My One and Only (Sweetnothings and RocLobster)

At her stuttering words he'd impede his sexual motions, holding his hips still to give the girl time to grow accustomed to the sensation. "It will be fine, love. It will feel good in time." he said quietly, loving the feeling of her fingers through his hair and provoking him to do the same. Raking his hands through her long luxurious raven hair. His lips would fall to her gently undulating chest to lavish her with more sensual kisses. Trailing down her modest cleavage and approaching her right breast now instead, his wet tongue lapping against the porcelain flesh and approaching her dark pebbled nipple. Gently teasing her with more idle flicks of the soft pink muscle against the excited stub.

Madeline felt slightly bad that she had to say it hurt, but it did, and she needed some time to get used to it. She looked up in his eyes and saw that every word he was true. She smiled softly as his fingers ran through her dark hair. Her green eyes studied every part of his body, before resting her eyes on his shaft positioned at his entrance. Madeline began to want him in her now. She didn't mind the pain, she wanted the pleasure. She moaned softly as his lips moved on her breast, finally resting on her nipple and playing with it with his tongue. She bucked her hips up as she was trying to get him to know she was fine with him moving once more.

Sensing her body relax and become pliant Alex resumed his gentle gyrations. Easing his thick shaft into her wanton womanly folds inch by inch, determined to push her through the pain now and approach the summit of bliss. His lewd, sensual sucking at her breast was broken briefly for Alex to let out a little moan, her virginal walls clamping tightly around his cock the deeper it delved.
"Uugnnh... Madeline." spoke her lustful employer, leaning up from her body to sit angled against her. Dry, warm hands reaching down to grasp her still moist thighs and spread her legs slightly, granting himself easier access to deliver his slow methodical pumping, each thrust growing more forceful as her body begins to loosen and adjust to the erotic intrusion.

Madeline looked up at him and moaned softly as he resumed rubbing his cock against her slit. She bucked her hips. She wanted to feel the euphoria and the pleasure this would bring her. She bit her lip to ignore the pain of him pushing into her. She felt her walls clamp down around his cock. She knew he would have to break her maidenhood. She shifted slightly when he spread her legs a little wider for him. She was slowly adapting to the foreign feeling. She suddenly felt the head of his shaft press against her virginity. Madeline dug her nails into his shoulders, mentally preparing herself for the upcoming pain.

His cock finally came to rest against the protective sheath of skin that lay in waiting at the end of her womanly canal. He tested it first, giving it a gentle probe with his cock to be sure of what the obstruction was. At the inevitable pained moan his actions invoked he'd smile warmly, grabbing her knees gently and bringing them to meet at the front of his chest, her lower legs splayed out sideways over his arms.
"This will hurt, Madeline... But it gets better." he promised, it was a part of breaking in virgin girls he disliked but knew was unavoidable. Madeline was not the first pure girl Alex had bedded, him having gone through a perverse stage earlier in life where he actively craved the taking of women's innocence and binged on such a challenging sin to indulge in. He scoured the city in search of girls wanting to lose their virginity for whatever reason; Lust, money, even spite in some cases where the poor girls were being forced to marry.

He was a practiced hand at plucking women's budding flowers and made it his prime concern that Madeline would not have to suffer a painful, embarrassing and worst of all unsatisfying first coupling. Holding down onto her hand bound thigh's Alex thrust his hips sharply towards Madeline's. The quick action instantly piercing the taut skin that protected her cervix and allowed him to fully explore her womanhood, the small rivulets of blood oozing from the broken skin greasing his already slick cock and staining it a subtle shade of crimson, the colour revealed to the conjoined pair as Alex drew his hips back and forth in a slow, piston like motion.

Madeline's breathing became slow and shallow, making it look like she was hesitating before breathing. She was scared. She was afraid it would hurt her even more. She had a feeling the her master would try to make it less painful as possible. She watched him position her better before he spoke softly to her. His words were always so reassuring and like chocolate to her ears. It brought her relief, and a sense of security.

She closed her eyes briefly before opening them slowly. "I trust you." She said simply. He seemed to take his time. Was he thinking about something? She was thinking that he was remembering the times he had deflowered other girls. She did know she wasn't his first. She broke away from her thoughts as he held down her thigh. She didn't have time to react before Alex thrust his hips into her. Her eyes widen as the pain suddenly overwhelmed her. She found her nails digging into his skin harder, enough to pierce the skin. A few tears managed to slip past her eyes, but she didn't break down into a crying mess. Just as soon the pain came, it went and was replaced by the new pleasure. She let out a moan filled with both pain and pleasure as he began to thrust into her slowly.

Alex smiled and leaned down to gift Madeline a light kiss on the lips, pushing her legs down with him as he descent and in the process forcing his member to bury deeper into her pristine depths. This was the part he enjoyed most, and felt that the women would too. After passing the barrier of pain and venturing deeper towards her womb his cock would be felt throbbing intimately against the tightly constricting walls. He could feel his lower body melting, the heat of her broken sex felt oozing along his painfully distended shaft and flowing into his own body as waves of pleasure. Each slow but forceful thrust of his hips took him deeper and deeper until he finally bottomed out, holding himself against her body with her dainty legs thrown over his shoulders. His kiss growing more fiery with the mounting pleasure and pulling out long drawn out moans of pleasure from Alex.

Madeline gazed up at her master as he gave her a light kiss. As he did so, he pushed her legs down further, forcing his cock to go deeper into her. This was all happening so fast for her. She didn't expect him to move this quickly with her. She definitely did not mind that one bit. The maid felt the throbbing mass against her walls, and it was bringing her the best pleasure. She let out a soft moan, bucking up her hips as high as she could. With his powerful but slow thrusts, she rocked her hips to match them. She loosened her tight grip on his shoulders from her nails, and she instead draped her arms behind her. Her tongue grazed over his bottom lips as she gently tugged on it with her teeth. She didn't understand why she was so shy before around him. Now, she was getting more comfortable with him in a different way.