Did I want her to do it? We’d never had anal sex. We’d talked about it and I’d really wanted to, but she’d always been uncertain. I knew she’d never done it with any of her boyfriends before me.
This was her first time. He didn’t realize it, but he was asking her to take it up the ass for the first time!
I saw her swallow. “I, ah...I don’t really do that,” she said.
A refusal...but not a very whole-hearted one, compared to when he’d asked to fuck her bareback.
He tilted his head to one side. “I paid a grand,” he said. “I figured I got the whole menu.”
I gulped. Of course—he thought she was a professional escort. He’d assume she did everything and was just attempting to push up the price. He had no idea she was so inexperienced.
Harriet looked over her shoulder, her eyes huge...but shining with lust. “I, um...I never did it before,” she said in a small voice.
And I saw the gleam in his eyes. My entire view of the situation twisted around. God, it was worse than I’d thought! I remembered now that comment he’d made about “plowing a new furrow.” He’d guessed that she hadn’t done anal before. He must have pegged her for inexperienced, some young escort just starting out on her career...and hoped that he’d be the first to take her this way. The idea that he saw her as a trophy to be bagged made me bristle with anger again, just as it had downstairs...but there was something about it that sent a dark throb through me, as well.
Did I want this?! Did I want her first time to be with a stranger...for money?
“I’ll be gentle,” said Matt. “So do you have lube, or not?”
There. The perfect excuse. Of course she didn’t have any, so—
“Yes,” said Harriet in a small voice. And she got up off the bed, breasts bouncing, and walked over to her purse. Both Matt and I watched, transfixed as her goddess-like body passed in front of us, the room’s low lights making the blonde curls of hair at her groin gleam. She came back with a squeeze bottle and handed it to Matt. She stood before him for a few seconds, just looking at him. With her boots off, she was a good few inches shorter than him. She looked nervous, her eyes huge. Would she change her mind?
But as she gazed up at him and he stared down at her, something happened. I could see her breathing quicken and—God, yes, if I really concentrated, I was sure I could see her nipples hardening. She was imagining what was going to happen...and she wanted it.
Without words, she turned her back on him and got onto the bed, arranging herself on her hands and knees again. The sight of her preparing herself for him like that, submitting to her client’s wishes, had my cock rock hard in my pants. The thought that that’s my wife, kept going through my head.
Behind her, Matt squeezed out a ribbon of shining lube onto his hand and worked it with his thumb, warming it. Then he knelt on the bed behind her and gently spread the cheeks of her ass. We both had a perfect view of the tight pink pucker of her asshole, so delicate and private between those perfect, pale curves. God, this is wrong. I can’t let him—
But he was already putting his lubed finger to her and she jerked and gasped at the first warm contact in that secret place. He rubbed around and around the edge, getting her ready, and I saw her stiffen. Then he began to tease the hole itself.
“I—I’m not sure—” she muttered, but her words seemed almost aimed at herself. She kept shaking her head in an I can’t believe I’m letting him do this way.
Matt finally began to press his lubed index finger into her tight hole. Her mouth fell open as she felt herself spread, a tremor running the length of her body. I saw Matt watch the way her spine rippled, her breasts swaying and bouncing, and he seemed to swell with pride. He was loving the effect he was having on the timid beauty.
He slid his thick finger in halfway and I saw her jerk. “Relax,” he told her. God, she must have tightened around him—I could only imagine how that must feel.
After a few seconds, she seemed to manage to relax because I saw him push the finger deeper, until it was all the way in. But she was still panting and wide-eyed.
“You really haven’t done this before, have you?” asked Matt, grinning at the thought.
She shook her head, long hair tossing.
“Well, don’t worry,” he said. “I’m a good teacher.”
I should be doing this! Me! But as my anger built, so did my lust. I’m not paying. He bought her, so he gets to be the first.
“Let’s see if we can get you….” Matt trailed off, sliding his other hand underneath her groin. He started to massage her pussy with his fingers: long, curving strokes, following the shape of her, and she gasped in surprise. He left his other hand where it was, his finger buried inside her.
She began to grind herself against his hand as he rubbed. I could see the slickness on her lips and, soon, she was straining to get more friction, pushing her ass back against him to try to get him to touch her clit, which he kept stopping just short of. And I noticed something—each time she ground and moaned, her asshole would spasm around his finger, loosening and then tightening around him. He was getting her used to him!
He began to saw his finger in and out of her, fucking her with it. At first, she tensed and stopped her movements. But as he finally began to circle her clit, she started grinding back to meet him again, swirling her hip as he fucked her. I stared at that thick finger as it plunged into my wife’s most secret place, then at her naked, bouncing breasts and panting mouth. She was getting off on it. And, as her pleasure built and built, it looked like—
“Oh, you’re going to come, aren’t you?” said Matt. “For real, too.” He grinned...and rubbed her faster. “Go on, then, Kimberley. Let’s see you come your brains out.”
I knew she’d come with Ben, but Matt probably thought he was the first. He probably imagined she never came with clients—I mean, real escorts didn’t, right? Or they faked it. He must feel like a million dollars, being able to make an escort lose control. He didn’t know she was a married woman.
Harriet was groaning now, her face tilted back almost to the ceiling, her back bent like a bow. Her hips made little jerking motions back towards Matt’s expert hands. God, she was desperate. “P—Please,” she begged.
My wife was begging.
“Since you asked so nicely,” Matt chuckled. And his fingers moved faster, sending her over the edge—
She cried out long and hard, her whole body going stiff. I saw her pussy quiver under his fingers and her asshole clench around his finger again and again in shuddering spasms. God, imagine what that would feel like if you were fucking her!
He waited until her movements slowed and stopped. Then he slowly withdrew his finger and squeezed more lube straight from the bottle onto her asshole. He slicked some more over the condom and the sight of that thick length, glistening and ready, made me panic. God, he can’t stick that thing inside her! He’ll hurt her!
But I stopped just short of opening the closet doors. It had to be her decision.
Matt stepped up behind her and positioned the head of his cock at her tight opening. Harriet’s eyes had fluttered closed as she basked in the afterglow, but now they flew open. “God,” she groaned. “I—I’m not sure I can.” Matt circled his cock against her and she swallowed. “It feels so...big.”
I didn’t know if she was trying to massage his ego, but it worked anyway. Matt grinned and set his shoulders. “I’ll go slow,” he told her. And he began to push the arrow-shaped head against her pucker.
Harriet’s eyes widened. “God!” she gasped. She rocked forward on her hands, her breasts swaying like ripe fruit. Her back bent a little more, which only presented her rear to him more alluringly. But she didn’t ask him to stop.
He took hold of her hips, holding her gently in place as he began to rock forward with her. He didn’t prevent her from moving completely but, each time he pushed forward, she was held back against him a little. My eyes were locked on the thick head as it spread her open. Watc
hing that tight pink pucker being gradually stretched was the most erotic thing I’d ever seen. Harriet began to gasp and moan and I knew she could feel herself opening, that she was anticipating what would come next. Then she reached the head’s widest point and—
With a sudden rush, the head entered her completely, her body almost sucking it in, trapping it inside her as she closed around the narrower shaft. Her head jerked up, her mouth open in disbelief. I could see her stretched tight around his girth. Matt just waited there for a moment and I could see my wife tremble and gasp at the feel of him inside her.
Her hair had fallen over her face. Matt gently scooped it up with one hand and brushed it sideways over her neck so that he could see her. “Good?” he asked. He ran his other hand down the length of her naked back and over her rump.
Harriet slowly nodded. “Y—Yes,” she whispered.
The words exploded in my brain. God, she liked it. She liked the feeling of him there.
Matt smiled...and began to push into her, moving very slowly. Now that the head was in, there was nothing to slow the progress of his smooth, lubed cock. Nothing but her tightness. I could see the smooth skin around her asshole actually cave inward a little as he moved, she was so tight. And I could see the realization in Harriet’s eyes that he was about to fill her. “I—” she gasped.
Matt didn’t stop. His hips kept moving slowly forward and I stood there, frozen, as his cock slid into her.
“I—” she said again, giving a little jerk. She was panting with the feeling of it. I couldn’t see pain in her eyes, just shock and pleasure.
“What?” he asked calmly, his cock still moving into her.
“I—!” This time Harriet’s voice was high and strained. Then, “God!”
Matt gave a grunt as his progress slowed. He was in her almost all the way, perhaps an inch of his thick shaft still outside her. Stop there, I thought. That’s enough.
But he lunged his hips forward and pressed. Harriet’s head came up, her voice shrill. “Ah! God! So deep!” She trembled and shook..but she didn’t ask him to stop. And then, as the wiry hair at the base of his cock pressed up snug against her ass, she gave a little jerk as felt herself filled completely.
They stayed like that for a moment. I could hear Harriet panting as if she’d run a mile. She was gleaming with sweat, too, her pale body glistening and gorgeous. Matt was breathing hard, looking down at the beauty he’d impaled, a smirk of satisfaction on his face.
His hands tightened on her hips. Harriet’s mouth fell open again as she realized he was about to move.
His first thrust was only a few inches. My wife’s mouth opened in a silent cry, her eyes squeezing tight as he filled her again. Then another and another. I saw her begin to shudder—God, she was already close to coming! I’d been so worried about him hurting her, I hadn’t seen the deeper effect this was having on her. It wasn’t just about the physical sensation—it was about the idea of it. Harriet was gasping and moaning because, suddenly, she was an escort being fucked in the ass by a client.
It suddenly occurred to me to ask why she’d brought lube with her, and why she’d admitted having it when she could have easily have lied.
She’d wanted this. She’d wanted—hoped?—that he’d ask for this. She’d wanted to know what it would feel like to have a man fuck her ass. And now she was getting her wish.
Matt began to make his strokes longer. He’d been bent over her, but now he straightened up for more power. There was something about the image of the nearly fully-dressed businessman, erect and powerful, and the naked woman on all fours before him that made my cock strain at my pants. I stared at Harriet’s perfect breasts, at the smooth curves of her ass and firm thighs. My wife was gorgeous...and this man was getting to sample her simply because he had money to spend.
Harriet shuddered as he moved faster in her. She was arching her back and pushing her hips back to meet him, now, urging him on.
Matt’s smile had disappeared. He was entirely focused on his own pleasure, now, luxuriating in the tightness of her, in the knowledge that he was the very first man to do this. His thrusts became harder and longer, almost all of his cock rushing into her on each stroke. His panting filled the room and, under it, her high little moans as he filled her each time. It was obscene and wonderful.
He started to run his hands up and down over her naked back and sides, relishing the feel of her smooth skin. His hands wrapped around her waist and I had a sudden flash of memory. I saw my own hands there on our wedding day, feeling her slender form through her white dress as I kissed her at the front of the church. Jesus, that’s my wife!
Matt’s thrusts got harder, faster, the bed creaking and rocking. God, he’s really pounding her! I thought about stopping it—surely she couldn’t be enjoying this rough treatment?
But even as I thought it, she turned her head to the side, gazing right at the closet. Her eyes stayed half-closed, her breath coming in shuddering pants. There was no mistaking the look of raw, burning lust. She was close...really close.
Then he slid his hands under her and captured her hanging breasts, squeezing them and rubbing the nipples as he fucked her. She let out a long cry of pleasure, clutching at the sheets with both hands, and began to writhe against him as she came.
Matt’s thrusts were a blur, now, his own orgasm close. As my wife shook and gasped, I imagined how that tight passage must be spasming around him, squeezing his cock…..
He let out a groan and pushed deep and I saw his ass contract as he fired stream after stream of cum inside her. She jerked as he did it, feeling that sudden burst of heat through the condom. And I could almost see the knowledge pass through her—that he’d just used her for his pleasure in the basest way possible. It seemed to make her orgasm even stronger.
She fell forward onto her forearms as her spasms died away. He slowly withdrew from her, and just that drew another groan from her as he moved on her sensitive flesh. She rolled onto her side and stared up at him.
After Ben, she’d looked used. But after Matt she looked...ravaged. She was soaked in sweat, her hair a mess and she moved gingerly, as if she was a little sore. But she was grinning. She’d loved every second of it.
Matt disposed of the condom and pulled up his pants. In seconds, he was the respectable businessman again...and my wife still lay naked and gasping on the bed.
He opened his wallet and counted out some bills. Then he placed them, very carefully and deliberately, in a fan right next to her panting mouth. “You earned it,” he said, just a little smugly. And he sauntered out the door.
As soon as he was gone, I burst from the closet. “Are you okay?” I asked. “Did he hurt you?”
She lifted herself up to sitting and shook her head. “No. I’m okay.” She tried moving her lower body and gasped, then smiled as if ashamed. “A little sore.”
We stared at each other.
“God, I….” she said.
I brushed her hair back from her cheek. “I know. Wow.”
She bit her lip. “Is it okay? That my first time wasn’t with you?”
I swallowed. I was angry, in a way. But the experience of watching it had been worth it. And I realized something else. “We can do it, right? I mean, now you’ve—”
“Oh, God, of course!” She shook her head ruefully. “I don’t know what I was so scared of. I guess it just...it always seemed so wrong, you know? But if Matt wanted it, if I was being paid”—she squirmed—”then it made it okay to try it.” She smiled. “So yeah. We can absolutely do it.”
I nodded, grinning. “Then I’m okay with it.” It hit me that, if we hadn’t started this game, maybe she’d never have been brave enough to try anal sex with me. This thing was opening us up to new experiences, new sides of ourselves. And that reminded me of something else. “What about the way he treated you? Ordering you around a little? Like with the blow job?”
She flushed. “I really liked that. I didn’t know I would, until it happened. But I did.�
� She squirmed. “I guess I do have a little bit of a submissive thing.”
I nodded slowly, wondering if it was more than just a little. Then I cupped her chin and drew her into a kiss. Slow and deep, the sort of loving kiss that was just for us. I felt her breathing slow down, her whole body relax. My tongue explored her, then pushed deep, claiming her as my own again.
When we broke the kiss, we were smiling at each other. “So, now, can we…?” I asked, glancing at the bed.
She bit her lip again.
“What?” I asked, puzzled.
“We can,” she said. “But....I want to ask you something first. You can say no.”
Now I was utterly bemused. “Okay…” I said. “What?”
She flushed. “I want to take a shower, redo my make-up...,and go down there again.”
I gaped. “What?!”
She sat there shyly looking up at me, so different to the gasping, moaning temptress of moments ago. Her words sunk in and things suddenly made sense. “That’s why you wanted to go down there early, this time,” I said slowly. “You were planning this. You wanted—” I swallowed. “Two men? In one night?!”
Now she really did blush. “Well, when you say it like that, it sounds awful! It’s not about it being two men. It’s just about being an escort.”
I said nothing, giving her time.
“Ever since I first thought about it, there was something about the idea of having sex with a guy, then moving onto the next one. Going back downstairs and, you know, maybe some of the guys who saw me leave with the first guy see me come back down and they know exactly what I’ve been doing up here, and that’s just—” I saw her squeeze her thighs together—hard.
“That turns you on?”
She nodded. “A lot,” she whispered.
I blinked, trying to process everything. Now that I thought about it, there was something about the idea that turned me on, too. It extended the whole fantasy of her being an escort—she’d finish with one guy, then go straight back downstairs for another. God! I could feel my cock hardening in my pants.
My Wife, The Escort 3 (My Wife, The Escort Season 1) Page 3
