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.