I noticed Chelsea's mischievous smile the second she opened the door to her apartment. It made me stop short, but when I gave her a puzzled look, she only smiled wider.
"Come on in, Toby!" She stepped aside, gesturing me forward with a theatrical sweep of her arm.
I felt inexplicably nervous as I walked into the living room. Chelsea's boyfriend, Scott, was sitting on the couch. He wore a T-shirt and sweatpants and had a bottle of beer in his hand. Though the greeting he gave me was friendly, I noticed that sly smile on his lips as well. What the hell was going on?
"Have a seat and get comfy," Chelsea said after giving me a brief hug. "I'll get you a drink."
I sank into a chair across from the couch. Scott regarded me with an amused expression while taking a swig of his beer. It was as if he could see right into my mind and read all the filthy thoughts I'd had about him while jerking off. Sometimes, my fantasies included both him and Chelsea, and when I was really horny and desperate to come, I'd insert myself into the dirty mental scenario, too.
I couldn't help but feel inadequate in Scott's presence. At eighteen, I was awkward and downright lanky. Chugging protein shakes had done nothing to help me put on weight. My job as a restaurant busboy kept me on my feet most of the time. That was how I'd met Chelsea. She was a server at the same restaurant, and so popular that patrons often asked for her by name when they arrived. She was twenty-three and had worked there since graduating high school. When I'd first hired on, she sensed my shyness and made it her personal mission to coax me out of my shell. She liked to ruffle my dark curls while we joked around. Though she often acted like a big sister, my thoughts about her were far from brotherly.
Over the past six months, we'd become good friends. Sometimes, I found myself watching her interact with customers, her blonde hair cascading past her shoulders as she tilted her head back and laughed at something witty. She was undeniably gorgeous, with large brown eyes and a figure that prompted married men to sneak glances at her in front of their wives.
She and Scott lived together in an upscale apartment not far from the restaurant. He was twenty-six and made good money at his office job. Unlike me, he had a muscular build. His eyes were almost as dark as his hair, and he wore a neat beard. Though I'd been to their apartment only a few times, on each of those occasions, it was clear to me how much Scott adored Chelsea.
As he and I now made small talk, I sat up straighter. There was no need for me to be nervous, I told myself. It was a rare evening when Chelsea and I were both off, and I felt a rush of pleasure that she'd chosen to invite me over. She strode back into the living room, carrying a soda for me and another beer for Scott. She wore tight jeans, along with a blouse that had a plunging neckline. I tried not to stare at her cleavage.
When Chelsea sat down beside Scott, he immediately rested a hand on her thigh. Then they both looked at me, still smiling. Why did it suddenly seem as if they were hungry cats and I was a helpless canary?
"So, Toby," Chelsea began, her tone light, "I hope you don't mind, but I told Scott a little of what you and I talked about at work last weekend."
My eyes widened in mortification. Now it all made sense, their knowing grins and shared glances. I covered my face with my hands as if to hide. I wished the floor would open up beneath me so I could tumble out of sight. "Chelsea, you didn't!"
"Toby, it's okay!" she rushed to assure me. "I just told him you're bi, and that you, um, haven't had a chance to be intimate with anyone yet."
I groaned while recalling that conversation. We'd been working late on Saturday evening, the dinner crowd having long since dispersed. A couple lingered at one of the tables, sharing a decadent dessert. Sitting side by side, they couldn't keep their hands off each other.
Chelsea noticed me watching them. "I hope they don't start going at it before I bring the check," she whispered.
I couldn't hold back a snicker, but my laughter quickly faded. "I'd like to experience that, just once," I said, more to myself than Chelsea. When she asked me what I meant, I explained that I'd never had a girlfriend or boyfriend. I hadn't even kissed anyone.
"It's just because you're shy." She placed a comforting hand on my back. "Your time will come, Toby."
As I sat before her now, I felt a sense of betrayal. Why would she tell Scott about our conversation? And why the hell would she tell me that she'd told him?
Scott chuckled at my stricken expression. "Hey, man, it's fine. We all gotta start somewhere."
"Exactly!" Chelsea clasped her hands together, her eyes brightening with excitement. "And Scott and I agreed that you should start with us. Tonight."
I inhaled so sharply at her words that I choked on my own spit and began coughing. Holy shit, did I really hear her correctly? I hoped this wasn't some kind of cruel joke. That seemed so unlike the Chelsea I knew.
"I don't understand." Looking at Scott, I said, "I had no idea you're bi."
"Oh, I'm straight," he replied, still giving me that easy smile. "But I'm not rigid about it."
His casual tone made it clear he wasn't at all threatened by what Chelsea wanted to do. And why would he be? I was no competition for him. I also realized Chelsea was suggesting this simply because she felt sorry for me, but in my desperate state, I wasn't above accepting pity.
"You two really want to fool around with me?" I managed to ask.
Scott set down his beer and then leaned forward. His eyes locked with mine. "I'm doing this because Chelsea asked me to, and while I'm okay with it, I just want to be clear: you can have fun with my dick, but I don't want you playing with my ass or trying to kiss me."
That was when it finally began to register that Chelsea and Scott weren't teasing me or pulling a prank. They were fucking serious! I was so anxious that I began sweating. I feared they'd notice me breathing faster. Did I look as terrified as I felt?
But beneath all my nervousness was a force far more powerful: abject horniness. The thought of doing anything sexual with either of them, never mind both, had my dick rock-hard.
Before I could respond to Scott, Chelsea spoke up. "While kissing Scott isn't an option, I want you to know you can kiss me." Her voice dropped to a low purr as she held out her hand. "Come here."
I stood on shaky legs, then made my way toward her. I was still dazed, as the situation unfolding felt completely surreal. Soon, I told myself, I'd wake up in my bed with a raging hard-on, and I'd realize this was all a dream.
Chelsea scooted over on the couch. "Sit between us, Toby."
Once I sat down, my shoulders curved inward. I had the urge to make myself as inconspicuous as possible, but Chelsea was having none of it. Turning toward me, she flashed a big grin.
"Okay, time for your first kiss." She slipped her arms around my neck, and I tried not to tense up. I was afraid Scott would decide he wasn't on board with this, after all.
But he only leaned forward to get a better look at us. Chelsea's mouth was just inches from mine. Gazing into her eyes, I was struck by how intimate this was. I felt vulnerable, like she could see inside me.
She licked her bottom lip, then whispered, "Kiss me."
I pressed my mouth against hers, eager to do as she said. I heard her make a surprised sound before withdrawing from me. "Not so much tongue at first."
"I'm sorry!" My face burned with embarrassment.
"It's fine." She smiled and ran her fingers through my hair. "Would you like to watch me and Scott kiss?"
I quickly nodded. Once I'd leaned back against the couch, Scott and Chelsea moved toward each other in front of me. I noticed the heat in Scott's gaze as he cupped a hand against the back of Chelsea's head and guided her mouth to his.
Their kiss started out soft, almost gentle. Then it deepened, and I saw their tongues meet between their parted lips. The sight had my dick straining against my jeans. When Chelsea broke the kiss and turned back to me, the arousal in her eyes was unmistakable.
"Let's try again."
I did my best to kiss her just as Scott had, starting out slow. When my tongue touched hers, she rewarded me with a pleasured moan.
"Mmm, that's really nice," she murmured. "You have such sexy lips, Toby!" I ducked my head, trying to hide my pleased grin. She slid a hand along my inner thigh. "Do you feel comfortable with all this? Do you want to keep going?"
I snapped my head up to meet her stare. "Yes! I mean, I absolutely want to do more."
Her fingers moved even higher, grazing my crotch. "You want to try a blowjob next?"
I gasped at her touch, and at her words. My dick was so hard, it was almost painful. I'd never been so excited in my life! Turning to Scott, I studied his expression. Of course, he didn't have any of the desire for me that I felt for him, but at least he didn't look like he was repulsed by Chelsea's suggestion. My voice shook a little when I told him, "I'd love to suck your cock."
He lifted an eyebrow and smiled. "This couch might be a little too small for what we have planned. Why don't we head to the bedroom?"
Chelsea took my hand and led me down the hall. Scott was right behind me, and I was hyperaware of his nearness. I'm about to have his dick in my mouth, I kept repeating to myself, but I wasn't any closer to believing it.
In the lamplight of their room, I saw they had a queen-sized bed. I also spotted several of Chelsea's feminine touches: the candles, and a silky robe draped over the back of a chair. Both the bedspread and curtains were sage green, her favorite color.
I didn't have time to notice much else, because Scott quickly pulled his shirt over his head. I openly stared at his chest and flat stomach. His body hair was thick, just like the hair on his head. Mine would look almost nonexistent in comparison. Chelsea immediately slid her palm over his chest, as if she couldn't help herself.
They shared another deep kiss before Scott lowered his sweats with a flourish. He didn't have on underwear, and when I got my first glimpse of his cock, I actually cried out, "Oh, come on!"
That smirk returned to his lips, while Chelsea feigned innocence. "What is it?" she asked, all wide-eyed.
"His dick has got to be eight inches long!"
"Eight and a quarter," Scott corrected me in a mild voice.
"I have absolutely no experience, and I'm supposed to suck that huge cock?!"
Chelsea giggled at my reaction. "We're not expecting you to deepthroat it, Toby. How about you and I start out doing it together?"
My stare was riveted to Scott's dick. I could see it getting harder. Despite its intimidating size, I realized I was dying to feel it between my lips. "That sounds good," I finally replied, breathing fast. My hand strayed to my crotch, and I adjusted myself through my jeans, trying to get a little more comfortable.
"Want to get undressed first?" Chelsea's eyes were bright, and her cheeks were flushed. I could tell she was excited, too. Yet she always took the time to ask me what I wanted. I loved her for that.
I was nervous, taking off my shirt and revealing my thin frame. Scott and I couldn't have been more different. He sat on the edge of the bed while I stripped completely naked; my movements hurried.
Chelsea continued watching me, and when my cock sprang into view, she gave me a sexy smile. "Oh, that is nice, Toby!"
I figured she was trying to ease my insecurity, since my dick was just shy of six inches. But when I stepped closer to her, she circled her fingers around my shaft. I watched as she began stroking me, her touch gentle but insistent.
Ah, fuck!" I whimpered. "Chelsea, I'm so hard already!"
"It's okay," she soothed. Though she seemed reluctant to release me, she finally took off her shirt, revealing a lacy red bra beneath. Just as I'd stared at Scott's cock, I now stared at her breasts. Chelsea caught sight of my rapt expression and winked playfully. As soon as she removed her bra and let me see her gorgeous tits, my dick pulsed fiercely. Already, I knew I was not going to last.
When Chelsea lowered her jeans and panties, she made sure to position her curvy ass right in front of Scott's face. He immediately cupped those cheeks to squeeze them. I gazed at Chelsea's shapely legs, and the neatly trimmed triangle of hair between her thighs. I was glad she and Scott were fine with pubic hair, because I hadn't trimmed my own in a while. I couldn't help but wonder if Chelsea would let me eat her pussy. God, I hoped so!
"Don't be shy." Chelsea beckoned to me, and when I closed the distance between us, she thrust out her breasts. "Want to feel them?"
"Please!" Right now, my entire vocabulary seemed to consist of that one word.
I was gentle handling those firm globes, for I had no idea how sensitive they were. Not as sensitive as balls, of course, but she might not like having them squeezed. I teased her pale pink nipples with my thumbs.
"That feels really good!" she told me in a guttural voice.
"Can I kiss them? Please?"
Chelsea laughed softly. "Go right ahead, baby."
At first, I simply buried my face between her tits so I could breathe in her scent. It was familiar to me by now, but I still craved it. When I lowered my head to circle my lips around her right nipple, my cock brushed against her skin, leaving a smear of precum behind.
Chelsea wove her fingers through my hair, holding me fast. "Fuck, that's getting me really wet!"
As I sucked and licked her nipples, I dared to slide a hand between her thighs. The hair covering her outer labia was already damp with her juice. She moaned as I explored her inner folds.
Scott had been patiently waiting up to this point, but he now cleared his throat, and I hurried to lift my head. The last thing I wanted to do was piss off Chelsea's boyfriend. Looking in his direction, I saw him stroking his dick. He was fully hard now, and my throat muscles involuntarily constricted at the sight.
Chelsea again took my hand, guiding me toward Scott. After we knelt before him, she flashed a sly grin. "Let's get him nice and wet."
I didn't hesitate to join her in licking Scott's shaft from base to tip. He let out a faint groan as my tongue met Chelsea's. She giggled, still playful, while we kissed with Scott's dick between our lips. When I grew brave enough to take the head of his cock in my mouth, I teased his slit with my tongue and was rewarded with a drop of precum.
Finally, Chelsea sat back. "I think you can take it from here, Toby. Just remember to go slow, okay?"