Chapter 6 by thehuntsman-king
The next day...
Fantasizing and arranging a date
Eleanor had trouble sleeping after the excitement of Eddie saying yes, but eventually she managed to drift off. She woke up the next morning WILDLY horny, after a sex dream she couldn't remember the details of.
She pulled her shorts down to her knees and immediately started stroking her cock, not even fully awake yet. She bucked her hips in the air, disparate sleepy thoughts of body parts and sex acts running through her head. Then she pictured Eddie towering over her as they talked last night, and her eyes shot open.
She didn't want to stereotype, but he was huge. Surely his dick was too, right? How the hell was her virgin ass supposed to take it? Even as she got more nervous about potential sex with Eddie, Eleanor also got more turned on thinking about a big cock stretching her out.
She went back to fucking her hand, and scrambled for the lube in her bedside drawer. Rubbing a generous dollop onto her fingers, she lay on her side and pulled up her legs to her chest, giving her access to her ass. With one hand playing with her nipples, she started probing her asshole with the other.
Stomach full of butterflies at the thought of Eddie's cock, Eleanor pushed one finger into her ass, fucked it slowly and rhythmically for a few minutes, then added a second. That was normally where she stopped when masturbating. But now, with her nipple in a vice grip between her fingers and a hypothetical big cock on her mind, Eleanor slowly, slowly, slowly pushed a third finger in.
Her gasps and moans were getting harder to control but she couldn't bring herself to stop. Eleanor fucked herself steadily with three fingers, pinching and tugging and rubbing her tits, hips rocking back and forth. She tried to angle her fingertips to press against her prostate, and as she found the right angle she let out a groan that she really, really hoped was not heard in the next room.
She kept going, knowing that a big orgasm was just around the corner, all thoughts gone except the feeling of fullness in her ass.
And soon she came, her cock spurting all over the bed, her body shaking. She buried her face in her pillow to stay quiet, shuddering her way through what felt like a very long orgasm.
Then it was over, and Eleanor took a few moments to catch her breath. After throwing her sheets in her laundry basket and wiping herself off, Eleanor lay down on her floor under her ceiling fan, texting Eddie to make plans.
Eddie, it turns out, had a full-time construction job this summer to make some money for college, so he wasn't available until next weekend. That was alright; Eleanor suggested they go to a favorite restaurant of hers downtown, and said she'd pay since she asked him out. He agreed, and said he'd pick her up at 7 on Saturday.
Eleanor lay back with a smile. Six days to wait. Maybe six days left as a virgin. That got her thinking about Eddie's cock again, and she blew out her breath. She had to do something.
After a little googling, Eleanor knew what to do...there was a discreet little sex shop a few miles away. It was finally time for her to buy a dildo.
What's next?
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A Virgin Trans Girl's Mission
Catching up before starting college
Eleanor had spent high school finding herself, and as a result was still a lonely virgin the summer before starting college. She has three months to fix that. Story is likely to feature: - domination - submission - ENF - dubcon - lesbian - threesome/foursome - humiliation - orgasm control/denial - bondage - and more
Updated on Feb 25, 2025
by thehuntsman-king
Created on Aug 24, 2020
by thehuntsman-king
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