The Sweetest Dare (7 page)

“You want any more? I’m not saving it for anything special,
bon apetit.
”

Kit flashed her shining grin and slid her tongue over her lower lip, punctuating her approval with a loud smack. “Oh, yeah. I want to try one more thing,” she said and motioned for Sid to roll over. “On your knees, bent over. Like that, yes.”

Sid assumed the doggie position and bowed her back to push up her backside. Kneeling behind her, Kit stroked a finger between her ass cheeks, reaching down to slip into her pussy. She pumped three fingers in and out while kissing each fleshy globe, then with her free hand squeezed some syrup down the crack. Sid’s ass puckered with the contact.

“Oh, you bad girl,” she teased. She absolutely
loved
to be rimmed. Yet for all her sexual proclivities, she never asked a partner to enhance it like this. The sensation of thick syrup sliding down her ass, coupled with Kit’s tongue, left her a quivering mess, and she cried out her incoherent pleasure. It was enough to encourage the fingers in her pussy to move faster.

“Kit, fuck me. Please.”

Kit’s lips remained busy, licking her ass then kissing up her spine. Soon her body covered Sid’s back, hardened nipples scraping her and breath warm in her ear. “What do you want me to do to you?”

“I have my dildo in the box. Put it on and take my pussy hard.”

“What?” Kit’s nervous laughter shook the futon. “I’ve never done that before.”

“I can help you.” Sid moved to rise and felt the loss of Kit inside her. She flipped around and saw the genuine concern on the other woman’s face. Wow, Kit did look skittish, and she wanted to ease any fears. “You said last night you were open to it.”

“Saying and doing are different things. I guess I wanted to look good in front of you.”

She smiled. “You look great. It’s just a toy, and I think you’ll find it’s fun. I’m happy to recip, too.”

Kit seemed to unwind. “I’ll have a go at it first, just to see.”

****

This is weird.

She expected something like a harness—leather underwear with a fake cock attached. When Sidney opened the toolbox she saw quite a collection of pleasure toys. Bullet vibes, rubber finger sleeves with spikes and nubbins, Ben Wa balls, butt plugs… Sidney rummaged like a porn star going through her purse. From the depths of silicone and coated wires she pulled out a purple dildo shaped like an oddly-bent hook. One end was the cock—maybe seven inches and thick, shaped to look circumcised—and the other flared into a wide but bent oval bulb, maybe three inches at the widest part.

Sidney reached for a small vial of lube and held it up for her to see. Hot cinnamon, like liquid candy. “This warms with friction,” she explained, and flicked open the lid with her thumbnail. A tiny dollop of the clear gel landed on the back of Kit’s hand and Sidney rubbed it in circles. Immediately the affected skin heated as though a small flame sparked there.

Kit kissed away the residue on Sidney’s finger. Just like melted Red Hots—the fire spread over her tongue and she swallowed away the spiciness. She’d never tried warming lube before and wondered how it would feel inside her pussy. “Not bad,” she said, “like the Cinnashots at the Den.”

“What are those?”

“Cinnamon Schnapps and vodka. One of the bartenders, Jane, tops ’em with whipped cream.”

Sidney licked her lips at that, and Kit pictured twin spirals of Reddi Whip topping her nipples.

“Might have to try that next time,” Sidney said, and squeezed a line of the lubricating gel up the purple shaft. She slathered the entire dildo until it shone before handing it over to Kit. “I find it easy to use, and I think you will with practice. Hold the bulb inside you, then slip it in me and thrust away.” She slid back on the futon, propped on her elbows with her legs parted, while a kneeling Kit tested the heft of the toy in her hands and hoped she could pull off using it to their mutual satisfaction.

So, do I fuck like a man…what?
She had a general idea of how it worked, and enjoyed the hell out of scissoring a woman, so maybe this wasn’t too different. She only feared the bulb slipping free mid-thrust and causing some bizarre sex injury.

Sidney rubbed her clit and dipped two fingers into her ready hole. “You okay? I can wear it first if you want—”

“No, I’m good,” Kit broke in. “Do you mind if I give it a minute or two to get used to it?”

“Not at all. I’d like to see what it looks like on you.”

Without further apprehension Kit inserted the wide bulb end inside her. The lube warmed her already slick pussy walls, and thankfully it wasn’t too wet that she might lose control. When she moved, though, the cock wobbled sideways and distracted her. She clamped down on the bulb but it didn’t still the shaft.

“I don’t know if this will work,” she said, shaking her head. “I keep thinking one of us will end up in urgent care.”

“Let me see something.” Sidney lunged close and cupped her hand under Kit. She touched the dildo where it bent and nudged it. The movement inside her aroused Kit as her end of the dildo bumped and brushed her womb. “Pressed hard now,” Sidney said and Kit came out of the haze to clamp her pussy around the device.

“Better?”

“I think so, but I’m hanging on for a while.”

Sidney resumed her position, waiting for Kit to take her. “Hey, maybe we could try…” She motioned for Sidney to turn over, and the other woman immediately complied. Sidney’s pert ass shot up in the air, presenting a beautiful bare seam. The flash of pink sent a spark through Kit.

Holding the base of the shaft, she rubbed the purple tip up and down Sidney’s labia.
Wow
. This actually turned her on, knowing she could pleasure her lover this way. Sidney pushed back against her and Kit clamped down on her end before easing the silicone prick into Sidney’s pussy.

She palmed Sidney’s left hip with her other hand and kept her back straight as she pivoted, guiding the dildo in and out slowly. The rhythm held her attention, and the pull of Sidney’s tender skin along the silicone looked sexy as all hell to her. Why hadn’t she tried this before? Kit didn’t spend too much time pondering her sex life—there wasn’t much to tell. What lovers she could claim never suggested anything beyond vanilla moves. With Sidney, she felt freer and a bit kinky, though to somebody with an arsenal of toys this was probably vanilla with sprinkles.

Once she got the hang of it, satisfied with how the dildo stayed in her as she pumped her hips, Kit felt brave enough to let go. She leaned over and kissed up Sidney’s spine, then reached over to roll one nipple between her fingers. Sidney’s head rolled back, and she hissed her approval.

“How am I doing?”

“You’re great. Don’t be afraid to fuck me hard.” Sidney then let out a guttural moan and shifted her ass. “Is it still all the way in you? If you push it right, the base hits your clit while you fuck.”

“Yeah?” Kit reached back and felt where the shaft met her pussy. She continued to squeeze her inner muscles tightly, but relaxed for only a second while she adjusted the cock.
There!
Now she sensed the cool silicone against her aching clit, and pivoted down then up into Sidney to prolong the feeling. Her body pressed against Sidney’s made it easier to use the toy.

“That’s nice,” she said on a sigh, and after a moment straightened again. Sidney let her head drop and she grunted with each push. The minutes passed between them without words, only their labored breathing and soft moans to punctuate their pleasure. Kit let the movement of Sidney’s bent ass lull her into fantasies of future couplings. What would they try next after this—maybe the whipped cream sampling, or knotted scarves binding wrists?

Spanking?

She traced circles on Sidney’s backside. Her creamy skin looked as if it might ripple like cream if somebody touched it, but Kit found it smooth and flawless. One finger turned to four and slid over her rump as it jiggled. Then a desire to spark more excitement took hold of Kit, and the next thing she realized her hand reared back and came down with a hard slap.

Oh, God
. She should have asked first. “I’m sorry. I got carried away.”

Sidney cried out, not with protest or anger. “Yes!”

“You like that?” Kit sped up her thrusting. The wooden slats supporting their weight rocked and creaked, muffled by the thick futon mattress. “You like having your pretty little ass spanked?”

“Fuck yes,” Sidney bit out. “Don’t stop.”

One, two, three… each pop to those perfectly rounded globes intensified as Kit responded to her lover’s pleasure. She’d never so much as pushed a kid on the playground in elementary school, so Kit couldn’t fathom how all of a sudden she enjoyed getting rough during sex. Maybe being around Sidney inspired this yearning—she seemed more experienced and adventurous—and if a spanking helped Kit keep up, why not?

Four, five six… her hands stung and she palmed Sidney’s heated skin, encouraged by how it pinked and then paled when she pressed against it. Sidney loved it hard and fast, and the shaft against her clit rubbed the right way as she sped up her fucking. Kit lost herself easily to the moment.

“Sidney. I’m gonna come.”

“Almost there, too,” Sidney said on a moan. She’d been rocking against her the whole time, keening and grabbing at her clit when balance allowed it.

Kit found the lube and squirted a drop on her fingers. The faint aroma of cinnamon teased her senses. Still deep inside Sidney, she parted her cheeks wider and spread the gel on the tight hole, circling the edge for a moment before testing a finger.

“Oh, God. Yes.” Sidney bucked beneath her. “Fuck me there. Please!”

“What?”

“Fuck my ass, Kit,” she growled.

She slid easily into Sidney’s ass. The muscle appeared to give, but Kit worried about hurting her. Then again, Sidney seemed to fear nothing.

Kit eased back and the dildo pulled out, shining with Sidney’s juices. All the same, it should be well lubed for anal, so Kit quickly applied another coat to the shaft and head. For a moment the toy was an extension of her—she massaged the molded veins and mushroom head as though she pleasured herself. Her clit throbbed, pressed at the base and needing relief, and as she prepared to take Sidney from behind her heart beat faster.

“I could do this to you all day,” she murmured. The head passed through the outer ring of muscle as Sidney moaned for more. Riding on that wave, Kit pushed deep, then out and in again. The dildo wobbled the first time, so she held onto the base and fucked her lover hard, riding her end of the dildo as the friction on her clit brought her to the edge of climax. The first tingle of orgasm soon exploded and Kit stilled with her pussy against Sidney—her pussy throbbing, the bulb nearly slipping free.

Sidney buckled underneath her as she came, and they collapsed into a sweaty mess on the mattress. Sidney swore loudly and shouldered herself onto her back and covered Kit’s face with kisses.

“That was so fucking amazing. I can’t believe you haven’t done that before,” she said. Her breasts heaved against Kit’s. The chain hanging between them felt cold, and when two nipples rubbed together the jolt seared a path down Kit’s belly.

“I, uh…” The sex had wiped her ability to speak, or think. All Kit wanted to do was pass out and recover. And yet, she mustered enough brain power to wonder where the dildo had gone when her body crumpled.

No need to ask. Sidney reached down and pulled it from their tangled bodies, then pitched it to the side before taking Kit into her arms. “We should shower now.” She kissed Kit’s nose. “I have some waterproof toys, too, if you like.”

“How about crutches? That’s the only way you’re getting me to stand up in a shower stall.”

Sidney laughed out loud.

Sidney’s first two weeks at Tish’s Riches brought a surge of excitement and light into the business. Where Gloria had simply served customers with mono-syllabic greetings and indifferent shrugs, Sidney filled the front of the store with friendly chatter. She’d quickly learned the names of regulars and upsold cake pops and cookies to people picking up special orders. Though Kit had spent a fair amount of time after hours in Sidney’s apartment, she still couldn’t figure out where the woman kept such an extensive wardrobe. Throughout her probationary hiring period, it seemed Sidney never wore the same outfit twice.

Today, Sidney sported a t-shirt designed to look like a Monopoly board. She’d matched it with a white, knee-length skirt decorated with black silhouettes of the game pieces—the top hat, the thimble, the old-timey boot, yada yada—and a pair of Vans. The left foot said
GO
and the right showed off the policeman with the whistle.

Go directly to jail. Do not pass
GO
, do not collect two hundred orgasms. When Kit came up front to replenish stock she asked, “I’m guessing you’re not allowed to cross your ankles in those?”

Sidney had boxed a half-dozen cupcakes for Marlene Robeson, who waited to pay with her credit card. All three women looked down for a moment, contemplating the alleged contradiction of Sidney’s footwear. After a moment Marlene piped up, “Well, they look great. You ought to consider opening up an account on one of those craft sites. You’d make a mint.”

Sidney laughed away the compliment. “Really, it’s just a hobby. I can’t find the clothes and shoes I like, so I make my own. Running a store like that would be too much work because I’d need different sizes.” She pushed the box across the counter and swiped Marlene’s card. “At least cupcakes are one size fits all.”

Marlene rolled her eyes. “If I eat all of these in one sitting, nothing will fit. I hope I can exercise enough self-control to get them to the Jaded Ladies lunch.” With a goodbye wave and a smile, the older woman strolled out of the shop.

Sidney turned to her. “Who are the Jaded Ladies?”

“They’re like the Red Hat Society, but the women wear green berets. Plus their group doesn’t have an age requirement. We could join, but really all they do is drink and bitch about their ex-husbands.”

“Be more exciting to join the actual Green Berets.”