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We'd met for the first time the night of the Super Bowl. I'd just done the halftime show, and put on one of the best performances of my life. After we wrapped, all the performers got invited to watch the second half in the NFL hospitality suite with some owners of teams who hadn't made it. You'd been there with your family - both your adult kids and your grandchildren. They'd been the ones who'd noticed I was there first; they were fans. But once the photos were take and the autographs were signed, you'd been the one to go to for adult conversation. We'd bonded over beers and pretzels as the game wrapped up.
You'd given me your number because I asked a question about money management that you swore would have taken too long to answer. It had taken about three texts to fully explain, but then the conversation had just kept flowing. Soon we were Facetime flirting and even making plans to go to dinner together when you were in LA next. It didn't matter that you were 40 years older than me. We genuinely just liked each other.
So it wasn't long before we started dating. We kept it on the DL, mostly to protect my career and reputation. But the sneaking around was also fun. We had movie nights at my house and met each others' friends. We were unconventional, but we made it work.
Our sex life was a little unconventional sometimes too. Your age meant you couldn't always perform at 100%, but you made up for it in other ways. You were the first man I'd ever been with to realize that my toys were your friends and allies, not rivals for you to defeat.
We were coming up on six months together when we decided to take our first real trip together. I knew you wouldn't completely unplug, but I wanted to be a top priority in some beautiful locale for a couple weeks. I'd spent months creating itineraries and making reservations for us, and our private plane was leaving in the morning - I was so excited!
Hi! Today I'm looking for a partner for a new story. I'm a young, fun 20-soemthing musician. You're the silver fox NFL owner who's recently become my boyfriend, and we're going on vacation! Maybe it's to some five-star luxe resort, or maybe it's to one of your properties. I'd love a man to take me to his vineyard in Tuscany or his castle and distillery in Scotland!
I'm looking for a partner who can celebrate being the older man with me - I want someone with effortless daddy energy (if you have to ask me to call you daddy, you don't have it). I also want someone who'd not embarrassed when he can't rise to the occasion, and knows the best alternatives to please his lady!
I'm also looking for a businessman to own that 1% of the 1% vibe, who I can't even get mad at for working on our vacation. The kind who I'll wait for in just a long t-shirt and a pair of thigh highs to be done with his call - I can put up with a lot for the right man!
I'm looking to play a real singer or entertainer - Maybe Charli D'Amelio or Olivia Rodrigo, but open to others! So send me a few pics of who you want me to be and two or three ideas for where our summer trip will be and let's see if we click!
I am 18 and all participants and characters must be 18
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