So I started my weekend off on Thursday morning. I flew to NYC to see TD. My flight was one of the last ones to get into LGA before landing strip closures for the weather. He was supposed to arrive an hour after me, but because of delays he was about 5 hours.
On my way into the city I stopped by my future roommates company in Long Island City and gave him my deposit and first month’s rent. He’s a super cool guy and it was nice to touch base the week before I move up permanently.
As soon as I got to the airport in the current city I realized I forgot to pack the two sex toys TD and I use. He LOVES using them on me so I sent him a text apologizing. By the time I landed, he had forwarded me an adult shop address near the hotel and told me to go and pick out a few things. I only carried my Neverfull for the NYC leg of my trip, but it was raining so I wanted to unload at the hotel first.
After settling in (we stayed near Central Park) I ran over to Bergdorf’s to get a new foundation (I use Charlotte Tilbury and ran out a couple weeks ago) and a couple more Chanel eyeshadows. Then I went to the sex shop. It was a boutique and a woman maybe 10 years older than me led me around and asked what my preferences were. We settled on a super cute vibrator with a little flipper end (I’m pretty sensitive so the big vibes are too much for me), a butt plug vibe and a great new lube. None of them had prices on them and I didn’t want to ask. But she rang me up, it was $250. What the fuck. The most expensive toy I’ve ever bought was like $40.
I texted TD and told him how expensive it was, he said not to worry about it and he’ll send the money on PayPal. I went back to the hotel after and decided to have a glass of champagne and Manhattan at the bar. I chatted with the bartender for a while and she asked me what brought me in. I told her my boyfriend was there on business. After about an hour I went upstairs to shower, shave and lotion up.
There was this great alcove in our room I could sit in next to the window. I perched up there in my slip until he finally arrived. We had about 45 minutes before our reservation at Lavo. He was pretty horny from the second he got in the door so we had sex real quick before. I touched up my makeup then we walked over.
We started with our glasses of champagne, then he ordered a bottle of red. We got cocktail shrimp (my favorite at places with a good raw bar), split a huge salad and then split two entrees. He got a swordfish special and I ordered a linguine bolognese with a massive meatball on the side.
We had a really long and leisurely dinner catching up on my new job and how his business and family are doing. Both tables to the left and right of us finished about halfway through our dinner, new parties filled the two tables and they left before we were done.
We talked about our highlight reel from Vegas and how much fun we had together. He told me the hotel bill was crazy high when he got the final invoice 😂 I gave him an innocent “oh no, I’m so sorry!” He just laughed and said it’s fine, it was worth it. Obviously he didn’t realize I charged that Alo outfit to the room.
When we were really relaxed and conversation was flowing easily, I slipped in asking for a favor. I’m moving next week, but my apartment is a walkup in Chelsea. My mom and I are driving there together so I can give her my car to take home. She has really bad arthritis and has trouble with stairs, but hotels in the city are crazy expensive, so I asked him if he could book me two nights. He said we’d figure it out tomorrow and I left it at that.
There’s a 20 layer cake on the dessert menu that sounded amazing. I was so full, I could barely eat anything more, but I asked if I could order it for a couple bites and take the rest home. When we finally wrapped up, we started walking back to the hotel.
He asked if I wanted to get another drink at the hotel before calling it a night, to which I obviously obliged. The same bartender from earlier was still at the bar. I told her my boyfriend was older… but TD is in his 40s 😂 so I’m sure she had a good laugh at my expense.
We went upstairs and unwrapped the toys, had some fun together and called it a night since we both had full days the next day. My friends were driving up to Boston and drove through NYC to pick me up on the way there. They stayed in Brooklyn for the night and his meeting was in FiDi, so we packed up and left the hotel together.
Before we left, he handed me a wad of 20s and apologized because he didn’t have time to get 100s out. He also said he’d set up a hotel reservation and text me the confirmation over the weekend. We went down in the elevator together, then bid each other ado on the street corner. I got on the subway to Brooklyn and went back to vanilla life.