His left hand fondled her left breast, and his right hand went down to touch her vagina. He found her hymen and gently played with it as a woman would play with a man's erect penis. "My sweet, lovely virgin," he sighed.
"Please don't call me that," she said, still insecure about her lack of sexual experience.
"But you are a virgin, my baby. The Virgin Camilla." He tickled her hymen again.
"Don't!" She was on the verge of tears again.
"Sweetie, cherish your last moment of innocence. Once it's gone, it'll never come back. You don't understand how beautiful your purity is. You'll appreciate it not too long after it's gone forever." He rocked her back and forth in his arms. "Sweet little virgin. Sweet innocent virgin Camilla." He kissed her on the back of her head. He heard her quietly sobbing. "Oh, my baby. OK, let's do this." She turned around and lay on her back. He got on top of her in the missionary position.
"Please be gentle," she said in a trembling voice. "I wanna say sorry in advance if I don't please you much." She was shaking with nervousness and insecurity.
"Don't worry, sweetie," he reassured her as he put the tip of his phallus against her vaginal opening. "I'll guide you through the whole thing. Don't be scared. I'll be gentle, but popping your cherry
will
hurt. Be ready for that."
"OK," she sighed as he started pushing his phallus in. "Oh!" she sighed. As it went inside, she felt the most incredible pleasure she'd ever had. It was so hard! It was so big! It was so thick! Her vagina was already welling up with moisture...Then the tip of his penis punched her hymen. "Ah!" she squealed in pain. He kept puncturing and and piercing that obtrusive maiden-head, that obstacle to their pleasure. Now a different liquid mixed with her fluids of delight--blood. Getting rid of that hymen was like chopping a thick piece of wood with a blunt axe: difficult, and irritating. Camilla felt extremes of pleasure and sharp pain; it was confusing for her to decide if she was more in agony than in ecstasy, or vice versa. His penis was sore, too, but the pleasure he got from the tightness of her virgin vagina greatly compensated. Finally, the maiden-head was cracked. "Ah!" she screamed in pain. A dull but intense soreness remained inside her, but the pleasure of his huge phallus sliding in and out made it easier to ignore that. Now she was screaming mostly with pleasure. Soon, he gave her her first penile-vaginal orgasm: she screamed in whistle register, and her come splashed all over them and the bed; her come was thoroughly dyed with her blood. He kept pumping inside her, nearing orgasm himself. She couldn't believe how endowed he was! The paradox of simultaneous pain and pleasure was overwhelming for her: his phallus reached and stimulated every cavity, every wall inside her; her G-spot and A-spot were sizzling with arousal; at the same time, the soreness reminded her of the rupture. She came again, and so did he, soon after.
They lay there, moaning and catching their breath for a minute. "Thank you. For...deflowering me," she panted.
Staring at the pretty pool of blood mixed with come on the bed, he panted, "My pleasure."
She got up on all fours and pushed her behind out so he could see her anus. Looking back at him, she timidly asked, "Wanna put it in my bum now?"
He looked at the pretty hole and and stroked it with his index finger. "Not now," he said. "I'm too sore. Maybe tomorrow." He replaced the bloody bed-sheet with a clean one, and they went to sleep.
*************************
The next morning, Wayne woke up to see Camilla's behind pointing at his face. She'd showered already, and her freshly-cleaned anus looked like a the puckered lips of a woman without makeup on, a woman's lips ready to perform fellatio. "You want to have anal sex with me now?" she asked as she looked back at him with wide-open eyes and pursed lips.
His penis felt less sore now, and it was hardening quickly. "Yes!" he said, and kissed her anus. He got up, masturbated to get himself completely erect, and put on another condom. He got behind her and got the anal lube. He lubricated her rectum thoroughly, delighting in making his finger rove around and smear all of her rectal walls with lubricant. Then he put some lubricant on his penis, and gently pushed the tip against her anus. "Oh, you beautiful little asshole, I'm going to conquer you!" he grunted. She was scared about his size, worried that he would tear her apart, but so far enjoyed the sensation. He slowly slid it in about an inch; he didn't want to overwhelm her. She moaned with pleasure: she could feel stimulation of her vaginal walls from through the other side where his phallus was rubbing against her rectal walls. She'd enjoyed this stimulation when Mr. Chen, her boss, put his smaller penis inside her anus. It surprised her then to feel vaginal pleasure--she thought it would hurt--and the even greater pleasure she was feeling now surprised her all the more. Wayne pushed it in an inch further--she liked it! Finally, he slowly and carefully slid all the way in. They moaned in unison. His phallus was in love with her anus, and her rectum craved his probing cock. In...out. In...out...
Wayne looked down at her behind, loving the sight of his long, thick phallus all the way inside her ass, seeing his pubic hair brushing against her anal cleft. His pubic hair tickled her. What a sweet girl Camilla was! he thought. Only the day before at
Luvlee's
, he was looking at her beautiful brown puckered prune of an anus, the anus she didn't even realize was showing, the anus she didn't even know he was lusting after, and now she was allowing him to enjoy it! Every inch of it! "How do you feel, Camilla?" he grunted. "Am I hurting you?"
"No," she groaned. "Not at all...I like it...enjoy yourself...I want...to please you."
He came at those kind words. "Oh!" he shouted. He pulled out and lay on his back for several minutes, contemplating the happiest morning of his entire life. He removed the condom; the reservoir tip had an excess of come. She remained in the same position, on all fours; he looked at and admired the gaping hole between her buttocks. Her wide-open anus looked like the mouth of a shocked, screaming woman. "Beautiful," he sighed. "Beautiful."
"Wayne," she asked. "Will you teach me how to do oral sex on you now?"
"In a little while, when I'm hard again," he said. "Just know that I'm a hard task master when it comes to teaching fellatio."
"Good," she said earnestly. "I want the discipline; I want the practice. I don't want to stop learning until I've mastered the technique."
"Camilla," he sighed. "You're beautiful."
*************************
Camilla, on all fours on the bed, had to balance herself with her head on the bed; for both hands were busy shoving toys in and out of her vagina and rectum. Her left hand used the vibrator to explore and massage her G-and A-spots, and her right hand pushed the butt plug deep inside her rectum. In...out. In...out...
All the while as she was pumping herself, she thought about her sexual encounter with Wayne. Sometimes she shoved the vibrator a little too aggressively inside her vagina, in memory of the painful rupture of her hymen. She was fortunate not to cause any bleeding. At one point, she pulled out both toys so Jim could see the holes wide open, as when Wayne saw her gaping anus. She made sure her behind was pointed at the camera so he could get a good look. She looked back at the camera with eyes that wanted to see if what he saw was pleasing him. Then she put the toys back inside--deep inside, and continued probing herself until orgasm.
*************************
Jim zoomed in on her vagina and anus as soon as she pulled the toys out. He studied both gaping maws as he played with himself. "Oh, you're so fuckable, girl!" he groaned. He saw her put the toys back in, and both voyeur and exhibitionist continued masturbating. He loved the way she looked back at him as she probed away. "You want me to look...you little bad girl...you want to please me...and you are...Oh!" He was nearing orgasm.
When she started gushing her orgasm, she opened her vagina and kept it pointed straight at the camera; she was also quite close to the hole in the wall. Jim enjoyed watching a fountain of come spew right at him, that is, at his computer screen. The gushing almost reached the camera lens, and one or two drops got on it. He didn't care: a quick cleaning would fix that. "You're a star, girl. A fucking star," he panted, then came.
