Note: This story's plot will make much more sense if you've read my earlier story "Kristin Helps Tina Breaks Through".
Thanks for reading!
*****
Saturday night, 10 PM...
"What a crazy few days!" Tina thought to herself. Ten days ago she couldn't have imagined being in her current predicament; her usual Saturday night was way more sedate and her usual attire was considerably more modest. She had been through more ups and downs in a week and a half than in the entire past year and she was sure to experience even more in just a few minutes.
Ten days earlier...
Kristen ignored her big brother's protests that she should give up on fixing him up with her friends, despite his telling her: "Your track record is terrible, the only thing the last one and I agreed on was that we had no interest in seeing each other again!"
She replied: "I'm not giving up yet, so you might as well take her number and email I just texted to you and get in touch. I promise if this one doesn't work out I'll stop bugging you, at least for the rest of this year, but I have a good feeling about you two."
"If she's all that why haven't you set us up before?" he asked.
"She had a rough breakup and wasn't interested in dating even as perfect a specimen as yourself until recently; lately she's been coming out of her shell, so the timing is good."
He finally gave in, saying: "If only to get you off my back I'll give her a call." After they ended the call he checked his email and was pleasantly surprised by the photo his sister had included. They might or might not hit it off, but at least having her across a table would be easy on his eyes.
Tina and her blind date agreed to meet on Friday night at a pub near her office. She had arrived right after work while he needed more time to get back into the city after his last appointment of the week; she sipped her wine and sent him a text to be sure he had the right address. Half an hour later he replied: "sorry 2 b late just parked b right there"
She spotted him as soon as he came in the door; he looked exactly like the photo her friend had shown her, already a step ahead of some of her recent dates, who all seemed about a decade older than their photos. She began to forgive him for being late before he had a chance to apologize.
He recognized the cute brunette in the corner booth from her photo and was relieved to see his sister had apparently sent him a fairly recent shot; so far, so good, he thought.
"Sorry to be late." he said, then asked, "Can I get you a drink?"
"No problem, and yes you may!" she said; "a sidecar, please."
He returned with her sidecar and a martini for himself. Their conversation was pleasant, but a little stilted as they sized each other up. They had another drink, after which both agreed that they'd better have some dinner. As they were led to a table in the dining room he noticed she was a little shorter than he expected, but he couldn't find a single fault with her figure; slim overall but curvy where curvy is good.
Their conversation rolled on amiably as they ate dinner, both opening up a bit more as they got more comfortable with each other. It was nearly 9:30 by the time he mentioned having an early tee time the next morning and they headed out the door.
As her Uber pulled up, Tina looked up at Darren and said: "I don't know about you but I had fun tonight!" then impulsively stood on tiptoes and kissed him.
He said: "Same here!" as he leaned in to kiss her back.
Saturday morning Darren called his sister, telling her: "Don't get too excited, it was just one date, but that definitely did not suck!"
Kristen didn't tell him that Tina had called her during the ride home last night to give the date a similarly good review. "Don't want him to get too full of himself." she thought.
Darren had to call on a client near Tina's office on Tuesday, giving him a chance to get together with her for coffee; their conversation picked up right where they had left off Friday night. They made plans to have a movie night date at her place on Thursday, each picking one film to stream with an intermission for some kind of take-out or delivered dinner.
Thursday night seemed to be a long time coming to Darren; Tina didn't have time to think too much about it as she spent several hours after work on Tuesday and Wednesday straightening her apartment up. She intentionally left her bedroom in its usual messy state, wanting to make it harder to let herself get too carried away on what was only their second date. "Or did the coffee Tuesday count?" she wondered.
Darren knocked on her door promptly at 6:30 as they had agreed. Tina answered the door in a towel, just out of the shower; she pointed him towards the kitchen, telling him where to find an opener for the wine bottle he had brought.
"Not necessary!" he said, twisting off the screw top.
"Then find a couple of glasses and start pouring!" she replied, "I'll be dressed and out in a couple of minutes."
Darren said: "If you insist, but I don't see anything wrong with your current outfit."
Tina laughed and headed into her bedroom. Darren's flirtation convinced her to go with a somewhat bolder outfit than she had planned. She eliminated the bra she had planned on wearing entirely and went with a more casual look; a well worn slightly tight t-shirt with a tear at the front of the collar and yoga pants instead of the khaki shorts and button-down shirt she had laid out. She didn't plan on sleeping with Darren tonight but wanted him to have a hard time concentrating on the films.
The movies never had much of a chance to hold the attention of the aroused couple; forty minutes into the first film and halfway through the bottle of merlot, they were all over each other. But when Darren slipped a hand under the waistband of her pants Tina grabbed his hand to stop him and got up from the couch, telling him: "I don't mean to be a tease, but as much as I'd love to be fucked by you tonight I feel like it's too soon. I think we might have something here, and I don't want to mess it up by going too fast. That being said, I'm loving what you've been doing to me tonight and wouldn't mind some more of that."