bring along "her" new bestfriend Jamie with him.
Flash forward to a few days, and Jamie and the new Aubrey were tanning on the beach in Cabo.
Jack knew his new body was looking particularly alluring today in a loose fitting swimsuit that let his assets jiggle around. He was hoping to attract over a guy to test out sex in his female form as his sexual orientation had begun to align with his new gender and mind. 

And boy did it work. Jack had his pick of the litter, he could sense the eyes on him anytime he even slightly moved in an upward direction. It all came to a tension filled climax when a guy he had been eyeing for a bit finally had the gall to approach him.
The guy had shit pickup game, but a nice set of abs that really set his Aubrey body off, so Jack obliged and agreed to meet him later for a date. Already knowing that he was going to skip the pleasantries and head straight to the sheets.

"Bri, what's up with you?" Jamie asked.
"Hm?" Jack responded, half asleep from laying on the beach for so long "what do you mean?"
"You've never done that with a guy before."
"What? Agreed to a date? Sure I have."
"No, not that. You had the look in your eyes."
"The look?"
"The sex look Bri. I've seen it on our other friends, but never you. This guy is just a hookup for you, which is a first from you."
"Oh. Well, yea I guess so. I don't know, I was just feeling it."
"Does this have anything to do with what happened back at your house with the Temp-Switcher creep?"
Jack sat up, feeling his perky breasts sink a little from the weight they held.
"Maybe? Yes? I dunno," he said, looking down, pretending to look sad "I kinda just want to live a little I suppose. The whole thing got me thinking how crazy life can be."
Jamie nodded "Just be careful ok? I don't want you getting hurt on your first hookup with this thinking. Also Bri, your strap on your top, it's sliding off."
Jack looked down at his breasts and then back up, seeing the guy from earlier glancing over. Jack grinned and pouted his lips, pressing his forearms into his tits and framing them closer.
"Bri, that dude is staring."
"I know."

Part 1   Part 2   Part 3   Part 4   Part 6

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