Unexpected Affections
Copyright© 2025 by BreaktheBar
Chapter 45
Romance Sex Story: Chapter 45 - 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
Was this how threesomes happened? Talking, and dancing around the idea, and awkwardness and then ... Waiting?
You sat on the edge of your bed, looking around and feeling awkward in your own space. This was your damn bedroom, and you didn’t know what to do with yourself. How long would it take for April to have her conversation with Zara? Or was it even a conversation? Maybe they were just fixing their makeup or something. Or maybe it was a conversation and Zara was going to back out. That would mean you’d probably have to drive them both back to their car at the restaurant - April hadn’t had anything to drink at the bowling alley so she’d probably be good to go, right?
Still nothing from outside the room. You blew out a breath and fished your phone out of your pocket. No texts or anything. You put it on the bedside table and then emptied your pockets into the drawer before sitting back down.
Should you grab a book? Would that be weird if they came in all ready to have sex and you were reading a SciFi anthology?
You were internally debating whether the anthology or a comic book would be worse when the clicking footsteps of their heels on the hardwood in the living area warned you they were coming. Looking up expectantly, you were a little surprised that Zara was in the lead and not April. Your girlfriend - God, she was your official, for real girlfriend! - was behind the redhead, but Zara stopped in the doorway and struck a pose, crossing her arms as she leaned one shoulder against the door frame and raised an eyebrow. The pose cocked her hip out, accentuating her thin, tall frame.
“Well, Mr Oliver, it seems that we have a lot to discuss,” she said smoothly.
“We do?” you asked. Mr Oliver?
“Of course we do,” she said, leaving her pose and entering the room with a decided sway to her hips. “We’ve been working together for, what’s it been, five years now? Me, your loyal secretary and you, my hard-working, genius boss. All those long hours that led to your success.”
Oooh, she’s roleplaying, you realised.
“It has been a lot of work,” you said. “Especially the business trips.”
“All those trips. You in one room, me in another. We couldn’t have any impropriety,” Zara said, giving a little pout as she reached out with her hands and ran her fingers along the collar of your shirt, then unbuttoned the second button to open it a little more. “Of course, now that your wife has decided you deserve some special attention, it was me she came to. You know we’ve been friends forever.”
“Of course,” you said, glancing past Zara to April, who was grinning and gave you a thumbs up. “My wife April adores you.”
“And I adore her,” Zara said, undoing another button on your shirt before sliding her hands into it, rubbing up to your shoulders. “Did you know we speak on the phone all the time, Mr Oliver? I don’t think we keep a single secret from each other?”
“Is that right?” you asked, wondering exactly how much April had actually told Zara.
“It is,” Zara said innocently. “Sit back, Mr Oliver. Get comfortable.”
You let her guide you a bit and you ended up in the middle of the bed, leaning back against your pillows. She came around to the end of the bed and cocked her head to the side, striking another pose as she looked at you through hooded eyes. She was gorgeous. She wasn’t April, but she was still stunning.
“What is it you and my wife have been talking about lately?” you asked once you were settled.
“Oh, everything,” Zara said with a playful smile. She glanced over at April and winked. “But there’s one thing in particular we agree on.”
“And what’s that?” you asked.
“It’s time for me to thank you for all those bonuses.” She climbed up onto the bed on her knees and leaned forward onto her hands as well, crawling up the bed and past your feet like she was a cat. Her ass stayed high as she arched her back and her short dress just barely kept her covered from your eyes, but April had to already be getting an eyeful as she smirked and watched the ‘scene’ unfolding.
Zara was hovering over your knees and she reached up and ran her hand from your knee and up your thigh. She hesitated when she found the outline of your cock, then wrapped her hand around it as best she could.
“Holy shit,” she said.
“Told you,” April chuckled quietly.
“Um,” Zara said, then shook her head and looked you in the eye, “Mr Oliver, this is going to be fun.”
“I hope so,” you agreed.
She started to stroke you through your slacks, and soon your cock was awake and firming up, pressing back against her hand as you groaned softly. Zara’s eyes were trained on where her hand was massaging up and down your thigh, a little wide as her fingers traced the ridge of your cock head up and down your shaft.
“Fuck, I need to see this thing,” she mumbled and quickly reached for your belt and got it and your pants undone. You had to shift to get your pants down and she pulled them all the way off of you, leaving you in your boxers. Your cock, caught as it was with you sitting down, was hard and sticking out the bottom of the leg hole. Zara shook her head, incredulous, then licked her palm and ran it over the head, making you groan at the contact with her smooth, slick skin. She looked over her shoulder at April. “This thing fits in you?”
“Perfectly,” April grinned. “And it’s gonna fit in you, too.”
Zara shook her head and turned back to you. “Can I use my mouth, Mr Oliver?”
“I would love that, Miss Zara,” you said.
She hadn’t even waited for permission, already dropping low with her ass still in the air as she pressed her lips to your cock head. She kissed it and sucked on half the head, running her tongue over it like she still wasn’t quite sure it was real. Then she sat back up. “Get those off,” she said, pointing at your boxers. “I gotta see this cock in all its fucking raw glory.”
You shifted again, sliding your boxers down, and this time April stepped forward and helped pull them from your final ankle because you didn’t have the time to do it yourself. As soon as your cock was free it raised into a thick, fleshy flagpole. Zara got one hand around it, about halfway up, the touch helping your firm up even more.
“Mmm,” she hummed to herself, her eyes intense as she looked from your cock to your eyes and back. She tilted it towards her, leaned forward a little more, and then swirled her tongue around the head as she looked into your eyes. She slurped her lips around the crown and popped off of it before starting to stroke your shaft with her hand, looking up into your eyes again.
“God,” you groaned and reached out and brushed some of her copper-red hair out of her eyes, tucking it behind her ear. “You are ... wow.”
She moaned a little, wordless, and started to slowly bob her head, taking a bit more of your cock into your mouth every time. While she was doing that she also wiggled her butt, and whether it was on purpose or by accident that made her short dress slide a bit, and then a bit more, before her cute little ass was bare except for her red thong.
“How’s she doing, baby?” April asked quietly. She’d closed the door to your bedroom and was leaning against your dresser, one hand clutching it like she was afraid she was going to fall over and the other rubbing at her breast through her dress and bra.
“Fuck, April,” you groaned. “She’s-”
“Tell her,” April encouraged you.
“Zara, you are stunning,” you said, looking back down at the redhead as she played with your cock in her hand and mouth. “Like, you’re beautiful and have a great body, but that’s the obvious stuff. I’m- God, stop doing that for a second so I can make words go together - I’m mostly stunned by your playfulness though. Your eyes, and how you can slip into character but not make it too silly, and oh fuck, yeah, that thing you’re doing with your tongue, too.”
“Hmmhmmhmm,” Zara hummed, doing it again. Then she pulled her lips from around your cock head with a slurp and kissed the side of your shaft. “Thank you for the compliments,” she murmured. She stroked you some more, looking up into your eyes as she did it, and you saw a strange expression in her gaze. Finally, she sat up, one hand still on your cock just holding it, as she turned back to April. “You were right,” she said. “I need a couple more minutes to get used to this thing and seduce it before we do more.”
“He’s all yours to seduce,” April grinned, then seemed to decide she didn’t want to lean anymore and she hopped up to sit on your dresser, now using both hands to trace her cleavage and palm her tits.
Zara turned back to you and leaned forward, but instead of down she leaned into you and brought her lips to your mouth, hesitating at just the last moment. You could feel her breath on your lips, her nose just brushing yours.
“If it’s too intimate or something, we don’t need to,” you said softly. “But ... I think I’d like to.”
“Shut up,” she hushed you, then pressed her lips to yours.
You had practised kissing now, so you knew what to do as her lips worked and you worked yours back. What you weren’t expecting was the raw emotion in the kiss - some lust or hunger, maybe, but you got a weird sense of ... something. Something that made the kiss into more than it was. Her fingers gripped your cock as her lips worked yours, and you raised your hands to her waist and just held her gently as she started to press her tongue against your lips. Soon the two of you were making out and were both sucking in air through your noses so you didn’t need to break the seal of the kiss.
When she finally did pull away her eyes met yours for a brief moment, her cheeks pink and her lips wet from the kissing, but she dropped her eyes back to your cock and slid down to her stomach, kicking her feet up behind her as she pulled your cock down and started to slide the top third of it in and out of her mouth, moaning and putting a vibration into you.
That made you groan, leaning back and looking to the ceiling because you felt like you were in heaven, but then you remembered heaven was in the room and you rolled your head to look over at April. Your girlfriend had kicked off her Converse shoes and had one heel up on the corner of the dresser top, her knee bent and high, while her other leg spread to the opposite side as far as it could as she leaned back against the wall. This let her get one hand up and under the skirt of her dress and she was rubbing at her pussy through her panties. Her other hand was scooped inside the neck of her dress, playing with her breasts.
Seeing that April was enjoying the show, you grunted and reached forward, running your hands through Zara’s hair. “Do you want me to hold it back for you,” you asked her. “Or are you more comfortable with my hands off?”
She pulled off your cock with a moan and another pop. “Hold my hair back,” she gasped. Then she moaned again as you gathered it and held it tight to her scalp. “God. Big dick. Big hands. Jesus.” She shifted up onto her knees, leaning back down and starting to blow you in longer, slower strokes that were cramming her mouth with about half your cock. Her lips had to stretch a bit to get around you and you grunted as you felt the head of your cock brush against the back of her throat.
This return to her knees had Zara’s ass up in the air again, and this time you didn’t need to wait to see it - her dress was pretty much bundled at her waist, her cute little butt bare again except for the red thong.
“Fuck it,” you heard April groan after another minute and she slipped down from the dresser and came to the side of the bed.
“Well, well, well,” she said, affecting a slightly snobbish, almost aristocratic tone. “It seems you’ve started my husband’s surprise without me, Miss Zara.”
“Mmf!” Zara moaned, and then pulled off your cock. She took a moment to catch her breath and blink back some water in her eyes. “I was just following your directions, Mrs April.”
“Were you really?” April asked, still in a snobby tone. “Or have you simply been this horny for my husband’s cock for all five years you’ve worked for him? Honestly, Miss Zara, it’s quite unbecoming...”
“But Mrs April, you said-”
“Quite unbecoming how little of his cock you can fit in your mouth,” April finished her thought, smirking a little. She climbed up on the bed on her knees and leaned in. “Let me show you how a woman properly trained for a majestic tool this size does her work.”
With April leaning in from one side, and your gut in the way, you lost more of your visual stimuli for the next long several minutes. What you were lacking in visual, however, was more than made up for in physical.
They swapped your cock back and forth between them. There was always at least one set of lips on or around your cock, and usually two. They both also had at least one hand on it, struggling to wrap around the shaft and stroke. The sensations, if you focused on them, were almost overwhelming and you were groaning consistently. Trying to take your mind off the rising feeling of heat in your balls, you let your hands wander. You played with April’s hair, running your fingers through it. You palmed her breast through her dress as it pressed against you. She shuffled when you hooked a hand over her hip, tilting her ass more towards you and giving it a little jiggle and flex when you slid your hand up her thigh, under the hem of her dress and ran your hand across her ass. Eventually, your hand wriggled under the tight, lacey fabric of her panties, too.
“That’s it, Zara,” April gasped at one point. “That’s a good fucking girl, taking my man’s cock like that. Fuck, you’re pretty with a dick in your mouth.”
Zara pulled her lips from your cock, chuckling lowly. “You say that like I’m not pretty all the time, bitch.”
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