Her Forever Virgin Ch. 12

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Cyrus want's to reveal his chastity device to Amy. Will he?
5k words
4.91
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Part 12 of the 14 part series

Updated 06/10/2023
Created 01/31/2021
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Cyrus held the door open for Amy in nervous silence. He felt like he had to apologize for what happened at the heritage festival even though he couldn't have done anything to stop it. Sometimes Cyrus felt as if though his life was just one long string of embarrassments. Which dear perverts, I suppose he's not totally wrong about. He'd avoided talking about it on the drive home with some tunes but he knew he'd probably have to address it at some point.

Before passing Cyrus Amy stopped and gave him a peck on the lips, "I had fun," and made her way to the couch, "I haven't walked that much in a while though," she slipped off her shoes, "My feet are killing me."

"Mind if I help?" Cyrus made is way to the far end of his couch, "Put your legs up," he said patting the sofa cushion." She did as he said but noticed that she seemed a bit rigid with her position, "Just try to relax."

"Alright," Amy let out a shy laugh has she leaned back. Cyrus slipped off a sock and began to massage the bare foot, "Cyrus, you don't have to do that."

Cyrus worried that maybe she didn't want him to touch her after what happened at the festival but he kept going. "Does it feel good?"

"Yeah. It actually feels great."

"Then I don't mind," he tilted his head to the right, "Besides, it's the least I could do after what happened back there."

"What are you talking about?"

Nice of her to pretend, he thought. "It's just..." Cyrus searched the air for the right apology while continuing to attend to Amy's aching foot, "I should have guessed that my cousin was going to invite everyone to see his kid and I'm sorry you had to deal with them and," he shook his head in shame, "all of them assuming that you're my girlfriend. Old fashioned, you know." At last, he'd apologized and, in the process, admitted he knew it was never going to happen.

"I didn't mind," Amy gave a smile that concealed the pain in her heart, "I know how family can be." Cyrus hadn't confirmed his family's suspicion in front of her but he also didn't rebuke them. Amy hoped that maybe he just didn't want to seem like he was jumping the gun in front of her but now she had the impression he didn't want that kind of relationship with her. Cyrus slipped off her other sock and made his way to massaging it but she felt that the silence between them was heavy so she said something that had been on her mind all day, "Hey Cyrus, can I ask you a weird question?"

"Yes," he looked to her while continuing his task, "You can lay down more if you want to get comfier, by the way."

Amy scooted down and rested her head on the arm rest, "It was a Filipino heritage festival but for some reason I always thought you were half Mexican. No offense."

"None taken," a certain enthusiasm entered Cyrus' voice at that moment, "My mom is half Mexican and half Filipino. And then, you know, I'm half Irish from my dad."

"I can't believe I never knew that about you," then she felt his thumbs relieve a particularly sore area of her foot, "Can you stay right there a little longer."

"Anything for you," those words awoke something familiar in Amy that reminded her of grabbing his hair.

Still a dark part of her thought, I don't deserve anything from you. "Hey Cyrus," she let out a quick breath, "I'm sorry about bailing on you the other day without a goodbye."

"It's fine," he gave a weak laugh, "I get it. Margo told me you just have a lot going on."

Amy only fell deeper into shame from his forgiving words. She pulled back the foot that was getting attention, "It's not fine. I should have thanked you before leaving and then I waited 'til the last minute to respond to your invite."

Cyrus rubbed the ankle of her out stretched leg, "I won't lie, when I saw you were gone, I took it in a bad way but you're here now, again. That's gotta mean something good, right?"

Amy sat up right, moved closer to Cyrus, and rested her hand on his own, "I'd say it does," she leaned in to kiss him, eyes closed. She felt his free hand on her thigh run up her back and pull her in closer as their lips locked. She placed her hand behind his head and scratched his scalp gently through his thick hair. The memory of the last time she grabbed his hair ran through her mind. I wonder if he'd let me do that again. Then Cyrus moved his hand to her shoulders and began to pinch it between his thumb and fingers in soothing repetition.

He pulled his lips away but stayed close to her looking into her eyes. She hoped he'd invite her to the bedroom but instead he asked, "Do you like back massages?"

"What?" Amy broke eye contact with Cyrus, hoping she'd somehow see a way to answer.

Cyrus cleared his voice and softly asked, "Would you like," he stumbled his words, "Or rather, would you mind if I gave you a back massage?"

"I don't know."

"It's fine. It was a stupid question," blushing, Cyrus began to retreat.

"It's not that. I mean, I don't know if I'd like it," Amy wondered why she couldn't be so honest a few seconds ago, "I've never had one from a guy before."

"Really?" Cyrus started to drift back, a grin on his face, "None of your exes ever did that for you?" Something about Cyrus' smile was so mischievous that Amy couldn't help but mimic, "I mean," she shrugged, "I've paid for one on a spa day with Margo before but I've never gotten one from a guy I like."

Cyrus chuckled slightly, "Well, I'm no pro but like to think I'm pretty decent. One of my older cousins is a massage therapist," Cyrus chuckled in his adorable nervous way, "He taught me a few basics."

Amy leaned her head towards the hand soothing her shoulder, her long hair falling on to his fingers, "So far you've been great." Amy looked into Cyrus' eyes and a silence hung for a few seconds before he leaned in for another kiss. They got up an made their way to his bed.

Standing in front of the bed Amy's fingers cringed at the bottom of her shirt as Cyrus watched her. She'd hoped that her neuroses about undressing in front of people would have gone away by now but here it was strong as ever. She took a deep breath and realized she'd have to tell him. "Cyrus this is a little weird but," the weights of her stupidity drew her eyes to the ground, "I can't undress in front of other people." Amy waited for a question or worse, a joke.

"Oh?" Cyrus said, "Do you need me to be out of the room like last time or..."

"No," she said quickly, "I'm sorry but could you just face the wall. I know it's weird," the request always felt heavy even though no ex ever had a problem with it.

"Sure," Cyrus turned around, "We all have our," he paused, obviously looking for a respectable word, "quirks. Just know that I respect you."

Those words helped Amy to lift some of the guilt off along with her shirt. She stepped out of her jeans and placed them folded on his desk. She laid flat on the bed in her bra and panties. "You can turn around now," she said softly.

"You look gorgeous," he said approaching her, "Weird question but," his words ceased, "actually never mind."

"What is it?" she looked as him with curiosity.

"Nothing. Just a bad idea."

"Cyrus," she said remembering how kindly he'd treated her oddity earlier, "You can ask me anything. I feel comfortable around you."

He took a deep breath, "Would you wear a blindfold while I massaged you?"

"Oh?" Amy covered her shocked mouth. Margo had told her stories of what it was like to be both blinded and the blinder. What her promiscuous roommate detailed both fascinated and terrified her. Amy understood the appeal of sparing sight to heighten her other senses but the situations Margo described were always so violent. The thought that she could suddenly be spanked, groped, or even penetrated without seeing it coming terrified her. Yet, something about the warm smile on Cyrus' face told her that wasn't his intention and she also thought, He said he respects me. "Alright."

Cyrus reached into his night stand and handed Amy a black satin blinder with elastic straps. "Funny story," he chuckled out, "It's from a sex toy company but I also use it to help me sleep on some nights?"

"It feels nice," she said stretching it over her hair, "Not too tight either."

"I'm glad it's comfortable."

She rested her head on her crossed arms. The world had never felt darker; yet Amy felt safer than she'd ever been. She felt gentle finger tips press against her back. This didn't feel like a horror show, more like a childhood game of hide and seek. The blindfold added an extra layer of darkness from which there was no peaking. She felt tension melt away from her shoulders as he began to work them.

"Amy, I know I've already asked you for a lot but..." Cyrus' words hung in the air.

Since when was pampering someone else asking for a lot? Amy thought smiling to herself. "Go ahead Cyrus. You can ask me for anything."

She heard him take a deep breath; his hands were still but remained pressed against her, "Would you mind if I called you Princess."

"Princess? Like Princess Amy?" she couldn't quite place it but she somehow felt as if she'd been waiting her whole life to be called that. She tried to play it cool but she couldn't help but to give out a few giggles, "Please do. I'd love that."

"Thank you," he paused, "Princess Amy." As Cyrus moved down her back, she couldn't shake the feeling that she'd just been coronated. She buried her smile in her arms.

Cyrus' raging semi-boner distracted him slightly as he tried to focus on gracefully moving along Amy's back. The cage pinched him as it did any time, he got aroused but he didn't know how to calm himself this time. Normally a little deep breathing would get him soft again but no such tricks could possibly work in the presence of his new princess. He just had to endure it.

Cyrus parted Amy's long brown hair to more precisely target her shoulder blades with a duck pinch. "Does that feel alright?" She gave him a long moan as he went on. "Lovely, just let me know if something feels off." As he moved on down making circular motions with his thumbs. Inching closer to the bra line he asked, trying to contain a chuckle, "Do you mind if I unhook you?"

"Go ahead," she cooed out. He parted the straps and began attending to the area, "Hold on," Amy grunted, "Let me just take care of this." He stopped while she lifted her chest to slide the bra out.

Cyrus took the moment to swiftly uncover his chest and loosened his belt though he hesitated to pull his pants off. In the moment he remembered what it was like to undress in front of her the first time. It usually took Cyrus a few encounters with a lover until he felt comfortable being naked around them, but revealing a chastity device on a second date was a whole new pressure. I really hope Margo isn't just trying to fuck with me, he thought.

Amy held her bra by the straps, "Mind putting this with my clothes?" she asked kindly.

"Sure thing, Princess," and dutifully fulfilled is minor task before returning to work on her lower back. His Princess continued to stroke his ego with every moan. As his finger tips went down, he was tempted to start playing with her round ass and tell her all the reasons why he thought it deserved attention but the strain from his cock cage reminded him that he had no reason to rush. As Cyrus moved approached the rising slopes of her ass, she gave a little wiggle that only made it all the more tempting to grab. He took a deep breath, lifted his hand and moved to the end of the bed to massage her legs.

Cyrus placed his palms gently against Amy's leg and started pushing up. He smiled mischievously as an idea began to form in his mind. She does want me to touch it, he thought, but I'll just keep teasing her until she learns how obedient I am. In spite of desiring to give himself to Amy, he also sought out little ways in which he was still free. Subtle ways in which he could get back at her for unknowingly taunting him all day while he was in his cage. He wondered if she would revoke this freedom herself or if he'd have to take initiative.

Amy had never been in such a mix of pleasure and indecision. On the one hand, she was disappointed that Cyrus hadn't taken her signal to start playing with her butt; on the other hand, she was finding it hard to ask him for anything when the massage felt so good. It was nothing like being at a parlor. While Cyrus had a wonderful touch, he obviously lacked the shear experience that comes with doing it regularly for work. Yet, somehow, the sexual tension between them made it feel so much better than a professional one.

In the darkness of the blinder, Amy began to imagine herself back at her spa day with Margo, except in this fantasy version her best friend was out of the room and her massage therapist was a handsome guy that might be willing to deliver some extra customer satisfaction. She felt his knuckles come down gently on her back leg and glide up sending little ripples of pleasure through her. As Cyrus moved on to her other leg, she realized she couldn't take the building pressure much longer. Maybe I should ask him? I am his princess after all.

"Cyrus," she called softly, "Would you mind helping me slip off these panties?" Amy tried shaking her rear to look more enticing but couldn't help but worry she looked more ridiculous than sexy doing it.

"I'm happy to, Princess," he responded with gleeful obedience. Amy tried unsuccessfully to hold down a wide smile every time she heard "Princess". All she could do was bury her face and hope he didn't notice.

Two fingers on each side slid gently down her hips, leaving behind a tickling sensation, until they gracefully curve to hook into her pantie lines. She made little movements to aid him as he slid them off. The pair had nearly maintained the illusion of a Hollywood like grace but her underwear snagged on her left pinky toe has they were coming off. Dear perverts, always keep this in mind: panties never come off as gracefully as in your imagination.

"Oh, sorry about that," he said meekly.

"It happens. Just keep going," Amy tried her best to sound comforting.

"Of course, Princess. Just give me a second." She heard what sounded like a drawer sliding open and closed followed by a barely audible metallic rattling. For a brief time, she pondered if she would have picked up on such a subtle noise were it not for the blinder, but before she could decide a soft pair of hands fell gently upon her ass. Her partner's grasp felt like something between being massaged and being groped yet so much more sensual than either. Amy consciously tried to exaggerate the volume of her moan to make sure he heard her bliss.

She bit her lip, as she gave into the vibes. She noticed that with delicate momentum his fingers began to pinch harder and each time he pushed just a little deeper into her rump. Amy felt her cooch start to dew as she remembered what those fingers could do inside her.

"Do you mind if I kiss it, your highness?" The question evoked a giddy laugh from Amy. It's so cute that he needs permission even to do that.

"Sure thing?" Amy instantly regretted such a dull remark as her head flooded with a hundred better ones. She forgot them all when soft lips landed upon an ass cheek with each kiss. Amy giggled in delight. She considered how ridiculous the scene would look if somebody were to walk in on them but somehow that didn't seem to matter as much as enjoying the moment. Cyrus hands began moving down, his thumbs caressing her inner thighs, teasing as they crawled closer to their clear goal.

With a chin rested on her ass Cyrus asked, "Would you like me to massage a little deeper, Princess?"

Amy spread her legs to give him better access with a long moan, "Go as deep as you want." Hands lifted from her rump and were followed by a popping noise. Then, at last, came the bliss of two fingers gliding into her with surprising ease. It never occurred to Amy what a difference in position could do for fingering. Even for as wet as she was when Cyrus entered her, she still gleefully bewildered at how his hands glided gently through her with a well controlled thrust of an arm. Amy lifted herself slightly by the knees and began to find a rhythm of motion that would compliment her partner's. His free hand gave an ass cheek a pat and he started squeezing kindly. "Spank me," Amy had no idea why she said that. She'd been spanked by previous lovers before but she never asked for it. Though she never objected to it she had never admitted to enjoying it either. Hastily she added, "Just not too hard." Amy suddenly recalled a time when her first boyfriend had put too much force into a back smack.

"As you wish, Princess," followed by a swift, flat handed strike.

Amy enjoy the sensation but thought it needed just a little more sting, "Bit harder," she panted

"Like this?"

The Goldilocks spank, Not too soft but not too hard either, she thought. "Yes! Just like that!" She received three more. In response she began to move even faster and now it was his turn to a tune to her. She could feel him put his whole body into it as he thoughtfully maneuvered his fingers. She rocked against his hand, delighting in its fluid movements.

Frustration began to build in Amy as she felt on the tip of cumming yet unable to take the next step there. "Cyrus, I'm..." she decided not to finish that sentence. Amy hated when her exes would ask her if she was close to climaxing. She didn't want to introduce that assumption and all the pressure that came with it. Last week was probably just a one-time thing anyways, she thought to lower her own expectations.

"What is it, Amy?" and with that Amy realized she'd need to come up with words so she gave him something that was true enough.

"I want to change position." Cyrus slipped his fingers out with playing motion. I miss his fingers already, she thought as she turned over. Looking up at total darkness she remembered how odd it was to have no sense of sight. She had no idea how close her lover was until he gave a compliment.

"I can't get over how beautiful you are."

"Really?"

"You look," his voice came closer, "absolutely stunning." He kissed her lightly on the cheek and then passionately on the lips. Two sets of fingers began to pinch her nipples; one dry, one moist. A sweet fragrance tickled her nose.

"What's that smell?"

"Cherry lube."

"Cherry lube?" She heard him give a cute chuckle at her puzzled remark followed by another kiss on the cheek, then her chin and neck, and down a beeline to her clit. His tongue swirled around her clit, suckled it for a few seconds and then went lower to start eating her out vigorously. His dry hand held her waist while his moist hand played with a breast. Amy grabbed the wrist with the wet fingers of the end of it and pulled it closer to her face. The sweet aroma awakened a new curiosity in her and she craned her neck up and led his fingers to her mouth. A mix of her own juices and cherry flavoring greeted her taste buds as she sucked his fingers. Is that what I taste like right now? She let go of his hand and it went back to playing with her boob.

Amy felt so close to orgasm but she just didn't know what was missing. Maybe a little more intense? She put her nails on the back of his head and scratched tenderly as she pressed him down. He obeyed her touch command by reaching deeper and licking faster. While she certainly felt better this hadn't brought her any closer to peaking.

Amy decided to give up hope and resign herself to the moment instead. Why did I think he'd get me off again? Maybe he's at least had his already like last time. And with that in mind she asked, "Hey Cyrus, did you cum yet?"

He pulled his face out, "What?"

"Like last time?"

12