Taken to Pamela’s Room (Part 1)
Tiny Life Guard
chapter 18
by
copier
· original author:
jay72
(special thanks to Azazel-8 for helping me with this chapter)
Oblivious to your true thoughts, Pamela slowly began to increase the intensity of her probing, one finger becoming two and then three, as she began to poke and prod at you from all directions. Sometimes the touch was nothing but gentle, a soft caress that lingered at the edge of your perceptions, but other times it was sharp and strong, your delicate anatomy caught between two fingers as they ran across its length with a light squeeze. Your small size made you an easy target, and from tip to base every part of you was touched over and over again. Muffled groans rose from your throat at the attention, a mix of protest and pleasure as you tried to keep your thoughts straight, blood rushing from your limbs and leaving you ever more defenseless.
While you were conflicted, Pamela was having the time of her life playing with her cute little lifeguard. It wasn’t by any means the most stimulation she’d ever experienced, but it was certainly a new adventure to have a little guy squirming around in her cleavage while she played with his prominent erection. Wanting to feel as much as possible, she made sure to keep her body in constant motion, hips swaying side to side in the water and making little waves, while her chest bobbed around on the surface, her breasts vibrating around your body. To anyone looking from a distance it would just look like the blonde was dancing in the pool, happily lost in her own little world with a broad smile on her face. It was the most fun she’d had in ages, and unless you could do something major to dissuade her, she was going to make sure you gave a repeat performance for as long as she was in town.
Suddenly, another woman entered the pool area and sat down on one of the poolside chairs. Pamela noticed this instantly, and at first she was a little frustrated that someone interrupted her private time with you. But after her initial reaction settled, she remembered she has you all to herself. Wanting to keep you a secret, this was the perfect excuse to take you to her room and keep playing all night! Your face was totally buried between Pamela´s melons, her flesh blocking your vision completely. You quickly felt the movement produced by Pamela, and you didn't understand what was happening until you heard a familiar flirty tone whispering to you. “Well cutie, it seems like the pool got a little crowded, so how about continuing our fun in my room, maybe for the rest of the night?” Hearing this your face went pale and you frantically kicked your legs, trying to protest but you only got a mouth full of boob flesh. Pamela saw your attempts and totally misunderstood your protests for joy and agreement, causing her to giggle. "My, oh my! Looks like we are on the same page, Jim, so lets go!”
Your heart sank in defeat as you realized that your attempts to communicate were pointless. There was no way around it, you were stuck in your lovestruck captress’s cleavage until she decided to pull you out. The giant blonde waded her way through the waist-deep water of the pool as she continued to touch you all over. You couldn't avoid moaning in pleasure once again, her advances were driving you absolutely wild! This and your lack of protest due to being smothered by her boobs seemed to delight Pamela even more as she puckered her lips and smacked them together, teasing you with kissy noises.
The sexy southerner used the stairs to exit the pool, she paused her touching to grab her towel to dry her body, this gave you a chance to try to calm your throbbing erection. After a few minutes Pamela finished drying off before discarding her towel. She began to walk back towards the hotel entrance with her yellow bikini booty bouncing happily in delight every step of the way, anticipating the upcoming fun with her little boy. The other hotel guest watched the abnormally happy blonde walk into the building, but she just shrugged it off and goes back to her tanning, totally oblivious of the poor little man in that woman´s clutches.
Pamela stepped into an elevator, and was pleased to see that it was empty. Taking advantage of this, she happily resumed fondling you as she stroked your member. The unexpected sensation of the blonde’s giant index finger greeting your penis again caught you off guard as it brushed along its length, eliciting a shocked, muffled gasp from you. Your reaction caused Pamela to blush again, her heart fluttering with happiness that this handsome little man found her so attractive! Sure, he was quite a bit younger than her, but something about this arrangement just felt so... right. Overcome with joy and infatuation, the southern belle began a happy little dance in the elevator, shaking her hips as she continued to touch you. You bounced rhythmically with her boobs as the swell of her hips swayed side-to-side, causing her round, voluptuous rump to bounce around with glee. “I’m really glad you’re enjoying yourself, Jim! This worked out perfectly! We’ll have plenty of time to practice your CPR once I kiss you all over! Muah muah muah muah muah!”
By now your senses were in complete overload. Your body was screaming for release as Pamela got more and more lost in her efforts to please you, the rate and pressure of her touches increasing as she seemingly tried to work you to a crescendo. Stubbornly you held on, feeling as if it would all be over if you gave her the satisfaction of watching you climax. With your blood either rushing to your member or pooling in your head, it was hard to remain conscious as the flesh around you continued to jiggle and heave, and playful fingers stroked at every bit of you they could reach, alternating between soft tickles and light tugs. The lingering thought of what it would be like to be in this same position with Juli was doing nothing to calm your stiff erection, something you knew would only drive Pamela on harder, but you found it impossible to fight off. As your mind began to drift between utter bliss and the yawning chasm of unconsciousness you couldn’t help but wonder distantly what your partner was doing right now. Was she looking for you like you hoped? Had she left without you? Had she even noticed your absence at all? And what kind of fun might you be having right now if you’d managed to make it to that party?
...
It would have pleased you to know that, despite her ditziness, Juli had in fact noticed you were missing, and had waited for you at the gate for about a half an hour. After texting her friends and being advised that they hadn’t seen you either, the brunette had debated searching for you herself. If she had any knowledge of your predicament, she’d head to the hotel in an instant and rescue you from your bizarre situation. After another minute of deliberation, she eventually decided that it would be pointless to search the whole park for someone so small, and that you probably just found your own way to the party, neglecting to remember that you didn’t know the address. “Well, I suppose I will meet him there, it will be fun spending time with him, and the other girls will love him too!” Pleased with her own deductions, Juli had climbed into her car and driven away, unknowingly leaving you to your fate while she headed off for a night of fun with the girls...
Oblivious to your true thoughts, Pamela slowly began to increase the intensity of her probing, one finger becoming two and then three, as she began to poke and prod at you from all directions. Sometimes the touch was nothing but gentle, a soft caress that lingered at the edge of your perceptions, but other times it was sharp and strong, your delicate anatomy caught between two fingers as they ran across its length with a light squeeze. Your small size made you an easy target, and from tip to base every part of you was touched over and over again. Muffled groans rose from your throat at the attention, a mix of protest and pleasure as you tried to keep your thoughts straight, blood rushing from your limbs and leaving you ever more defenseless.
While you were conflicted, Pamela was having the time of her life playing with her cute little lifeguard. It wasn’t by any means the most stimulation she’d ever experienced, but it was certainly a new adventure to have a little guy squirming around in her cleavage while she played with his prominent erection. Wanting to feel as much as possible, she made sure to keep her body in constant motion, hips swaying side to side in the water and making little waves, while her chest bobbed around on the surface, her breasts vibrating around your body. To anyone looking from a distance it would just look like the blonde was dancing in the pool, happily lost in her own little world with a broad smile on her face. It was the most fun she’d had in ages, and unless you could do something major to dissuade her, she was going to make sure you gave a repeat performance for as long as she was in town.
Suddenly, another woman entered the pool area and sat down on one of the poolside chairs. Pamela noticed this instantly, and at first she was a little frustrated that someone interrupted her private time with you. But after her initial reaction settled, she remembered she has you all to herself. Wanting to keep you a secret, this was the perfect excuse to take you to her room and keep playing all night! Your face was totally buried between Pamela´s melons, her flesh blocking your vision completely. You quickly felt the movement produced by Pamela, and you didn't understand what was happening until you heard a familiar flirty tone whispering to you. “Well cutie, it seems like the pool got a little crowded, so how about continuing our fun in my room, maybe for the rest of the night?” Hearing this your face went pale and you frantically kicked your legs, trying to protest but you only got a mouth full of boob flesh. Pamela saw your attempts and totally misunderstood your protests for joy and agreement, causing her to giggle. "My, oh my! Looks like we are on the same page, Jim, so lets go!”
Your heart sank in defeat as you realized that your attempts to communicate were pointless. There was no way around it, you were stuck in your lovestruck captress’s cleavage until she decided to pull you out. The giant blonde waded her way through the waist-deep water of the pool as she continued to touch you all over. You couldn't avoid moaning in pleasure once again, her advances were driving you absolutely wild! This and your lack of protest due to being smothered by her boobs seemed to delight Pamela even more as she puckered her lips and smacked them together, teasing you with kissy noises.
The sexy southerner used the stairs to exit the pool, she paused her touching to grab her towel to dry her body, this gave you a chance to try to calm your throbbing erection. After a few minutes Pamela finished drying off before discarding her towel. She began to walk back towards the hotel entrance with her yellow bikini booty bouncing happily in delight every step of the way, anticipating the upcoming fun with her little boy. The other hotel guest watched the abnormally happy blonde walk into the building, but she just shrugged it off and goes back to her tanning, totally oblivious of the poor little man in that woman´s clutches.
Pamela stepped into an elevator, and was pleased to see that it was empty. Taking advantage of this, she happily resumed fondling you as she stroked your member. The unexpected sensation of the blonde’s giant index finger greeting your penis again caught you off guard as it brushed along its length, eliciting a shocked, muffled gasp from you. Your reaction caused Pamela to blush again, her heart fluttering with happiness that this handsome little man found her so attractive! Sure, he was quite a bit younger than her, but something about this arrangement just felt so... right. Overcome with joy and infatuation, the southern belle began a happy little dance in the elevator, shaking her hips as she continued to touch you. You bounced rhythmically with her boobs as the swell of her hips swayed side-to-side, causing her round, voluptuous rump to bounce around with glee. “I’m really glad you’re enjoying yourself, Jim! This worked out perfectly! We’ll have plenty of time to practice your CPR once I kiss you all over! Muah muah muah muah muah!”
By now your senses were in complete overload. Your body was screaming for release as Pamela got more and more lost in her efforts to please you, the rate and pressure of her touches increasing as she seemingly tried to work you to a crescendo. Stubbornly you held on, feeling as if it would all be over if you gave her the satisfaction of watching you climax. With your blood either rushing to your member or pooling in your head, it was hard to remain conscious as the flesh around you continued to jiggle and heave, and playful fingers stroked at every bit of you they could reach, alternating between soft tickles and light tugs. The lingering thought of what it would be like to be in this same position with Juli was doing nothing to calm your stiff erection, something you knew would only drive Pamela on harder, but you found it impossible to fight off. As your mind began to drift between utter bliss and the yawning chasm of unconsciousness you couldn’t help but wonder distantly what your partner was doing right now. Was she looking for you like you hoped? Had she left without you? Had she even noticed your absence at all? And what kind of fun might you be having right now if you’d managed to make it to that party?
...
It would have pleased you to know that, despite her ditziness, Juli had in fact noticed you were missing, and had waited for you at the gate for about a half an hour. After texting her friends and being advised that they hadn’t seen you either, the brunette had debated searching for you herself. If she had any knowledge of your predicament, she’d head to the hotel in an instant and rescue you from your bizarre situation. After another minute of deliberation, she eventually decided that it would be pointless to search the whole park for someone so small, and that you probably just found your own way to the party, neglecting to remember that you didn’t know the address. “Well, I suppose I will meet him there, it will be fun spending time with him, and the other girls will love him too!” Pleased with her own deductions, Juli had climbed into her car and driven away, unknowingly leaving you to your fate while she headed off for a night of fun with the girls...
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May 30, 2025
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