I could feel his breath on my skin and
watched in disbelief as his mouth moved closer and closer to my breast, his
lips a mere inch or two from my erect nipple. He looked up at me as he mouth
opened and I knew he was watching my reaction as his lips finally touched my
skin. I held my breath as his warm, soft lips pressed against my nipple, gently
sucking. It was an exquisite sensation and I could not help but moan as the
pleasure spread through my whole body. He continued sucking gently on my breast
and I let my body relax, felt my backrest flat against the carpeted platform,
my thighs completely open, surrendering to his touch. I felt his tongue touch
my nipple and his hand creeping down to my waist. He licked, his mouth opening
wider, to take the flesh of my breast inside, and I moaned unconsciously,
rolling my head from side to side with delight. I didn’t feel his hips lift
from mine, or his hands on the waistband of my panties until he was tugging at
them, trying to pull them down. Somehow he managed to keep his mouth on my
nipple even as he lifted his hips and closed my legs enough to draw my panties
down and off. I came to my senses when he lowered himself down again and I felt
the heat and hardness of his cock slip between the lips of my bare pussy. Panic
seized me and I pushed at his shoulders with both my hands. I didn’t know if I
was truly ready for this. I wanted to say, ‘Charlie, please stop!’ but
the words could not come out of my mouth. He held my legs and I felt him
pressing against the entrance to my pussy. One of his hands moved between us
and I felt the direct touch of his thumb on my clit. I jumped at the sensation
and a wave of pleasure spread through my whole body. He stroked my clit as the
head of his cock pressed against me, teasing my pussy with a mix of pleasure
and pain. mine. His finger stroked my clit—he was an expert at this, I thought,
and wondered how many women he had been with to know how to touch a woman’s sex
this way; how many were girls like me, students who were virgins and knew
nothing about sex and men, about older men who knew all the right moves and
words to seduce a young woman. I wondered how old he was when he first
pleasured a woman, a girl—I imagined him as a very young man, taught by an
older woman and then using the knowledge to seduce girls his age…
I stopped wondering about his past
sexual encounters as he bent his head and licked at my hard nipple and I lost
myself to the pleasure instantly. I stopped pushing against him and instead
slid my fingers through his long hair and closed my eyes. For a long moment he
just continued stroking my clit and licking my nipple. Then his hips began to
move back and forth slightly, his cock seeking entrance to my cunt. I moaned
slightly as a warm feeling spread through my hips. Then he shifted his weight,
changing the angle of his hips, and suddenly his cock slipped further inside
me. An incredible pain shot through me like an arrow piercing my flesh and I
shouted, ‘Stop!’ at the very same time Charlie’s mouth slipped from my breast
and he mumbled, ‘Fuck, that feels so nice.’ I tried to push him away
again but he was too strong, too turned on to consider my pain. He pressed his
hips forward, sliding even further inside me, and I dug my fingers into his
shoulders, bracing myself. He removed his thumb from my clit and gripped my
thigh tightly in his hand, lifted it. I felt his cock slide further in like it
was baseball bat in my groin. It hurt, yes, but it also felt incredibly
wonderful; it was an exquisite pleasure and yet the pain was close. I’d heard
losing your virginity could be an agony and I was terrified by the size of the
cock penetrating me. Charlie rocked back and forth slightly, withdrawing and
pushing the blunt tip of his cock, his tongue back on my nipple as he moved.
The pain was building steadily, overwhelming the feeling of pleasure I’d been
feeling so far.
‘Charlie! Please wait!’ I shouted,
trying hopelessly to push him away. I felt hot tears filling my eyes from the
pain but Charlie only moaned and lifted my thigh even higher on his waist. His
cock inched further inside me and an acute pain seared through my pussy.
‘I can’t, Elizabeth,’ he told me; ‘I
need to be inside you.’ He adjusted his position and I felt his cock pressing
deeper into me, accompanied by a shooting pain. ‘I’ve never had a pussy so
tight as yours,’ he said, ‘so fucking tight…’
‘Wait!’ I squealed, the tears
streaming out of the corners of my eyes. ‘I’ve never done this before!’
Charlie stopped moving, his cock
withdrawing just enough to relieve my pain. He looked at me with shock and
whispered, ‘I thought…’ He didn’t finish his sentence. Instead he let go of my
thigh gently and moved his right hand down between my legs. He touched my clit
again and an unexpected thrill raced through me. I moaned, despite my fear, and
closed my eyes. He shifted his weight and kissed my lips gently, his cock still
pressing into me, but gently now, his rocking motion slower. ‘Oh, my, a virgin
pussy, what a lucky man I truly I am.,’ he whispered and f or a full minute he just kissed me
lightly, stroking my clit in the same slow rhythm he was using to press himself
into me. My pleasure was building but the pain was still there, too. Each time
Charlie pushed forward my whole body tensed; then he’d withdraw and continue
his attention on my clit, keeping his cock just at the entrance to my pussy.
Again and again he pushed into me, a little further each time, and I clutched
at his hair and scalp as the pain took over. He said, ‘Don’t tense so much;
it’ll only hurt worse.’ His voice was gentle and it calmed me immediately. I
twined my fingers through his dark hair as he continued his slow entry into my
pussy. It hurt but my fear was melting away, the pain being replaced by a
strong, pleasurable throb. As he worked his way deeper inside me, Charlie’s
breathing grew quicker. He locked eyes with me as his finger pinched and
stroked my clit. Even with his cock just an inch inside me, I felt like I was
filled with a tree stump; my pussy ached from the pain and my arousal and I knew
that I was close to coming again.
‘I am popping your cherry, Elizabeth,’
Charlie said with excitement in his voice, ‘I’m your first lover and I’m
popping your sweet cherry, you sexy virgin bitch…’
