Shannon's Little Princess Ch. 02

Meanwhile, Shannon had gotten dressed and was already started with her 'errands.' She was in her walk-in closet, sorting through her clothes to figure out what she was going to give to Cameron. Shannon had an outrageously large amount of clothing, including plenty of stuff that she never wore because it was too girly, like the panties she had put Cameron in earlier, or fit her a bit too loosely, like the dress she had him wear last night. She held up each article and pictured Cameron in it, each time with a smile, before putting each 'keeper' into a large box on which she had written 'Princess Cammy'. She did leave a few of his new things on hangars, leaving herself some options for what to dress him up in later that night. Shannon felt herself starting to get damp at the thought of dolling up her little princess again. However, she had a lot to do before then and still needed to pick up some things for him from the shops.

Shannon's first stop was a large department store near her apartment. She bought Cameron a few pairs of women's shoes that she thought might go with multiple outfits, knowing that his feet were a couple sizes larger than hers and that nothing she had would fit him. She also purchased him multiple sets of sleepwear. She knew that he would fit in some of her pj's, but even though Shannon's wardrobe was pretty feminine, she generally wore fairly plain shirt-and-pants pajama sets and she wanted Cameron to be sleeping in pretty nightgowns from now on. She bit her lip at the thought of him in a babydoll nightie and matching panties.

Her next stop was a lingerie store in a nearby shopping center. She already had plenty of panties for Cameron, but she picked up another couple pairs that she thought would be cute on him. She also got him a couple of brassieres with a nearly-A cup size (she didn't want to mess around with stuffing a larger bra). Lastly, Shannon bought him some feminine socks and hosiery. With her two inch height advantage and much longer legs, Shannon thought that most of her stockings and such would actually be too large for Cameron.

Shannon's final errand was at a sex shop on the other side of their small university town. Though she had never tried it, Shannon had read about pegging online and with the way Cameron had responded to her finger in his ass, she thought he might really enjoy a proper fucking. She found a suitable harness right away, but had hard a difficult time choosing a dildo. On one hand, she wanted something that was noticeably bigger than Cameron's cock, which measured in at about five inches by her estimation, and not very thick. On the other hand, she wanted her princess to enjoy the sex and she knew that a lot of the monster dongs in the store could really hurt him. In the end, she settled on a realistic-looking silicon dildo that was seven inches long and somewhat thicker than Cameron's own cock. It also had a protrusion on the reverse side to penetrate and stimulate Shannon while she made love to him.

When Shannon got back to her apartment with all of the day's shopping and gathered it up with the other clothes in her walk-in closet, she had to laugh at herself: She had gone quite overboard and had rounded up nearly enough girly attire for Cameron to live full-time as a woman. That was certainly not her intention; Shannon merely wanted to keep playing dress up with him in private and have plenty of variety in the outfits. She considered returning some of the new purchases but quickly dismissed that idea, thinking that she could store half of the clothes at his place and the other half at hers, giving him a fun playtime wardrobe at either location. She giggled to herself at the thought of his closet half-full of his usual sharp collegiate menswear and the other half brimming with dresses, skirts, and nighties.

Shannon glanced at the clock and noticed that seven o-clock was rapidly approaching. She knew Cameron would be back soon so she got to work on dinner, quickly whipping up a simple pasta with meat sauce. She had a hard time focusing on the cooking, her head full of images of Cameron: Cameron, walking to her apartment with frilly panties under his clothes, Cameron in the yellow dress from last night, Cameron on his back with his ankles on Shannon's shoulders... Shannon finally snapped out of her fantasy when the doorbell chimed, and she quickly pulled her free hand out of her pants – she hadn't even realized that she had been touching herself – and shut off the stove.

"Come in, Cammy!" she hollered at the door. Cameron obliged and walked into the dining room as Shannon was setting the table.

"Smells great, Shan, thanks for cooking," Cameron said as he sat at the table. Cameron was dressed in grey wool trousers and a white Oxford shirt. Shannon thought he looked handsome, but she couldn't wait to make him pretty later. She set a plate of pasta in front of Cameron and sat down around the corner from him with her own plate.

"No problem, sweetie. How was your day?"

"It was fine. I made some good progress with my thesis," he answered.

"That's good!" Shannon said. "So... want to talk about last night?" Cameron grinned sheepishly at her.

"What about it?"

"Well, did you like being my little princess?" she asked. Cameron blushed, as he was prone to do.

"Well... yeah. I'm a little embarrassed, but I loved it. I felt so pretty and submissive. It was hot." he said. After a pause, he added, "And I really loved the stuff we did in the shower this morning, too."

"Aww, don't be embarrassed, Cammy. There's nothing wrong with what we did," she said. "Besides, I've never been turned on so much in my life." Cameron just smiled at her and Shannon decided to push the issue a bit. "So, would you maybe want to be my princess all of the time?" Cameron thought for a moment before answering.

"I don't want to switch genders or anything, Shannon," he said.

"Oh, sweet pea, I didn't mean full-time everywhere you go. Just in private with me, any time we are alone together. In public you'll still be handsome Prince Cameron, but with me, you'll be my adorable little Princess Cammy. I have a ton of extra clothes for you, we can keep some here and some at your place," she said. She beamed at him.

"That sounds really great, Shan. I'm excited about this," Cameron said, still looking sheepish.

"One more thing, Cammy?" asked Shannon, biting her lip nervously.

"What's that?"

"Would you throw out all your boxers and wear panties full time for me, even under your boy clothes? It would turn me on so much knowing that no matter where you are, you've got a cute pair of panties on under your boy pants," she said. Before Cameron could answer, she added, "You can keep the designer men's briefs I bought you, but just for doctor's appointments or whatever."

"I think I could manage that," Cameron answered. He gave her a conspiratorial look. "I've got on the white panties from earlier right now." Shannon beamed at him and leaned over to kiss him on the nose.

"That's a good girl," she said. "Now... tell me what you want."

"Didn't I just say it?" Cameron asked, confused. Shannon giggled.

"No, Princess, say it like you did earlier in the shower. You have to say the whole thing." She smiled at him and started gently rubbing his thigh under the table.

"I want to be your little princess," he said.

"And what does that entail?" she asked sweetly. Shannon's hand drifted closer to his crotch, still rubbing.

"I want you to dress me up like a pretty girl anytime we are alone together at your place or mine, and I want to wear cute panties under my clothes all the time because I know how much it turns you on," he said, dutifully.

"All right!" Shannon exclaimed. "Let's get you changed, beautiful." She grabbed Cameron by the hand and pranced off to the bedroom with him in tow, leaving their dirty dishes on the table. She parked him in front of the bed and looked him up and down.

"Go ahead and strip, honey." she said. Cameron complied and soon stood naked, all of his clothes in a heap on the floor, including the white boyshort panties Shannon had given him that morning. She gave him a playful swat on the ass before dancing off to the closet, excited. She returned with a pair of pink nylon bikini panties and held them in front of Cameron. She watched him with a smile as his eyes took in the the little white bows on either hip and the many rows of white lace ruffles across the backside.

"What do you think, Cammy?" she asked.

"They're very pretty."

"I knew you'd like them!" Shannon said, holding the panties by the floor for him to step into. Once he did, she pulled the panties up snugly around his ass and groin. As she tucked the front up over his cock, she noticed it starting to grow into a partial erection. "It looks like Princess Cammy's little princess likes them, too." Cameron groaned at the absurd pet name for his genitals and they both laughed. Shannon briefly returned to the closet and emerged with a dress on a hanger.

"Here's your dress, honey!" It was a strapless dress made out of a delightful pink gingham with white lace trim embellishing the sweetheart neckline and the hem. Below that, the bodice gave way to a lightly pleated skirt that flared out considerably from the waist. Shannon thought it would probably hit him a little above the knee, and her suspicions were confirmed after she helped him into the dress and tugged it into place. Shannon led him to the vanity and applied some light makeup to Cameron's face, similar to last night: Just enough to give him a little color and soften his features. She finished him off with the same bright pink lip gloss he had worn the previous night before turning her attentions to his hair. Instead of gathering it into bunches again, she quickly styled it into an approximation of a pixie cut and topped him off with a cute white bow, clipped into his hair. Shannon kissed him tenderly on the forehead and then helped him to his feet.

"How do I look?" Cameron asked, posing sweetly in the dress.

"Good enough to eat, Princess," she answered with a grin. Shannon put on some music and for several minutes they danced with gender-reversed roles like the night before. This time, though, Shannon's head wasn't in the game; she was too excited for the main event to focus on the opening act. Shannon left the music playing, but took her arms from Cameron's gingham waist and let his fall from her shoulders.

"I have a surprise for you, honey. I'll be right back," Shannon said, leaving Cameron standing in place while she darted into the closet. Cameron heard her rummaging around in there for a couple minutes, and then she emerged, naked from the waist down save for a harness and a very realistic-looking dildo. His eyes widened as she approached him.

"Shan, what is that for? I'm not gay," he said, nervously.

"Shh, Princess, it's not gay if it's attached to a woman."

"I don't know, Shannon..."

"Well, I won't make you do anything you don't want to do, honey," she said, reassuring him. "But I really think you should try it. You might like it, and I just know it would turn me on so much... maybe you could try sucking it just a little? For me?" She bit her lip and looked at him inquisitively. She was really cranking up the feminine wiles. Cameron said nothing, but simply nodded, tentatively. Shannon smiled at him and put her hands on his bare shoulders, gently but firmly pushing him to his knees, the skirt of his strapless dress settling prettily over his legs. Shannon took a step toward him so that the head of her fake cock was inches from his face.

"Just do what you would want me to do if it was your cock, Cammy. Whatever comes naturally," she said. Cameron hesitated, but slowly took the shaft in his hand and brought the tip to his lips, where he gingerly planted a kiss on the head. He was shocked at how life-like the silicon penis felt. It was a little too cool to the touch, but it otherwise felt very real. He gave it another kiss and then brought the head into his mouth, running his tongue along the underside. It felt good. He took more of Shannon's cock into his mouth and began bobbing his head up and down her length, stroking toward the base with one hand and letting the other rest on her thigh.

Shannon gasped with pleasure as Cameron worked her cock, causing the protrusion on her side of the base to move around inside her, stimulating her more than she thought possible from a strap-on dildo. She couldn't help but think about how precious Cameron looked, cute little pink lips on her cock, bow in his hair, and those wonderful blue eyes gazing up at her affectionately, all while he knelt daintily on the floor in his pink dress.

"Good girl," she said down to him. "See if you can take a little more in, honey." Cameron obliged by putting both hands on Shannon's hips, pulling her cock deep into his mouth and upper throat. He was able to get almost the full seven inches inside of his mouth. Seeing him take in so much of her cock turned Shannon on immensely and she moved his hands off of her hips and planted both of her own hands on Cameron's head, careful not to upset the bow in his hair. She held his head firmly and started thrusting her hips towards him, face-fucking him slowly at first, but increasing the speed as she went. Cameron's eyes widened, but he made no objection. Other than the faintest hint of a gagging sound, Cameron took the face-fucking like a champion blowjob queen. The combination of the sight of Cameron all dolled up and the sensations from the strap-on blowjob had Shannon close to orgasm, but she didn't want to finish here.

"Get on the bed," she said, pulling her cock out of Cameron's mouth. Shannon's tone had taken a turn for the dominant. Cameron climbed onto the bed and laid down on his back, smoothing his dress down modestly. Shannon could see that he had an erection under the skirt and panties, but other than that bit of lingering maleness Cameron looked every bit the nervous virgin girl on prom night. Shannon smiled at him and climbed on top.

She started kissing his body, beginning with sensual little pecks on his smooth legs. Working her way up his body – though paying no attention to the tent in his panties – Shannon hiked up the skirt of Cameron's dress, kissing him on each hip and then moving herself farther up to nibble and kiss at his collarbone, his neck, and finally his ear. Cameron squirmed and whimpered in ecstasy beneath her, adding additional fuel to the fire of Shannon's passion. He tried repeatedly to put his hands on Shannon, wanting to rub her, to caress her body as she kissed him all over, or possibly to grab her hips and pull her body against himself to stimulate his ignored cock. Each time, however, Shannon slapped his hand away playfully, only allowing him to clutch at his own chest, the sheets, or the pillow behind his head.

Now that he was properly excited, Shannon was prepared to move on to the main event. She stopped kissing Cameron and smiled coyly at him, before sliding back down and helping him remove his panties. She pulled the flimsy pink material down to his feet and let the panties hang off his left ankle instead of removing them completely. Shannon also had him lift his butt off the bed a bit so she could slide a pillow under his hips for a better angle and easier access.

Once she had Cameron properly situated on the bed, Shannon leaned over him and grabbed a container of lubricant that she had left on the nightstand. She coated her cock thoroughly with the lube, and applied a large glob to her finger before inserting it into Cameron's ass and swirling it around. He shifted around a bit while she lubricated his insides, though whether it was from discomfort from the cold substance inside him or arousal from the stimulation from her finger, Shannon couldn't tell. She positioned her cock a few inches from his opening and smiled sweetly down at Cameron as he spread his legs for her and raised them in the air, ruffled panties still dangling from one foot.

"Are you ready, Princess?" she said intimately, her voice barely above a whisper. Cameron nodded nervously, biting his pretty pink lip. He reached between his legs and lightly grabbed Shannon's cock, guiding the tip toward his hole as she pushed it gently forward. At that moment, Cameron was overcome with feelings of extreme femininity and submissiveness – it was a simple act, taking his lover's cock in hand and guiding it into himself, but he knew instinctively that he and Shannon had reached a turning point with that one small gesture. He wasn't Shannon's boyfriend anymore, he was her girlfriend. He was Shannon's princess, and she was his prince. This all flashed through Cameron's mind rather quickly, of course; he didn't have much time to dwell on feelings of femininity before the pressure on his anus started to hurt. He began to whimper at the pain.

"Shh, sweet pea, you have to relax," Shannon reassured him, stroking his leg. "It's okay, it's okay." Cameron listened to her and relaxed his sphincter muscle, letting the tip of Shannon's cock enter him. He let out a gasp of shock. He knew that her cock would be bigger than the finger she stuck in him earlier, but it felt like a tree trunk. He tried to relax some more, and Shannon pulled back a bit before pushing herself into him again, a little bit further this time. She repeated this motion, going a little deeper with each thrust and after a bit of this, Cameron's pained whimpers turned into moans of pleasure. Before long, Shannon was fucking him in earnest, plunging the full length of her cock into him with each stroke while he moaned and writhed around underneath her on the bed.

"Harder," Cameron panted.

"Are you sure?" Shannon answered, equally breathless. Cameron made no reply, but wrapped his legs around her body, trying to pull her into him harder with each of her thrusts. Shannon responded by leaning closer to him and putting her hands on his shoulders, using the extra leverage to slam her cock into him harder and faster than before. They were fucking with an animalistic passion that neither of them had ever experienced before. Both of them were moaning loud enough to wake the dead and the bed was rocking against the wall with each stroke, Cameron's skull banging against the headboard hard enough to knock the bow out of his hair.

Shannon came first – stimulation from the nub on her side of the dildo, combined with the psychological arousal of dominating her submissive little princess nearly caused her to faint as her eyes rolled back into her head and her back arched with a shuddering, powerful orgasm. She recovered her senses enough to reach up to Cameron's head, grabbing a fistful of his hair to pull his head forward. With the other hand, she gave his cock a few quick strokes – she hadn't touched it before then – and continued to thrust her own cock in and out of him. A few seconds of this brought Cameron to his own explosive orgasm; with a decidedly girly little scream he blasted cum all over his own body. The first two shots hit him in his upraised cheek as Shannon had intended, and the rest traced a dotted line on the pink bodice of his gingham dress.

"Oh my God," was all Cameron could say as Shannon pulled out of him and unbuckled her harness, letting the dildo fall onto the bed next to him. She moved to Cameron's side helped him back into his panties, removing the pillow from beneath his hips and sliding the pink garment back up his legs and snugly around his waist. As he turned to face away from her, she patted him gently on his ruffled bottom before smoothing his skirt back down with a smile. She didn't bother cleaning the cum off of his dress, but snuggled up next to him in the bed and held him close. She kissed him lightly on the earlobe.