Jill did just that. It's what she intended to do once her ploy worked to get Jack down on his hands and knees. She had an unfulfilled fantasy in her nasty mind and today was the day for it. She leaned in placing both hands on his hips and took a long lick on the hot spot where she had just spanked him hard. It was only slightly pink. She then, kissed him with her mouth open and used her tongue in a soothing action before opening her jaws and biting him fairly hard leaving pink teeth marks in his flesh. "How was that? Get your 'bite me' wish?
"Yeah, I guess I did. Are you finished now?"
Jill swatted his ass cheek again and rubbed it with her hand. "Your butt feels a little warm. I think you may have a fever. I'm going to have to take your temperature."
With that, Jill put her middle finger in her mouth and coated it heavily with her saliva, then circled Jack's pink pucker around and around before slowly inserting it into his ass. "Mmm, it's warm, tight and needs a woman's touch." she said as she slowly poked further in search of his prostate gland while reaching with her other hand to find the special lube.
"Damn, Jill! Are you drilling for oil or something?... Are you having fun yet?"
They had had a few sessions of light ass play before, so this act, while slightly shocking at the surprise attack, wasn't anything entirely new between them. Jill licked and kissed his ass cheek again; while reaching down with her other hand to cup his balls and stroke is semi-hard cock while she worked inside his ass with her now, cherry-lube-flavored finger. She could smell the scent of the body-wash she had bought him and it turned her on. Just for something new, she used her teeth to "chew" at the bulge of his perineum without biting then started gently sucking his clean-shaven balls from behind as his cock grew harder.
"Ooooh, yeah. You know what I like. Mmmm." After that, Jack could only make noises. Language was out of the question now. Jill wasn't even finished with her own fantasy yet. She was only getting started.
"After last night, I'm pretty sure there is nothing left in my testicles for you to extract - even if you wanted to. I think the size of my balls even shrank."
"I don't know about that." Jill said, slyly. She coated her tongue with lots of juicy saliva and licked Jack's left ball before slowly sucking it into her mouth and rolling it around with her tongue,.. measuring. Then, she softly sucked at it as she pushed his testicle out of her mouth with her tongue before repeating the exercise with his Jack's right testicle. She then grabbed his scrotum at the base of his dick and sucked them both carefully before kissing each one and letting go. "Good news. I think you're good to go!" As she leaned under and lassoed the end of his dick with her lips and slid them up as high as she could, biting him and then sucking her way back down to the tip again and leaving him with a "Pop!"
"Don't you think I deserve at least a 24-hour break to recover?" Jack almost complained. "Seriously, I don't think I could even get a boner right now."
"No? Now lift yourself up off the floor and lay up over the edge of the bed."
Being the good boy that he was, Jack obeyed. Jill was hatching a plan of some kind. Since she always played his games, he decided to play hers too. He adjusted his bathrobe as he got up, then laid across the bed as instructed. As he did, he noticed the now infamous black plastic merchandise bag with gold lettering on it. He'd seen it before when he bought sex toys from the adult toy store. He could only guess what was in it. She had hers and he had his stashed in the big bottom drawer of their respective nightstands. You'd be surprised how they worked almost equally well for each other. As he reached for the bag to peek, Jill lightly slapped his hand. "That's your surprise. Hands off. Don't worry. You'll get yours."
Knowing Jill, that was exactly what he was (almost) afraid of. Jill had some wild and kinky ideas, sometimes. So did Jack, but he swore she stayed up late at night thinking about nothing else besides new and kinky sex. They always worked out and sounded much worse in a verbal description than the pleasure she dished out. Jack told himself, "Just close your eyes and relax." How true that self-advice might be.
With Jack in position at the foot of the bed, Jill grabbed the bag out of Jack's reach, extracted its contents and gave the bag back to Jack. "Here ya go. Have fun holding the bag. Ha-Ha."
Behind him, Jill pulled the leopard skin patterned blindfold out of its bag and carefully placed it over Jack's eyes. "Don't worry. You'll be fine. I just want you to feel with your other senses. You use your eyes too much and your mind races to the end of the chapter when you haven't even read past the first page of the scenario. You're just lucky that the handcuffs at the store looked like the cheap plastic that they were, or you'd have those too." Meanwhile, she kept working at getting the toys out of their individual boxes. Her pussy was juicing just as much as her mouth was watering. She had thought about doing this for quite a while.
"Oh, wow." Jack thought to himself. "This fantasy of hers is going to be a doozie." Jack took a deep breath and tried to listen for some clues as to what Jill was going to do next.
"Oh rats. All I got was this box of batteries that had a note inside that said, 'Toys not included', she laughed.
There was one clue she intentionally let slip. "You are having fun with this, aren't you." It was rhetorical, not really a question. Jack could almost see the gleam in her eyes and the crooked grin on her face as she... well, did whatever it was that she was doing back there. Jack heard some hard plastic snaps coming together, some other strange noises and unmistakable snap of a lube tube top.
"Are you ready, Jack? Are you relaxed and still breathing?" Jill taunted.
"Do your worst." Jack replied. "Wait a minute. I didn't mean that. It's just what people say to challenge. This isn't a challenge, is it?
"No more talking, Jack. Just relax and absorb the sensations." Jill whispered. With that, she dropped her bathrobe behind her and got down on her knees behind Jack and leaned over his back as she threw the tail of his robe way up over his head. On her way back, she dragged her fingernails deeply, without cutting, into Jack's muscled back, then rubbed it out leaning forward again. Jill laid her hardened pink nipples on Jack's back as she reached around and lightly pinched his small brown nipples to harden them too. She liked that her slightest touch would cause them to perk and harden instantly. Then she twisted around his body and licked the first one, then the other one - snake sensing style - with her wet tongue. She rubbed his shoulders and brought her hands and arms down Jack's sides all the way down his hips and thighs as she dragged her hard nipples all the way down his back and rested them on his bare ass cheeks. Running her hands up his back again to his shoulders, Jill lowered her head to the top of the crease of Jack's ass cheeks and repeated her snake-like licking for a few seconds.
Without a word, Jack turned his head to the side and grinned. This was hot. He pushed up against her busy tongue.
Then, Jill bit each of his ass cheeks hard before slapping each of them hard on top of the bite marks. Reaching under, Jill noticed that Jack was getting harder, but he wasn't as hard as she wanted him - yet. She gave his dick a couple of slow jerks with a milkmaid's technique before she buried her face in Jack's ass crack again. This time, she used her tongue as a paint brush, licking all the way - top to bottom. With the cherry-flavored lube, she dropped several drops on his cherry pucker and watched his unconscious physical reaction. Leaning forward, she breathed her hot breath on the warming lube. "Mmmm." That was all Jack could utter. It was almost time.
Jill trained her tongue into a point and stabbed at the well-lubed and juicy sphincter muscle, over and over before swirling it around and around in response to Jack's pleasure sounds. With one hand on his ass cheek, thumb holding wide the crevice, she used her other hand to massage Jack's balls and cock to keep his mind confused and enjoying only the immediate pleasures and not thinking ahead. When she withdrew her tongue action, Jack rocked back on his knees to try and locate the source of his pleasures again. Jill was busy with something else, but she tasted his asshole once again. "Mmm, cherry-lube on a cherry ass. Luv it!"
Jill was ready for the next phase of her fantasy operation. Leaning forward again, she slid her arms up Jack's sides while rubbing her hard nipples on Jack's back as before tweaking each of his nipples between her thumb and forefinger. Then, she slid her firm breasts back down his back trailing her warm hands behind. Now, it was time. "Just relax."
Jack could feel her warm hands resting on his hips for a minute as she attempted to quiet his mind, but one then her other hands got busy elsewhere. Jack couldn't hear anything, see through his blindfold or smell anything different. And then, Jill's pointed tongue was revisiting its action on Jack's anus, and it felt sooo goood. Jill left it with a long, hot breath. Then, there was slight pressure and a soft, humming vibration where her tongue had been. A different feeling but getting more and more pleasurable. Jill began a slow rocking motion of her hips, which Jack was unaware of. He only felt a very small in-out movement of the vibrator in his ass. As he became accustomed to the feelings, he wanted more and subconsciously rocked himself backwards onto the unknown device.