by Alison Tyler
Glaring, Rhiannon’s eyes lifted to his. “Don’t think I can make it?”
“Not a chance, honey,” was his self-satisfied response.
“Oh, really?” She pulled away from the table, striking her”I can’t believe you’re doubting me” stance.
Jesse snorted again. He was accustomed to her moods and poses. When it came to pool, he was also familiar with her abilities, or rather, lack of them. After all, they’d played many similar games at his home, on the same table. They’d also played a different kind of sport, fucking each other senseless on its emerald-green velvet. He could almost hear the tiny whimpers in her throat as she climaxed, her sweet juices running down her legs as he pounded into her from behind.
“Care to make a wager on that?” she snapped, interrupting his sordid thoughts.
Jesse was startled, realizing he hadn’t heard what she’d said. He asked her to repeat herself. When she did, he grinned. “Ria, I’m not going to take your money.”
“I meant something more wicked than money.”
Intrigued, he pushed off from the wall and stepped toward the pool table, leaning on its edge. “How wicked?”
“How about if I miss this shot, you get to fuck my tight little ass?” Straining to think straight at her announcement, Jesse wondered what the catch was. “And if you make the shot?” was his faintly suspicious reply.
Quick as a whip, she retorted, “I get to watch you get your tight little ass fucked.” Her amusement was rapidly increasing.
Bingo, there was the catch, although somehow, it didn’t seem such a bad trade. Rhiannon had been hinting about wanting to watch him and another man for a while, ever since he’d confessed his interest in gay porn. Her idea contained a certain dark appeal.
Before he lost his nerve, he agreed to her sinful dare. “You’re on, babe, but on one condition: if you win, I still get to fuck your tight little ass sometime soon, just the way you’ve always wanted.”
Rhiannon nodded and then leaned down to line up her shot again. A sharp glance in Jesse’s direction convinced him not to cheat. Sometimes, he was in the habit of startling her with a sudden noise. She was well versed in his underhand tactics. Gripping the cue loosely, she slid it back and forth between her fingers, watching him out of the corner of her eye. Again, the tip of her tongue licked between her lips as she briefly caught sight of his squirm.
Drawing the cue back, she slid it slowly forward again, almost tapping the cue ball. Focusing her attention again on the shot, she widened her stance, took a deep breath, and slowly swung her arm back.
As the cue slid forward between her fingers, Rhiannon held her breath and prayed. The two ball gently tapped the nine and, for a moment, it hugged the rim, before falling into the pocket. In that moment, Jesse knew Rhiannon had triumphed. He only hoped that in the end, he’d win as well.
After her victory, Rhiannon planted a quick kiss on Jesse’s lips and then headed home for the night, leaving him to dwell on what was to come.
Jesse brooded over his position as he sat in front of the TV, intently watching several rented videos showing gay men in various erotic situations. For two days, he rushed home from work, first checking his answering machine, before playing a video and lubricating his hands.
He masturbated to scenes of construction workers, college roommates, and military men, but his favorite movie featured two men in a pool hall. He stroked his cock raw as he repeatedly watched one man bugger the other with the butt end of a pool cue, before the cue wielder fucked his willing victim.
It gave Jesse an added thrill when he pressed a finger inside his ass, wriggling it as he jerked himself off. He’d even been tempted to try something a bit firmer and bigger, like the minivibrator Rhiannon kept in the nightstand, but he hadn’t been able to work up the nerve.
As evening fell on the third day, Jesse heard his cell phone ring and he glanced at the display. Rhiannon had finally decided to call. As he answered, loud techno-music assaulted his ears. He could barely hear Rhiannon’s shouts, but eventually he made out what she was saying.
“I’ll be at your place in about an hour. Wear those jeans of yours I like and nothing else, and make sure you have the lube and a few condoms handy.”
A click sounded in his ear as the loud music and Rhiannon’s voice were replaced by a dial tone. His hand suddenly shaking, Jesse closed his cell and then rushed to pick up the clutter in his apartment before company arrived.
An hour later, he’d just finished clearing the mess when the doorbell rang.
Closing the dishwasher and flicking the switch, he surveyed the apartment as he headed to the front door. The rented videos were hidden, the couch cushions were flipped over, and he’d moved the lube into the bedroom. The tube now sat on the dresser, next to a full box of condoms. Everything looked normal, except he was wearing jeans that were slightly baggy over his hips, no boxers, no shirt—and he was about to have sex with a man he’d never met.
Forcing a smile to his lips, he concentrated on steadying his hand; first one deep breath, then another. Closing his eyes, he pictured Rhiannon leaning over the pool table, her legs spread and her asshole lubed and ready. Glancing at his hand again, he noticed it was steady, but he also caught sight of the increasing bulge in his jeans. With a nervous flourish, Jesse opened the door to the wonders that were to come.
Jesse’s eyes widened as they trailed over Rhiannon’s “friend.” It only took a moment for him to realize he knew Neil, though normally Rhiannon’s editor was dressed in a nice suit and sported slicked-back hair. He oozed heterosexual vibes and turned many a feminine head.
Yet the man standing in front of him was rugged, dressed in tight jeans and a white T-shirt. His tattoos were clearly visible and a very noticeable hard-on strained against the seam of his jeans.
“Jesse, I hear I get to pop your cherry,” Neil taunted. He placed a hand against Jesse’s chest and gently pushed him back into the apartment. Slowly sliding his hand down his willing victim’s torso to the waist of his jeans, he hooked his finger in a belt loop and pulled the unresisting man toward him.
Rhiannon closed the door behind them.
“Between you and me, I think I’m going to love every minute of it. I have a feeling you will as well.”
Jesse gulped silently and opened his mouth to respond, but he never got a chance. Neil leaned forward and pressed his lips to his, sparking sudden feral desire. Almost instantly, Jesse felt his cock get even stiffer. Unfulfilled fantasies began to roar through his mind. The texture of those male lips was similar to Rhiannon’s but different somehow. They were firmer and more impatient.
Neil took possession of Jesse’s mouth, thrusting his tongue past willingly parted lips. The insistent organ searched out its wet and warm opposite number. Neil’s hands slid around Jesse’s hips, pulling the shell-shocked man against him.
Jesse admired this display of dominance, even as he submitted. Groin to groin with the other man now, Jesse ground his hips slowly, igniting a trail of need in them both.
Behind them, Rhiannon watched intently as her best friend and her lover dueled for control.
Jesse saw Neil pull back to look at him, and he knew what Neil would see because Rhiannon had told him often enough. Neil would notice the way his hair spiked slightly; he’d notice a crescent of thick lashes lying against tanned cheeks. Jesse understood his own qualities, the perfect working-class construction worker, toned, tanned, and sexy as hell.
As Jesse’s eyes locked on Neil’s, his seducer leaned down and kissed him again. At that moment, Jesse noticed the light floral scent of Rhiannon’s perfume. She’d moved to stand beside him. He felt her carefully grasp his hand.
Half directing, half pulling, Rhiannon led the two men to the bedroom. She wanted them comfortable, at ease.
Jesse allowed himself to be guided backward, Rhiannon setting the pace.
As the door closed with a soft click, Jesse pulled away from Neil. For a second, the sensual haze cleared from his mind
and the true reality of his situation dawned. Panic began to creep in.
“I can’t do this,” he whispered, his eyes darting to Rhiannon.
“Shhh, baby,” she whispered, stepping between the two men. Raising her hands to Jesse’s chest, she also nodded slightly toward Neil, before turning back to reassure her boyfriend. “Nothing’s going to happen that you don’t want.”
Slowly twining her fingers in the soft golden curls covering her lover’s chest, she coaxed his lips down to hers. They kissed passionately, as her hands roamed over his ribs, down to the well-worn buttons of his Levi’s. Undoing them, she slipped his jeans over his ass and let gravity take effect.
Kneeling down at Jesse’s ankles and gently grasping, she lifted his feet one after the other, until he’d stepped out of the worn, blue garment. “Just relax, baby, and let me take care of you,” she said as she straightened up a little and looked toward his handsome face.
With a quick flick of her tongue to dampen her lips, she leaned forward slightly and kissed the head of his cock. A small drop of pre-come oozed to the tip and she teased him, swirling her tongue over the glistening drop, before sucking his length into her mouth. She tasted an inch, then pulled back, each delay driving him wild. Another inch, then again she backed off.
Slowly, sensually, she aroused him to fever pitch. His hands twisted in her perfectly done-up hair, pulling the pins free and leaving her long tresses dangling down her back. Soon, he forgot all about the other man in the room, watching his beautiful siren have her way with his willing flesh.
Her hands tenderly cupped his ball sac, playing gently with the sensitive skin. Moaning softly, he arched into her mouth, thrusting his cock in a steady rhythm. Muted sucking sounds filled the room, his groans a low accompaniment.
As Ria pulled back, he could hear the sound of her mouth on his flesh and his eyes flickered open. He saw Neil standing to his left, naked. Only the occasional tattoo covered his tanned flesh. Then Neil’s ink-black eyes met his and Jesse couldn’t look away, even when Rhiannon’s satiny mouth moved back over his straining erection.
He watched, fascinated, as Neil cupped his own cock and gently stroked himself. Desperately, Jesse wanted to feel it pound into him and stretch him to his limits. His fears were soon forgotten when Rhiannon’s mouth drove him back to the brink, before she suddenly pulled away again.
Now, he watched as her lovely lips closed around Neil’s cock, sucking it deep within her warm, velvety mouth. Jealousy pulsed inside him as he gazed. He wanted to taste Neil’s flesh as well.
Dropping to his knees, he gently pushed Rhiannon away and moved to take her place. Hesitantly, he kissed Neil’s stiffness, tasting the salty essence leaking from the bulging tip. Taking a deep breath, he opened his lips and sucked the inviting phallus deep into his mouth. For a moment, he gagged, then backed off, remembering past girlfriends and their tentative attempts. Trying again, he took Neil’s erection more deeply into his mouth and then pulled back.
Softly, Neil’s hands came to rest on Jesse’s head, guiding him without pressure until he found a comfortable rhythm.
Jesse’s eyes now focused completely on Neil, watching for subtle clues. He wasn’t sure what to do next. When Neil’s lids fluttered closed, and his Adam’s apple bobbed, Jesse knew he was doing okay. Filled with confidence, he sucked harder, stroking his hands up and down Neil’s thighs, enjoying the feel of the wiry hair beneath his palms.
Jesse knew Neil was close to orgasm when he felt his hands tighten in his hair. He knew because, when Rhiannon went down on him, he reacted the same way, holding her face still as he fucked her throat.
Jesse watched as Neil’s eyes opened suddenly and his nostrils flared a little. Then, out of the corner of his eye, he saw what had drawn Neil’s attention away. Rhiannon was slowly undressing, her hands running over her stomach and thighs, caressing her smooth skin. For a moment, his hands itched to return to his sweet love’s softness, but as drops of pre-come leaked from Neil’s slit, Jesse returned his attention to his male paramour.
Rhiannon watched, half dazed, as Jesse sucked Neil deep into his mouth. She couldn’t quite believe her fantasy, their fantasy, was coming true. Wanting to make the moment last as long as possible, she slowly returned to removing her white shirt and leather skirt.
Only her heels, hose, and garter remained as she knelt, once again, next to Jesse. Carefully lying on her stomach, she shifted as close to him as possible and then softly parted his asscheeks, sliding her tongue along the cleft. The forbidden crevice was tangy with sweat; it almost seemed to beckon her.
Ria knew Neil was watching her closely as she experienced this delight for the first time—and his mesmerized eyes made her shiver with pleasure.
Suddenly, she felt Jesse jerk and she watched as Neil soothed him—tenderly brushing his hands over her boyfriend’s face and shoulder. He quickly guided Jesse back into a steady rhythm, as Ria also prepared her lover for the wonders to come.
Minutes passed as the three reveled in their exploration. Then Rhiannon decided to move things to the next stage. She pulled away from Jesse and stood. Stepping between the two men to draw their attention, she moved toward the bedside table and grabbed the tube of lubricant, squeezing some into her palm.
She rubbed her hands together to warm the cool gel, before carefully spreading it between her buttocks. Gritting her teeth at the slight discomfort, she forced a finger inside her anus as far as she could reach.
She jumped a little, as another hand joined hers. Pulling her finger free, she allowed Neil to coat his own two digits and then thrust them deep into her ass. With his other hand, he guided her onto her belly across the bed, her feet planted firmly on the floor.
Jesse watched as Neil forced his fingers in and out of her butt, gently twisting them as he did. Rhiannon was intrigued by the look on her lover’s face, as her ass fought a bit against the invasion. Small streams of fire flooded her nerves, but she was careful not to show her discomfort.
“Spread your legs further,” Neil demanded, as he settled his body between her silky thighs. His palm firmly planted against her back, he pinned her legs against the bed with his and continued to fuck her with his fingers. The fire soon turned into an inferno, as her flesh responded to this sensual invasion. She loved the feel of Neil’s weight against her body. Being pinned to the bed and speared on his fingers made her feel incredibly wicked.
Arching her hips, she lifted her body from the bed, so she could move her hand down to her quivering clit and bring it some relief. Her emotions whirled, as Neil finger-fucked her virgin ass. Her boyfriend stood by and let him, his hands slowly stroking his own cock. Rhiannon gave in, closing her eyes.
Instantly, the sensations intensified until she couldn’t contain herself any longer. Arching and bucking against Neil, she timed her fingers’ thrusts to his until, together, they fucked her into a quivering orgasm.
Trembling and weak, she collapsed against the bed and opened her eyes as a weight settled next to her. Jesse lay there, his eyes locked on her face as he slowly reached back and parted his asscheeks.
Returning his soft smile, Rhiannon forced her limbs to move and settled herself against the headboard. Grabbing a condom from the dresser, she waited patiently.
Jesse couldn’t quite believe he’d parted his own asscheeks, but as Neil moved behind him and slid the tip of the lubricant tube into his ass, he no longer cared. His body demanded satisfaction, even as his mind rebelled. He knew there would be discomfort and maybe even pain.
Watching Rhiannon’s face had underlined that fact. He knew her well enough to know she’d tried to hide it. He also knew he had nerves in that sensitive area that a woman didn’t. If Rhiannon had adjusted, and even enjoyed it, he could only imagine what he would feel.
Taking a deep breath, he tried to prepare for the sensation of a handful of cool gel inside his ass. When he experienced it, he trembled as he anticipated what was to follow.
He sensed Neil shift away, a
nd he turned his head when he heard foil rustling. He saw Neil standing next to Rhiannon; she was sliding a condom over his weeping cock. Other than the sweet spread of Ria’s pussy lips, he wondered if he’d ever seen a more erotic sight. Her dainty hands slid over the latex-coated flesh, spreading a layer of lube over Neil’s eager erection. Her eyes met Jesse’s, and she smiled her gentle siren’s smile.
Unable to stand the suspense, his fingers clenched the sheets and he closed his eyes. The feel of gentle hands on his ass made him tremble. Neil moved to stand against him, reminiscent of the way he’d pinned Ria down. A palm pressed against his back, and Jesse took a deep breath.
“Relax.” Neil’s cultured tones contrasted sharply with the motifs that decorated his body. For a moment, Jesse wondered what had motivated Neil. He’d been tattooed at least six different times.
Relaxing, as a fingernail tapped against his anus, Jesse took a deep breath. Then a long finger slipped past his ring. Soon it was joined by a second. Slowly, they worked in and out of his ass, pushing against the ring of nerves. Twitching slightly, Jesse arched back into the touch.
It was like nothing he’d ever felt before. He had always been tempted to include ass play in his sex life, but before Rhiannon, no other woman had been interested. Rhiannon was willing to fuck his ass with a strap-on, but first she wanted him to be fully breached by a man. With that lucky pool shot, she’d made her requirement a reality and fulfilled a fantasy for them both.
Lost in the sensations, with sparks of pleasure racing throughout his body, he didn’t at first notice the pressure had eased. The first touch of Neil’s cock against his ass ring quickly brought his attention back to the present. Trying to relax was hard.
“Wait a moment, Neil.” Rhiannon’s soft voice stilled the pressure against Jesse’s ass. Opening his eyes, Jesse watched Ria settle in front of him. She knelt, with her legs parted. Reaching down, she separated her slick pussy lips and the scent of her arousal flooded his senses.
