Your first line says, "He was at the bottom of the stairs." The following line also starts with "She was ..." Using the word "was" takes the narrative into a passive voice which reminds the reader you are telling us a story. If you used a more active verb and said something like," From the bottom of the deck steps, he watched her emerge from the doorway. This beautiful woman took his breath away." it is active, and it draws the reader into the story more.
"'Well,' he began grinning over at her," - I would place a comma after "began." As it is, I read it that he began grinning which didn't make sense. But, if you use the comma, it will make it clearer.
"He loved that laugh and he hoped he’d hear more of it
at the night progressed." - It should be "as."
"The fact that she seemed just a nervous as he did, helped and it was not long ..." - I would take out the comma after "did" and place one the other side of that word.
"none of them know where
we;re going." - Change the semicolon to an apostrophe.
"Have you
every been here before?" - It should be "ever."
"He grinned, “well, ..." It should be a period after "grinned", then a capital
W in "well."
"'I certainly don’t'” - You need a period before the end quotation mark.
"She laughed, 'I’m not high ...'" - It should be a period after "laughed."
"I just want to
chose wisely" - It should be "choose."
"to our first official date.” - It should be a capital
T.
"'around the wrong guys,' he gave her ..." - It should be a period after "guys," not a comma.
"You, Ryan Fraser would never bore me ..." - You need a comma after Ryan's name as well as before.