Zeroing in on her clit, he took it into his mouth and Cissy moaned. Any blood that had left in other parts of his body beelined for his groin and he shifted, trying to take some of the pressure off. He was drowning in her heat but paid no quarter to his pleasure as he fought for hers. Using every trick he’d ever heard of to get a woman off orally, Len worked his wife with lips, teeth and tongue.
When she began to writhe, he slipped one finger and then two inside her pussy, angling them until he felt her G-spot. Len rubbed the bundle of nerves without mercy while continuing to suck hard on her clit. She was obviously enjoying herself, her features taut as she tossed her head from side to side, but he still wasn’t sure she was going to come. With trepidation, he pulled away from her and opened his mouth to speak, willing her with his mind to agree to his suggestion.
“Would you let me do something?”
Cissy looked down her body at him, suspicion clear in her gorgeous hazel eyes. “What?”
He squirmed and he knew it had nothing to do with the continued discomfort from the spanking. They’d talked about this a long time ago, but she hadn’t seemed into it and he hadn’t brought it up again, but now he wanted to try it. “I was thinking we could maybe try…”
Could you be more of a pussy? Just say it.
“Um, I thought we could do some anal stuff.”
Len was still slowly pumping in and out of Cissy’s pussy with his fingers, and he imagined what it would be like to have those fingers instead lodged in her tight ass. Since he and Cissy had gotten together so early, he’d never had the chance to fuck a woman’s ass, but from what he’d seen in pornos it looked pretty fucking hot.
“Anal stuff?” she repeated, and he wondered if he’d gone too far.
“Yeah, you know, maybe just a finger or two.” At Cissy’s raised eyebrow he plowed on. “I think you might like it and I really, really want to make you come.”
She laced her hands behind her head and contemplated him. “Tell you what. I got a butt plug with all that other stuff at the sex store. If you wear that I’ll let you try what you want in my ass.”
“Y-you want me to put something up
my
ass?”
Hasn’t it been through enough today?
Cissy smirked, and Len didn’t feel comforted in the least. “Are you afraid? Do you honestly want me to turn my ass over to you, no questions asked, without reciprocation? Prove to me you think it would be pleasurable. Put the plug in your ass. Or I could restrain you and do it for you…”
He knew when he was being challenged and it was pretty arousing that Cissy was willing to stand up to him like that. How badly did he want Cissy to come? Already it looked as if she was losing that just-before-orgasm edge. While the thought of Cissy tying him down and forcing him to take the plug made his cock throb, he figured the first time he tried it he should probably be in control.
“Okay. But I’ll do it.”
She smirked again, and he really didn’t trust that look. He felt a little like he’d been conned, but he knew Cissy wouldn’t do anything that would injure him. Besides, she’d gotten the plug to be used on her, from what he could gather of the motivation behind her going to the sex toy store to begin with.
He felt a bead of sweat roll down his temple. Maybe he should’ve asked how big the plug was, though, before agreeing. But then she reached into the nightstand and he let out a relieved breath when he saw the package and the plug itself. It was labeled
small
and wasn’t much thicker than his index finger. Cissy also removed a small bottle of lube and he wondered what else she had in there that she’d never shown him. He couldn’t blame her; he’d been a royal ass when she’d tried to introduce the toys, thinking he was enough for her by himself and that he didn’t need toys.
What a conceited fucking jerk he’d been. His gaze shot to Cissy’s as though she could hear his thoughts. If he was going to curb his swearing he was going to need to start in his own head. He had no doubt whatsoever Cissy would spank him for his mouth one day soon. The habit had formed long ago and would be difficult to break, even with his ass literally on the line.
He waited, more sweat trailing down his back and his chest as she slicked the silicone plug with lube and then handed it to him. This had to rank as one of the weirdest things he’d ever done—weirder even than baring his ass for a spanking a short time ago, and that was saying something. Figuring the plug would go in easier if he was on his back, he rolled over. As soon as his ass came in contact with the sheets, he groaned from the combination of pleasure and pain the movement inspired. Not wanting to delve into that too quickly at the moment, Len hurried to pull his legs up. Spreading his thighs wide, he took a deep breath, remembering he was doing this for Cissy.
As the slickened plug began to slide into his body, he tried not to freak out over the notion of something going inside a place only meant for things to leave. Obviously tons of people had anal sex, a lot of people loved it, so it must not be that bad. Hell, he wanted to try it with Cissy, but as the plug slid in farther and his ass clenched against the invasion, he could see how a woman might not be too keen on this. To say he felt full would’ve been a colossal understatement, and this thing wasn’t even half as wide as his cock.
The plug seemed to not want to go in any farther but there was still a lot of length left. “Fuck!” He instantly looked over at Cissy, who was frowning.
“I’ll give that a pass. Try unclenching. I think it will help.”
At least she hadn’t decided to spank him for swearing. The moment the word had left his mouth he’d been really afraid she was going to go at his already-sore ass again. With a profound sense of relief, he consciously tried to relax the muscles in his ass and then pushed harder. The plug slid past whatever had been impeding its progress, providing him with the absolute oddest sensation he’d ever felt. Finally the damn thing was seated and he let out a long, slow breath.
“I think it’s okay.”
Now she gifted him with a genuine, warm smile. “You did great, honey. Thank you for doing that.”
Len gingerly rolled over, feeling the plug shift as he did so. Man, that was a weird feeling. Not bad, but weird. He’d never had anything in his ass before and it was as if his brain was still fighting the idea but the part actually plugged was on board. He looked back at her. “I wanted to make you happy. I owe you so much. Thank you for not giving up on me. I promise I’ll try to be better, and if I’m not, well, you’ll spank me again and I’ll deserve it.”
“That’s right. I will, and you will.”
She lay back down and he swallowed thickly. No words could get past his tied-up tongue, which felt huge in his mouth, much like the silicone beast lodged in his ass. Before Cissy could change her mind, Len squirted a dollop of lube on two fingers and then attached his mouth to his wife’s clit once more. First he circled her tight bud, slowly pressing inward until the ring gave way and he sank in with one finger to the first knuckle. Cissy groaned but said nothing.
Yeah, I know how you feel. It’s so strange but so arousing.
Using his other hand, he dipped a finger into her pussy, keeping his mouth latched to her clit and giving several long pulls while he worked the single finger of the first hand into her tight, hot channel. He could only imagine how it would feel if or when it was his cock inside her ass. At that thought the stupid thing jumped again and he willed it to calm down. Hopefully Cissy would let him make love to her, but he wouldn’t blame her if she turned him away once he’d made her come.
With one finger inside her ass and another two in her pussy, he pushed and pulled in counterpoint, flicking his tongue over her clit. Len had to keep at it for long minutes, but was finally rewarded when Cissy’s thighs clamped over his head and her pussy and ass both clenched around his fingers. She let out a sound he’d never heard before and it was extraordinarily difficult to keep a smile of pure male satisfaction from taking over his face.
After she came down, she looked at him, her gaze heavily lidded. “I need you.”
“I want you too, baby. I want you to come again.”
“I’m not sure I can, but I need you inside me.”
Len bit his lip. “I think you’ll have to restrain me. I mean, I’m pretty keyed up, but if we had a repeat of yesterday morning I might actually explode.”
Cissy giggled and his heart swelled. It had been far too long since he’d made his wife laugh like that.
“How do you want me to tie you?”
“Uhh, do I need to keep the plug in?”
“I’d like it if you did.”
He nodded wordlessly. “Much as it literally pains me to say it, on my back will work the best.” He put his arms over his head and Cissy attached his wrists to the headboard. Her great tits were right in front of his face and he reached out, capturing one nipple and nibbling. She laughed and batted his face away.
“Behave.”
“Or what? You’ll spank me?”
She looked down at him. “I might.” Her expression was dead serious and he cleared his throat. His Cissy like this was so fucking sexy. His dick was throbbing and he closed his eyes in a vain attempt to get it under control.
“I’ll be good. I’m sorry.”
“I know you will be.” Her praise made his dick twitch again and he kept his eyes closed. He wanted to last awhile for Cissy, and picturing him over her knees again wasn’t helping keep his orgasm at bay. Len was startled out of his reverie when Cissy asked, “Do you want me to blindfold you too?”
“No, but um, what else do you have?”
A wicked grin lit up his wife’s face and Len’s balls drew in tight. “Let’s see, shall we?”
Cissy pulled a couple items out of her nightstand and dumped them on the bed. One was a flogger. “Did you buy that to spank me with or for me to spank you with?”
“I guess you’ll never know, will you? But now that you mention it, a flogger like this one was another of the implements they mentioned would be good for beginners. We’ll have to see how it works.”
He groaned, squirming. “Good for you or good for me?”
“No punishment spanking is going to be good for you, I’m afraid.” She dropped the flogger and picked up a ball gag. “This has possibilities. In fact, since you obviously can’t keep your mouth under control, this is an excellent idea.” Before he could even protest, not that he would’ve anyway, she’d slipped the ball into his mouth and attached the two pieces of Velcro together on the back of his head. This side of Cissy was ridiculously sexy. Why hadn’t he realized how much fun it could be to give up control?
She held up another thing, a small round piece of leather. “What’s that?” he tried to say, but of course it came out garbled. Cissy stared down at his still-erect cock.
“Hmm.” Taking him in hand, she fit the leather over him and slid it down to the base of his dick, where she tightened it.
Oh fuck, a cock ring.
“Uhnh…”
Cissy’s eyebrows knitted. “Do you need me to take the gag out?”
He shook his head, but he did need her to move things along before he blasted all over himself. As if she sensed his inner turmoil, she pushed everything else back into the drawer and straddled him. Slowly she lowered herself onto his hard, aching cock and he let out a harsh breath through his nose. With the plug, sex was an entirely different feeling from any other time Cissy had been on top, and Len found he loved it. He was already starting to drool around the gag, but Cissy felt so good rocking on his dick there was no way he was gonna stop her.
“You know what the cock ring’s for, right?” He nodded and she grinned. “This one will not only keep you harder longer, but from what I read you won’t be able to have an orgasm until it comes off. And considering you’re handcuffed to the bed, you won’t be coming until and unless I decide you should.”
He groaned and could swear his cock swelled in her tight, hot pussy.
“You like that idea, don’t you?” She flicked his nipples and a strangled cry worked its way past his gag. “You like knowing I can do anything I want.”
Len nodded. He was beyond the point of caring if he looked like an idiot. The cum in his balls felt as if it was approaching the boiling point and he was worried that, cock ring or no, he was about two seconds from shattering into a million pieces. Not knowing how Cissy would react if he came before she gave her say-so ratcheted up his arousal even more.
He couldn’t believe the freedom that accepting this part of his sexuality was providing him. Sure, he’d always loved sex with Cissy, but this was a whole other dimension, one he wasn’t even sure he’d survive, but who the hell cared? Now he knew what people meant when they said sex was mind-blowing. Len couldn’t have recited his own street address if pressed right now.
Cissy kept him on the edge for long minutes as he drooled and moaned around his gag. If his balls got any tighter to his body they’d disappear inside altogether, but he’d never felt so alive. He would do anything to feel like this again and wondered if he would feel this sort of heady, spacy feeling if she hadn’t spanked him or made him take the plug. No doubt he’d need to take some time alone to go back through everything that had happened in the past few hours. Right now he couldn’t wrap his brain around anything.
She drew up and then reached down and unsnapped the cock ring before slamming onto his cock again. Len screamed and saw stars as jet after jet of cum pulsed out of his dick. His back was bowed and he nearly threw Cissy off as he continued to buck through his orgasm. The cuffs, despite their soft lining, were biting into his wrists, but he didn’t give a damn. This was the best orgasm he’d ever had.