Taken to Pamela’s Room (Part 2)
Tiny Life Guard
chapter 19
by
copier
· original author:
jay72
(special thanks to Azazel-8 and Brucasco for helping me with this chapter)
After what felt like an eternity, the elevator finally arrived to Pamela’s floor. Your admirer stepped out of the elevator and began the stroll down the hallway towards her room. With no knowledge of the party you were missing, she happily assumed that you were having the time of your life right now, giving your member a couple more strokes as she smacked her lips a few more times. “Y’know Jim, I can’t remember the last time I’ve had this much fun with a man! You certainly are a special little cutie.” Feeling a little adventurous and spurred on by your seeming appreciation, she gave you a slightly harder squeeze, not enough to be truly painful, but definitely enough to get your attention. “I’m in town for a few more days... so I think I’ll just have to keep you until the end of my stay here!” Pamela had butterflies in her stomach as she sweetened the deal. “Or... maybe I really should take you back with me to good ol’ Nashville!! The two of us could have a lot of fun together! I could introduce you to all of my friends, they would absolutely adore a little guy like you! You can just move in with me, so you wouldn’t even need this job anymore! Doesn’t that just sound delightful? What do you think?”
“Oh man, she can’t actually be serious about that...right?” You thought while shivering at Pamela’s words. “Oh no no no no no!” The blonde knew you couldn’t actually answer buried face-first between her breasts, but that was fine, since she was just joking around about her proposal. Being a single woman at her age can be lonesome at times, so it was a nice thought, a really nice thought, but she couldn’t just take some guy halfway across the country on a whim... However, that doesn’t mean she can’t still keep you while she’s a guest here!
Personally, you wished you could know whether she was joking or not about Nashville. You’d thought it was probably a joke the first time, but now you weren’t so sure. Given the incorrect assumptions she was certainly drawing from your uncontrollable erection, she might very well have felt you wanted to go home to Tennessee with her, even if nothing could be further from the truth. Her continual flirting and air kisses weren’t helping your confidence, but it was hard to struggle or even contemplate escape as the stimulation of your manhood continued. Intense pleasure mixed into every throb and the movements you were able to make were mostly just pushing your member further into the blonde’s probing fingers, which only encouraged more touching as she giggled suggestively in adoration.
It was almost hopeless at this point, you’re completely naked, trapped with a giant woman who seems intent on keeping you for at least the foreseeable future, and to top it all off, no one else has any idea where you are. You wondered how Melissa was going to react if you stop showing up for work, even if Pamela only plans on keeping you while she’s in town, you’ll still miss your next few shifts. Melissa might assume you just quit and hire someone else to replace you instead. The likelihood of this scenario made your heart sink. Even with Pamela seemingly unaware that her plans potentially put your job in jeopardy, you tried not to direct any frustration towards the blonde. Despite her frequent misunderstandings she actually seemed really kind and down-to-earth, she probably just wants someone to keep her company. Plus, you had to admit... she was pretty hot. However, she just wasn’t what you were looking for right now. And besides, she was about twice your age! This was not the way you wanted your first time with a real woman to go! Thoughts of spending the next several days (or longer) getting kissed, cuddled, and played with by this giant woman filled you with dread. Every step she took towards her room made it closer to becoming a reality.
Pamela happily strolled along, her butt still swaying back and forth as she traversed the halls. She turned a corner and saw the door to her room come into view! “We’re almost there Jim!” Pamela cheerfully declared as she continued to tease your penis with tantalizing tickles. The buildup brewing between your legs was getting harder to contain as your penis started to twitch uncontrollably. “Oooooo! Oh my word...” the southern belle cooed in fascination, smiling to herself as she observed your flailing appendage, thinking that you must be in absolute heaven at this point. Clenching every muscle you could, you managed to fight off the urge to cum for now, but still found yourself teetering on the edge. Suddenly, you felt the flesh around you cease in movement. Pamela put out her hand, using her wristband to unlock the door to her room. Your stomach churned as you heard the lock on the door beep in confirmation as it unlocked. “Oh no, no, no, no, no, no, no, no, no!!!” you thought to yourself as you squirmed and frantically kicked your legs, desperate for some sort of last second escape!
“🎶 Here we aaaaare! 🎶” the southern woman sang, giggling at you as she opened the door, stepping into the room before shutting it behind her. The sensor locked the door again with a “click” upon it shutting, trapping you in Pamela’s room and sealing your fate...
After what felt like an eternity, the elevator finally arrived to Pamela’s floor. Your admirer stepped out of the elevator and began the stroll down the hallway towards her room. With no knowledge of the party you were missing, she happily assumed that you were having the time of your life right now, giving your member a couple more strokes as she smacked her lips a few more times. “Y’know Jim, I can’t remember the last time I’ve had this much fun with a man! You certainly are a special little cutie.” Feeling a little adventurous and spurred on by your seeming appreciation, she gave you a slightly harder squeeze, not enough to be truly painful, but definitely enough to get your attention. “I’m in town for a few more days... so I think I’ll just have to keep you until the end of my stay here!” Pamela had butterflies in her stomach as she sweetened the deal. “Or... maybe I really should take you back with me to good ol’ Nashville!! The two of us could have a lot of fun together! I could introduce you to all of my friends, they would absolutely adore a little guy like you! You can just move in with me, so you wouldn’t even need this job anymore! Doesn’t that just sound delightful? What do you think?”
“Oh man, she can’t actually be serious about that...right?” You thought while shivering at Pamela’s words. “Oh no no no no no!” The blonde knew you couldn’t actually answer buried face-first between her breasts, but that was fine, since she was just joking around about her proposal. Being a single woman at her age can be lonesome at times, so it was a nice thought, a really nice thought, but she couldn’t just take some guy halfway across the country on a whim... However, that doesn’t mean she can’t still keep you while she’s a guest here!
Personally, you wished you could know whether she was joking or not about Nashville. You’d thought it was probably a joke the first time, but now you weren’t so sure. Given the incorrect assumptions she was certainly drawing from your uncontrollable erection, she might very well have felt you wanted to go home to Tennessee with her, even if nothing could be further from the truth. Her continual flirting and air kisses weren’t helping your confidence, but it was hard to struggle or even contemplate escape as the stimulation of your manhood continued. Intense pleasure mixed into every throb and the movements you were able to make were mostly just pushing your member further into the blonde’s probing fingers, which only encouraged more touching as she giggled suggestively in adoration.
It was almost hopeless at this point, you’re completely naked, trapped with a giant woman who seems intent on keeping you for at least the foreseeable future, and to top it all off, no one else has any idea where you are. You wondered how Melissa was going to react if you stop showing up for work, even if Pamela only plans on keeping you while she’s in town, you’ll still miss your next few shifts. Melissa might assume you just quit and hire someone else to replace you instead. The likelihood of this scenario made your heart sink. Even with Pamela seemingly unaware that her plans potentially put your job in jeopardy, you tried not to direct any frustration towards the blonde. Despite her frequent misunderstandings she actually seemed really kind and down-to-earth, she probably just wants someone to keep her company. Plus, you had to admit... she was pretty hot. However, she just wasn’t what you were looking for right now. And besides, she was about twice your age! This was not the way you wanted your first time with a real woman to go! Thoughts of spending the next several days (or longer) getting kissed, cuddled, and played with by this giant woman filled you with dread. Every step she took towards her room made it closer to becoming a reality.
Pamela happily strolled along, her butt still swaying back and forth as she traversed the halls. She turned a corner and saw the door to her room come into view! “We’re almost there Jim!” Pamela cheerfully declared as she continued to tease your penis with tantalizing tickles. The buildup brewing between your legs was getting harder to contain as your penis started to twitch uncontrollably. “Oooooo! Oh my word...” the southern belle cooed in fascination, smiling to herself as she observed your flailing appendage, thinking that you must be in absolute heaven at this point. Clenching every muscle you could, you managed to fight off the urge to cum for now, but still found yourself teetering on the edge. Suddenly, you felt the flesh around you cease in movement. Pamela put out her hand, using her wristband to unlock the door to her room. Your stomach churned as you heard the lock on the door beep in confirmation as it unlocked. “Oh no, no, no, no, no, no, no, no, no!!!” you thought to yourself as you squirmed and frantically kicked your legs, desperate for some sort of last second escape!
“🎶 Here we aaaaare! 🎶” the southern woman sang, giggling at you as she opened the door, stepping into the room before shutting it behind her. The sensor locked the door again with a “click” upon it shutting, trapping you in Pamela’s room and sealing your fate...
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May 30, 2025
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