The League of Bi-Curious Gentlemen, Part 4

"Laurynn and Jonathan go shopping, and do other stuff"

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When Lauryn roused Jonathan from bed the next morning, saying that it was time for them to go strapon shopping, she did it with the smug air of someone certain they were calling someone else’s bluff. So she was slightly surprised, but very pleased, when he readily agreed. They were almost out the door when she turned to him and said, more than a little incredulously,

“So you’re serious? We’re going to do this?”

He grinned. Leaning forward, he put a hand at the small of her back and put his mouth to her ear. “I’ve had a cock in my ass a good number of times, my dear,” he murmured. “What is it about a strapon that you think I’m afraid of?”

She closed her eyes, and under his hand he felt a tremor run through her body, a slight, fluttering shudder with which he’d become very familiar over the past two days. Between his breathy voice in her ear and the image in her mind of him getting fucked, he knew she had just moistened, and he stopped her hand as it almost involuntarily crept toward his crotch. He was suddenly half-hard himself, but he knew that if they started scrabbling at each other’s clothes now, they’d never leave the apartment.

“Later, lover,” he murmured. Her eyes still closed, she nodded.

Their college town wasn’t all that big, boasting the usual assortment of bars and stores one found in such places. It certainly did not boast an adult entertainment store. For that, they walked to the train station and bought tickets for the forty-five minute ride that would take them into the city. “I know just the place,” Lauryn had said. “It’s where I bought both Wilma and Betty.”

As the train took them into town, they chatted pleasurably about various odds and ends: their families, their classes, their lives before college. Though underneath everything they said was the taut thrum of desire and excitement, the secret knowledge of what this excursion was about, Jonathan found himself relaxed and happy in Lauryn’s company. There was an ease between them, a comfort he had rarely known with anyone. And as she laughed at a wry observation he made, and then smiled shyly at him from under her lashes, he intuited that she felt the same.

They arrived in town a little after noon, and so stopped for lunch at a little pub on their way. It was a mild and sunny February day; the snowbanks glistened as they sweated themselves away, and the air smelled vaguely of spring. They sat in a booth in the pub’s front window.

They were, Jonathan realized, in no hurry… they idled over their empty plates, and when they left Lauryn led him on a circuitous route through the city streets, pausing to stop in at this shop and that one. She insisted on buying him a black scarf striped with green. “It matches your eyes,” she said. “You should wear scarves. They look good on you.”

When they finally arrived at the sex shop, Jonathan’s eyebrows arched in surprise.

“Wow,” he said, looking around with avid interest. “Not what I expected.”

“What did you expect?”

“I don’t know… but not something this… bright. And big. This is like a Target for sex toys.”

She laughed. “What, you think I’d buy my stuff at some dark, seedy place in an alley somewhere?”

“I guess I’d never really thought about it.”

Though the shop was surprisingly big, there was only a single employee working. She at least fit Jonathan’s expectations: clad in black jeans and a ripped black tee, with short hair shaved at the sides and dyed with purple streaks, severely beautiful face with sharp cheekbones and chin, and multiple piercings, she looked like a fetishist’s lesbian BDSM fantasy. Jonathan wondered if she had been hired to give the store some edgy cred even as he felt oddly conspicuous in his nondescript clothes.

She managed somehow to simultaneously smile at Lauryn and scowl at him.

“Can I help you find anything?” she asked.

“We’d like to purchase a strapon dildo, please,” said Lauryn firmly.

Jonathan felt a perverse satisfaction that the goth girl seemed momentarily taken aback. Her gaze flicked to him and he smiled blithely at her. Some of her hostility seemed to fade. Suddenly solicitous, she led them to an aisle filled with dildos of all sizes, shapes, and colours, and stopped in front of a selection of strapons.

“What size would you like?” she asked.

“What size, darling?” Lauryn turned to him with the air of a woman long married asking her husband about paint colours, but he saw the slight smile tugging at the corner of her mouth.

Jonathan peered at the dildos. It was a good question: what size did he want? And did he want a simple, smooth shafted one (there were a few in rather garish colours), or a more realistically rendered simulacrum of a cock? The latter, he decided. If he was going to be pegged, he at least wanted the texture. And what size? He ran his eyes down the packages hanging from their hooks, starting with one about the size of Peter’s cock and then selecting one about two sizes smaller. Peter was just on the edge of being too big for him, but he was gentle and knew how not to hurt him; Jonathan worried that, given that Lauryn wouldn’t actualy feel anything, she might inadvertently get too rough.

Still, his selection caused goth-girl’s eyes to widen, and she stared at him for a moment with something like respect.

When Jonathan and Lauryn were about half a block away from the store, the dildo safely hidden in his knapsack, they burst into uncontrollable laughter, clutching at each other to steady themselves as they stumbled down the sidewalk. For a moment they paused, and she turned to face him, tears running down her cheeks. She lifted her chin and he kissed her, at first affectionately, and then with deepening desire as she pressed her body against him.

“Home?” she asked, breathless, when they broke the kiss.

Not trusting himself to speak, he nodded, and took her hand as they walked with increasing briskness toward the train station.

***

They hardly spoke on the train ride home, but it was a pleasant silence, charged with erotic promise. They did not look at each other: she gazed out the window and he leaned back, his eyes closed. He held her hand and traced patterns on the back of it. Even that light touch was electric. Every so often she turned to look at him, and he could see in the set of her mouth and her dark, narrowed eyes that it was all she could do not to jump on him and fuck him in his train seat.

Which was fair enough, and he was having the same difficulty.

When they returned to her apartment, she threw the nondescript bag with the strap-on in it on the floor, and grabbed him by his jacket’s collar. She kissed him, deeply and urgently, and then breathed into his ear, “OK. Three things are going to happen now. First, we’re going to get naked. Then, you’re going to go down on me. Then, you’re going to fuck me hard from behind.”

“I can do that,” he murmured into her neck. “What about our new toy?”

“OK. Four things. After you fuck me hard from behind, I’ll return the favour.” She kissed him again, and grinned. “Sorry. That train ride was excruciating.”

“No shit.”

The scrambled out of their clothes on the way into her bedroom, where she threw herself breathlessly onto her back and spread her legs.

He paused at the foot of her bed to look at her, amazed all over again at her body’s perfection. Her breasts pooled into two smooth, dark-nippled globes; her belly was an unblemished curve of flesh, sloping gently upward at her pubis into a slim strip of glossy black hair. Jonathan climbed onto the bed, feeling clumsy as he crawled between the slim perfection of her legs. He lowered his face to her pussy, heady with her scent, and gently parted her lips with his thumbs. Even that alone elicited a moan, so he paused, letting his breath graze her clit. A tremor ran through her body. He feathered the tip of his tongue over her, tasting her salt and musk, teasing her clit into hardness. Her hands found the back of his head and she pressed him into her as the tremor that ran through her turned into spasms of pleasure. She muttered at him, incoherent, demanding, ordering him in some undiscovered language to lick her, suck her, harder, faster.

He did not obey, but eased off, slithering the tip of his tongue over her excruciatingly slowly and lightly, pressing back against her hands, desperate and insistent on the back of his head. He waited for her moaning to take on a greater urgency. When she was keening with need, he pressed the entirety of his tongue home against her clit, lapping with long and fast licks. It did not take long before her back arched in ecstasy. From between her legs he looked up and was rewarded with the sight of her breasts topping the slope of her belly, their nipples hard as her torso writhed beneath him, her chest heaving.

She came with a great, raspy cry, pressing his face hard into her pubis. He waited a few heartbeats, and then slowly started sliding his tongue over her clit again. Her gasping pants turned again into moans. Her second orgasm came quickly, and then a third. Before he could get her started on the fourth, she grabbed his head and dragged him up, crushing her mouth against his.

“That,” she panted between kisses, “was the single most amazing thing anyone, man or woman, has done to my cunt.”

“Did you still want me to fuck you from behind?”

“Well, obviously.”

“Then get on your fucking hands and knees.”

She whimpered and kissed him again, and then rolled underneath him. Once again, he was awed by the perfection of her body: her slim, muscled back rose from where she pressed her face into the pillows, to her ass, which she raised for him, hungry and wanting.

He ran the head of his cock—now desperately hard, leaking copiously—up under her clit, finding his way to her wetness. He let the tip rest there for a moment, savouring the sensation of her juices.

She whimpered, and pressed back, but he held off.

“Come on!” she pleaded.

“I’m sorry,” he said in mock confusion. “What is it you want me to do?”

“Fuck me!” she growled.

“Say it again.”

“Fuck me!”

“I’m sorry?”

“FUCK ME!”

Before the words were entirely out of her mouth, he thrust into her hard, gasping at the sensation of how tight and wet she was. She cried out, clutching a pillow to her.

“Fuck me!” she said again, and then he was fucking her hard and fast, gripping her hips and slamming himself into her with abandon and she keened in pleasure.

“Holyshit, I’m coming again,” she gasped, and she cried out as she pressed her ass back against his hips. He held himself deep inside her as she shuddered, her back arching as her orgasm ripped through her.

“Fuck,” Jonathan said in a strangled voice, feeling his cock start to twitch as she clenched around him.

“Don’t come yet!” Lauryn pulled forward off of him and turned around on her hands and knees, swallowing his cock. Moaning around his hard, slick shaft, she slid her mouth up and down, pausing on the upstroke to lasciviously swirl her tongue around the head.

That was all it took. With a strangled moan, he came into her open mouth. She closed her lips around the head, chuckling, and drank him down as he shuddered in pleasure. He grabbed her shoulders and hauled her up with a growl, kissing her hard. She wrapped her arms around his neck, kissing him back, and he tasted the salt-fish tang of his semen on her lips.

The collapsed in a sweaty tangle.

“Well,” she said breathlessly. “Round one was a decent warmup. Looking forward to round two?”

“Immensely.”

They lay together in comfortable silence for a time, their fingers tracing patterns on each other’s skin. She let out a long, contented sigh.

“God, I’ve missed sex so much. Good sex especially. Has anyone ever told you that you’re a spectacular lay?”

“Not in so many words, no.”

She pouted at him. “That makes me sad. Someone should have told you by now. I’m a firm believer in positive reinforcement.”

He laughed. “You’re pretty awesome yourself.”

“I am, aren’t I? Like you, I am underappreciated in my time.”

Jonathan thought about his sexual experiences to that point, his relationships, his casual hookups, and the League. He’d had bad, or at least indifferent sex at times. Certainly, his ex the pre-med student had never been all that great; sure, they’d had an awful lot of sex, especially in the early days, but she tended to prefer formulaic, straightforward fucking, not particularly interested in oral, either giving or receiving, and always had a slightly distracted air. Sex, he came to realize in the waning days of their relationship, was something she did because that’s how things were done, much like social niceties, marriage, and family. A small shudder ran through him at the thought of what a lifetime of sex with her would have been like.

“OK there, babe?” Lauryn murmured.

“Just thinking about the meh sex I’ve had in my life,” he said. “With my ex in particular.”

“I wondered about her,” Lauryn said. “You and her never seemed like a good fit, from my distant vantage. I mean, she was really hot, in that perfect blonde sorority way.”

“She said she only joined the sorority for the career connections later.”

Lauryn burst out laughing. “Of course she did. But still, pretty hot.”

“True. Afterward it occurred to me that the best part of having sex with her was that I got to see her naked. But there wasn’t much more to it than that.”

Lauryn sighed knowingly. “Been there. There are those people, aren’t there? They get out of their clothes, and you think, you are too perfect. There’s got to be a catch. And then you realize its because they’re shit at shagging.”

“And then,” Jonathan said, running his fingertips over her breast, “there are those people who are perfect, and a fantastic lay.”

She smiled at him coyly. “You’re pretty vain, there.”

“I was talking about you, idiot.”

She laughed, and then shivered as he lightly pinched her nipple. He lowered his face reverently to her breasts, sliding his tongue around the gooseflesh of her areolas, teasing her nipples to hardness. As her breath quickened, he took one and then the other nipple into his mouth, rolling them gently against his teeth with his tongue.

“Oooh,” she moaned. “You can do that to me all night if you want.”

“If you want,” he murmured up at her. “But I thought that at some point you were going to fuck me.”

Her breath caught at his words, and she purred as he continued to lick at suck at her nipples. “True. But… a little bit more of this, I think.”

Jonathan made love to her breasts while his finger found her clit, still hard and slick, and teased it while he gnawed at her nipples. She started to moan again, her hips undulating. Slowly, he felt yet another orgasm build in her, until finally she was pressing his face almost painfully into her breast while she cried out and her body shuddered.

“OK, maestro,” she said breathlessly, “time for you to get yours.”

He lay in the bed, excited and nervous, and she got up and retrieved the nondescript sex-shop bag. He watched the sway of her hips as she walked out of the room, the curve of her back, and the mere sight of her nakedness hardened his cock again. He heard her struggling with the packaging, and she called out, “I think I’ll wash it off first, don’t you think?”

“Much obliged,” he laughed in reply.

She paused in the bedroom doorway, resting a languid arm on the jamb as she posed for him. She’d put the dildo on, an incongruously pale, erect, and slightly curved cock rising from her dusky skin.

“What do you think?” she asked.

“That you make the sexiest ladyboy the world has ever known.”

She grinned wickedly. “What do I do now?”

“Well, first we apply lots and lots of lube. We Y chromosomes don’t have the same self-lubricating orifices as you lot.”

“True. What then?”

“That depends. How do you want me?”

“Hmm.” She rested her finger on her chin in mock contemplation. “I think, to borrow a phrase from you, that I want you to get on your fucking hands and knees.”

He grinned, and he felt her climb onto the bed behind him, felt her hand reach between his legs and appreciatively stroke his hard cock.

“Mmmm,” she said. “Someone’s excited.”

She took the bottle of lube from the bedside table and slathered it generously on the dildo. She then ran her hand down the crack of his ass, rubbing the cool gel into his hole. He whimpered in pleasure, and he felt her finger slide inside him.

“None of the guys I’ve ever been with ever let me play with their assholes,” she whispered in his ear.

“You can do whatever you want with mine.”

He felt the tentative touch of the dildo’s head. “Ready?” she asked, a note of uncertainty in her voice.

“Fuck me,” he said.

“I’m sorry, I didn’t hear that.”

“Fuck me. Please.”

She ran her lube-slick hand teasingly down the length of his cock, and slowly pressed the dildo into his sphincter. After a moment of discomfort, he moaned as she eased the shaft inside him.

“How’s that?” she whispered.

“Good,” he said. “Fucking amazing. Fuck me.”

She started slowly, sliding the dildo in and out of him with deliberate strokes. It was not the same as being fucked by Gavin or Peter; the dildo felt unnaturally hard, but the sensations were all there, the measure of pain overridden by the delicious feeling of being fucked. He pressed himself back, and Lauryn, encouraged, increased her tempo.

“Fuck. Yes,” he whimpered.

“You like this?” she asked.

“Yes. Fuck me.”

She fucked him for several minutes before saying, “Roll over. I want to look at you.”

He obliged, and suddenly everything was better: he could look up at Lauryn’s beautiful face and perfect body while she fucked him. He could fondle her breasts while he felt the hard shaft inside him.

“You have no idea,” she growled down at him, “just how turned on I am right now.”

“I think… I have some… idea,” he gasped back.

She grinned, fucking him faster, while her hand found his cock. Squeezing out a little more lube, she started to stroke him in tandem with her fucking. He almost came at once, but put a hand on hers.

“Please,” he croaked, “I want this to last.”

She smiled, her face softening, and leaned down to plant a gentle kiss on his lips. “Of course, lover. You just tell me.”

Five times she brought him to the brink; five times he gasped that he was close, and she paused. Finally, it was more than he could stand, and she saw the need in his face.

“Do you want to come, baby?”

“Please.”

“Then come for me. Come for me while I fuck you.”

“Yes. Fuck me.”

No orgasm Jonathan had ever had matched that one. He was veritably delirious, outside of himself with the excruciating pleasure of it, but he did not miss the sly smirk on Lauryn’s face as she held him captive and helpless to his ecstasy.

He came in hot ropes that leapt up his chest. With a wicked chuckle, Lauryn pulled out of him and undid the strap-on’s ties, discarding it on the floor beside the bed. Sweaty and gleaming, she slithered up beside him and smeared his semen into his chest and belly with her palm.

“That,” she said, pausing to run her tongue over the glistening trail she made. “Was too much fun.”

Jonathan did not have the coherence to agree beyond a nod.

Published 9 years ago

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