Jim and Ria had grown up in the same apartment complex, their friends since they could barely remember. They lived parallel lives in many ways, knowing everything about each other's families, heartbreaks, and triumphs. Ria had been in a long-term relationship with Alex, while Jim had just gone through a messy breakup with Sarah. Their friendship remained unchanged, a constant in both their lives.

They saw each other almost every day, dropping by each other's houses frequently. One afternoon, Jim was at Ria's flat while she was getting dressed. Her cupboard was slightly ajar, and in that unguarded moment, his eyes fell upon an array of silky undergarments. Intrigued and a tad embarrassed, he couldn't help but comment.

"Ria, what granny-type lingerie do you use?" he teased, watching her cheeks flush as she dashed to close the cupboard.

She sighed heavily. "None, Jim. None of the good brands are available in India. I'd do anything to get Victoria's Secret lingerie. They're just... perfect."

This became an inside joke between them. Whenever Jim traveled abroad, he'd virtually shop for Ria. Once, he sent her a picture of a Victoria's Secret outlet from his hotel room in New York, just to tease her. Ria's reaction was immediate and intense.

"Jim! Please buy me some," she pleaded, her voice almost desperate over the phone.

"No, Ria. It's awkward," he responded, shifting uncomfortably at the thought of buying women's lingerie.

"Between us, it's not awkward! And Alex would be so happy if I wore something nice for him," she argued back.

"What do I have to gain out of it?" Jim found himself saying. "I'm not seeing anyone, and I don't want to spend my money on some other girl's girlfriend."

Ria persisted, her voice growing softer, more cajoling. "Jimmy... please?" The nickname she only used when trying to manipulate him.

He played along, half-joking, "If I buy you anything, you'll have to try it for me. No questions asked."

"Of course not! That was a joke," she quickly retorted.

"Then no deal," he said firmly.

After some thoughtful silence, Ria relented. "Okay, fine. They're just like bikinis, right?"

"Could be worse," he teased back. "Whatever I get, you'll try on and show me. Deal?"

"Deal," she confirmed, quickly wrapping up the conversation, probably regretting she'd agreed to something that would make visiting her boyfriend's house with Jim around slightly awkward.

That night in his hotel room, Jim found himself thinking about what he'd spontaneously suggested. He'd never seen Ria in lingerie, never had a sexual thought about her, but the idea was consuming now. His hand instinctively drifted to his growing erection as he imagined her trying on delicate, expensive underwear for him. The thought was so hot that didn't last long, the climax leaving him both satisfied and wanting more of this new fantasy.

When Jim returned from his trip, he and Ria resumed their normal, friendly pattern. He'd come over to her place to hang out, do sheesha, and just relax. One evening, as usual, they decided to hang out at Jim's house since his parents were out of town. Ria was excited and started complaining about how Jim had missed the perfect opportunity after she specifically asked him to buy lingerie.

Jim placed a bag from Victoria's Secret on the coffee table, purposefully leaving the bag covered.

"And miss the perfect opportunity to see you try them on? Never," he said, pushing the bag towards her with a teasing smirk.

Ria's eyes widened with surprise and curiosity. "Jimmy... you didn't?"

"Oh, I did. I bought five panties and four bras."

Pulling out the items, Ria saw a variety - two normal panties matched with two normal bras, two thongs matched with one normal and one lacy bra, and finally, something that made her eyes dart up at him in disbelief - a crotchless panty paired with no bra at all.

"You didn't," she sputtered, her face flushed with shock and, maybe, a touch of excitement.

"You agreed to try everything," Jim reminded her, his voice low and slightly thick.

"I was joking!" she insisted, but the core without conviction.

"Deals are deals, Ria. And I think that's what you wanted - something interesting," he persisted, watching the struggle on her face.

She gave an exasperated huff. "Fine. You're such a child, but... a deal's a deal."

Ria vanished into the bathroom with the first set - a normal, but obviously expensive, baby pink bra and panty set. Jim waited, anticipation mounting, shifting in his chair, unconsciously adjusting the now visible bulge in his pants.

When she emerged, Jim's breath caught in his throat. Ria was stunningly beautiful, even in simple lingerie. Her curves were accentuated perfectly, and her face was glowing from the flustered beauty of the moment.

"Can I change the bra? It's the same," she asked, twirling to show him the full view.

"Nope. Every outfit, you change both. No repeating," Jim said firmly, reaching out to trace a line along her stomach with his fingertip. The skin there was soft and warm, and he felt her shiver at his touch.

She complied, returning after changing to another basic black set. The process repeated, this time with Jim freely exploring her body - his hands sliding over her thighs, resting on her hips, and a moment of intense arousal when he briefly touched the front of her panties, feeling the dampness.

The second outfit was a normal black bra with a thong. When Ria entered the living room this time, Jim simply couldn't pull his eyes away. Her ass looked impossibly round and firm in the thong; the glimpse of the small strip of fabric cutting into her cheekbones was making him rock hard and uncomfortably so. Ria seemed more relaxed this time, less shy in showing herself off, though she was clearly still flushed and aroused by the entire situation.

The next outfit was what Jim considered the main event. Ria gingerly took the lacy transparent bra and the matching thong set. Her feet dragged a bit as she disappeared, climbing into the crotchless alone and emerging hesitantly, her arms crossed over her chest.

When Jim pulled her into the light, she was breathtaking. The transparent bra left everything visible - her nipples were already hard, erect points pressing against the delicate material. Her boobs looked magnificent - full, firm, and seemingly heavy, hanging freely under the sheer material.

"I'm not wearing this for long," she whispered, looking away from his intense gaze.

"You have to," he insisted, unable to prevent his hand from reaching out to cup her right breast through the bra. Her moan was almost inaudible, but it sent a shockwave through Jim's entire body. The sound, the sight, the feel of her - everything was becoming intensely sexual.

Their bodies pressed together now. Ria's hand found its way to Jim's crotch, where she felt his massive erection clearly through his jeans.

"Let's continue with the sheesha like this," he suggested, his voice low and husky. "I have one more pair."

"Wow," Ria breathed, a smile finally playing on her lips. "After this, I doubt there's anything I'll be shy about doing."

Staying true to his word, Jim handed her the final item: the crotchless panties with no accompanying bra.

"Aren't you supposed to wear a bra with it?" she asked skeptically, turning it over in her hands.

"Who wears a bra with crotchless panties? That defeats the whole purpose," Jim protested, his eyes glued to her struggling form. "And if you're in this, I can't keep my boxers on either, fair's fair."

She nodded slowly, her anxiety and excitement palpable. Ria started to undress more completely this time. Her hands trembled slightly as she unsnapped the bra, letting it fall to the floor before sliding off her thong. She stepped into the crotchless panties, turning her back to Jim as she wiggled her ass to get them into position, exposing parts of her that had probably never been intentionally shown to him before.

As she turned around to face him, Jim felt his heart pound in his chest. Ria was standing confidently now. She removed her hands from covering herself and asked in a quiet, confident voice, "Happy?"

"Very," Jim answered, genuinely in awe. He went to stand behind her, his hands cupping her bare breasts while his other hand explored her pussy through the opening in the crotchless panties. The heat and moisture coming from between her legs was unmistakable - Ria was aroused. And she was holding his erect penis while letting him touch her most intimate places. The turn of events was more than exciting.

Ria turned around and met his gaze directly. The question she asked next caught him completely off guard: "Jim, this doesn't spoil our friendship, right? I'm not looking to get into a relationship, but I'm okay with making our friendship... beneficial."

Jim's mind was reeling. "You want this to be more than models turning?"

"That's what the deal was, wasn't it?" she challenged. "Friends with benefits? We can fulfill each other's fantasies and have quickies whenever, right? I have some very dirty, very filthy fantasies that I can't exactly discuss with Alex. And everything will come as a package deal."

The finality in her voice was overwhelming. Following the makeshift agreement, Ria handed him the crotchless panties she was wearing, holding his erection firmly in her other hand. "Take these off, kiss my ass, and accept the terms," she instructed, her eyes never leaving his as her serious and sexy tone left no room for refusal, a challenge that Jim found irresistible.

Without hesitation, he dropped to his knees, pulling the crotchless panties down and exposing the pink, perfect lips of her pussy and her firm, round ass. He planted a soft kiss on each cheek before standing back up.

A flash of admiration crossed her face before she pushed his head toward his crotch and gestured. "You know what you have to do. Victoria is waiting for her secret tongue," she commanded, using his own earlier words with a risqué twist that made his cock throb even harder.

When Jim settled between her legs, the sight nearly overwhelmed him. Ria kept her legs spread wide, exposing herself completely. Her pussy lips were pink and plump, already glistening with her arousal. He began by tenderly kissing the inner thighs, making his way closer to his goal until his tongue finally made contact with her flesh.

Ria gasped loudly as he licked her entire slit, her hands clutching the back of Jim's head as if trying both to pull him closer and push him away. He experimented, lazily tracing circles around her clit before plunging his tongue inside her warm folds and exploring every inch of the most private part of his closest friend.

Jim finally lifted her onto the bed, positioning himself between her legs with an almost reverent respect. Ria's breathing had quickened, her eyes half-closed with pleasure that was more intense than any he'd given her before.

"Go all the way down," she instructed, parting her legs even further.

Following her direction, he flashed about, licking and kissing every part of her that he could reach. It was like the true test of his compliance. To his surprise and intense arousal, Ria made another revelation. "I do both," she confided, her voice thick with desire.

Sweeping his tongue upwards again, this time he pressed his face against her ass, parting her cheeks to get closer to her most forbidden spot. The taste and smell were intense, primal, and unbelievably erotic. As he pleasured her, Ria moaned continuously, her body arching off the bed in silent encouragement.

"I love rimming," she revealed, her voice almost pleading. "And Alex hates it, so I'm never fulfilled. I'm going to be fulfilled now."

Jim's tongue moved on her body with renewed vigor, fulfilling all demands now becoming not just an act of transaction but a sincere act of worship. Ria continued to guide him, her hands in his hair, directing him to the spots that made her writhe and moan the loudest. As an expert multitasker, she said he had to think differently now.

They eventually moved to the bed, Ria's eyes never leaving his. They kissed passionately, tongues exploring each other's mouths as they finally engaged in oral sex. He returned the favor, taking her clit into his mouth while her lips encircled his cock. She performed with confidence, a surprising skill that made his mind reel.

"Don't judge me too much during your first time," she murmured with him, and her hand explored and gripped his shaft while he felt her thighs clench around his head. "It's just... it's fun."

Jim could barely respond. Everything his conscious thought was focused on the pleasure mounting in his body. As she deep-throated him, he pulled away, gasping, the orgasm building too intensely, too soon. Her release of his throbbing cock left him unfulfilled and seeking control.

Her eyes flickered with pleasure mixed with concern. "Control it, or I'll spank you. Or worse." She paused, a wicked smile crossing her face. "I'll finger your ass if you come before I say."

The new threat/hint sent a jolt through Jim that both shocked and excited him. He appreciated the dynamic shift, knowing exactly what rules the game was played by. Straddling him now, Ria guided his cock inside her in a slow, torturously deliberate motion. She was so incredibly wet and warm, the friction was maddening.

"You can cum inside me if you want," she said, her voice hoarse. "I know you're close."

Jim had briefly thought of pulling out and finishing everywhere else on her body, but something about her permission to ejaculate inside her made everything more intimate somehow. He felt his orgasm building as she rode him, her hips moving in a slow, controlled rhythm that seemed designed to draw out their shared pleasure.

Her words were soft but commands. "Just between us. No one else. Maybe this friends-with-benefits thing could be a very long one. I can enjoy this until we're old if it doesn't complicate things or get out," she breathed, her movement becoming faster, more insistent, and her breasts bouncing hypnotically with each thrust.

Keeping his promise to obey, Jim switched positions in the bedroom but set her on the bed, her legs hanging off the edge, spreading them wide to deepen the penetration even further. He began thrusting into her with increasing urgency, finally unleashing his orgasm in a powerful, pulsating release that filled her completely over and over again, the connection now sealed and mutual lives forever entwined from this moment onward.

After just collapsing on top of her, catching his breath, and enjoying her warmth and arousal still emanating from underneath him. He knew this was only the beginning.

"Heads up," Ria said, her fingers already tracing circles on his back. "I got this idea the day you sent me those Victoria's Secret pictures."

"You've been this horny all this time?" Jim asked, surprised.

"I knew then I needed something more than what I was getting. And you? You're perfect for this - my best friend, whom I'll never judge. I'm kinky, and I'm not holding back around you."

And in that moment, Jim understood their friendship had permanently evolved. She detailed other fantasies she'd never share with Alex, some of which sent fresh waves of arousal through his system. As she spoke, she expertly took his semi-flaccid cock into her hands, bringing him back to full attention with confident strokes and wicked descriptions of what she wanted to experience.

"This," she said, pointing down at his restored erection, "is a benefit we'll both enjoy."