Unexpected Affections
Copyright© 2025 by BreaktheBar
Chapter 19
Romance Sex Story: Chapter 19 - Oliver is surrounded by friends and loves his nerdy life, but after entering a silly Dating App contest his life starts to turn upside down. This is a slow-burn harem story about a big (in size and quality) nerd and the various women in his life.
Caution: This Romance Sex Story contains strong sexual content, including Ma/Fa Mult Consensual Romantic Lesbian BiSexual Heterosexual Fiction Humor Sharing Group Sex Harem Polygamy/Polyamory White Male White Female Oriental Female Cream Pie Exhibitionism First Facial Oral Sex Petting Squirting Tit-Fucking Voyeurism Big Breasts Public Sex Size 2nd POV
It was a beautiful afternoon, and somehow you still felt like it got even better as you walked into the park and saw April waiting for you. You were downtown in the entertainment district, with lots of bars and restaurants and other places around so you had no idea what she had planned for your date, but you knew just seeing her was like a kick in the ass as your nervousness did a weird flip-flop of being relieved you weren’t being stood up, but also that oh my God she was actually here.
When April saw you she broke into a big grin and stood up from the picnic table she’d been sitting at, coming over to you with a little bit of a skip in her step. “Hi!” she said, biting her bottom lip as she approached.
“Hi,” you said, and opened your arms for a hug because you weren’t really sure what to do. All of your ‘Date Training’ had been geared towards the first date. The second date felt different, especially considering you’d had sex with your date.
April stepped into your arms and hugged you, but then turned her face up to look into your eyes. “Kiss me, big guy,” she said with a grin.
You laughed a little nervously and bent down, kissing her softly. You’d done that a lot, that first night, but it was still new to you. Still a little awkward as you tried to figure out what you should do with your lips and your hands. How quick a kiss should a Hello kiss be? You kept it short, you thought, and April looked happy as you pulled back.
“It’s really good to see you again,” you said.
“You too,” she grinned and then took your hand. “So, I figured since we went fancy last time, this time we should go casual.”
“Sounds great,” you said. “And I really like what you did with your hair.”
“Thanks, sweetie,” she grinned. April had pulled her hair back into a high ponytail but left some curls of hair down either side of her face, framing her glasses. She’d also dressed in a cute summer dress that was black and had little spots of colour on it, and now that you were up close you saw they were planets and galaxies and other celestial bodies. It came down almost to her knees, but the much more distracting part was the cleavage it was showing. “You look pretty good, too,” she continued. “I like the shirt.”
“Well, you did say dress down,” you said and adjusted the t-shirt you were wearing. It was black as well and had a tuxedo t-shirt print on it, except the bowtie was hanging loose and the top buttons on the print were undone with blue underneath and a hint at the Superman logo.
“You’ve got your phone with you, right?” April asked
You frowned a little and nodded. “Yeah, of course.”
“Good,” she said. “Do you still have Pokemon Go downloaded?”
You chuckled. “I don’t know, it’s been a long time since I played.”
“I figured,” she said. “So that’s step one of our date. I’ve plotted a little Pokestop tour around here until our first reservation of the afternoon.”
“Sounds fun,” you agreed, pulling out your phone. It didn’t take long for you to re-download Pokemon Go and sign into your old account. You and April spent a little time tracking down a few Pokemon before moving on to the Pokestops. As soon as you started on your walk, April took your hand and smiled at you.
God, that felt good.
She looked pretty as hell. Not like your first date where she’d been sort of done up professionally for the photos and everything - you’d felt like you were almost on a date with a movie star at that point. Today she felt like she was normal-person pretty. She’d done her own makeup, and she looked really cute, and it was like her personality was matching with her physical vibe.
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