Time for her first date!

By the time the weekend rolled around, Eleanor had put a lot of miles on her new toy. She had fucked herself on her hands and knees several more times. She had squatted over the dildo and fucked herself like she was riding someone. She had laid on her back and folded herself nearly in half, feet in the air, and fucked herself. She practiced blowjobs daily too, more than once working on deepthroating until tears ran down her face. And she loved all of it.

Her mom had asked a couple of times if Eleanor was feeling okay, since she was spending so much time in her room. Eleanor had to make up various excuses so she didn't think something was wrong. It was worth it. By the time their date arrived, Eleanor felt prepared.

Which isn't to say she wasn't nervous - she could be overly confident about how she'd perform during sex, after all. And more importantly, she DID genuinely like Eddie. This wasn't just a booty call. And just like her sexual experience, Eleanor's dating experience was zero. She wanted to get this right.

One of Eleanor's favorite dresses was a dark blue sundress covered in tiny white flowers. It had spaghetti straps and a low neckline that showed off her chest, and ended a little above the knee - cute, but not scandalous. Under it she put on a black lacy pushup bra to accentuate her tits, and a pair of black spandex briefs that kept her dick snug against her body, even if it got erect.

Eleanor didn't wear heels often, but she did like them. She had a pair of bright red 4-inch pumps that made her legs look great. She added simple silver earrings and a delicate silver chain around her neck.

Eleanor had gotten very good at makeup. She put in the effort often, finding it fun, and she wanted to go all out tonight. She wore bright red lipstick that matched her shoes, glittery blue-purple eyeshadow, and perfectly applied winged eyeliner. She smiled at herself in the mirror. She looked fucking hot.

Her phone pinged, and she saw she had a text from Eddie saying he was parked in front of the house. She mouthed a relieved thanks to the universe that he'd texted instead of knocking - first dates were awkward enough without parental involvement.

She made her way to the front door, shouting a goodbye, and tried not to rush to Eddie's car - it would not do to break her ankle trying to walk too fast in her heels.

He got out of the car as she approached, opening his arms for a hug. He was wearing a nice green button-down shirt and jeans - certainly not as dressed up as Eleanor, but he looked nice. She was perfectly happy to accept his hug, and buried her face in his shirt as he engulfed her with his arms. She felt small in his grasp. He smelled like sandalwood.

"Hi," she said as she pulled away.

"Hi," he said with a big smile. "You look gorgeous."

She felt her face blush deep red, and she looked away. "Thank you."

"You ready?"

"Yes! Let's go."

Eleanor's heart pounded for the whole trip to the restaurant. They chatted idly, just small talk for now, and Eleanor kept stealing glances at Eddie while he was focused on the road. He had a strong jaw with just a hint of stubble that was very nice to look at. Eleanor felt her cock stir and tore her eyes away, looking intently at street signs for the next several blocks.

Soon, they arrived. Eddie parked, and Eleanor gave her name to the hostess. Because she'd made a reservation, after only a couple of minutes they were walked to their table.