Siesta Key is a great place to stay and we had a nice water front dinner. It was exciting with Sasha in that little dress. Everyone who wandered by our table couldn't help but stare.
When our 20 something waiter came to give us the bill Michelle leaned back a bit and spread her legs to give him a peek. Sasha was not wearing panties and made sure that he could see every bit of her shaved pussy. The waiter could only blush and leave the check at the table. Sasha giggled and whispered "did you see his face when I showed him?" I paid the bill and we were off to the bar.
On the way there I was exited, nervous, and a little bit sick to my stomach. Fantasizing about sharing her is one thing, but actually seeing another man with my her still didn't seem real.
When we walked in the bar a muscular, handsome, 6'5 black guy walked over and introduced himself as Tim. At 5'11 I am not short, but he was definitely a bit intimidating.
I shook his hand and afterwards he took one of Sasha's hands kissed it like she was a queen. Sasha's legs buckled a bit and I had to catch her to make sure she didn't fall.
We found a booth near the back of the bar and ordered drinks. In the booth Sasha sat next to Tim not me. Sitting across from my Wife and Tim was a bit strange, especially when I could see her hand on his leg flirting right in front of me.
The conversation was good, Tim loves to golf and we had a lot to talk about. For a bit I forgot what we were meeting him for. After our third drink Tim leaned in close and said "are you sure you are OK with this? I don't want to cause any problems".
"Tim, this was my idea lets just try and keep Sasha happy tonight". He nodded and when he sat back I could see him slide his hand under my her ass. Then he took her left hand and moved it from his leg to his lap so she could get a nice feel of his cock.
Sasha's eyes went wide with shock which turned into a smile pretty quickly. After one more drink, Sasha gave me the sign that she really wanted to do this so we paid the bill. Sasha texted our address in case we got lost on the way back to our rental.
On the car ride home Sasha could not stop talking. "Wow honey, wow. His dick is huge and he is so handsome. I am sure he is strong. I wonder if he can pick me up and fuck me standing up? Oh my God". After freaking out she asked "are you sure you are OK with this babe? Like 100 percent sure? We can still back out"
"Too late for that honey, and I know how much you want this. I promise you that I am good with this"
She said "thank God, if the wind blows on my clit right now I swear to God I will have an orgasm"
Tim stayed close following in his car and when we pulled in the driveway I could see him park and hustle to our car to open Sasha's door. Seeing his 6'5 muscular frame with 4'11 Sasha in her little black dress was amazing.
When we walked in Sasha had me open a bottle of wine. I handed Sasha her glass and she had me turn on some music.
Tim stood to get his glass and Sasha said "oh Tim, sit down. My hubby will get you whatever you want. Babe get Tim a glass of wine".
I brought it to him his glass and he toasted to "New Adventures".
Sasha drank her wine one gulp to gather her courage. She walked towards Tim and slid out of her tight dress. No panties, no bra, she was now completely naked she sat on Tim's lap facing him.
She was grinding and I could see that she was having her first orgasm of the night. She turned to look at me and said "honey, come take Time's shoes off for me". I did as I was told. I rolled his socks down and put them in his shoes.
Sasha slid off of Tim and started unbuttoning his shirt. I was on my knees and when I started to get up Sasha pushed my head down and told me stay where I was.
With his shirt off she undid his belt and started with his pants. Tim helped her and when he slid his pants and boxers down I understood why Sasha didn't show me the picture on her phone. His cock was absolutely massive and hard as a rock. Then I noticed his balls and they were like the size of pool balls. I got dizzy looking at it.
When Sasha grabbed it her hand barely fit around half of it. She measured it against her arm and it was bigger than her arm from wrist to elbow. "Honey look, I am never going to feel you little dick again". She put the head of that monster in her mouth and moaned with pleasure.
Tim shut his eyes and laid back on the couch completely relaxed and asked me "do you want to go first or do you want me to?"