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Chapter 5
by Twisted_Fellow
It would be fine, right?
Time spent, getting closer to the boss's boss, Miss Fox
Lex and Tiffany drove from work to the Olive Garden in Harlingen, located fairly close to Tiffany's home. She was driving a 2019 Black, MKZ Hybrid while Lex was driving a 2016 Blizzard Pearl, Prius. He sometimes got teased for it at work, but most stopped mocking him after learning how many miles per gallon he could get with it. He didn't care about the car in it of itself, but saving money on gas and not requiring many fill ups were perks he couldn't ignore.
After they both found a parking space for their cars, they headed inside together. Upon entering, they were asked a short array of the usual questions, but one question stuck out. One of the staff ladies inquired the following. "I know this is a little rude, but I wish to know, Miss Fox. Is this gentleman your boyfriend?" He turned slightly, not wanting to hear the usual reply that came after such a question, but was surprised by her answer. It was far from what he had expected. "Hmm, I am not sure yet. This is our first date after all." She leaned in and whispered something into the young lady's ear, who giggled shortly thereafter and said. "I understand, a table for two, right? Please follow me."
He was wondering if she was just messing with him, or just what. 'Me, her boyfriend!? No, that was just too far from a possible reality, right?', he asked himself before shaking his head. 'Nope, couldn't be possible.', he thought with a sigh, but noticed when he came back from his thoughts, they were at their table, but he, like an idiot, was just standing there. He quickly sat down with a nervous smile. "Sorry about that, I kinda spaced out there." She giggled before smiling. "That's cute, but I won't bite. I promise." He felt himself blush as he looked a bit to the right then down to the menu. 'God, I feel like a blushing little school girl.', he thought before thinking of a witty comeback. "Maybe not here, but what about in private?"
Her reaction surprised him more than his own words when she said. "Well, if things go well here, you will find out." She playfully winked as she continued. "I promise." He felt a tingle along his spine, his thoughts making his dick quickly harden within his pants, straining once again against the fabric. 'Why do I have to be so easily turned on?', he thought while replying. "Sounds fun." He moved slightly to adjust himself as she giggled once more. A new quest popped up as she giggled.
Bedding your boss's boss
- Fuck her to orgasm at least once
Reward: 200 xp, 2 Libido and 2 Charisma
Optional: Warm her up properly with cunnilingus.
Reward: 69 xp, 2 Wisdom, 2 Agility and 1 Endurance
Accept or Decline?
His eyes widened slightly as his dick strained once again against the fabric of his pants, his thoughts sending more pleasure down his spine as he mentally hit accept. Was this really possible? He could really end up sleeping with her? Tiffany Fox, one of the top women on his mind when masturbating. He would never tell her this though, that would be bad for many reasons. He wondered about this things while looking at the menu.
After they made their orders, it wasn't too long before their appetizers and drinks came. While they enjoyed their appetizers, Tiffany spoke first. "Finding it hard to talk to me, Lex?" He almost choked on his lasagna fritta, taking a sip of his drink before saying. "Oh, um, a little. I, I just never expected to be a possible choice for your boyfriend. I mean, you are a very beautiful, sexy, and smart woman after all. I am certain you could have any man, or woman you wanted." A new exclamation popped up which he ignored. She smiled, blushing very lightly as she replied. "Such honesty, I like how quickly you say it and without sounding like a pompous suck up. Unlike some people I know." He tilted his head slightly, thinking about earlier today. The thought of Jacob exiting her office came to mind. "Are you referring to Jacob?" She started to laugh before playfully smiling. "Mm, yes, today I am referring to him. Come to think of it, he was coming out of my office when you arrived, wasn't he?" He nodded slightly. "Yes, he was. I am sorry they cannot be more honest with you, but if I would wager a guess, it would be because you are intimidating to them."
A moment later, she nodded. "Yes, that would makes sense." She looked to him, gazing into his eyes. "You know, you have very beautiful eyes, Lex. They are rather relaxing to gaze into." He blushed as he smiled nervously, it felt like she was hitting just the right notes, but why was she really so interested in him? He wondered as he replied. "Thank you, Miss Fox." She moved a hand across the table and pressed her pointer finger to his lips. "Don't call me that here, please, call me, Tiffany." He felt slightly more tense, but smiled. "As you wish, Tiffany." She smiled, pulling her hand back. Their waiter coughed, having returned with their food while they had been getting closer, shattering that moment of intimacy with a new amount of tension and slight awkwardness. He used this moment to check that exclamation from earlier.
New skill gained!
(Passive) Flirting lvl 1
Flirting causes the target to become more aroused and distracted by you.
1% arousal and distraction per flirt.
He smiled reading that, but once their food was in front of them, he closed that pop up and they began to eat. It was nice dining with Tiffany, she was a delight to talk to. She was turning out to not be at all like what he had been told by others at work. He was starting to wonder if he could help change her image around the office, or if she did that on purpose. Hmm, it was likely she did it on purpose. It wasn't like she was trying to be anyone's friend after all. Being friends with anyone, let alone everyone, would make her job a lot harder, especially if anyone was doing poorly on the job. He hadn't really thought about it before, so this was a real eye opener for him. A new exclamation flashed that he let pop up.
Achievement Unlocked!
More than a simple programmer.
Through examining Tiffany's situation, you have learned more about yourself and her.
Reward: $100, 15 xp, and 1 Wisdom.
This one caught him a bit off guard, but with the new point in Wisdom, it felt easier to come up with solutions to problems in a more practical way. Hmm, so even proper inquires could earn him more abilities and power? This would be useful information. He thought about that while eating. Their meal went by simply enough, but their conversations were getting a bit naughtier by the minute.
He felt a foot gently touch his calf, the sensation almost instantly made his dick hard once again. His body quivered as he smiled, trying not to show how much he was enjoying her light touch. She moved a hand to touch his as he went for his last bite of his meal. "I would really like it, if you came back to my place for dessert, Lex." He froze for what felt like several minutes as his mind ran over this new information, her touch felt like it was touching his shaft for some reason. Perhaps, this was because he was too excited? As he pondered that, his other hand moved to gently touch hers and said. "Sounds delightful. I am certain anything you'd serve me would be quite delicious." She visibly bit her bottom lip before saying. "Flatterer."
A short time later, they were walking out of this place, hand in hand. He had decided to be a little bold, taking her hand with his. It wasn't truly a surprise that she didn't pull back, but this meant things were going much better than he expected. 'Thank, Gaia for these powers.', he thought. A new notification popped up.
Achievement Unlocked!
Praise be to me, Gaia.
As you should, but to be honest, I only unlocked your potential.
Reward: 1 Wisdom and my thanks for appreciating me.
Note: This is a one time thing, you aren't getting more Wisdom for being a suck up.
He quickly read the notification, a smile formed upon his lips as he looked to Tiffany and said. "I will follow you back to your place." She nodded before heading towards her car. He went to his own, but once in his car and following her, he started to wonder about a few things. For starters, how well would things go at her place? Was this actually dessert? Or was she implying something more intimate? Though he hoped for the latter, he was genuinely enjoying his time with Tiffany. This day was turning out to be quite amazing, but would it continue? He would find out at her place.
Name: Lex Frost Moore
Title: The Gamer
Lvl: 2 XP 320/400
Hp: 39/39
Hp regen: .11 per min
Mp: 123/123
Mp regen: .15 per min
Money: $5,650.16
Build: Very thin
Height: 6'
Dick size: 6 inches
Inventory slots 1/10 (Gaia Sass T-shirt)
Unspent skill points: 0
Str: 7 + (0) End: 11 + (0)
Int: 22 + (0) Wis: 15 + (0)
Agi: 13 + (0) Cha: 12 + (0)
Lib: 20 + (0)
Dessert or something more intimate?
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Tales of a "Bent" gamer
Where it all began
Inspired by my previous story "Descent into the Abyss" and "The Gamer" written by Sangyoung Seong. This gamer ends up with the powers of the gamer, however, an interesting twist comes into play when his gender is bent. Just like in some video games where the gender of your character can be picked, so can he change his own, affecting not only his abilities, but the way he views the world and how it views him.
- Tags
- Womb knocking, Genderbent, gender bender, Accidental Gay Anal, Hair Pulling, Inseki, Female orgasm with clothing on, Selfcest, Surprise Anal, Anilingus, buttplug, gloryhole, gender bending, Tattoo, hardcore, slut, curse, Mental manipulation, Pictures, gif, Public, Trap, deepthroat, vibrator, The Gamer, Video game, Anal, Manhwa, Sex, Cunnilingus, Blowjob, Heterochromia, Screaming, Threesome, Crotch Stepping, Cumming in Pants, Titty Fuck, fellatio, Sub, Tears, Multiple Orgasm, Impregnate, Masturbation, Accidental Gay Deep Throat, Phantom sensation
Updated on Jun 5, 2025
by Twisted_Fellow
Created on Aug 23, 2019
by Twisted_Fellow
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