Two popular girls ask a dorky young man on a shared date.
This FFM romance story has a plot-heavy start and a lewd but wholesome finish. I hope you enjoy it.
The characters in this story are 18-year-old high school seniors.
Another school day was coming to an end. Taylor hoisted his bag over his shoulder and made his way through the bustling hallways, too caught up in thought to pay much attention to his surroundings. He didn’t have a shift at the comic book store tonight, so he figured he would just head home and work on his sketches. He had come up with a few more good ideas while he was trying in vain to keep his attention on the class material. Such was the serendipity of boring classes. He had just arrived at his locker and was preparing to unload his books into it, when his phone buzzed inside his pocket.
He pulled it out to check the new message and immediately recognised the beautiful blonde in the profile picture: Erika Moore. She was far too popular to be associating with a dorky guy like him, yet a fortuitous sequence of events had put them in contact some time back. Her message read: “Hey Taylor, I’d like to ask you something important. Could you meet me at the back entrance of the school in 10 mins? :)”
Taylor didn’t know what this would be about, but he was happy to comply. Erika wasn’t just a beautiful girl, but a very sweet one too, so if he could be of any help to her, he would do so gladly. He texted her an affirmative response before putting his school supplies into his locker and making his way to the meeting place. There was a garden of sorts at the back of the school, which was used by many as a hang-out spot during recess. Now that the day was ending, however, most students were taking the quickest route home, namely the front entrance, leaving the back as a convenient place to talk.
Taylor’s eagerness had gotten him there a little earlier than intended, so he messed around on his new phone for a bit as he waited for her. A few minutes later, she emerged from the double doors. Erika was, in terms of appearance, a typical “queen bee”-type girl, with tanned skin, long wavy blonde hair, and blue eyes. She was tall for a girl and had a slender, athletic build thanks to years of gymnastics and cheerleading. She was wearing her school uniform, consisting of a white button-up shirt, a knee-length blue skirt, and black pantyhose. It wasn’t a very flattering outfit, but almost anything looked good on her lovely hourglass figure.
“Oh Taylor, there you are,” she said with a smile as she walked up to him. Contrary to what one might assume from her appearance, she wasn’t a conceited “alpha woman”-type at all. The centre of attention did tend to gravitate towards her, as did the many rumours that were sure to emerge in your typical high school, but she was never the one to seek it out.
“Hey, good to see you, Erika,” Taylor answered while tucking his phone away. His eyes gravitated for just a moment to the sight of her ample breasts straining against the snug fabric of her shirt, but he tore his gaze away and back to her face as inconspicuously as he could. A girl like her surely got ogled all the time, and he didn’t want to contribute to that. “What did you want to ask me?”
The gentle wind played with her long hair, so she brushed a few locks of it behind her ear. “Well, my friend is coming too. It’s something that concerns both of us, so we should wait for her. She’ll be here any moment.”
Just as Erika finished, someone else emerged from the school entrance. Taylor recognised her right away by her distinctive appearance: Jade Parker. Jade had fair skin, green eyes, and long hair dyed vibrant blue. She was shorter than Erika, with a slender but curvy physique and, notably, a huge rack. She wore the same plain school uniform, but the modest outfit did little to hide her alluring physique, with her magnificent chest putting serious pressure on the buttons of her shirt. Hers was perhaps the only bosom around that was harder to avoid staring at than Erika’s.
And Taylor wasn’t the only one who thought so. Jade was somewhat well-known around the school for being, in the words of some of the more vocal students, a Twitch thot. She ran a let’s-play livestream channel, with a moderately-sized but very enthusiastic fanbase. Taylor had tuned in a few times out of curiosity, and while her gameplay and banter were certainly appealing, it was hard to deny that her appearance was a major draw. Taylor didn’t know her well in-person, but she had always seemed like a nice and reserved girl, in contrast with her colourful appearance and reputation. The two of them would be considered strangers if not for a certain incident quite recently.
“Oh, you both beat me to it,” she said as she spotted the two of them. “Hey Taylor. Remember me?” she asked with a shy smile as she walked up to join them.
“Yes, of course! How could I forget?” A blush crept up his cheeks as he remembered that particular memory with a mix of pride and embarrassment.
“Anyways,” Erika said, idly twirling a strand of golden hair around her finger. “The thing we wanted to ask you is a little weird, but hear us out. Earlier today, during lunch break, we happened to be having a conversation about you…”
***
“Time to spill the beans, Erika,” Jade said as she sat down at the lunch table, across from her long-time friend.
Erika was about to take a sip of coffee, but halted in place. “Beans? What did I do?”
“Your new love interest,” Jade clarified, fluttering her eyelashes melodramatically. “The one you hinted at on Whatsapp. I wanna know the details.”
“Oh, right.” Erika completed her sip. “You were so excited, I thought there was some new shitty rumour about me or something.”
“No, no, none of that. I’m just curious about this new guy. You made it sound like he was different from your other suitors, but you wouldn’t tell me how or why.”
“He’s pretty different, yeah. But nothing has really happened between us yet, so I dunno if I should be talking about it. I don’t want you to be disappointed if nothing comes of it.”
“Aw, come on, it doesn’t matter if anything comes of it, sharing these kinds of things is fun.” Jade rested her arms on the table and leaned in towards Erika, smushing her heavy chest against the surface. “How about this: you tell me yours, and I’ll tell you about my new crush.”
Erika cocked an eyebrow. “You have a new crush too? That’s bigger news than mine. Okay, fine, I’ll tell you. But I’m not gonna say his name, so you can’t judge him for anything that does or doesn’t happen.”
“Sounds like a deal to me,” Jade rested her chin on her fist in anticipation.
“So, you know how I’m totally shit at math, right? Like, so shit that I’m still catching up on material from earlier years?”
“Uh, your words, not mine. But yeah.”
“The school runs a partnering program for struggling students, and I got partnered with this guy who volunteered to help me with my maths. He’s good at the subject, so he was a huge help. And, I dunno, he was just very supportive and considerate the whole time. He made no ham-fisted attempts at hitting on me either. Maybe I have unreasonably low expectations for boys, but that stuck with me.”
“Are you sure he isn’t gay? That’d be an explanation.”
“No, I don’t think so. His eyes would trail to my chest from time to time, as they always do. But he made a real effort not to act thirsty with me, and I appreciate that. Anyways, I fell out of touch with him a bit after that semester ended. Then when I broke up with Michael some time later, it dawned on me how much I missed having a really supportive person in my life. Not that you aren’t a supportive friend, but there are some things you just can’t ask your girl-friends to do for you. Like bringing you ice cream late at night when you’re a depressed mess after a break-up.”
Jade snorted a little in amusement. “You asked him to do that?”
“Well, I didn’t ask, more like I hinted at how much I was craving it. But he went and brought it to me without a second thought, and even stuck around to let me vent all my worries and grievances to him. Not once did I feel judged for how pathetic I was being, and not once did he try to take advantage of my vulnerable state.”
“That’s really sweet. This was just like two or three weeks ago, right?”
“Yeah, something like that. And now that I’m getting over Michael, I’m starting to wonder if I should ask him out. He’s not my usual type, but maybe that’s a good thing. Maybe it’ll stick this time.”
“Aww, that sounds like a love story waiting to happen.” Jade held her hand to her heart. “I know you said no judgement, but you better ask that guy out.”
“Yeah, yeah, I think I will. Telling you that story has reminded me how much he meant to me over the past schoolyear. I’ll ask him out sometime soon. But now it’s your turn. This new fling of yours, is it a guy or a girl?”
“Fling isn’t the right word. It’s more like a… sudden infatuation? But uh, it’s a guy.”
“Oh really? How did that happen, miss I-don’t-like-guys-that-much?”
Jade made a pouting face. “Hey, I do like guys. I just think many guys my age are tools, is all. To be fair, I don’t know this new guy very well. He might turn out to be a tool too, but I don’t think so.”
“So how did you get into infatuation territory without getting to know him?”
“Okay, this is gonna sound like a cheesy romance novel, but hear me out. Just last week, I was on my way to use the ladies room between classes, and this dickhead followed me in. It was one of the football players, Jason Something. Anyways, this was on the top floor, so it was just me and him in there. Obviously he knew me from my livestreams, and he must’ve figured that since I’m busty I must be easy too. First he started hitting on me really crudely. You know that thing guys do where they think they’re being smooth by blocking you from walking away? Yeah that. I shrugged it off as best I could, but I also forced myself to be nice about it, cause I didn’t want any trouble. Well that didn’t work out because apparently he took my being polite as an invitation to start touching me.”
Erika’s expression darkened. “Seriously? You got straight-up molested? Why didn’t you tell me about this earlier?”
“Well, I didn’t wanna raise any more of a ruckus about it. You know how people will hear of an event like that, spin it into a rumour, and suddenly I’m the one who sounds like a slut. Anyways, there’s a positive spin to this. He’d only just started grabbing at me when this other guy that I didn’t know entered. Apparently he saw that douchebag entering the ladies’ room and figured something was fishy. He took a bunch of pictures of what happened and threatened the guy to back off or else he’d show them to the principal.”
“That’s a relief. Did it work?”
“Well, kinda. The jerk left me alone, but starting threatening him to delete the photos. When he refused, he got sucker punched. The guy fought back pretty valiantly, but he was smaller, so he got his ass kicked pretty bad. Ultimately the dickhead took his phone and destroyed it, along with the photos. Which, to be fair, he should’ve seen coming. But the jerk left after that, thankfully. He obviously couldn’t continue his business with an eyewitness around. But guess what the guy with the phone did then?”
Erika was rather gobsmacked by the sequence of events she’d described. “Uhm, what did he do?”
“Even though he was the one with the black eye and the bloody nose, he rushed to make sure that I was okay. Did everything he could to comfort me before even worrying about himself. Something about that really stuck with me. From there, I helped him clean up his injuries, and together we testified to the principal about what happened. I dunno if the jerk got any serious punishment for it – probably not since we didn’t have any proof. But I know the principal reprimanded him, so at least he’ll have learned that he can’t do whatever he wants in broad daylight, I guess.”
“Jeez Jade, that really sucks. I’m sorry you had to deal with that.”
“Yeah, it did suck. But on the other hand, the way that guy came to my rescue was like… pretty hot. Obviously the way it unfolded wasn’t very heroic, but that makes it all the more impressive in a way. Like, he was clearly outmatched and he still did it for my sake. We parted ways pretty abruptly and I haven’t spoken to him since, but I haven’t been able to stop thinking about him. I really wanna track him down and properly thank him for what he did. And frankly, I’m thinking of asking him on a date. But I’ll have to find out what class he’s even in first.”
“Aww, that’s something of a good outcome at least. I hope you can find him soon. Do you know his name? Maybe I’ve heard of him.”
“His name was Taylor, I believe. Taylor… gosh, what was his last name?”
“Wait, wait, wait.” Erika’s eyes grew big like saucers. “Taylor Barnes?”
“Barnes… yeah, I think that might be it. Brown hair, pretty short?”
“That’s him!” Erika announced a bit too loudly, causing some heads to turn her way. A blush crept up her cheeks as she leaned in towards Jade and spoke more softly. “That’s the guy I was talking about.”
Jade quietly blinked at her friend for a few seconds as the gears of her brain fell into place. “The guy who helped you out with your math and your break-up is the same guy who saved me from getting groped? Are you saying we have a crush on the same guy?”
“Sounds like it.” Erika leaned back in her seat with a ponderous expression. “And frankly, knowing that he performed such a heroic act makes me want to ask him out even more.”
“Hey, what about me? Now that I know how sweet he is in everyday life, I definitely wanna ask him out too. You can’t just call dibs on that.”
“No, you’re right. We’re friends, we can’t just make a run for it and try to ask him out before the other does. He have to let him decide who he’d rather date.”
“Even then, we can’t expect him to decide without trying out at least one date per person, right? So then someone still has to go first, and whoever goes first will get the advantage.”
Erika sighed. “True again. Though, there might be one way that we could handle this…”
***
Taylor found himself pleasantly surprised as the girls related their favourable memories of him. He already knew, through his association with Erika, that she was friends with Jade, but he wasn’t sure if his interactions with them were noteworthy enough that they would end up discussing them. “Wow, I’m flattered that you two have such a high opinion of me. I mean, in both cases I was just doing what I figured anyone would do, you know?”
Jade chuckled. “If only everyone was as supportive as you, then that crappy situation wouldn’t have happened in the first place. Again, I’m really grateful for your help.”
Taylor felt his cheeks reddening as he was showered with compliments by such lovely girls. “Oh, it was nothing. No, that’s not true. But I did it gladly, there’s no need to thank me.”
“Thing is,” Erika interjected. “I didn’t call you here just so Jade could thank you for your heroism. Jade and I also had a question for you, and a bit of an odd one. Would you like to go on a date with us?”
Taylor blinked at them as he processed the request. Both girls were looking at him expectantly. “A date… with us?”
“Yup,” Jade said. “A date with both of us, together, simultaneously.”
Taylor still couldn’t process it right away. Were they really saying what he thought they were saying? A date… with three people? That didn’t sound right at all. Perhaps he had misinterpreted. Perhaps they just wanted to hang out as friends, and had called it a date mistakenly. He could ask them to clarify, of course, but he knew right away that he wouldn’t have the guts to do so. If he was wrong, they’d think he was a conceited bastard for assuming that two girls would want a joined date with him. And even if his interpretation was right, he still wouldn’t know the girls’ true intentions. Perhaps they were dangling romantic intentions as a way to scam a free meal out of him? Perhaps this was a prank meant to embarrass him somehow? Or perhaps they were trying to get him isolated and outnumbered so they could steal his kidneys?
He shook the waterfall of doubts out of his mind and steeled his nerves. It was suddenly quite easy, not because he no longer believed those doubts, but because something crucial had occurred to him: he would gladly brave any of those risks for the chance to be with one of these sweet and beautiful girls, let alone to earn the affection of both. “Yes, I’d love to. That sounds like fun,” he answered, doing his best to sound confident.
Both girls’ eyes lit up with joy, which was a reward in and of itself. “Awesome,” Erika said. “We were thinking of trying out the new Italian place at Baxter Road. I live close to the city centre, so we could all meet at my house and go from there. And maybe we can return to my house for some drinks after. How’s that sound to you?”
Taylor felt odd about discussing something so unfamiliar so casually. “Yeah, that sounds great. Friday evening, I assume?”
“Yup. Meet you there at, say, six? I can make a reservation for us.”
“That works.” Taylor looked at Jade, who showed him a shy smile, then back at Erika. “I’m looking forward to it.”
They exchanged some more small talk and pleasantries, before the girls said their goodbyes and departed together. Taylor hung around a little longer, wondering if this was all a pleasant dream that he was going to wake up from any moment now. When no wake-up happened, he went home as well, feeling both excited and anxious for the end of the week.
***
Taylor halted his bike in front of Erika’s house. He recognised it from the last time he was here, bringing her ice cream after her break-up, but even so he double-checked the address that she had messaged him. School had finished about two hours ago, and ever since that time he had been mentally preparing himself for the date. Their conversation on Tuesday had given him a surge of confidence, but now that the dopamine from that had worn off and the actual date was about to begin, he felt nervous and unprepared.
For the last three days, he’d been worrying himself sick, making some pretty embarrassing Google searches like “how to talk to girls”. The results weren’t very enlightening, with most answers being either the usual platitudes that everyone knows about, or weird pickup artist tricks that he would feel gross for even attempting. One time he almost searched for “tips when losing your virginity”, but he couldn’t bring himself to press the enter key on it. He was sure that neither of the girls would do anything sexual on the first date, and even entertaining that possibility felt disrespectful. All in all, even though he’d had three days to prepare, he didn’t feel like he’d made much progress. There was at least some comfort in knowing that he had done what he could, and that no amount of additional pondering or Googling would make him feel any more prepared.
He parked his bike next to Erika’s house, and took a moment to ensure that his appearance was in order. He had put on a blue button-up shirt and some grey jeans – an outfit that he figured was neat enough for a date and casual enough in case it wasn’t a date-date. A lot of anxious deliberation had gone into that choice, more than he cared to admit. It was a warm spring evening, so at least he didn’t need to worry about wearing a jacket.
He approached the front door and rang the bell. In the few seconds that followed, his brain managed to derail into worrying about the chance of getting stood up. What if the girls weren’t here at all? What would he do then? Call them to find out what’s going on, and potentially embarrass himself further? Or quietly accept defeat and head home? Thankfully, he didn’t have to answer that question, as he soon heard footsteps from inside.
The door opened, revealing Erika in front, and Jade right behind her. To say that they looked beautiful would be an understatement. Erika wore a snug blue dress, long-sleeved but with a generous neckline and a knee-length ruffled skirt. A belt around her waist accentuated her hourglass figure, pulling the fabric tight around her ample chest, and below the dress she wore black pantyhose and ankle boots with a modest heel. Jade, meanwhile, wore a snug red off-shoulder top, with a neckline low enough to show off the upper slopes of her bountiful breasts. Below that, she wore black skinny jeans and heeled knee-high boots. Her black bra straps were brazenly visible over her bare shoulders. They weren’t formal clothes, but they were fancy enough that Taylor finally felt comfortable in assuming that this was a date-date.
“Ah Taylor, perfect timing,” Erika said with a smile. “We were just getting ready to leave. How do we look?” She gestured at her own outfit with one hand, and to Jade’s with the other.
“Oh, you two look fantastic. You usually do, but even more so today,” Taylor answered as confidently as he could. He felt a blush creep across his cheeks as he struggled not to stare.
The girls giggled in tandem. “Thanks. You look nice too,” Jade said, prompting an enthusiastic nod from Erika. “I’ll just grab my purse and then we’ll be off. The restaurant isn’t far, so we can walk from here.”
***
The three of them arrived at the restaurant together and were assigned a table. As they received their drinks and ordered their meals, the girls were eager to make small talk with both Taylor and each other. Taylor felt stiff at first, hesitant to speak up, but over time his anxiety melted away and maintaining conversation became increasingly easier. Despite their intimidating looks, both girls were genuinely pleasant to be around, and something about the way they spoke to him put him at ease.
As the evening advanced and they received their meals, the topics of conversation became more serious, and they ended up speaking at length about their aspirations. Taylor mentioned his dream of becoming a comic book artist, though he quickly admitted that his sketches were far too crappy for that. After a bit of pushing from the girls, he showed them some photos on his phone, and both girls enthusiastically disagreed with his negative self-assessment. They urged him to keep them up to date about his new creations, which he bashfully agreed to.
Jade explained her hopes of becoming a video game journalist, one who gets taken seriously for her opinions rather than just her looks and personality. She had already considered some more analytical content, but was hesitant to go through with it, for fear that her fans would lose interest if she showed a more serious side of herself. Taylor encouraged her to give it a try, and promised that he would be the first to support her new content.
Erika told them that she wanted to become a vet, so that she could work with animals and improve the lives of others, but how she feared that she simply wasn’t good enough at science to get there. That was something Taylor couldn’t easily disagree with, knowing her track record at maths, but he assured her that there were many ways to get into the field of animal care, and that her warm personality would make her an excellent caretaker.
When they finished their dinner, Taylor offered to pay for it, but the girls insisted on splitting the bill, especially since Taylor had already sacrificed his phone for Jade’s well-being. Erika offered to go back to her house and have some drinks together, which Taylor eagerly accepted. He was happy to spend more time with the girls, and glad that they apparently felt the same way.
***
As Erika opened the door to her house, she informed Taylor that her parents were out all evening, so they were free to hang around the house. When they entered the spacious living room together, Erika gestured to the big comfortable couch and told the two of them to have a seat.
Jade promptly plopped down on one end with a cosy sigh, her heavy breasts swaying with the motion. Taylor followed her lead and sat down next to her, feeling a little anxious again in this new locale.
“I’m gonna grab some beers. You want one, Taylor?” Erika said as she walked towards the kitchen door at the far end of the room.
“Oh, uhm, I’m not old enough to drink,” Taylor answered.
“Neither are we,” Erika called back through the doorway. “But there’s no one here to police us, is there?”
She returned a few moments later with three bottles of beer and handed one each to Taylor and Jade. Then she sat down on the other end of the couch, sandwiching him between the two of them. On Erika’s initiative, they toasted and took their first swig together. Taylor wasn’t used to the bitter taste and found it less-than-enjoyable, but he was eager for the alcohol to soothe his nerves.
As they continued chatting about anything that came to mind, Taylor couldn’t help but notice that the girls were getting touchier with him. They would gently touch him on the shoulder or thigh while speaking, and sometimes they would lean in close enough that one of their breasts would brush against his arm for a moment. Emboldened by the alcohol, he started doing the same in return, emphasizing his words with the occasional gentle touch. He found it hard to gauge their reactions, but they certainly didn’t object.
When they drained their first beer, Erika got them each a new one. The alcohol was really starting to lubricate his brain now, and he loved how much it put him at ease. As he sat between the two girls, he couldn’t help but notice how nice they both smelled: clean and sweet, with the musky undertone of womanhood. It was intoxicating, blending with the effects of the alcohol to put him into a state of emboldened infatuation.
There was a moment where both girls were leaning in close, their breasts brushing against him from both sides. Jade was relating an embarrassing moment of hers, thus why she felt the need to lean in and speak in a slightly hushed tone. Taylor found his mind wandering away from her story, however, and towards the position of his arms. In a moment of intoxicated courage, he spread out his arms behind the girls’ backs, then wrapped them around their slender waists, one arm each.
Both girls chuckled softly in response, and crawled a little closer against him, touching their breasts against the sides of his chest. Jade continued telling her story as if nothing unusual had happened, but Taylor could feel that the atmosphere had changed. As the three of them chatted on, the girls crawled closer and closer against him, really smushing their soft breasts against his sides, while their hands started idly roaming across his body, gently caressing his chest and thighs. Taylor found himself covertly squirming his legs, trying to keep his growing erection wedged between them, where the girls wouldn’t see it.
As he was focused on hiding his boner, he lost track of the thread of conversation for a moment. Erika pulled him back to reality, whispering in his ear with a husky voice. “Taylor?”
He turned his head towards her to find that they were now face to face. He’d never seen Erika’s beautiful face in such detail. The big blue eyes, the long dark lashes, the full pink lips. She showed a faint smile and cocked her head a little to the right. Taylor cocked his head to the left. Erika leaned in a little closer. Taylor leaned in as well. Guided by a silent agreement, they then leaned in together, bridging the gap and kissing each other.
Erika’s lips were soft and warm and lovely. They exchanged a few cautious kisses, until Erika’s lips parted and her tongue came prodding out, looking to play. Taylor had no idea how to do this, but he followed Erika’s lead, parting his lips and letting his tongue slip forth to meet with hers. Evidently, she sensed his inexperience, because she quickly took charge, lapping at his tongue with her own, teasing him to emerge a little further. When he did, she started swirling her tongue around his in a slow, sensual motion, rubbing the two slick, sensitive muscles together in a warm, wet embrace. His own tongue felt stiff and clumsy compared to hers at first, but soon he got a hang of the rhythm and fully leaned into the kiss, engaging Erika in a lustful dance.
After a lengthy kiss that still felt far too short, Erika pulled away to catch her breath. She showed him a big silly grin, her cheeks bright red. His own face felt like it was on fire as well. “That was… nice,” he said, trying and failing to sound smooth. It suddenly occurred to him that they had been doing this right in front of Jade, and that he should say something to apologize for being inappropriate. He turned his head to face her, only to find that she was very close as well, with a naughty smile on her lips. He struggled to formulate what to say, but before he could say anything, she leaned in and kissed him as well.
Kissing Jade was a little different from kissing Erika, though by no means less enjoyable. Her tongue wasn’t as nimble and gentle as Erika’s, but she was more enthusiastic instead, lapping and swirling more frantically. Taylor didn’t mind at all, as her aggressive kissing style perfectly matched the lustful hunger that was rising within him. He tightened his grasp around Jade’s waist, causing her huge breasts to bulge out as they were pressed against his side. They made out for a while, about as long as he had with Erika, before finally parting. Her face had turned bright red as well, and she showed him a big naughty smile.
Taylor took a few deep breaths to regain his composure. Then he looked back and forth between the two girls, who were staring at him with big greedy eyes, blue and green. “That was… amazing. You two are really good kissers.”
“I’m glad you think so, because we’re not done with you yet,” Erika purred. She lay her hand on his cheek to nudge his face in her direction, and kissed him once again. It all became something of a blur then, as the girls took turns making out with him, alternating in shorter stretches than before. Erika. Jade. Erika. Jade. He knew that his erection was on full display inside his pants now, but the girls didn’t seem to mind. In fact, as their hands continued roaming across his body, he could swear that every once in a while, one of them gently brushed over the bulge, though he couldn’t tell whose hand it was with his eyes closed. Erika. Jade. Erika. Jade.
After making out for quite some time, the girls seemed to be satisfied. Instead of coming in for more, they cuddled up against him and rested their heads on his shoulders, their luscious hair tickling against his neck. As much as Taylor had enjoyed their luxurious treatment of him, he was glad to receive a break from their affection, as he was turning delusional from the pleasure. Or maybe that was oxygen deprivation from being too focussed on kissing that he forgot to breathe. Probably a bit of both.
The three of them lay quietly and contently in each others’ arms for a while, until eventually Jade broke the silence. “Hey Taylor,” she cooed softly. “That wasn’t your first kiss, was it?”
He had been hoping that they wouldn’t ask that. “Yeah, it was.”
Both girls chuckled softly, but he detected no mockery in it, more like a giddiness. “That’s ok.” Erika said. “That means you’re a virgin too, right? I mean, surely.”
“Uhm, yeah, of course.” It felt like an admission of guilt somehow. “Is that… a problem?”
“No, no, it’s normal, honestly,” Erika assured him. “I was just thinking how fun it’s gonna be to take your V-card.”
“Hey, why do you get to do it?” Jade objected. “I should take his virginity as a reward for saving me. It’s only poetic.”
“Hey now, we’ve agreed that we’re both dating him, but I’ve known him for longer.” She raised her head from Taylor’s shoulder and looked at him with seductive eyes. “Surely, you’d like me to take your virginity, right?”
Erika’s beautiful blue eyes were certainly persuasive, but so was the way Jade clung to him, her heavy breasts smushing against his side. “I, uhm-” He looked back and forth between the two, trying to think of a clever answer, but none came to him. “You two are both so lovely, I couldn’t possibly decide.”
“Then how about this,” Jade pitched in. “Technically we can’t both be first, but if he fucks us both in rapid succession, then it’ll be like taking his virginity together, right?”
“Jade, you’re such a pervert,” Erika giggled, while reaching across to give her friend a gentle shove.
“I can get behind that,” Taylor found himself saying without really thinking about it. His face flushed red as soon as he realised what he’d agreed to.
“Well if you’re both up for it, I can’t be the one to spoil the fun, can I?” Erika purred. “In fact, we’ve got the house to ourselves all night. How about we go to my room and get on with it?”
“You really want to have sex on our first date?” Taylor stammered. Perhaps he shouldn’t have been surprised, since these girls were clearly more experienced, but for him the notion was quite overwhelming.
“I wasn’t planning to, but I can’t risk Jade taking your virginity behind my back, can I?” Erika cooed.
“Hey, I wouldn’t do that,” Jade objected. “But now that I know it’s on your mind, I can’t risk you doing the same to me either. We’ll have to settle this here and now.” She turned to Taylor with a suddenly serious expression. “Unless you aren’t ready for that. You’re allowed to say no.”
“No, no, I mean, yes,” Taylor stumbled. He physically shook his head to clear his jumbled thoughts. It was true that he was overwhelmed. He hadn’t expected to lose his virginity until college, and now the two most beautiful girls he knew were stumbling over each other, trying to get into his pants. Ultimately though, the answer to the question was simple. No matter how overwhelmed he was, he would never forgive himself if he let this opportunity go to waste. “Yes, I’m in. I’ll let you both take my virginity together.”
“Awesome,” Erika said, before sitting up and rising from the couch. “Let’s go.”
Nervous but eager, Taylor followed Erika out of the living room and up the stairs, with Jade following behind. She guided the two of them into her bedroom, a cosy girl’s room with a big, comfortable bed. She carefully closed the curtains so that no one would see them from outside, and turned on the table lamp on her nightstand, casting the room in a dim, romantic light.
“Shall I start?” Erika said to the two of them. Before Taylor had a chance to respond, she was already undressing. She kicked off her shoes and unclasped her waist belt, before pulling her dress up over her head and tossing it aside. She was left with a plain black bra and panties, along with her thigh-high black stockings, which Taylor had initially mistaken for pantyhose. She then unclipped her bra and let it slide down her shoulders, revealing her firm, rounded breasts, topped with stiff pink nipples. Lastly, she bent over to take off her panties, revealing the plump outer lips of her pussy, decorated by a neat patch of soft blonde hair. “Shall I keep these on?” she said with a naughty smile as she ran her hand across her silky stockings.
Taylor was too busy processing the sight of her beautiful naked body to think of a clever response. “Uh, yeah, please do. They’re really… hot.”
Erika snickered as she tossed her panties into a corner of the room. “Your turn, Jade.”
Jade showed him a shy smile, before pulling her top up over her head as well, revealing the heavy-duty black bra that contained her bountiful breasts. She fiddled with the clasp behind her back for a moment before successfully unlocking it and dropping the bra to the ground. Her huge, soft breasts sagged a little now that they were free of their confines, but only as much as you would expect from such veritable melons. Her perky nipples were thicker and lighter than Erika’s. She crouched down to unzip her boots and pull them off, then stood back up and carefully squeezed out of her skinny jeans, which made her breasts bounce and sway hypnotically. Once her jeans were gone, she pulled down her panties and flicked them away with her foot, revealing her own little slit. Her patch of silky pubes was brown, betraying her natural hair colour.
Both girls folded their arms under their lovely busts and turned pointedly towards Taylor. “Only one person left,” teased Erika.
Taylor swallowed his anxiety as best he could and started unbuttoning his shirt. He wasn’t a very brawny or masculine guy, but he was lean and healthy, which he could only hope would be to their liking. As he bared his upper body and tossed aside the shirt, he watched the girls intently, fearing for any signs of disappointment in their eyes, but thankfully none came. Somewhat emboldened, he took off his shoes and jeans, leaving only his boxers, which were pitching a major tent. Without giving himself any more room for doubt, he pulled those down as well, letting his cock jump free, rock-hard and upright.
There were a few seconds of silence as the girls’ eyes trailed across his naked form. Both their faces twisted into naughty smiles. “You look great,” Jade said, before taking a step closer to him. She took a hold of his shaft and gave it a few gentle strokes. “That’s a really nice cock you’ve got.”
Taylor couldn’t help but buck his hips a little. Her mere touch felt heavenly after all that build-up. “I’m glad you think so. It’s a bit on the small side, but, you know.” He didn’t want to downplay himself, but the words came out on their own.
“Is it? I think it’s pretty hefty,” Erika said. She took hold of it as well, and together they stroked it up and down the length in tandem. “If you think this is small, then maybe you’re taking porn a bit too seriously.”
He felt his cheeks flush red in embarrassment. Rationally, he knew that five to six inches was supposed to be average, but he could never quite shake the feeling that it was a lowball estimate to make guys like him feel better about themselves. Perhaps women were, paradoxically, better judges for such things. “I… guess it’s bigger than I’m giving it credit for. Do you… mind?”
“No, no, on the contrary,” Jade purred. “It looks great. I bet it’ll feel great too.” Her hand trailed down, giving Erika free reign of his cock while she caressed his heavy balls instead.
He could almost feel his balls churning as they worked up their sperm reserves. “Can I… touch you guys as well?” he asked, raising his hands demonstratively. He felt stupid for asking, but he didn’t have the guts to simply start grabbing.
Erika chuckled. “Of course. That’s what we undressed for.”
With that, Taylor reached out, carefully taking hold of Erika’s breast in his left hand and Jade’s in his right. Erika’s was a generous handful, while Jade’s was too big to neatly cup with a single hand. He pushed into the soft orbs, feeling their stiff nipples prodding against his palms, then gently squeezed down on them, letting the soft flesh bulge out between his fingers. He repeated the motion a few times, kneading their mounds like soft dough. “You two have really, really lovely breasts, you know that?”
Jade snickered. “We know. But thanks anyways. How about you lie down on the bed and I’ll give you a taste?”
The girls both let go of his genitals and moved to sit down on the bed. Taylor eagerly followed, clambering into the middle of the mattress and lying down on his back, as instructed. Jade crawled up next to him on all fours, then crawled up higher, putting her huge, swaying rack right above his face. Taylor didn’t feel the need to ask permission this time. He grabbed one breast in each hand, firmly squeezing the soft flesh as he gently pulled Jade further down. As her right breast was lowered onto his face, her nipple found its way to his mouth, and he eagerly locked his lips around it. Jade arched her back and cooed happily as he ran his tongue in circles around the sensitive bud, while massaging the soft flesh of her rack with two greedy hands.
Taylor had his eyes closed as he enjoyed Jade’s wonderful chest, but he could feel Erika making indentations in the mattress as she crawled up next to him as well. She didn’t approach his face, however, but crouched down next to his crotch. Both of her hands wrapped around his eager shaft and gave it a few more gentle strokes. Then he felt something unexpected. Erika’s tongue, warm and slick, trailed its way around the sensitive head of his cock, sending jolts of pleasure up his spine. The sensation made him buck his hips and squeeze down harder on Jade’s breasts, prompting a strained moan from her. “Hey, be gentle,” she purred lovingly.
Taylor did his best to remain focused on pleasing Jade, letting go of her right nipple and switching to the left instead, but Erika made it increasingly more difficult. Soon he felt her soft lips wrapping around the head of his cock, then sliding further down his shaft, thrusting his cock into the warm, wet confines of her mouth. Erika hummed a happy little moan as she started slowly bobbing her head up and down, stroking her soft lips and slick tongue across the shaft and head. She only took it in about halfway at first, but she went a little deeper with every bob. Soon she was taking it all the way inside her mouth when she went down, pushing her nose into Taylor’s pubes and the tip of his cock into the back of her throat.
Taylor found himself breathing heavily, his hips bucking uncontrollably whenever Erika put a bit of extra suction on his cock. He did his best to focus his attention on pleasuring Jade’s breasts, both because they were delicious, but also because he feared that he would release his load into Erika’s mouth any moment if he didn’t distract himself from the sensation.
After a while of this, Jade suddenly sat up, pulling her breasts away from Taylor’s greedy hands and mouth. While Taylor was sad to see her go, he was also glad to have some room to breathe unobstructed. Jade turned to look at Erika devouring his cock. “Jeez, you’re impatient, aren’t you?” she said playfully.
Erika couldn’t respond, for obvious reasons, and simply continued bobbing her head up and down, her eyes closed in a content expression. Now that Taylor could see her doing it, the way she squeezed his cock fully inside her mouth looked just as satisfying as it felt.
“Come on, don’t be selfish, give me a turn,” Jade said, before grabbing a handful of Erika’s blonde curls and gently pulling her upwards.
Erika’s lips disengaged from his cock with a soft pop, and she looked up at Jade with red cheeks and a big horny grin. “Fine, fine, you have a go. It tastes amazing.”
Jade grabbed the base of his cock and crawled into position opposite Erika. It was already slick and shiny with her friend’s saliva, so she simply opened her mouth and wrapped her lips around the head, initiating the same bobbing motion Erika had done. Taylor arched his back and let out a strained groan of pleasure, now that his mouth was unobstructed.
While Jade happily sucked away at his throbbing cock, Erika lay down on her side next to Taylor’s supine form, and rested her head on his shoulder. He wrapped his arm around her back and pulled her close, pressing her soft breasts and stiff nipples against his side. “I can’t wait to feel that cock of yours inside of me,” she purred.
“Same,” Taylor panted, struggling to form sentences due to the distraction that was Jade’s mouth. Erika chewed on her bottom lip and threw him a sultry look as she spread her thighs by propping up one of her legs. While he wasn’t the best at reading signals, this one seemed pretty obvious, and he showed her an eager smile in return.
His hand trailed down, across her toned stomach, through her silky pubes, until two of his fingers landed on the little slit between her legs. He carefully rubbed back and forth across it, causing the plump outer lips to part and his fingers to touch upon the warm, slick folds inside. She let out a happy little moan in response, and Taylor couldn’t help but respond with a moan of his own as Jade put some extra suction on his cock down below. He carefully felt around with his fingers, trailing up across the slick inner lips until he touched upon the firm bud at the front of her pussy, evoking a strained moan from Erika. He gave the little bud a few gentle strokes, before trailing back down, carefully prodding his fingers in between the inner lips in search of her entrance.
“Further back,” Erika whispered with a loving smile, while putting her hand on his wrist and adjusting his position until his fingers landed on the snug little hole hidden within the folds of her pussy.
Taylor smiled shyly in return, while carefully pushing a single finger inside of her. While the tunnel was tight, it was also smooth and slick, so his finger slipped in easily. He added a second, which took a little more squeezing, but soon both were knuckle-deep. He suddenly remembered reading something about bending upward up to hit the G-spot, so he tried it out, massaging the ceiling of her tunnel with the tips of his fingers. He probably wasn’t doing it quite right, but he did get a reaction out of Erika, who squirmed and cooed under his touch.
“That feels nice,” she whispered, before leaning forward to lock lips with him in another slow, sensual kiss. Taylor continued stirring his fingers around inside her sensitive pussy, gauging her reactions to the ways in which he touched her. Kissing and fingering simultaneously took him quite a bit of concentration, but he was glad for that, as it distracted him from the overwhelming pleasure of Jade’s mouth.
After some time, Jade suddenly released her lips from his cock. Taylor’s eyes were closed as he kissed Erika, but he felt Jade moving on top of him. He reluctantly pulled away from the kiss and looked up to find that she was straddling his thighs, holding his cock with one hand while she idly stroked her pussy with the other. “Ready to lose your virginity?” she purred.
“Hey, why do you get to go first?” Erika objected with a pout.
“Well, you got the first kiss and the first blowjob.” Jade pushed his shaft up against her crotch and stomach, to show how deep it would go once inside. Seeing it visually like that made it hard for Taylor to believe that it would fit. “Now it’s my turn.”
“Dang, that’s fair. Fine, do your thing.” Erika rested her head back on Taylor’s shoulder and tapped her finger on his chest. “But you better not bust before I get my turn.”
“I’ll do my best,” he laughed nervously.
Jade raised her hips above his, then guided his cock into position, pressing the tip against the slick folds of her pussy. “Just relax, alright? And warn me if you’re getting close to coming. We have to leave some for Erika.”
Taylor nodded wordlessly. He pulled his fingers from Erika’s pussy, finding them shiny with her fluids, and placed his hand on Jade’s hip instead. He felt like he had to ground himself somehow, and with one arm still around Erika’s waist, this was the best he could do.
Without further ado, Jade lowered herself down onto his lap, squeezing his cock into the snug, wet heat of her pussy inch by inch. The opening seemed impossibly small at first, but as she pushed down he felt her smooth, slick tunnel stretching out around him, welcoming him. Soon he was all the way inside, Jade’s soft brown pubes mingling with his own coarser ones, while the head of his cock throbbed deep inside her body. Jade bucked her hips back and forth, left and right a few times, stirring his cock around inside of her while she looked down at him with a horny grin. “How’s that feel?”
“Feels awesome,” Taylor panted. The sensation was very different from the earlier blowjob: the friction to his sensitive head wasn’t as intense, thankfully, but the pressure of feeling her snug pussy wrapped all around his member filled him with bliss. It felt right, in a sort of primal way.
“Good.” Jade leaned forward a little, placing one hand on the mattress next to Taylor’s shoulder and one on his chest, since his other shoulder was occupied by Erika. She slowly raised up her hips a few inches, pulling his cock partially from her pussy, then sank back down to push it back in. The way the slick walls of her pussy stroked along his shaft felt heavenly, and it must have been showing on his face because she let out a soft chuckle. Then she did it again, and again, riding him with a slow, sensual rhythm as she looked down at him with horny green eyes.
“That… that feels really good, Jade,” he panted while trailing his free hand up across her body and squeezing down on one of her breasts, which gently swayed back and forth with her riding motion. The primal part of his mind would have loved to release his load into her womb right then and there, but the rational part knew that he shouldn’t do that yet. So he tried to focus his attention on her breasts, or her lovely face, or his own breathing, or really anything except the sensation engulfing his cock. It wasn’t working very well.
“Taylor,” purred Erika at his side. He turned his head to face her, and she promptly leaned in to resume their kiss. That turned out to be a good distraction, as Erika’s gentle tongue melted away some of his anxiety and gave him something else to focus his attention on. Their tongues danced together slowly and fluidly as Jade continued riding him, plunging his cock into the depths of her pussy every time she pushed down. Taylor could swear that the head of his cock pushed against a barrier of some kind every time she bottomed out. The mouth of her womb, perhaps, eagerly awaiting his seed at the end of her tunnel.
Thinking about that had pulled him back to the sensation again, and suddenly he felt the pressure really rising in his loins. Although part of his brain was screaming for him to let it happen, he still pulled away from Erika’s lips to utter his warning. “Jade wait, I’m- I’m gonna cum.”
Jade had been anticipating it, apparently, because she immediately halted her riding motion and raised her hips, pulling his cock free from the embrace of her pussy. His slick cock throbbed wildly as it was exposed to the open air, and for a moment he feared that he might cum anyways and shoot his sperm into the air like a fountain. After several seconds, however, the throbbing lessened and the feeling of pressure in his loins subsided. “That was a close one,” he said with a deep sigh.
Jade chuckled and gave his cock a gentle tap. “You held up pretty well, all things considered. I wish I could keep going, but it’s Erika’s turn.”
“You bet it is,” the blonde said while releasing her embrace with Taylor and rolling over onto her back. She spread her legs wide and started stroking her own pussy. “How about you get on top of me?”
He rose from his supine position and crawled over to Erika, positioning himself between her legs and placing his arms at her sides, so that his cock loomed above her stomach. “Like this?”
“Yup. I’m sure you know where to go from here.” She used two fingers to spread apart her plump outer lips, giving a lewd view at the shiny pink folds and the snug little tunnel beyond.
Taylor grabbed his cock and carefully lined it up, pressing the tip against her entrance. His shaft was still wet with Jade’s fluids, and now he was about to fuck Erika with it. There was something profane about that and it turned him on more than he would dare to admit. He braced himself on the mattress and carefully pushed his hips forward. It slid in as easily as it had with Jade, engulfing his cock in that warm, wet embrace once again.
Erika purred happily as she raised up her stockinged legs and wrapped them around his waist, showing off her cheerleader nimbleness and giving him the perfect angle to thrust into her from above. He pulled out a few inches, then slowly pushed it back inside, feeling his tip push against the mouth of her womb when he squeezed in the final inch. Erika showed him a horny red-faced smile. Feeling emboldened, he started thrusting repeatedly, trying to follow the same slow rhythm Jade had used when she rode him.
“Hmm, that’s it,” she purred. “You’re a fast learner.” She raised up her arms and lay them on the mattress above her head, so that her breasts rested freely atop her chest, where they bounced gently up and down with every thrust.
Taylor was focussing hard on pacing himself. He wanted so badly to fuck her faster and harder, but he knew that he would climax almost immediately if he did. So focussed was he that he didn’t notice Jade crawling up beside him on all fours until she nudged his head against his, her luscious blue hair tickling his shoulders. He knew what she wanted, and he wanted it too, so he turned his head and kissed her, locking their lips together as their tongues danced and played.
Taylor managed to pace himself for some time, using his soothing kiss with Jade to distract himself from the overwhelming pleasure in his loins. Soon however, he realised that he was speeding up nonetheless, thrusting into Erika’s eager pussy with greater force, making her breasts bounce more vigorously. He didn’t know when he’d started, but he knew he couldn’t stop anymore. His orgasm was coming whether he liked it or not.
He pulled away from Jade’s kiss, then lowered himself onto Erika’s body, resting his elbows on the mattress so that her ample breasts pressed tight against his chest. “I’m sorry, girls… It’s coming…” he panted as he sped up even more, creating soft wet slapping sounds whenever their bodies came together. A few moments later, a deep groan escaped his mouth as his body tensed up. He made a final effortful thrust to shove his cock as deep inside Erika as he could, where it promptly exploded into the first blast of cum. He clung tightly to the lovely blonde as he released shot after shot of hot sperm deep inside her eager womb. His orgasm felt like it lasted a long time, but eventually the throbbing spurts of cum died down into an oozing trickle, and his body relaxed, able to move again.
As the post-orgasm lethargy washed over him like a wave, he sluggishly pulled his drained and softening cock free from the embrace of Erika’s pussy. A little trail of white sperm oozed out of her slit right after it. She released him from the entanglement of her stockinged legs, and he plopped down on his back right next to her. “That… that was incredible. Both of you. I’m sorry that I couldn’t last longer.”
Erika chuckled happily as she cuddled up against him once again, resting her head on his shoulder. “It’s alright. You did very well for a first-timer.”
Jade crawled over a moment later to embrace him from the other side. “Yeah, we can’t expect you to outlast two girls on your first try.”
Taylor chuckled to himself about the absurdity of this situation. “Yeah, you can say that.”
The three of them lay on the bed like that for a while, content to enjoy the afterglow in each other’s arms. Some more small talk broke out, mostly surrounding the peculiarities of each other’s bodies: the way Taylor’s cock curved to the right a little, the peculiar birthmark on the underside of Jade’s breast, the scar on Erika’s butt cheek where she had injured herself during cheerleading practice. The girls were particularly giddy about seeing each other naked. Erika even asked Jade if she could touch her breasts, just to try it, and Jade agreed on the condition that she could do the same. They reached across Taylor to squeeze each other’s breasts, then laughed about it, then both lamented how envious they were of the other’s endowment, while Taylor assured them that they were both beautiful in their own way.
Erika ultimately offered to let the two of them spend the night here. Her parents would be back by morning, but they would just have to act nonchalant about it, like it was a sleepover. After a while, the three of them got up to clean off the abundant bodily fluids and to tidy up the piles of clothing on the floor, for easy access tomorrow. They chose to remain naked, however, and eventually got back into Erika’s bed together, under the blankets this time. That night, Taylor slept with the two naked beauties at his sides, already dreaming of their next date.