Blind Date

He swallowed, some, just an hour ago he would've hesitated, even just to think about it, but he trusted her explicitly and he wanted to make this red haired goddess feel every sensation he could provide her. He just nodded.
She beamed happily and kissed him softly before leaning up, kneeling between his parted thighs, her cock resting atop of his, eclipsing it as she worked her hips back and forth slowly.
After biting one full lip at the sight of him for a moment she raised her hand and spat on her fingers, urging them down between their bodies, Anthony feeling the alien sensation of a pair of wet fingers gently probing at him, lubricating him, preparing him.
"You're so beautiful Anthony..." she said in a low, loving voice, her words contrasting lewdly with her actions as she continued to prepare his virgin hole and rub spit into her thick cock.
"Is, is that going to be enough lubricant?..." he asked, not wanting to back out, but concerned for her size and his inexperience.
"It'll be fine, trust me.?" She urged as she moved to rest one hand on the bed sheets beside his chest, her other hand gripping the base of her cock and lining it up to his butt.
He nodded again, blushing as he reached his arms out above him on the bed, not sure what else to do with his arms as she looked down into his eyes, her lips parted slightly as she started to exert just the tiniest bit of pressure.
He breathed hard and tried to relax, but found it difficult as the pressure built and built.
She pushed then pulled back, letting him get used to her attempts and just enjoying the sensation of heat and pressure against her sensitive cock head even if she wasn't yet inside him, his cheeks hugging her sensitive member felt amazing.
Again she pushed forward, the pressure once again building against him as he gasped and whimpered adorably, but again did his best not to tense or panic.
This time as the pressure mounted, the building sensations almost becoming unbearable there was a sudden give and she lurched forward a couple of inches, the ruby tip of her cock and the top inch of her pale shaft sinking into his now spread hole.