TicklishSinner
1st Level Orange Feather
- Joined
- Apr 18, 2003
- Messages
- 2,152
- Points
- 0
Tickling In The Office (M/F)
EvlJester & TicklishSinner
Jenna was sitting at her desk filing her nails with her legs propped up on the desk. At 5’4 and 140 pounds, a stunning full body California tan, piercing blue eyes with dazzling light brown locks and a killer smile. She was definitely a great thing in a small package. She felt incredibly comfortable and very sexy in her brand new outfit she had just bought, a light blue, silky, button down shirt buttoned cautiously low with lots of cleavage showing, as well as, the top part of her skimpy, silky, yellow 36 D bra, her tanned and toned legs were complimented by the microscopic black miniskirt, and her matching spiky black heels resting on the floor under her desk where she kicked them off to complete the ensemble she had on her silk, yellow g-string. She was ready for a night with the man of her dreams.
Donovan, her boss and CEO of the company, strolled into the office. She had the biggest crush on him, he was so young, handsome and the best part, he was single. He was wearing white basketball shorts and a black tank top undershirt and still all sweaty from playing basketball at the local park with his buddies. He looked at his secretary who was obviously slacking off and smiled a little bit. When she looked up she jumped a little bit noticing her boss was standing there she quickly tried to regain her composure hoping she wouldn’t be in too much trouble for her being just plain lazy, she noticed he looked exceptionally delicious, a side of him she had never seen before now.
The handsome executive said to her, “I want to see you in my office, and bring your notepad.”
He walked into his office closing the door behind him. The sexy secretary got into her desk drawers and rifled around searching for her notepad and pen. She found both items and walked over to his office and opened the door without knocking. She was about to ask a question when her jaw dropped, she looked up and saw her boss getting changed into his suit and tie for work. She gazed at his body up and down and noticed he didn’t seem to be wearing any type of underwear, which was a massive turn on for her. She could have figured he was a boxer type of guy, she also became quite aware of his “package,” which was larger than she imagined, and she had imagined it in the past. Jenna continued to stare at his god like body without acknowledging he had caught her. Before she could make up an excuse of any kind it was too late, she had been caught.
The fully naked CEO requested, “Hey, Jenna do you mind closing the door!”
The flustered secretary turned bright red and started rambling on and on as she closed the door. She stayed facing the door, like a child in trouble, while she kept mumbling an apology at the same time as smiling and thinking about her boss without his clothes on.
The apologetic secretary managed to stammer out, “Mr. Dawson, I am so sorry, I should have knocked...”
Donovan interrupted her mid sentence, “Don’t worry about it Ms. Stevens, you can turn around, I don’t mind.”
All smiles his adorable secretary turned around slowly trying to wipe the ear to ear grin off her face when she found him with his tailored dress pants on and an unbuttoned white dress shirt un-tucked. Her mind started to race, reminiscing about all the things she had fantasized about with her boss, but now that she saw that side of him, she was even more turned on by him. She also become aware of her yellow silk g-string was starting to get moist with all the erotic ideas she was having about her and her boss.
The young CEO sat behind his over-sized, oak desk in his big comfy leather chair; he offered his blue-eyed secretary something to drink and to have a seat. She took a seat crossing her left leg over her right in one swift movement. Ms. Stevens accepted some water since she was feeling a bit over heated; Donovan walked over to his water cooler and gave her a small glass, then lounged back in his chair.
Quickly the brunette took a few sips of the ice cold water and then asked, “Well, what did you need me to do for you with the notepad, sir?”
Her boss answered while looking her body up and down, having some desirable thoughts about her of his own, “I just wanted you to take a few notes for me.”
Jenna got her notepad and pen ready to write, when she saw her un-attached employer get up out of his chair and walk behind her, he stood inches away from her. This was a glorious sight for him; he could clearly see her diamond charm from her necklace settled in between her ample breasts. This made him smile while thinking to himself if there was anything not perfect about this amazing woman. Having him standing behind her like that gave her the chills up and down her body in a good way.
As he stood behind her he asked her, “So what do you think about your job so far?”
She laughed a little bit and answered sarcastically, “The benefits aren’t too bad, but I could use a raise.” She blushed a little bit thinking about the benefit & raise comments she just made, which was in reference to his package she got to see prior.
The tickle fiend CEO smiled knowing exactly what she meant by benefits, he gave her ribs a few quick pokes as he asked, “Raise, how much of a raise?”
Jenna jumped and giggled dropping her notepad and pen on the floor, smiling that knock-out smile she had.
She said, “That’s not fair that tickled, but about my raise…”
Mr. Dawson cut her off laughing, “Oh I’m sorry I didn’t know you were ticklish, so let’s talk about a raise, what seems fair to you?”
Thinking for a second or two while bending down to pick up her notepad and pen, Donovan couldn’t help himself. He reached down and wiggled his fingers in her exposed underarms. The ultra ticklish beauty squealed and lost her balance falling onto the floor giggling hysterically, and telling him to stop, trying to squirm away. Even though she was tremendously ticklish and felt so vulnerable when anyone tickled her, she loved him having his hands on her body.
He stopped tickling her and chuckled while asking, “Why you giggling so much? That ticklish, huh? Tell you what we can make a deal.” Helping her up to her chair.
As she sat back up in the chair she answered, “Why do you think I am giggling so much, that tickled a great deal, but what kind of deal would you be talking about?”
The man of her dreams walked back behind his desk and sat down again saying, “How would you feel about staying late tonight, since it is Friday and there is no work tomorrow. You will get a $5.00 raise if you let me tie you up, naked, and tickle you for an hour, what do you think about that? Then you will be making $15 an hour.”
Jenna looked shocked and a little worried about being tied up and being tickled for an hour, but then again she could use the raise and it wouldn’t be so bad showing off her naked body to Donovan, who knew maybe she would get to see him naked again. She locked eyes with him, as he had a huge smirk on his face. That facial expression made him look even sexier, there was no way she could say no, except that fact that she knew how terribly ticklish she was, especially in certain areas. She bit her lower lip hoping he wouldn’t know what he was doing and stood up.
She answered, “Alright as long as it is only for an hour and you can only use your fingers that is it, and no one is allowed to know about this and my raise will be active as of next paycheck.”
He smiled and removed his shirt, as if he were a stripper, and said, “sounds like a good deal to me, except for one thing, I get to use my fingers AND tongue, then your raise will be effective THIS paycheck.” Sitting on the corner of his desk crossing his arms watching Jenna’s every move.
She thought about it and agreed, she thought to herself, how much could a tongue tickle. Her mind started racing with all kinds of questions she wanted to ask him about this evening.
The only question she managed to spit out was, “What time did you want me back here this evening?”
Mr. Dawson replied, “Well, I was thinking of ordering some Chinese food and writing it off as a ‘business expense’ at around 7:30, care to join me before we start the fun stuff?” He winked and gave her a little half smile.
The sultry brunette exclaimed, “I love Chinese food and I have been craving that forever!! Chow mien is the best!” She was as giddy as a school girl.
Thinking about how cute she looked all excited about something so small, he chuckled and said, “Alright I will just get you a tub of it then.”
He looked down at his watch and started buttoning up his shirt and said, “Shit! It is already 2:15 I got that meeting in an hour, why didn’t you remind me?” He walked behind her and playfully grabbed at her waist a few times.
She had the sweetest giggle as she doubled over in the chair. In between giggles she managed to say, “I’m sorry, hehehe, I forgot, haha, to remind you, hehehe.”
He stopped tickling her and tucked in his shirt. He was half way out of his office when he asked, “While I am gone can you get those reports typed up for me?”
The cute secretary ran her fingers through her hair and replied, “Of course, not a problem.”
The irresistible CEO said, “Thank you, and I will see you later, so we can discuss your raise, right?” He smiled to himself.
Jenna just shook her head yes and turned 3 shades of red, she wasn’t sure if the redness was from sexual turn or embarrassment, but either way she loved the way he made her feel.
Around 6:45, right before Jenna was about to clock out for the evening, she saw a Chinese delivery boy, then it all hit her all over again what was about to happen tonight. The overly anxious secretary starting fidgeting in her chair when he delivery boy walked up to her desk and handed her the food and the bill, then stood their quietly waiting for the money.
“Just one second please I need to go grab your money.” She managed to pull herself together slip her high heels back on and walk as calmly to her boss’s door and knock. She walked in and shut the door behind her.
The delivery boy waited a few seconds then heard the good-looking secretary squeal and start giggling uncontrollably behind the closed door. He just listened for a few moments to her delightful giggles and pleads for someone to stop. The giggles and pleads weren’t stopping so the delivery boy got a little curious, he walked over to the door and opened it slowly peeking his head in.
His eyes widened when he saw the secretary’s boss straddling her petite hips with her shirt pulled up exposing her perfect stomach. Her boss was wiggling his fingers all over her stomach and in her belly button, which really made her squeal; the poor secretary was squirming and wiggling. Every time she moved her teeny little skirt just rode higher and higher up, the delivery boy wasn’t going to complain about a tip, especially when he saw her breasts jiggling nicely as she was giggling. Her hunky boss finally realized that they had an audience, but this didn’t stop him from goosing her hips a few quick times.
“The money is on my desk, keep the change.” He said louder than normal trying to be heard of the feisty brunette’s laughter.
The delivery boy grabbed the money and walked out with a large grin on his face. Finally Donovan stopped tickling Jenna, but didn’t get off of her. He smiled as he looked down at this appealing, sweaty woman, whose hair was all over the place, with the rosiest red cheeks and a smile that could make the grinch’s heart melt. He finally got off Jenna and helped her up. She was so cute when she was embarrassed.
Sitting down on the small couch he had in his office, she brushed her hair out of her face and remarked, “You know that wasn’t fair, that delivery boy got more than he bargained for.”
Walking out to her desk, grabbing the food and turning off the lights, he replied, “Yeah, I guess your right, but hell he seemed to enjoy what he saw.” He started pulling the food out of the bags and setting it on his desk.
She stood up to help him and to pull her skirt down a bit. She kicked off her high heels and grabbed a straw to put in her drink. The two of them sat down on the floor around his small coffee table and ate, drank and chatted for a while.
After cleaning up the mess from dinner, Donovan removed his shirt and cracked his knuckles asking, “So you ready to get started?”
The comment made her blush a teensy bit, but she stood up slowly unbuttoning her blouse, letting it flip open. She smiled a devilish smile towards her boss, and shimmied the blouse off her shoulders. The drooling CEO just stood there and relished how insanely wonderful she looked.
“I take it you like what you see.” She said with a cocky tone, he couldn’t manage to find any words to describe how much he liked the way she looked so he stood there just shaking his head.
She decided to spice things up a bit more so she got on top of the coffee table and did a sexy little strip tease for him while removing her miniature skirt. Donovan couldn’t take it he walked over and threw her over his shoulder, she squealed with delight knowing she got to him.
His desk was already cleared off so he laid her down softly, kissing her cheek, while running one finger down the front of her stomach. Her giggles were like an addiction, he just had to hear them.
TO BE CONTINUED....... (If people like it)
EvlJester & TicklishSinner
Jenna was sitting at her desk filing her nails with her legs propped up on the desk. At 5’4 and 140 pounds, a stunning full body California tan, piercing blue eyes with dazzling light brown locks and a killer smile. She was definitely a great thing in a small package. She felt incredibly comfortable and very sexy in her brand new outfit she had just bought, a light blue, silky, button down shirt buttoned cautiously low with lots of cleavage showing, as well as, the top part of her skimpy, silky, yellow 36 D bra, her tanned and toned legs were complimented by the microscopic black miniskirt, and her matching spiky black heels resting on the floor under her desk where she kicked them off to complete the ensemble she had on her silk, yellow g-string. She was ready for a night with the man of her dreams.
Donovan, her boss and CEO of the company, strolled into the office. She had the biggest crush on him, he was so young, handsome and the best part, he was single. He was wearing white basketball shorts and a black tank top undershirt and still all sweaty from playing basketball at the local park with his buddies. He looked at his secretary who was obviously slacking off and smiled a little bit. When she looked up she jumped a little bit noticing her boss was standing there she quickly tried to regain her composure hoping she wouldn’t be in too much trouble for her being just plain lazy, she noticed he looked exceptionally delicious, a side of him she had never seen before now.
The handsome executive said to her, “I want to see you in my office, and bring your notepad.”
He walked into his office closing the door behind him. The sexy secretary got into her desk drawers and rifled around searching for her notepad and pen. She found both items and walked over to his office and opened the door without knocking. She was about to ask a question when her jaw dropped, she looked up and saw her boss getting changed into his suit and tie for work. She gazed at his body up and down and noticed he didn’t seem to be wearing any type of underwear, which was a massive turn on for her. She could have figured he was a boxer type of guy, she also became quite aware of his “package,” which was larger than she imagined, and she had imagined it in the past. Jenna continued to stare at his god like body without acknowledging he had caught her. Before she could make up an excuse of any kind it was too late, she had been caught.
The fully naked CEO requested, “Hey, Jenna do you mind closing the door!”
The flustered secretary turned bright red and started rambling on and on as she closed the door. She stayed facing the door, like a child in trouble, while she kept mumbling an apology at the same time as smiling and thinking about her boss without his clothes on.
The apologetic secretary managed to stammer out, “Mr. Dawson, I am so sorry, I should have knocked...”
Donovan interrupted her mid sentence, “Don’t worry about it Ms. Stevens, you can turn around, I don’t mind.”
All smiles his adorable secretary turned around slowly trying to wipe the ear to ear grin off her face when she found him with his tailored dress pants on and an unbuttoned white dress shirt un-tucked. Her mind started to race, reminiscing about all the things she had fantasized about with her boss, but now that she saw that side of him, she was even more turned on by him. She also become aware of her yellow silk g-string was starting to get moist with all the erotic ideas she was having about her and her boss.
The young CEO sat behind his over-sized, oak desk in his big comfy leather chair; he offered his blue-eyed secretary something to drink and to have a seat. She took a seat crossing her left leg over her right in one swift movement. Ms. Stevens accepted some water since she was feeling a bit over heated; Donovan walked over to his water cooler and gave her a small glass, then lounged back in his chair.
Quickly the brunette took a few sips of the ice cold water and then asked, “Well, what did you need me to do for you with the notepad, sir?”
Her boss answered while looking her body up and down, having some desirable thoughts about her of his own, “I just wanted you to take a few notes for me.”
Jenna got her notepad and pen ready to write, when she saw her un-attached employer get up out of his chair and walk behind her, he stood inches away from her. This was a glorious sight for him; he could clearly see her diamond charm from her necklace settled in between her ample breasts. This made him smile while thinking to himself if there was anything not perfect about this amazing woman. Having him standing behind her like that gave her the chills up and down her body in a good way.
As he stood behind her he asked her, “So what do you think about your job so far?”
She laughed a little bit and answered sarcastically, “The benefits aren’t too bad, but I could use a raise.” She blushed a little bit thinking about the benefit & raise comments she just made, which was in reference to his package she got to see prior.
The tickle fiend CEO smiled knowing exactly what she meant by benefits, he gave her ribs a few quick pokes as he asked, “Raise, how much of a raise?”
Jenna jumped and giggled dropping her notepad and pen on the floor, smiling that knock-out smile she had.
She said, “That’s not fair that tickled, but about my raise…”
Mr. Dawson cut her off laughing, “Oh I’m sorry I didn’t know you were ticklish, so let’s talk about a raise, what seems fair to you?”
Thinking for a second or two while bending down to pick up her notepad and pen, Donovan couldn’t help himself. He reached down and wiggled his fingers in her exposed underarms. The ultra ticklish beauty squealed and lost her balance falling onto the floor giggling hysterically, and telling him to stop, trying to squirm away. Even though she was tremendously ticklish and felt so vulnerable when anyone tickled her, she loved him having his hands on her body.
He stopped tickling her and chuckled while asking, “Why you giggling so much? That ticklish, huh? Tell you what we can make a deal.” Helping her up to her chair.
As she sat back up in the chair she answered, “Why do you think I am giggling so much, that tickled a great deal, but what kind of deal would you be talking about?”
The man of her dreams walked back behind his desk and sat down again saying, “How would you feel about staying late tonight, since it is Friday and there is no work tomorrow. You will get a $5.00 raise if you let me tie you up, naked, and tickle you for an hour, what do you think about that? Then you will be making $15 an hour.”
Jenna looked shocked and a little worried about being tied up and being tickled for an hour, but then again she could use the raise and it wouldn’t be so bad showing off her naked body to Donovan, who knew maybe she would get to see him naked again. She locked eyes with him, as he had a huge smirk on his face. That facial expression made him look even sexier, there was no way she could say no, except that fact that she knew how terribly ticklish she was, especially in certain areas. She bit her lower lip hoping he wouldn’t know what he was doing and stood up.
She answered, “Alright as long as it is only for an hour and you can only use your fingers that is it, and no one is allowed to know about this and my raise will be active as of next paycheck.”
He smiled and removed his shirt, as if he were a stripper, and said, “sounds like a good deal to me, except for one thing, I get to use my fingers AND tongue, then your raise will be effective THIS paycheck.” Sitting on the corner of his desk crossing his arms watching Jenna’s every move.
She thought about it and agreed, she thought to herself, how much could a tongue tickle. Her mind started racing with all kinds of questions she wanted to ask him about this evening.
The only question she managed to spit out was, “What time did you want me back here this evening?”
Mr. Dawson replied, “Well, I was thinking of ordering some Chinese food and writing it off as a ‘business expense’ at around 7:30, care to join me before we start the fun stuff?” He winked and gave her a little half smile.
The sultry brunette exclaimed, “I love Chinese food and I have been craving that forever!! Chow mien is the best!” She was as giddy as a school girl.
Thinking about how cute she looked all excited about something so small, he chuckled and said, “Alright I will just get you a tub of it then.”
He looked down at his watch and started buttoning up his shirt and said, “Shit! It is already 2:15 I got that meeting in an hour, why didn’t you remind me?” He walked behind her and playfully grabbed at her waist a few times.
She had the sweetest giggle as she doubled over in the chair. In between giggles she managed to say, “I’m sorry, hehehe, I forgot, haha, to remind you, hehehe.”
He stopped tickling her and tucked in his shirt. He was half way out of his office when he asked, “While I am gone can you get those reports typed up for me?”
The cute secretary ran her fingers through her hair and replied, “Of course, not a problem.”
The irresistible CEO said, “Thank you, and I will see you later, so we can discuss your raise, right?” He smiled to himself.
Jenna just shook her head yes and turned 3 shades of red, she wasn’t sure if the redness was from sexual turn or embarrassment, but either way she loved the way he made her feel.
Around 6:45, right before Jenna was about to clock out for the evening, she saw a Chinese delivery boy, then it all hit her all over again what was about to happen tonight. The overly anxious secretary starting fidgeting in her chair when he delivery boy walked up to her desk and handed her the food and the bill, then stood their quietly waiting for the money.
“Just one second please I need to go grab your money.” She managed to pull herself together slip her high heels back on and walk as calmly to her boss’s door and knock. She walked in and shut the door behind her.
The delivery boy waited a few seconds then heard the good-looking secretary squeal and start giggling uncontrollably behind the closed door. He just listened for a few moments to her delightful giggles and pleads for someone to stop. The giggles and pleads weren’t stopping so the delivery boy got a little curious, he walked over to the door and opened it slowly peeking his head in.
His eyes widened when he saw the secretary’s boss straddling her petite hips with her shirt pulled up exposing her perfect stomach. Her boss was wiggling his fingers all over her stomach and in her belly button, which really made her squeal; the poor secretary was squirming and wiggling. Every time she moved her teeny little skirt just rode higher and higher up, the delivery boy wasn’t going to complain about a tip, especially when he saw her breasts jiggling nicely as she was giggling. Her hunky boss finally realized that they had an audience, but this didn’t stop him from goosing her hips a few quick times.
“The money is on my desk, keep the change.” He said louder than normal trying to be heard of the feisty brunette’s laughter.
The delivery boy grabbed the money and walked out with a large grin on his face. Finally Donovan stopped tickling Jenna, but didn’t get off of her. He smiled as he looked down at this appealing, sweaty woman, whose hair was all over the place, with the rosiest red cheeks and a smile that could make the grinch’s heart melt. He finally got off Jenna and helped her up. She was so cute when she was embarrassed.
Sitting down on the small couch he had in his office, she brushed her hair out of her face and remarked, “You know that wasn’t fair, that delivery boy got more than he bargained for.”
Walking out to her desk, grabbing the food and turning off the lights, he replied, “Yeah, I guess your right, but hell he seemed to enjoy what he saw.” He started pulling the food out of the bags and setting it on his desk.
She stood up to help him and to pull her skirt down a bit. She kicked off her high heels and grabbed a straw to put in her drink. The two of them sat down on the floor around his small coffee table and ate, drank and chatted for a while.
After cleaning up the mess from dinner, Donovan removed his shirt and cracked his knuckles asking, “So you ready to get started?”
The comment made her blush a teensy bit, but she stood up slowly unbuttoning her blouse, letting it flip open. She smiled a devilish smile towards her boss, and shimmied the blouse off her shoulders. The drooling CEO just stood there and relished how insanely wonderful she looked.
“I take it you like what you see.” She said with a cocky tone, he couldn’t manage to find any words to describe how much he liked the way she looked so he stood there just shaking his head.
She decided to spice things up a bit more so she got on top of the coffee table and did a sexy little strip tease for him while removing her miniature skirt. Donovan couldn’t take it he walked over and threw her over his shoulder, she squealed with delight knowing she got to him.
His desk was already cleared off so he laid her down softly, kissing her cheek, while running one finger down the front of her stomach. Her giggles were like an addiction, he just had to hear them.
TO BE CONTINUED....... (If people like it)
Last edited: