Stretching Her Limits

Gloria and Leo had arranged their meeting by text, and after both had finished work, he arrived at her house and she let him in.

"Nice place," he told her after they'd exchanged pleasantries.

"Thank you," she told him.

"I guess in your case, sex is a bit of a money-spinner," he laughed uneasily, not entirely comfortable cracking jokes in Gloria's company.

"I guess you could say that," she said, offering him a drink.

He asked for a glass of water and watched as she poured herself a glass of red wine - her second of the evening. As she handed him his drink, she told him: "Leo, I've been...preparing myself and I'm ready to see if I can take you."

He took a sip. "Are you sure?"

"I'm sure I'm ready to try. Just try to relax, yes?" She could sense he was nervous, and why wouldn't he be? She tried not to, but she cut a dominant figure in her elegant dress, seamed stockings and stiletto heels.

She flicked her shoes off as she took a seat next to Leo and started rubbing his shoulders, trying to relieve some of his all-too-obvious tension. It seemed to help and after a while, she ran a hand down his chest towards his crotch.

"Can I ask you something?" Leo piped up, stopping Gloria in her tracks.

"Of course," she purred, swivelling round to face him.

"Are you married?"

"Oh, no. I'm divorced," she happily confirmed. "My ex-husband ran off with a younger woman years ago." Her words seemed to take a weight off Leo's shoulders and he smiled with relief. The irony was that now she had also swapped marriage for something much more exciting with a far younger partner.

Gloria smiled back at him and after gulping down the rest of her wine, stood up, took him by the hand and beckoned him to follow him to her bedroom.

Leo cast his eyes around the impeccably clean and beautifully furnished room. A huge bed took centre stage with plush pillows and a green duvet cover. He could see Gloria's collection of vibrators on one of the bedside tables, all lined up neatly alongside a big tube of lube.

"I can see what you've been up to," he joked.

Gloria giggled, aware that finally Leo had loosened up and was beginning to enjoy himself. She pressed her body against his and leaned in for a passionate kiss. As he reciprocated and their tongues locked together, she pushed him playfully onto the bed.

Unzipping his flies and pulling his trousers off, she got an eyeful of his member, which she thought had just started to get a little erect. "What a glorious sight," she beamed as she kneeled over him and started working it with both hands.

Soon he was hard and his dick pointed towards her like a cannon. "I don't think I'll get tired of this," she told him warmly, pausing to allow him to take off his shirt while she quickly slipped off her stockings.

Still holding his giant manhood with one hand, she leaned past him to grab her fat vibrator and the lube. She planned to start sucking him off while fucking herself with that to get herself warmed up for him.

Leo let out a satisfied groan as his cock disappeared inside Gloria's keen, warm mouth. She held it here for a second while positioning herself so she could start penetrating her pussy with the giant dildo.

It was covered in lube and she'd had her couple of glasses of wine, which she found helped relax her a little more. By now, it was slipping in quite nicely and she was able to generate a rhythm of cocksucking and masturbation that suited them both.

She loved having Leo's huge dick fill her mouth and he was clearly enjoying it too, playfully pushing the back of her head towards him as if to suggest he was about to fuck her throat.

He would get to fuck something else soon enough.

As she took her mouth away from Leo's penis, she stroked him with a furious pace before lying back with her head against the pillow and telling him breathlessly: "I'm ready."

Both of them had been imagining this moment and Gloria prayed that she was right and she would be able to handle him. Straddling her, he gently moved her legs to one side and the tip of his penis came into contact with her pussy. It sent a quiver of excitement through her body but that was nothing compared to the ecstasy that was to come.

With skilful fingers, Leo parted her pussy lips and thrust his cock inside. With an initial jolt, he was in, and Gloria's entire body shook in a way that she'd not experienced during her 'training'.

"Fuck!" she shouted, urging him to keep going. "Get inside me, Leo," she told him, gripping his forearms tightly, bracing herself as his enormous girth triggered intense feelings of pleasure. He was hitting spots with his penis that she didn't even know existed. And every single one of them seemed to bring a new wave of pleasure. It was like she was being given pleasurable electric shocks every time he moved backwards and forwards, and the further inside he went, the more intense they got.

Leo grinned at her triumphantly. He'd made it. For the first time in his life, he was fully inside another woman. "You've done it, Gloria, you've taken me."

Gloria could barely speak, and as Leo began to thrust gently, she felt like she might lose control completely. While she'd trained herself to take his length, she hadn't trained herself to be fucked by him, and it was almost overloading all of her senses.

"Are you okay?" he asked, pausing for a moment to place a hand on her cheek.

Gloria gasped for air. "Yes. Please don't stop. It's so good. I feel like I'm having orgasms every time you fuck me." She let out a sigh-cum-squeal as he restarted and she realised this was a sensation she'd never once got close to in almost 30 years of sexual activity.

She suspected the same was true for Leo, albeit he had far fewer experiences to draw upon. His grunting as he ground harder and harder suggested as much and he seemed to increase his noise as Gloria's pussy clenched tighter and tighter around his cock.

"Oh, God!" she shrieked. "I'm going to come," she told him. He didn't need telling what to do next as he simply carried on fucking her pussy like he'd never fucked anyone in his life before. She offered him words of encouragement when he was hitting the right spots and gently guided him elsewhere when it was uncomfortable.

The shoulder straps of her red dress had slipped and Leo cupped her boobs in his hands as he finally tipped her over the edge. With a scream of pleasure, her whole body convulsed as Gloria felt like a firecracker of pleasure had been unleashed inside her. A warm feeling cascaded over her and she collapsed onto her pillow. Now she felt a little guilty, as if she'd stolen Leo's moment.

But despite her scintillating orgasm tightening her pussy around his member, he was still inside. And he was still fucking. He'd slowed his pace a little, and Gloria thought that although he was young, he was a considerate and able lover.

"Whew!" she exclaimed. "It's your turn now, Leo." They both smiled at each other, and collapsed into a passionate kiss, the kind that only really comes in the throes of passion such as this. The kissing lasted a while as Leo continued thrusting and he broke off when he felt close to coming.

It was a triple whammy: she'd taken his full length; she'd taken him fucking her senseless; and now she was about to take him coming inside her. When it happened, it felt like an enormous release for both of them. Leo let out a string of expletives as cum surged out of his cock and Gloria cooed affectionately. "That's it, baby, I bet that feels good, doesn't it?"

"So good." It was Leo's turn to gasp for air as he was completely spent by his efforts. "So fucking good," he followed up, slowly withdrawing his cock from her.

Gloria winced as he did so, knowing that although she'd just enjoyed the fuck of her life, it would not be without its drawbacks. "I might not be able to walk for a few hours," she joked. Leo looked concerned, so she added, "Worth it, though."

As Leo lay back looking utterly satisfied and more happy than Gloria had ever seen him, she ran a finger up and down his chest and lay close to him with her mouth next to his ear.

"I think," she began, "you might just have ruined sex with normal-sized cocks for me." She giggled afterwards to make sure he knew that she didn't mind.

Leo laughed in reply. Gone was the nervousness from earlier in the evening. Now he was confident and in his element. "So, do we have to get married now, or something?"

Gloria smirked. "I've heard worse ideas," she replied, leaning in for another kiss. The irony was not lost on her that if they did get married, or even if he just moved in with her, then before long he would be able to afford to pay for that penis reduction surgery she'd outlined a few days earlier.

She didn't think either of them wanted him to go through with that now though.