Learn To Like it

Chapter One

The phone rang at his desk, which was annoying just like it was the 20 previous times it had rung that morning. It had been a busy time at work and every phone call was just another little interruption in his working day. He picked it up and reception told him that there was a client out the front to see him. He asked who it was and they said it was Jeannie. He checked his diary as he was sure he did not have clients booked in and said to the receptionist that he would be out there as soon as possible.

He walked briskly through the office and out into the reception area and when he looked up he stopped dead in his tracks when he saw who it was, his mind racing and not quite knowing what to do next. Jeannie just stared straight at him with a knowing smirk on her face.

“It’s good to see you again Jeannie, please come through.” He said as he held the door to the office area open for her.

“Thanks, I will.” She stood and walked through, he overtook her in the passage way and lead the way down to one of the interview offices, opened the door and indicated she should come in and have a seat, which she did.

He then sat down nervously and stuttered a little, his mind still racing and not knowing what to do. She sat there confidently, smiling and loving every second of this.

They had met online and chatted a lot over the last couple of years. They had even met in person a few times and played a little. He had expressed a desire to explore being dominated, a desire that seemed to come and go every now and then, and elements of this had pricked Jeannie’s interest in some ways. It had gotten too hard, both in other relationships, work, family and life in general just making it hard for them to play anything out properly. She had done some exploring and experimenting on her own and he had just thrown himself into his work more than anything, although they had kept chatting over this time.

“What can I do for you today, Jeannie?” He went with a standard professional line he would use with any client who turned up without an appointment.

“That is exactly the attitude I am looking for, you wanting to know what you can do for me. Excellent.”

“Ummm..... I am not sure I understand what you mean....” he stammered.

“It has taken a while to find you, but eventually I got enough pieces of the puzzle to work out where you were working. Then a call to you office got me your full name which is in the telephone book so I know where you live. You receptionist was also polite enough to ask if I was dealing with you or your father, who apparently also works here, so now I have his details too and as a result I have your parents home address and phone number.” She was positively beaming.

He was puzzled and said, “Ok, so you know who I am. We have always got along well and even become friends, or I thought so, so I am not sure what you are planning to use all this information for.”

“Oh I don’t want us to stop being friends. And I don’t want to break up your relationship, hurt your working life, stop you making a living or anything like that, but I will if I have to. I just want a toy, and that toy is you. I have all out conversations printed out, and all out texts back and forth, and a few candid pictures that you did not know had been taken one day when we played. If you don’t do everything I tell you I will mail them to your boss, your workmates and your mum. Sorry to be blunt, but I am sick of pussy-footing around and I know I have you right where I want you and that you don’t have a choice but to go along with it. Am I right?” She pushed two pictures across the desk from her bag, one showed him standing outside in nothing but ladies knickers cleaning a motorcycle and the other showed him dressed the same way but on his hands and knees collecting rotten fruit from around the yard.

He sighed and paused as he collected his thoughts, wondering how he could have been so stupid, “Yes, you are right.”

“Good, well this will be fun. Well, fun for me anyway.” She chuckled and was genuinely really enjoying herself and his discomfort, “I don’t think you are going to have much fun. The more I have thought about all this, the more I have found I love to have the power over a guy and really get a kick out of humiliating and degrading them. It turns me on more than anything else I have ever tried.” She took back the pictures and slid a pair of black lace panties over to him “Go put these on now and come back with your boxers in your hand.”

He scrunched them up tightly in his hand, left her alone in the interview office and made his way to the bathroom. He went to one of the cubicles and took of his shoes and then pants. He wanted to get this done fast before anyone from the office started talking to Jeannie in his absence. He slipped his boxers off and the lacy ones on, finding it was a g-string as he did so. Pants and shoes back on and then boxers tightly hidden in his hand as he rushed back to the interview office where he was horrified to see his office assistant talking to Jeannie.

His assistant left and Jeannie looked up as he came into the room and said, “Ah there you are. Your assistant was just checking to make sure I was being looked after and I told her I was fine thanks. She seems lovely and I have her card now in case I needed any help. That’s another one for my list. Boxers please.”

He handed them over and she put them into her bag too.

“Oh, I nearly forgot this...” she said as she reached back into her bag and got out a small device which she slid across the table for him and he grabbed it before anyone saw as it was a small butt plug. “Now go and put that in and come straight back.”

He made his way back to the bathroom, back to the cubicle and undid his pants. Having no choice, he gave the plug a suck so it wouldn’t hurt so much and reached round and slowly inserted it into his virgin ass, pulling the g-string to the side so he could. It was quite small so didn’t really hurt, more just an unusual sensation, then did his pants up and went back to her again. He sat down without a word and suddenly jumped as the butt plug began vibrating quite strongly.

Jeannie laughed out loud, showing the small remote control she had in her hand, “Good boy, I guess that proves you did as you were told. Not that I had any real doubts, but it’s nice to know for sure. OK, so here is the deal. I am staying at a hotel at the top of the street. Meet me in the bar downstairs there for lunch at noon. Don’t be late. And tonight I need you to get off work as early as you can as I will need your services for a couple of hours at least. That is all.” She got up and stood, waiting for him to open the door.

He jumped to his feet and opened the door, she started walking down the corridor and he overtook her in order to get the main door for her. He stumbled as the butt plug started to vibrate again and she laughed as he then opened the door and she finally left.

Wandering down the hallway he was wondering what he could do. He probably wouldn’t lose his job over it, although he might cop some grief over improper internet usage from the office, but his standing at work would be shot, especially with most of management being female He had no idea how his parents would react. Even though he was in his mid thirties, they were very straight and this would not go down well with them. Back at his desk he got stuck into work again, his mind constantly wandering. He realised after a while that there was not really anything he could do to get out of this, but he also realised that a part of him was quite excited at the idea of having no power at all.

Lunchtime came pretty quickly and he made his way up the road just before 12 and into the bar. The second he walked inside he felt the butt plug start to vibrate so he knew she was close by. He made his way over to the booth she was sitting in and sat opposite her, she was still grinning as she sipped at her white wine, the remains of her lunch in front of her as she had already ordered and eaten.

He started to talk, “Look, we have always been friends and got along well and..”

She cut him off sharply, her voice low “Shut up piss-slut. This has nothing to do with me liking you. This is something I want and the only person I can get it from is you. It is the most selfish thing I have ever done and I am seeing it through to the end. Deal with it, get over it, it is going to happen. Get it?”

“Yes, I get it.” He glanced around to see if anyone heard what was being said, his face getting warm.

She reached over and grabbed his nipple through his shirt, twisting it sharply, “Yes, I get it MISTRESS,” She hissed.

“Yes I get it Mistress.” He repeated. He squirmed a little as the plug was still vibrating which was starting to cause his cock to become erect.

“Now I know you will need to get back so we will only have time for one drink here. You will have to skip on the meal sorry. I will get you your drink.” She said as she stood up.

Reaching out and touching her arm he said “I will get it, you don’t have to get up.”

“Stay where you are, I need to freshen up after eating anyway boy.”

She made her way towards the bar and restrooms behind him. He sat waiting, not looking around as he did not really want to be noticed by anyone. She came back a few minutes later and put a glass of what appeared to be white wine in front of him that and an almost identical one at her place.

“I know these look very similar,” she said, “But mine is a nice cool white wine from the south of the state and yours is a fresh warm glass of my piss from the south of my cunt. You will drink it all and you will do it quickly. I have heard that it tastes best when it’s fresh.”

He picked up the glass and she did the same, clinking her glass to his like friends would before they drink. Her eyes got bigger as she watched intently as he raised his glass to his lips. He took the first sip and it was quite acidic, certainly not a pleasant taste at all and he grimaced a little. She grinned as she took a mouthful of her own drink, a twinkle evident in her eye.

This morning had been a normal day at work and now, a couple of hours later, he was sitting in a lacy g-string with a vibrating butt plug up his ass that was keeping his cock hard and drinking a glass of someone else’s piss. He took another sip of it.

“Finish it fast boy, I am bored of sitting here,” He took a much bigger mouthful and swallowed it fast, then another and then Jeannie continued, “Good boy, almost done. Take that last mouthful and hold it in your mouth and follow me.”

Jeannie got up and he did as she asked, swilling the last mouthful and holding it in his mouth as she made her way to the hotel lobby. The taste was getting stronger as he held it in his mouth and he hoped his erection wasn’t too obvious. They got into the lift, he was thankful no one else got in with them, and she pressed for the 6th floor. She turned to face him then reached out and grabbed his cock through his pants and started rubbing it.

“There’s my good little piss slut, finally got to taste it at last. I see that you aren’t hating this treatment, you feel like you are about to cum right now boy. Make sure you don’t or I will be pretty pissed off with you. Now swallow it and don’t forget to thank me.”

He swallowed the last of it with a grimace and said “Mistress, thank you so much for the delicious drink. That was very sweet of you.”

“I am glad you liked it. Since you did like it so much I will makes sure there is plenty more in the future for you, and not just mine piss-slut.” She stopped rubbing his cock as the doors opened and made her way down to her room, her of course followed. It was a normal hotel room, decent sized double bed, table, chairs, TV and a bathroom with a shower bath and toilet. It was nothing spectacular but was clean and a decent size.

Jeannie lay on the bed, obviously feeling very comfortable, “OK boy, take off everything except the g-string and then you will find a nice matching bra in the top drawer there to put on as well. I got you a nice little A-cup and I hope it fits ok.”

He stripped off, his erection now very evident through the tiny black lace underwear. He went to the drawer she indicated and found the bra which he tried putting on. Never having put one of before he couldn’t do it which Jeannie found hilarious and left him struggling for a few minutes before she told him to come over and she would do it up which he did.

“Now go and stand over near the table, I want a good look at you.” She ordered and he did as he was told. She grabbed her phone and took several shots as she walked over to him grinning. He felt humiliated and wished there was a way to get out of this.

“Aww you look so pretty like that my little bitch.” She reached around and pressed against the vibrating butt plug as she spoke, which caused him to squirm, “It seems you like having things in your ass too. Maybe you are not as straight as you think you are. I know this is something I would like to find out a lot more about for you over time. Kneel down and kiss my feet.”

He dropped to his knees and bent forward, his lips pressing against her shoe and gave each a kiss then knelt upright again.

“Well that was a bit more boring than I thought it would be.” She said, “I think now you should kiss my ass boy and I mean really kiss it, I want your tongue right in there learning to love my ass.”

She moved past him and leant over the table, lifting her dress right up showing that she had no underwear. He crawled the few steps forward and found he could reach her ass with his mouth while on his knees still. He gently pulled her ass cheeks apart and moved forward, his lips pressing against her rosebud. Jeannie wriggled a little and got comfortable as he started to probe a little with his tongue. He spent some time with a little in-out action there, breaking it up a bit to run the tip of his tongue round the entrance several times. She kept moving a little, obviously enjoying it, then after several minutes she pushed him away.

“Good little ass licker.” She said, “Now why did I think you would do that well and enjoy it? Well, I can’t let you have all the fun, and as ordinary as this might be I want to get off and I want you to use your mouth and tongue to make it happen. Nothing fancy, just a good pussy licking from you. Think you can handle that boy?”

“Yes Mistress, it would be a pleasure.” He responded.

She made her way over to the bed and lay back half way down the bed, her legs off the end so her pussy was at the very end of the bed. He crawled over and knelt between her thighs then began to stroke her inner thighs with his fingertips and then gently kiss them, gradually moving up towards her pussy. She squirmed a little and moaned the moment the tip of his tongue brushed gently against the lips of her pussy. She was obviously very turned on and was also very wet. He took his time, positive he would be told if he was going too slowly. He ran the tip of his tongue up and down, very gently probing her pussy lips so the tip of his tongue gradually worked its way deeper inside her, occasionally running up higher every few times so the tip of his tongue flicked her clitoris which brought a little gasp each time from her. His tongue was getting deeper into her, his lips pressed against her pussy lips and he could hardly breathe.

Finally she spoke, “Get your fingers inside me and your mouth just working on my clit boy.”

He did as he was told, slid two fingers inside her wet pussy and started moving them in and out as his mouth concentrated on her clitoris. He licked, nibbled and sucked it in turn and eventually she grabbed the back of his head and began grinding his face. Her breathing got faster and faster and with a moaning kind of cry she finally came and let go of his head. He continued to lick away, cleaning up all the juices that had leaked from her but being careful not to be too active on her now tender pussy. Then she pushed him away and sat up.

“Good little piss-slut,” Jeannie said, “You might eventually make a good pussy licker with enough practise. I know you have to head back to work soon, but I think there is time for a fuck first. Stay there.”

Jeannie got up and went to the bathroom and came back a minute or two later wearing a nice black strap-on. His eyes looked worried which made her laugh again.

“What did you think boy? That you would climb aboard and bang away like I am your whore? No way, you don’t get to fuck me, that is one of the things that you just aren’t ever going to be allowed to do. Although I am prepared to be nice and give you a good fucking still. First though I want you to worship this beautiful black rubber toy with your mouth like a good little cock-sucker.”

He turned, staying on his knees and shuffled to her. The strap on was right in his face. He leant forward and kissed the tip of it and looked up at her grinning face. He licked the tip and then opened his mouth and took the top couple of inches into his mouth, still looking up at her. She reached over and grabbed her phone and took a few more photos of him.

“That’s so pretty boy, on your knees in your bra and panties sucking cock like a good little bitch. I can’t wait to see you take a real cock in that mouth of yours one of these days. You will want to make sure it is good and wet so it slides into your ass easily, although that thing has been buzzing up there for more than half an hour now so it might not take too much.”

She continued, “Now get up, take off your panties and go and bend over the table facing the window, bitch.”

He let the strap on slide out of his mouth and stood up to take off the panties, then walked over to the table and bent over it, it was just below waist high so he had to spread his legs apart to be able to lean on it. Jeannie walked past him to the window and threw open the curtains fully.

“It is such a beautiful day it will be a shame to keep the sunlight out.” She said, “Actually, what is a shame is that we are this high up and no one can look in and see what is happening.”

She walked around behind him and grabbed the end of the butt plug and slowly pulled it out, twisting and playing as she did. She slid it in and out a few times as she cupped his balls, squeezing them quite hard so he yelped. Then she took the butt plug out fully and put it in the bathroom. She came back to him and he felt the tip of the strap on press against his ass hole.

“Here you go my bitch, another step in breaking you in.” Jeannie said, “You should just relax and enjoy, and definitely try and get used to it. This is another thing that is going to be a practise run and that I want to sit back and watch the real thing one day soon. Probably on more than one day.”

She began sliding it in and out of his ass, going a little deeper each time. He had never felt anything like this before, it was a very powerless feeling, he felt very violated but it was also keeping him aroused although he really wished it wouldn’t. He could feel his hard cock pressed between his stomach and the table dribbling pre cum. Jeannie grabbed his shoulders and pulled him upright as she thrust almost all the way inside him, causing him to groan. She reached around and felt his hard cock.

“Awww my little bitch-boy likes being fucked in the ass it seems. I can tell you that there are going to be very few times I ever let you cum in these sessions, but this is one of those times. Jerk your cock while I fuck your ass until you blow on the table.”

It didn’t take long after all that play time and the total humiliation he had felt so far before he came, shooting long lines of cum across the table. She then slid the strap on out of his ass and started to take it off.

“Get that cum cleaned up boy, you have to head back to work soon.” She said as she finished taking the strap on off and put it in the bathroom. He bent down, flushed and embarrassed, and then started licking up his own cum which was already cold on the table top. Jeannie took the opportunity to take a few more pics with her phone, laughing the whole time. While he was bent over licking she also slid the butt plug back into his now well-lubricated ass.

“You can wear that this afternoon at work, and the panties.” She said, “I will let you get away with not wearing the bra to work, that might be a little obvious. I also won’t leave the butt plug buzzing all afternoon. See, I do care really. Get dressed while I tell you what happens next.

He took off the bra and put on the panties again, and then began putting on the work clothes he had taken off earlier as she spoke to him.

“This is not something that is going away piss-slut, and there is just nothing you can do about it. You have done well today, I am glad you accepted this and didn’t try to fight me along the way. If you keep that same frame of mind I will be happy to let the rest of your world alone and take what I desire without affecting anything else at all. But never forget that I now own your ass, and will happily take anything I want from now on. I want you to come knocking on my door here as soon as you are able to get out of work. You will need to bring $400 with you for my costs. Get back to work and get here as soon as you can bitch-boy.”

“Yes Mistress,” he stuttered, “Thank you.” He turned and left, his stomach full of piss, pussy juice and cum, his ass sore and with a butt plug in it and the knowledge that he was going to have to go back for more in couple of hours time.

To be continued.