“I mean, if it doesn’t work, I can just walk away…”
“Exactly!”
“And I still do have Nathan’s number I suppose…”
“My work here is done – just call him already!”
She did. But only later that week. As much as she was so nervous she could hardly speak, she dialed the number scribbled on the piece of paper still lying on her nightstand.
It was only the start of the adventure.
<
She wouldn’t return to the penthouse until the weekend, the days dragging by painfully as the two men remained on her mind.
Nina found herself masturbating almost every night as the thoughts of her steamy encounters came back to her. Grace was right, there was no way she could just walk away from this.
So, she phoned Nathan up. He insisted she come over immediately, seeming genuinely happy to hear from her. But she declined, saying she would be available on the Saturday only.
He invited her over for dinner at their place – he’d cook.
She still wasn’t exactly sure how the arrangement would work. She had never done anything even remotely similar before and she wasn’t really sure what it entailed. But she took an Uber to the penthouse as agreed on Saturday.
After an entire day of shaving and getting ready and picking the perfect outfit, she finally stood outside the elevator of the 15 story building in the city center. She had walked past the fancy structure so many times before, never imagining that she would ever have a ticket inside, never mind to the top.
Evan answered the door much to her surprise. Part of her had kind of expected a date with Nathan. She never got clarity on whether they would both be there or what the plan was. But the table was set for three – candles and wine all set out perfectly.
“You’re finally here,” Evan happily greeted her, kissing her comfortably as she walked in. His confidence was addictive in a way and she found herself drawn to him instantly again, overly aware of his hand resting on her hip as he guided her to the kitchen. “Look who I found,” he laughed, taking her to Nathan.
“I’ve been waiting forever, I swear,” Nathan smiled, grabbing her face between his hands and kissing her deeply where his friend’s lips were only moments before. She had almost forgotten the assertiveness of his passion. Evan’s hand was still on her hip as the three of them stood in the kitchen. She was still a bit awkward about the whole thing, overly aware of the proximity of the men and not sure how to act.
She still hadn’t said anything, just standing there like deer caught in headlights.
“What’s wrong?” Evan asked, seeing the confused look on her face.
“I don’t understand what is happening,” she admitted, looking from Nathan with his almost scruffy, dark complexion to the clean cut Evan, and back.
“What’s happening is that we both like you and we hope that you like us,” Evan smiled.
“But it doesn’t make sense?” she said.
“It doesn’t have to. If you like us both too, then I don’t see why we shouldn’t explore this unintentional twist of fate,” Evan was so calm about the whole thing, he made it seem like the most logical situation in the world.
“I do like you both…”
“Well, then it’s sorted. The rest we can figure out as we go along,” Nathan smiled. “Now go sit down and let Evan pour you some wine so I can finish this roast.”
"Ah, such a good housewife," Evan teased. "Now I remember why I keep you around."
“Excuse me, you don’t ‘keep me around’, I pay rent,” Nathan pretended to be offended.
“Ha, as if! Neither of us pays rent and you know it," Evan laughed. "Just finish the roast – I'm starving. Come," he took Nina by the hand and led her over to the table, pouring her a glass of red wine as promised.
She was grateful for the alcohol, hoping it would help calm her nerves. She almost changed her mind about showing up, but she would never forgive herself for not seeing how this ends up. She couldn’t just miss an opportunity like this. Besides, the guys genuinely seemed at ease with the arrangement.
Dinner was delicious and the conversation flowed comfortably (as did the wine) while the trio got to know each other better.
But the sexual tension was unmistakable. Evan rested a hand on her thigh throughout dinner and Nathan touched her cheek, her arm, her hair as he conversed, his piercing green eyes staring deeply into hers.
She was slowly getting used to the idea of the two of them, becoming less awkward about showing the one affection in front of the other. Part of her kept waiting for the other shoe to drop though – but it never did.
“That was incredible,” Nina complimented the dinner as Evan cleared the plates while Nathan opened another bottle of expensive-looking (and -tasting) Cabernet Sauvignon. Mind you, everything in the apartment looked expensive.
She had since learned that Evan was a ‘trust-fund baby’ as he calls it, heir to his father’s massive fortune. Hence the fancy penthouse apartment and confidence that bordered on arrogance at times. He and Nathan had been best friends since their teens, playing on the same hockey team at their fancy, ivy-league school. Evan’s father could afford the exorbitant school fees while Nathan’s natural talent for sport, academics, anything really – secured him a spot at the ‘fine establishment’. They have been inseparable since, the story went, even though they had such vastly different personalities. Both seemed to be on par though when it came to getting in trouble with women. They were only two years younger than she was but the age gap seemed much larger.
Nina was still trying to sum up the boys and spent the whole dinner intently listening to their tales of youthful misdemeanors and excessive hedonism. Evan was definitely the more outgoing of the two, but he had a soft side to him, a sweet, almost boy-like charm despite his confidence. While Nathan was more assertive, more intense. He was the less talkative of the two but she could see his mind was always running in fast-forward. He had a slightly more aggressive, mature character but those eyes could melt anyone in a heartbeat.
They seemed to have contrasting personality traits and she couldn’t exactly figure them out immediately, but she enjoyed their company and there was no denying – both men were incredibly attractive.
“So what’s for dessert?” Nina asked, getting up to help clear the table.
“You are,” Evan whispered with a grin, taking the plates from her hands and putting them down on the counter. He firmly grabbed her around her waist and pulled her in for a kiss, his other hand holding onto her neck as his kisses trailed down to her collarbone.
Her whole body shivered as it remembered his familiar touch, responding almost by instinct rather than thought. She was instantly turned on again, brimming with desire.
Nathan was cleaning up the kitchen still and she almost forgot he was there as Evan picked her up and carried her to his massive king-size bed that she woke up in the week before. She held onto his neck, kissing him lustfully as they walked – he knew the route, he didn’t need to see in front of him. She was normally one for being carried around but she enjoyed the game.
Evan kneeled down, gently letting her down on the bed. She was wearing a knee-length flowy dress, very feminine. This time she made sure to wear her nicest lingerie, not that anyone would notice.
She fell into the soft bed, letting it swallow her up as she felt Evan drag her panties down her smooth legs, exposing her perfectly groomed center. He pushed up the green fabric of the dress over her hips, not even bothering to take it off – only one goal in mind.
He kissed her nervous flesh sweetly, sending goosebumps all over. He pushed her thighs apart, planting a kiss on each side, before moving more central. His hands rested on her inner thighs, parting them to make room for his blonde head to sink down into the flesh below. His tongue lightly played over her excited flesh, tickling almost unbearably. Slowly at first, his movements gradually sped up, his tongue making tiny circles over her most sensitive spot.
/> She was so engrossed in the experience, eyes closed in pleasure, that she didn’t hear Nathan enter the room. She only noticed when the sweet, slow movements on her groin suddenly became more aggressive, the tongue licking her up in broad strokes. Only then did she notice the roughness of the beard tickling her flesh.
“What?” Nina tried to sit up, confused, but the boys just laughed, Evan climbing on the bed to kiss her, holding her in place as Nathan continued where his best friend left off – tagging in almost seamlessly.
Evan kissed her deeply as she bit down on his lip as her whole body jerked in pleasure from Nathan’s work below. Evan played his hands over her breasts, cupping them, squeezing them, biting down playfully over the green material still hiding them.
He stretched his leg over her waist, pinning her down on either side as he hovered over her. She could feel his erection against her belly as he slid the material of her dress further up, over her outstretched arms, her head.
Nina reached up, fanning her hands out over his hard-rock abs under his shirt. She slipped the buttons out of their loops slowly but sloppily as she kept getting distracted by the pleasure taking place between her legs. She couldn’t see Nathan as Evan sitting in front of her blocked everything but his perfectly toned figure, but she sure could feel his tongue, his fingers, working through her juices.
Evan finished off the rest of his buttons himself, throwing the shirt on the floor, laughing as he continued to play with the breasts beneath him. Nina grabbed his behind and pulled him closer, quickly undoing his pants and grabbing his erection free from his underwear.
He inched closer to her, still standing on his knees, pants sagging under his crotch. She playfully grabbed the flesh above her, bringing in closer to her mouth. Nina flicked her tongue over his erection, sucking the bulging tip teasingly, still gripping it loosely, her hand moving up and down in rhythm with her tongue.
She took him in further, swallowing him inch by inch as her other hand held onto his muscular ass. Her rhythm was erratic though and at times she found herself freezing in place, his manhood still inside her mouth, as her whole body tensed in pleasure when Nathan hit a sensitive spot. She found it impossible to concentrate on the task at hand but still managed.
Just when she thought she couldn’t possibly take any more pleasure between her thighs, Nathan moved away. He climbed on top of the bed as well, smiling at his friend who had his eyes closed while she worked her tongue over his erect flesh. He took off his clothes, watching the other two, stroking his finally-free erection. Nina moved her hand from Evan’s behind and placed it over Nathan’s, moving up and down alongside his movements and in rhythm with her mouth on Evan’s member. Both men groaned in pleasure as she multi-tasked in a manner she never knew possible.
Evan suddenly moved his crotch away, bending down to kiss her momentarily before getting up from the bed and taking off his pants and underwear completely. Nina continued working her hand over Nathan's erection next to her as he moved closer, pulling her towards him as his desperate lips found hers, kissing her intently, passionately. His hand dropped to her chest, digging out a breast under the bra. He pinched her nipple between his finger and this thumb, rolling the excited flesh between his fingers in a mix of pain and pleasure. Her hand continued moving almost like it wasn't attached to her – automatically, massaging the eager flesh.
Nathan reached behind her and unclasped the bra expertly and she moved her hand from his burning desire only momentarily to unhook the bra from her body before it fell onto the floor, finally freeing her large breasts. He sucked down on the dark circles around her nipple, massaging the other breast with his coarse hands.
Meanwhile, the now-naked Evan had pushed her thighs apart again, his fingers circling her moist hole, dipping in from time to time. He kissed her down there sweetly, before moving away. He grabbed her legs and pulled her towards the edge of the bed, towards his erection that stood waiting for her. He pulled her right onto him, sliding into her slowly as she wrapped her legs around his waist, never once letting go of Nathan who had exchanged her nipples for her lips again, kissing her fervently as Evan plunged into her at a slow rhythm that rocked her whole body.
Evan pulled out after a while, leaving Nina free to roll over and pin Nathan down. She teasingly licked his erection – the larger of the two – lapping up the drops forming at the tip. She swung a leg over him, lowering herself slowly onto his manhood as he guided it into her with one hand, the other cupping a breast above him. As she took all of him in, he moved his other hand onto her chest as well, holding up her breasts as she moved on top of him, her hips bucking to and fro as she rocked rhythmically above him. He pulled her down for a kiss.
Nina could feel another pair of hands on her behind, gently parting her buttocks and licking the sensitive flesh beneath. She shivered in unexpected pleasure and Evan laughed at the reaction, taking it as encouragement and continuing the exploration of his mouth on her ass while she rode his best friend.
Evan covered his fingers in spit, rubbing it over the area below generously, before climbing onto the bed fully again. He slowly pushed inside her from behind, her whole body tensing up as she took him in as well. Now Evan was in control of the movement as he gently rocked her from behind, Nathan remaining almost completely still beneath but the movement of her body inadvertently rocking him as well.
She had never had two men inside her at once before and the mix of pleasure and pain was almost too much to bear. Evan reached around, one hand resting on her hips, the other rubbing the moist spot between her legs, stimulating the sensitive bud at the same time. With Nathan’s hands still on her breasts and her mouth still on his, there was so much going on, that it felt like her brain and body were short-circuiting. She had never known this feeling could be possible – the sheer ecstasy was overwhelming!
But not as overwhelming as the climax that ripped through her when she finally came, her whole body contracting in excess pleasure with the men still inside her, coming only moments afterward!
Evan pulled out and the exhausted Nina rolled off Nathan, cradling in his sweaty arms as she kissed her sweetly. Evan lay down on the other side, cupping her face to lean in for a kiss as well.
The three of them didn’t say a word, just lay on the bed, sweaty, panting, laughing.
Maybe this wasn’t such a bad idea after all, Nina thought, pulling Evan closer to her too, his face resting between her breasts as she lay in Nathan’s arms.
<
The next few weeks are a blur of passion and desire and Nina found herself counting the minutes until the work day was finally over and she could return to the penthouse.
With Nathan being a writer by profession and Evan making a full time living out of being a trust-fund baby, they were always ready and waiting for her. In between, she made do with kinky messages from the two of them to amuse her at work. Though she had learned the hard way never to open a text from Evan in public. He had a knack for finding creative ways of sending her yet another picture of his privates – something he found highly amusing.
At first, she was hesitant about the arrangement, worried about how it would actually work. But the friends were great and because of their confidence, they never got jealous of one another.
The variety of their dates were endless. As endless as the limit on Evan's credit card it seemed. Never in her life had she had this much fun – or sex for that matter. They would fly to the ocean for a weekend away or have a picnic on the roof of the most spectacular building. The guys seemed to know a place for everything. Although, the only catch was that Nathan didn't fly, so on those weekends away it was just her and Evan. She later learned that Nathan had a seemingly irrational fear of boats as well, not just planes.
But it didn’t matter. Her weekends away with Evan didn’t take anything away from her relationship with Nathan. There were times when the two of them would hang out without Evan as well.
Although he didn’t have an official jo
b and Nina was not quite sure what he actually did, Evan was often away for ‘meetings’ and other family obligations that ensured the cash came rolling in. On those days, she was all Nathan’s. They would lie in bed and watch a movie or go salsa dancing or something random he dreamt up. He would read her a story he wrote on rare nights, when they lay naked in each other's arms at 3 am, exhausted but content. But he was overly self-conscious about his work and more often refused to let any of it escape beyond his neatly lined notebooks he kept hidden away.
She learned to appreciate each man for his own way and personality, never able to get enough of either to satisfy her addiction to the friends. They were so different but between the two of them, they showed her a happiness she never thought possible. Each of them spoke to a different side of her, neither any more important than the other.
Evan was more daring, more impulsive – always pushing the boundaries and she often found herself on bizarre dates like skydiving or jet skiing on a lake. Sometimes Nathan would come with but although he was naturally good at all sports and outdoor activities, he was more reserved, enjoying quieter tastes. Even for her, some of Evan’s wild ideas were a bit nerve-wracking, but he always managed to convince her to join him, coaxing her out of her comfort zone with his certain confidence that she found irresistible. And there was nothing quite like the thrill of having sex after an adrenaline rush of such a nature. In hot air balloons, on yachts, even in parking lots of fancy hotels – they could never keep their hands off one another. Evan’s fearlessness also meant he had no worry about getting caught – ever. But Nina did enough worrying for both of them!
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