Page 15 of Calling Her Bluff

Chrissy’s voice ran on and on, and Allison began to feel more and more dissociated from the world as she’d always known it. She was sitting on the same bed she’d always had, in the same room with its cream-colored walls, lavender gossamer curtains over the windows, and matching lavender bedspread, yet she felt so far away from her past life. Had Chrissy always been like this? Not once did her friend mention her own classes, any new friends, or even stop venting to ask how Allison was doing.

“Oh, shit, Allison, I have to go. I’m soooo late for this date I’m going on—did I tell you about Bryan? He’s a Senator’s son, can you believe? Anyway, he just pulled up. He’s taking me to this amazing five-star restaurant, then if he’sverylucky, I might let him get to second base since it’s our second date.” Chrissy’s laugh was shrill and high, making Allison wince. “I’ll call you later to tell you all the details!”

“Okay, have fun!” Allison managed to get out before the phone clicked off. Wow.

The urge to talk to Chrissy about Todd, or anything with any kind of real significance, had died. Their relationships—if that’s what Allison could even call Todd—were in two completely different realms. Chrissy was going to nice restaurants with a guy who would probably bring her flowers or chocolates, would be respectful when he kissed her goodnight, and she would demurely shift away from any overtures were too forward—Allison had orders to stretch out her asshole for Friday.

Speaking of which—Allison looked down at her trusty vibrator. It was about an inch in diameter and had never been anywhere but her pussy, but she figured it would work to help her stretch out her other hole, which was what she had been about to do when Chrissy called. Digging around the back of the drawer in the wooden table by her bed, Allison pulled out the lube she’d purchased when bought the stockings. The sex store had been an eye-opener. She wondered if Todd would like any of the lingerie or naughty costumes she’d seen.

She shoved that thought aside. He was blackmailing her, and even if it was her admitted fantasy, she wasn’t supposed to be enjoying the reality so much. They weren’t in a real relationship, and he wasn’t her boyfriend. Even if he wasn’t blackmailing her, he wasn’t the kind of guy her father would ever let her date. That thought made her feel inexplicably rebellious and disappointed, so she shoved it away as well.

Lubing up the toy, Allison hesitated. How was she supposed to do this? Bending over? Lying down? What would be the best position?

Normally, when she used her vibrator, she would lie on her back. That seemed as good a place as any to start. Leaving on her shirt, Allison shimmied off her cut-off jean shorts and the pale shell pink thong underneath. Lying on her bed, she spread her legs with her knees bent, pointing at the ceiling. Reaching between her legs, she skimmed the tip of her vibrator over her pussy lips, then stretched her arms down to nudge its tip against her anus.

It wasn’t the most comfortable position, and she wasn’t sure she’d be able to get it inside of her from this angle. Biting her lip, Allison turned over on her bed and put the vibe behind her, her arm arching over her back a little to her upturned rump. There… the tip of the vibe probed her asshole much easier in this position. She pushed a bit, just testing, and was reassured when it didn’t hurt. Pushing in a bit more caused a bit of a burning stretch, the tight ring of her anus protesting, so she pulled it back out, panting.

It was so much easier when Todd was putting things in her.

She had a sudden wild vision of calling him up and having him come over to help her stretch out her anus. Allison gave her head a firm shake—not helpful. Closing her eyes, she pushed the tip into her asshole again. Todd wouldn’t care if it burned or hurt, he would push past that, stretching her body and her boundaries. She gasped as the vibrator pushed inside of her.

Ouch…

She worked it back and forth, pushing it a little deeper every time, quietly groaning as it speared her. Getting past the initial resistance was the hard part, then it sank into her, giving her an intensely full feeling that wasn’t unpleasant. Turning the base, Allison moaned as the vibrator began to hum. Grasping the end firmly, she began to move it back and forth in her shapely ass. The vision she must present—pantless but with her shirt still on, on her knees with a vibrator up her butthole—was perversely erotic, all at the behest of a man. She felt depraved, slutty, degraded… and it was turning her on. Out of habit, she glanced at her door to make sure it was still locked.

The humming vibrations in her ass were starting to get to her, the feeling of wrongness becoming arousing. The slim length of the vibrator felt good as it stretched her, gliding back and forth, sending the buzzing sensation deep into her body. Allison moaned as she fucked her tight hole, twisting the knob and increasing the intensity as she moved it faster, harder. Her butt cheeks clenched around the marauding toy, her insides squeezing down on it, and she let out a low cry of pleasure.

Pushing her free hand down between her legs, she shoved her fingers into her sopping pussy, rubbing her pussy lips and clit roughly as she fucked herself with the vibrator.

How far was Todd going to push her? What would he make her do next? Two men she had never met before had watched her participate in sexual activities, and a woman had eaten her out—the erotic images flashed through her mind as she masturbated, playing with both holes. Would Todd share her with someone next? Would there be four hands instead of two, two cocks instead of one? Would they fill both her holes the way she was doing now?

Allison cried out, her fingers wriggling inside of her, the vibrator lodged firmly between her butt cheeks as the fantasies in her head overwhelmed her. Her body shook as it was wracked with ecstasy, her orgasm exquisitely intense as her ass bore down on the vibrating toy shoved deep inside. She continued shuddering with blissful convulsions until she let the vibrator slide from her stretched hole and turned it off. The musky smell of her cream filled the room. It was time to take a shower and clean off her toy.

A slow smile spread across Allison’s face. She was sure Todd probably thought stretching out her ass was a major problem, but when he wasn’t around to mock her or look at her with those knowing eyes, it was a lot easier to enjoy the new pleasures she was discovering—even those she’d been adamantly against. Still, it was one thing to touch her own body parts so intimately, another to let him or someone else do it.

At least she was enjoying following his directions.

* * *

When Friday came, Allison opted to go without a bra under her coat in hopes Todd might go a bit easier on her if she took the less prudish option. Plus, being naked under her coat gave her a major rush. What if someone got a peek at something they weren’t supposed to see? What if someone suspected she was naked? Getting out the door at home had been terrifying, but no one had seen her leave.

Her heart was beating madly with excitement as Todd opened his door, although she froze when she saw the cruel anticipatory smile on Todd’s face. She was starting to associate that particular smile with major pushing of her boundaries. Stepping inside, she looked around, but there was nothing inimical to be seen in the hall. Todd helped her take off her coat, like a gentleman, then whistled softly in appreciation as he looked her up and down.

She was stunningly sexy in three-inch, black, strappy heels, lacy-topped thigh-highs, and her burnished brown curls tumbling down her shoulders to rest on the upper swells of her perky breasts. Her makeup was light but stunning—eyeliner and heavy lashes framing her hazel eyes, a hint of color in her cheeks, and perfect pink lips. The combination was almost enough to make Todd regret he’d decided to make himself share her tonight, but it was too late to reverse now. One of her fantasies was to be shared with another man.

Smiling his pleasure, his eyes filled with burning desire, he escorted her into the apartment and the dining room.

Allison stood frozen in the doorway, her breath caught in her throat. No. Fucking. Way.

“Chad?” Her voice was soft and breathy as if she was asking someone to tell her what she was seeing was wrong.

“Hello, Allison.” The delighted blue eyes of her step-cousin traveled over her naked body, drinking in the full glory of the sights she used to tease him with. “You’re looking awfully nice tonight.”

She whirled around, hiding behind Todd’s body, and clutching at his sleeve.

“Todd, I need to talk to you.”

He gave her a scornful look and pulled her forward. Chad watched them both, his blonde good looks enhanced by a very pleased, wide smile.

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