Chapter 23 Sex With Annie
Leonard could hardly believe his ears. Annie was proposing to have sex with him!
He was so shocked that he didn't speak. Annie mistook that as a rejection.
"If you're not up to it, just think that I was joking," Annie laughed dryly and turned her head away.
She didn't need a mirror to know that her face must be burning.
"Annie, yes! I'll have sex with you!" Leonard shouted at Annie.
Annie turned around in surprise. Leonard was staring at her with a serious look.
In the bathroom, Annie was thoroughly cleaning her body. She had no sexual experience, so she assumed that cleaning her body before sex would be the right move.
"Is it OK to ask Leonard for this kind of favor? But he's the only choice. It's unlike I can ask a stranger for sex," Annie was talking to herself in the shower, feeling both nervous and excited.
In Annie's bedroom, Leonard was sitting on the edge of the bed nervously, hands fiddling the hem of his shirt.
"This is Annie's first time. I must do it right. Don't wanna let her down! Come on, you can do it, Leonard!" Leonard gave himself a pep talk in a low voice.
Suddenly, the bedroom door opened. Annie walked into the room in a pair of loose pajamas.
She wasn't wearing a bra, and it was easy to see her nipples underneath the curve of her top.
"Sorry for keeping you waiting."
Fidgeting, Annie sat down next to Leonard. She turned her face away from him as she didn't dare to look at him, so she didn't notice Leonard's slightly trembling body.
"Let's start, Leonard," Annie said in a low voice with her head down.
"Okay... Okay."
Leonard gulped, turned around, and put his hands on Annie's shoulders, leaning in for a kiss.
Just as his lips were about to touch Annie's, Annie suddenly turned her head away.
"Leonard... Can we not kiss?" Annie asked with a blush.
Leonard scratched his head. "Of course, let's skip it and start from...this."
Leonard's hands slipped down and landed on Annie's breasts. She jolted when his hands covered her boobs, but she didn't do anything to stop Leonard this time.
When Leonard lifted Annie's top and revealed her breasts, Annie felt her heart pounding so fast that she couldn't breathe.
Feeling out Annie's breasts with both of his hands, he praised, "Annie, your breasts are big, beautiful, and soft."
Leonard was determined to make Annie feel good, so he had been nothing but gentle. Annie was both nervous and comfortable.
When Leonard took one of her nipples in his mouth, that tingling sensation surged through her body like an electric current, making her unconsciously groan.
'Annie's breasts seem to be bigger than Scarlett's!' Leonard thought as his tongue continued to tease Annie's nipple.
Feeling Annie's nipple harden, he pinned her down on the bed. Simultaneously, his right hand reached downward, starting to touch Annie's crotch.
Leonard's fingers fiddled Annie's labia over her pajama shorts. Annie covered her mouth tightly, fearing that she would moan again.
"Hold on, Leonard," Annie suddenly called.
Leonard stopped and looked at Annie in confusion. "Is there something wrong, Annie?"
Annie looked at Leonard and asked, "Leonard, have you really had sex before? The things you're doing to me... Are they necessary steps?"
Leonard nodded and replied, "Of course, sex involves more than putting a penis into a vagina."
Hearing Leonard's answer, Annie relaxed.
"Annie, I'm going to continue," Leonard said and surprised Annie by reaching into her underwear, fingers playing with her labia.
Annie felt a tickling sensation different from licking her nipples. With the new kind of excitement, her toes curled up.
Once he felt Annie starting to get wet, he inserted his fingers into Annie's vagina and pumped in and out, successfully making her wetter.
With Leonard's fingering, Annie writhed under him and moaned constantly. He stopped when he deemed she was wet enough.
"Annie, I'm going in. I promise that I'll be gentle."
He took off her underwear. The underwear in his hand reminded him of the blue one that Bill had given him.
'Finally, I'm going to have sex with Annie!' he thought.
Excited, Leonard slowly thrust his thick penis into Annie's vagina.
During this process, he felt a barrier and broke through it with a particularly hard thrust.
Annie screamed.
"Crap. There's blood! Annie, you're bleeding down there!" Leonard shouted in panic.
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