Anna was a virgin. However, she was not the not typical repressed high schooler that moved on to college without letting herself get fucked. That’s what many assumed, though. Rather, Anna never had the interest in having sex with her peers. She often crushed on her professors, teachers, and older male role models, but never had the confidence or desire to approach them.
By her Junior year of college, she had had enough. Standing at five feet nine inches and 175 pounds, she was a fetishizable force to be reckoned with. Her breasts were large and dense, decorated by her crater-like pasty pink nipples. She had long red hair that she kept in a French braid concealing her sensuality and confirming her naivete. Her ivory skin was a translucent shell encasing a voluptuous body decorated with bright blue veins that were roadmaps to where she wanted be teased. No longer a young, twig-like teen, Anna was a woman by any measurable standard, and she wanted to be fucked.
Anna wanted to fuck desperately, but she didn’t know where to start. The men at her school didn’t interest her, and she didn’t know where to meet an older man, given that she was only nineteen. On top of this, she was generally ambivalent. As a perfectionist, she didn’t want to attempt something that she didn’t already know a great deal about, even if that something was as seemingly intuitive as sex. She spent weeks browsing the reddit AskMen section for advice on how to conceal her virginity. “Should I break my hymen with a dildo before so I won’t bleed with him? What if I bleed anyway?!?” she thought. “What if I say something weird when I’m getting off? What if I freak out and can’t do it?.” Thoughts like this plagued her apprehensive mind for weeks. But she knew she had to address this sooner rather than later. So, she downloaded Tinder, made a profile, and started swiping.
Knowing she had an affinity for older men, she set her age preferences to between 35 and 39. “Probably not grey, but could be my dad in some parts of the country,” she thought. Perfect. She swiped through the plethora of the mediocre dirty hippies that missed their calling as cool dads. She was not having any luck, and even those that she matched with were not that enticing to her teenage desires.
Then she saw /u/seedickthrowaway. She recognized him from her previous escapades in Tinder. They had talked briefly the year prior, but she got flighty and left the conversation. She remembered him being forward, insisting that she come over the same day, or maybe the next day if she must. He was just as attractive as she had remembered. In the year prior, she had wanted to meet up with him, to finally let herself go and let him pleasure her. But at the time, she was a year into almost a two-year long depressive episode and couldn’t will herself to get ready to go see him. So she stayed in bed and imagined what he might do to her if she had gone. She regretted staying in and not pouncing on the opportunity, but she knew it wasn’t the right time. But now, a year later, she had just entered a manic episode and wanted nothing more than for an experienced older man to fuck her overly-analytical and nervous brains out.
He was a 35-year-old engineer with olive skin, dark curly hair, and a perfectly-groomed beard that was made to juxtapose her alabaster thighs. “Hello, darkness, my old friend,” she thought. She had found the man for the task, she had just hoped that he would want her.
A day passed, and Anna was notified that /u/seedickthrowaway messaged her. It was a Monday. He sent a smirky quip that showed he had looked at her bio, but was also pretty self-impressed. They messaged back and forth for about a half an hour, and he told her that he was sitting on public transportation, rock hard, looking through her profile. “Does this mean he thinks I’m attractive?” she naively thought. He soon invited her over for drinks. She said that she had homework and studying to do throughout the week, but could see him on Friday. He agreed, and she started to panic. Was this really going to happen? She was partly relieved, but mostly out of denial. She knew she wasn’t ready, but decided that she had to be. /u/seedickthrowaway asked her to message him if she became free earlier in the week, and she agreed.
Friday came, and she planned to meet him after work. Conveniently, he lived just two blocks from her work. She dressed inappropriately for work, covering a very revealing fuschia blouse with an oversized men’s Levi’s jacket. “I can do this. I’m ready for this,” she said to herself in her the bathroom mirror before exiting her apartment.
Work that afternoon was the longest few hours of her life. She could barely contain her nervousness, pacing, tapping her foot, and reapplying her lipstick. She thought about leaving early, but it didn’t make sense. She had to meet him at 6:15, so there was no sense leaving early. The clock finally struck 6, and she could feel her heart racing. But, like always, she hid her emotions, and walked confidently in the direction of his apartment complex. He buzzed her in, and she swallowed, still leaving behind a large lump in the back of her throat.
She gave her standard three-beat knock on his front door. Moments later, it veered open at a speed comparable to expired molasses. At the end of the painfully long moment, he stood before her, even more statuesque and exquisite than she had imagined. His espresso colored eyes pierced into her sapphire blues, and the beard she was so badly wanted in her pussy was adorned with a few grey hairs. Fuck yes. She had come to the right place.
“Shabbat shalom,” she exclaimed, awkwardly. “Shabbat shalom,” he replied, surprised. He guided her back to the kitchen of his one-bedroom apartment on Denny Way. It was a perfect June evening, and the sun was just beginning to set over the Space Needle, which was in perfect view from his kitchen window. She took off her jacket to reveal what she had been hiding at work: two succulent, plump breasts cradled in a push up bra beneath her revealing pink top. “Look at you with your titties hanging out,” he quipped. He made himself a martini, and had her pour her own gin and tonic. Perfect. She was in control of how much alcohol she’d drink, and wouldn’t get into too much trouble.
They talked for quite some time and covered the usual topics: college, hometowns, work. He asked her how she came to be so accomplished academically at such a young age. She had a response that dismissed the compliment. He asked her to take her top off. Not knowing whether she should tell him to fuck off or just go along with it, she paused, looked at him, and agreed. Her fuschia surplice top came off to reveal her tender, plush breasts, embellished with blue veins that were throbbing with arousal. She could only imagine that he was feeling the same way.
He stood up in front of her and asked her to suck his cock. She immediately said no, surprised and offended. “How long have I even been here?,” she questioned. “An hour,” he insisted. “Please?,” he implored. She sat silently, shocked and uncertain. He asked when she had last sucked a cock and her voice started to crack. She couldn’t maintain eye contact with him anymore. “Never?,” he questioned. She looked at him with an innocent stare that could have only conveyed inexperience. “Come with me,” he said.
She followed him into his room and laid on his bed. The straw-colored linen sheets accented an otherwise minimalist tidy room. He laid beside her and pulled at her black lace bra to uncover her breasts. He sucked on her nipples and bit down. Hard. She winced, and he pulled back. He started taking off his black Levi’s 511s to reveal a near perfect cock. She stared at it like a portrait in a gallery, in awe of its beauty, but afraid of touching it.
“Do you want me to teach you?,” he inquired. She took him with her eyes and with her gaze, the desire was confirmed. “Spit in your hand,” he commanded. She nervously tried to cough something up, when he grabbed her hand and spat in it. She felt simultaneously degraded and aroused.
/u/seedickthrowaway’s greedy hands braced her face and guided her onto him. Splaying his legs open, she grabbed the backs of his thighs and stuck her ass in the air as if she were eating pussy like the most seasoned Portland bull dyke. She planted her face into his basket and sucked his cock as if she was licking the world’s last creamsicle on an apocalyptic hot summer day. “This is not the first dick you’ve ever sucked,” he remarked, incredulously. She denied his claims, somewhat flattered. “You must just watch a lot of porn.”
He stopped her before he came, and told her stand at the edge of the bed. Her shins pressed into the frame, and she could feel an uncomfortable stretch down the back of her legs. Her ripped her pants off, and pushed her to her hands and knees. His greedy hands caressed her milky white ass with the tenderness of a lover and the intent of a sadist. He pulled his hand back to plant it on her firmly. Her skin was met with a sting, followed by a humming vibration from his palm, and she let out a sound that was somewhere between a wince and a moan. His hand was buzzing. He put his hands on her hips and pulled himself into her and teased the lips of her pussy with the head of his cock. They were already so plump and wet. The teasing had puffed her lips up and and covered them with her own cum. There she stood, ready. Her pussy was pink and sweet, just like the plumerias on the desk of her femininely-decorated dorm room.
She lost control, moaning and flinching as if she were the victim of an exorcism. He wasn’t even inside of her yet. It was the most satisfying and overwhelming sensation she had ever felt. She started thrashing her head around and moaning uncontrollably. “Do you have a condom?,” she asked, panicked. “I’m just rubbing,” he reassured. He retrieved a condom from the aluminum Durex box on the side of his bed. She heard him rip it open and rolled it onto his hard pulsing cock. He grabbed her wide hips and pulled them into him. He slipped into her, and she gasped, as if she had just been saved from drowning. It was euphoric. Even with a condom she could feel him in her. He flipped her over, and she couldn’t help but look at him. He was so beautiful. She ran her hands down his back and onto his ass, which could have been carved out stone. His dark and devious eyes looked into hers sweetly, and he caressed her face. “Do you like the way Daddy feels inside you, you slutty little girl?” he asked. She whimpered, eagerly. “That’s what I like to hear.” He spat in her face, the humiliation reminding her of her place and evolution at the same time.
He came, and she was at peace. It was over. She wasn’t a virgin anymore. She was laying next to him, stroking his chest, feeling his warmth. Always feeling fallible, she asked if she had been too wet. He reassured her that she hadn’t. But she still felt that she had failed him. He sent her home, and she felt confused. Her virginity was no longer an issue, but another soon replaced it. Her sexual archetype became that of a man that wasn’t available to her. Like a pup following a wolf, she was infatuated with his being and wanted nothing more than to please him. But to him, she was just another pup: a young, wandering, directionless, naive creature to be molded, and then turned loose to the rest of the world.
Source: reddit.com/r/gonewildstories/comments/bihp7u/first_time_fm
Excellent job. I think the updated metaphor is even better.