The Return to the Highlands, Part 1
Her maidenhead had to go. she pushed down hard and with a grunt, popped over his cock. a little trickle of red dribbled down onto his belly. "ooooh that's nice!" she purred. "now push it in deeper jon-tom. adjust it if you have to.
Broken World: Desire (Part I)
The second problem was slowly making itself known as her maidenhead pushed further out of her body, angling in a triangle and facing behind her. "no! nooaaawwwwrrrrr! no!"
Debtors' Barn: Promising Performances [Commission]
Jasmine almost trumpeted the last part as the male behind her surprised her by lining up and penetrating her maidenhead with one smooth stroke.
The Slumber Party
A deep breath, and a firm thrust, and the deed was done - his shaft quickly tore through her maidenhead, the bear's massive strength easily driving into her until he hit bottom, almost half his length buried in her heat.
Brady's trophy
He squeezed her breasts firmly, and then thrust forward hard, braying as his flared shaft punched through the thin membrane of dedra's maidenhead surging the rest of the way, hilting in her plump bovine body. "yes... yes."
Rose Hip Tea Cup Four
You may not think so, but for a girl to even consider going through the pain, no matter how brief it may be, of first penetration, of having her maidenhead torn apart and her body violated says quite a bit about her trust in you to treat her right."
Start of a New Brood
I was crying from the pain, but he didn't stop as he tore my maidenhead, simply pushing deeper at a steady pace, his hips working up until i felt the tip push against my cervix. thankfully he stopped there, letting me adjust.
Think Mink, but Most Importantly, Think.
"like i was saying, is there any way we can do this and still keep my maidenhead? up to this point, both of us have played with each other and maintained them, though it seems that this is no longer the case with her.
Chapter 3 - Interlude with Red Riding Hood
He pierced deep inside her, puncturing her maidenhead, forcing her walls wide, smashing her womb open, and coming to a stop just inside it. she screamed into the gag until her face turned red. her struggles continued, but at a more frantic pace.
Lady Chatterlynx's Lover (Fifth Portion)
Together in our efforts, i pushed past her maidenhead, the tiny spattering of darkness on my cock a sure sign that the darling deer's virginity had been claimed.
Dark and azure sky
He was a bit worried how she would react with him finally popping her maidenhead, so he thought it was best not to tell her it would hurt a bit, he didn't want to make her nervous. a quick way was the best, he thought.
Ultimate Furry Crossover: An Adult Choose Your Own Adventure Entry 39 Part 2 of 2
Now presented with the virgin cunnies of his littlest sister and his cousin, big macintosh bent close, spreading their slick lower lips with his thumbs, letting him look over their well-perforated maidenheads.