Chap.15 – [https://www.reddit.com/r/Erotica/comments/b93jj6/repost_office_politicsblackmail_learning_pt5/](https://www.reddit.com/r/Erotica/comments/b93jj6/repost_office_politicsblackmail_learning_pt5/)
NOTE: this is NEW & NOT A RE-POST —-YAY!!!!!!
Sherry finished getting ready. Per His instructions, she dressed in the outfit he chose, but added a nice blazer to it, as the cream blouse was sleeveless. Sorting thru the panties, she chose the one with polka dots on it, as it was different. ‘See you today, I hope.’ She said to herself, as she rolled her eyes. ‘He’ll see me for sure, and these will bring a smile, I’m sure.’ She finished getting ready, feeling secure on knowing that she was pleasing this man.
As Sherry got into the office and to work, she kept rolling ‘round in her head the events of the last few days. A man almost old enough to be her dad was actually *teaching* her things about *HER* own body. She felt pretty secure in what she was doing…and the simple fact was, she was getting addicted to the whole *way* Jono went about doing what he was, well, doing. She was totally caught up in her thoughts when Val at the front desk called her to let her know a courier had something for her.
Sherry requested the man bring it up, as she was not expecting anything, and knew full well from whom it came, & met him at the elevator. The delivery man was tall and handsome, and he smiled big when he saw Sherry. He was just her type, yet she signed for it and dismissed him with little emotion. As she walked opened the package, she wondered why. There was a time when she would have happily wrapped her legs around a man like that, yet now…..
Sherry’s eyes popped wide at what was in the envelope, and she was glad that there was a smoked glass partition separating her desk from the office. In the package was a pair of small, PVC sucker devices, and a small container of raspberry (?) minted balm. A note in Jono’s hand read, “At lunch you are to sign out as going to the Site, as before. You are to apply these before you leave, & wear these until I remove them. Also apply the balm to both areola. I have lunch waiting for us at the Deli around the corner. Bring the Site Report with you, and be here by noon. – Jono” At first, Sherry sighed at the prospect of it. She was mentally on ‘work mode’ and was going to have to learn how to think outside that. At the same time…it was a bit exciting.
Sherry hurried to finish the report, then off to the restroom to do as He wished. On the drive over, she could not help but notice that the balm made her nipples feel warmer, and the suckers were exciting, even though they were in her bra. She was very thankful for the jacket, or they would have been poking out for the world to see.
Jono was outside the trailer, talking to workmen, as Sherry pulled up. They stared at her hungrily as Jono dismissed them and sent them off. Holding the door for what was his, they went in, and Jono quietly flipped the latch as the door closed. Sherry deposited the lunch on the table, and removed her jacket. Pointing to a chair, Jono ignored her as he sat down and read the report she had brought. He nodded several times, reading it, but also noted his property’s look of detachment due to her current predicament.
Jono allowed her to sit a bit more then said “good work, little one, very good. I like what I see here. I knew you had the working ability in you.” Smiling, he looked at her chest. Her breasts were not large but were really nice. The suckers were making her nipples look like they were an inch long, and they poked out like high beams. “Comfortable?” he asked in a snarky way, grinning. Just as she was to speak, Jono held up a finger, and went back to the report. Without looking at her, he said, “woman, go the bathroom, stand inside, door open, hands at your sides.”
The Small toilet faced away from the main office, with was perfect. Jono walked over, and brought a small chair with him. “OK lift that sexy little blouse up, over your breasts.” Seeing her comply to this and the previous commands made him swell with pride just a bit. She was getting it. Sherry had worn a simple, flesh-color bra. Jono smiled and simply said “Nice color.” Hooking her bra strap he tugged the bra just a bit, telling her “Let me get these nice breasts out. I don’t think I ever told you this, Sherry, but I have always thought your breasts were just right.”
Sherry enjoyed hearing that. Some men, Ron included, had told her that her that she had “small tits” which she found offensive. This was not her preferred method for having attention paid to them, but it was still nice. Having worn the damn suckers for about 20 minutes, her nipples were larger…and a bit sensitive, so when Jono sucked them into his mouth, she reacted a bit…but damn, it felt nice. If this was what an addiction was, she was getting used to it. Hearing him remark about the flavor made her giggle, and she wondered where else that balm could be used.
Jono knew from the giggle Sherry was into it. Time to use the confusion tactics. As he let her breast slip out of his mouth, Sherry kissed him, and he returned it. She had a helluva kiss, it was damn near electric, though no tongue. Jono did break away and tell Sherry, “OK little one, let’s remove that leather skirt.” he unzipped the rear as she unbuckled the belt, and Sherry stepped out of it. “Ahh, the polka dots. I hoped you would choose those panties.” He enjoyed her smile, knowing she had pleased him.
However, Jono stopped her from removing them. “Oh no, little one, we are going to do something different.” He said and, taking a small cardboard box he handed it to her, opened. “these are anal trainers, little one. Don’t worry, we are starting with the small one, no larger than my finger the other night. Hold the box.” Taking one of the smaller ones, Jono began to apply lube.
Sherry was apprehensive about the trainer plug. She found anything anal to be nasty, and had really hoped that the other night was his only attempt at this, but she should have known better. She knew better than to say no. it was a word that she no longer had, and right now, she hated it. “Sir….” She tried in her best meek voice.
Jono was trying to be accommodating. “Woman…it’s going to be Ok, **trust me**….” He said. “now bend over the back of the chair, legs straight….yes, that’s right,” Jono said. “Right, elbows on the armrests if you need them.” Taking the hand not holding the plug, he began to rub Sherry’s ass. “Wow my piece of ass feels so good….” Jono said, “I wish I had time to fuck it.”
Moving his hands to the crack of her ass, he slid his fingers along the hem of the panties, and began to rub her pussy thru the panties, making his little circles she liked so much. “now woman,” he said very low, “when I tell you, I want you to take a deep breath, then exhale. When you do that, I will ease it in. The wide flange at the base will keep it from going completely inside you.” As Jono was saying this, he pulled her panties to the side. Seeing his pussy and butt hole at this angle was really nice, and it made him hard.
“relax now little one…ready? OK, inhale.” As She did, he touched it to her butt hole. “Now exhale, sweetie, and don’t stop.” As she did, with a firm, steady push, Jono eased the plug into her ass. Sherry grunted and squealed just a little, but with a final nudge, it popped into place, her annular ring muscles holding the flange base against her ass tightly, pretty as a picture. Jono felt good about himself. “Ok now,” Jono told her, “the panties will hold it in. let’s get you dressed, and then you practice sitting with it while we eat, then we have a site meeting to attend. I am VERY proud of you, sweet-baby-girl. Now get dressed.”
Source: reddit.com/r/Erotica/comments/b9g6tf/repost_new_post_office_politicsblackmail_learning
The plot thickens…