Darren did not bother Tracy over the weekend, even though she expected it. When Monday morning came however he told her that she needed to go with him to Chicago for a meeting and that she would be gone for two nights. He had her make the arrangements for him and his wife in one room and Tracy in another. She was happy that his wife was going. She would not have to serve him on this trip.

She arranged the trip, including having her kids taken to school. Monday and Tuesday were normal; at least her new normal days. Wednesday Darren’s wife, Susan, came to work, so they could leave from there. Tracy greeted Susan when she got there. She had met her a few times before, at social gatherings.

At three o’clock Darren, Susan, and Tracy headed for the airport. Everything seemed very uneventful until Susan went to the restroom; leaving Darren and Tracy waiting. Darren positioned himself against a planter wall and motioned for Tracy to come over. She moved over and he told her to back up against the planter, like he was. When she did he slipped his hand up the back of her skirt and began to rub her clit from behind.

At first she was shocked, but then her cunt began to respond. She was half lost in the moment when Susan returned and Darren removed his hand. Susan gave Darren a big smile; as she knew what he had been doing.

They gathered their bags and headed for the plane. It was a short flight. Tracy sat one seat behind them and was still half dazed by the fingering. She could not believe how quickly her body betrayed her.

Soon they had landed and were getting a cab to the motel. They checked in and Susan asked what time Tracy needed to check in at home. Tracy told her about eight; so Susan suggested they grab a bit to eat before then. They all agreed to meet downstairs at six. This would give them a little time to unpack. Tracy’s room was a few doors down from Darren and Susan’s. Both were on the fifteenth floor, overlooking the city.

They net downstairs in the lobby at six and decided to just eat in the hotel. After they had been seated and while they were waiting for their order, Tracy was stunned by what Susan said. She told her she needed to relax a little and told her to go to the restroom and remove her bra. She went on say she knew that she had on no panties and that she was a slave to Darren. Tracy started to cry, but Susan cut her off short and told her that if she didn’t hurry, she would make her wear it on her head.

Tracy bolted from the table and went immediately to the restroom. She removed her bra and shoved it into her purse, then returned to the table. Darren told her to unbutton two of the buttons on her blouse, so she could show some cleavage. Tracy obeyed, trying not to draw attention to herself as she did.

The rest of the meal was uneventful, except for the waiter looking down Tracy’s blouse. As eight o’clock neared they headed up to the rooms. To Tracy’s surprise they followed her to her room and went in with her.

Susan told her to strip, she wanted to see what she looked like. She told Tracy that at eight o’clock she was to call home, as she had intended, but would be played with, as she spoke to her family. She begged both not to do that, but Darren said if she did obey, without question she would be punished. Tracy remember the whipping and gave in.

Tracy stripped and Susan told her to get on the bed, on all fours. She was to bend over to use the phone and while she was talking she would be fucked with a big black dildo. With that, Susan pulled one out of her bag. It was nearly a foot long. Tracy knew she had no choice in the matter, she just prayed she could talk to her family without them suspecting something. Tracy took her place on the bed and Susan played a minute, until she got wet. She then told Tracy to make the call.

Tracy called home as Susan continued to play with her clit. Once she started talking with Tom, Susan eased the dildo into Tracy’s cunt and began to fuck her. It was all Tracy could do to try and talk normal. She tried not to focus on her cunt, but Susan made that impossible. Soon she was on the verge of an orgasm. Luckily for her she was not talking with Tom when it happened. Susan did not let up and Tracy had another orgasm just as she hung up the phone.

Darren shoved his cock into her mouth and she started to suck him immediately. After a few minutes Darren shot his load down Tracy’s throat. As he moved away Susan stopped the fucking. She then got undressed herself and lay on the bed. She then told Tracy to eat her, and make sure she did a good job.

Tracy had never been with a woman before. She had never even considered it. She positioned herself between Susan’s legs and started licking her cunt. After a few minutes she could tell what Susan liked and tried to focus on that. Eventually Susan came and told Tracy she would get better; with practice.

For the next few hours Tracy was used by both Susan and Darren. At about 11, Susan closed Tracy’s suitcase and both her and Darren left for their room. Darren told Tracy to be at their room at exactly six o’clock; dressed like she was. She could not believe they were going to make her walk down the hall of the hotel, naked.

She showered and got ready for bed. She had no slept naked since the kids were born. It felt weird to her, but everything now was weird. She tried to sleep, but was afraid of the morning trek to Darren and Susan’s room. Se did not sleep well.

At 5:00 she shut off the alarm and did her make-up, etc. There were no clothes to wear, so she did not have to get dressed. At a few minutes to six, she stuck her head outside the door to check the hallway. Luckily it was clear. She hurried two doors down to Darren’s room and knocked. Thankfully Susan answered the door right away. As she let Tracy in, Susan said to her, Next time, we will have adjoining rooms, right? Tracy responded with a Yes, Maam, this cunt will make sure there are adjoining rooms next time.

Susan laid on the bed and invited Tracy to come and eat her. As Tracy was, Darren eased in behind her and began to fuck her. Soon all three came in a wild frenzy of orgasms. Darren had Tracy suck him clean and then went to get a shower. Tracy continued to serve Susan until she had another orgasm. She grabbed Tracy’s head and drove it into her pussy as she did. When Tracy emerged, her face was covered with Susan’s juices.

Tracy was then ordered to go stand at the window, completely naked and facing outside. There were buildings close by and if anyone had been at work that early, they might have seen her.

Darren got dressed as Tracy stood there and then came over and patted her on the ass. He told her he wanted her to call the office with her room number and phone number, so they could keep in touch. He told her to make sure she kept her cell phone handy, and lastly he told her to make sure she obeyed Susan. With that he left.

Tracy was required to stand in the window until Susan had gotten dressed. She told Tracy that they had time to get some breakfast before she had to make her calls. Susan handed Tracy a skirt and blouse she had picked out and told her to put it on. The skirt was regular length but the blouse had been modified. The top three buttons had been cut off. Also, it was white and Tracy was sure everyone would be able to tell she was braless.

Once Tracy was dressed, they headed down to the restaurant. As they sat and ordered breakfast, Tracy received several stares. At least she thought they were all staring at her. She felt so embarrassed at being dressed this way. Susan caught her watching the people and looking embarrassed. She told Tracy not to worry about what she was wearing; they would go shopping for better clothes later. Tracy wondered what she meant by better clothes.

After breakfast they went back up to Tracy’s room and Susan ordered her to get undressed. She picked up the dildo she had used on her the night before and told her that while she was talking to the office she would be fucked by her new friend.

Susan inserted it into Tracy’s cunt and began to work it in and out. Tracy made the call and tried her best to hide the fact she was being fucked. She gave them all the info that was required, asked for messages and told them she would check in latter. She was able to hang up just before reaching an orgasm.

After Tracy’s orgasm, Susan made her lick the dildo clean. Once clean she put it on the desk in the room and told Tracy she was to leave it there. She told her that she was to remain naked whenever she was in her room, and she was to allow room service to clean the room as usual. Tracy was mortified that someone would be seeing her naked, and that the dildo would be in plain sight. They would think she was a slut. Tract knew she had no choice and repeated the order in third person with her as a cunt.

Tracy had work to do on the computer and just sat there when room service asked if they could clean the room. She told the person she hoped it did not bother her, but she really liked being nude. The lady cleaned the room without saying a word. She knows the maid saw the dildo as Susan had placed it on the side of the desk closet to the trash.

About 11:30 Susan came and let herself in with Tracy’s key. She told Tracy to get dressed and that they were going to lunch and do some shopping. Tracy put back on the skirt and blouse she had had on for breakfast. These were the only clothes in the room. Tracy followed Susan out of the room and to a waiting cab. Soon they were at a mall and Tracy followed Susan as she led her to a store that handled wilder clothing. She had Tracy try on several outfits, and of course she watched as she did. Eventually she purchased a few very short skirts and a few halters. She wore one of the outfits out of the store. Next they went to a shoe store. Tracy knew that if someone helped her he would see right up her short skit to her fully exposed bald cunt. Sure enough, that is what Susan had in mind and the salesman got a GOOD look at Tracy’s cunt. After teasing the salesman and buying a pair of high heels, Susan and Tracy went to lunch. Tracy got lots of stares as she sat there eating. After that they headed back to the hotel and to Tracy’s room. There, she was required to satisfy Susan and once again make a call to the office while being fucked by the dildo.

She did not do as well this time as she came twice during the conversation. She tried to make up some excuse when asked if she was okay. She could not believe her body was doing this to her.

Susan left Tracy in her room, naked of course, with the blinds wide open, for the rest of the afternoon. She told her she could order dinner up to her room, but would have to stay naked. She took her clothes, just to make sure. Darren called a few times, requesting information and regular business stuff. He told her that he would visit her room for the eight o’clock call home. He told her to be showered and ready to go out for the evening; except for clothes. She knew she was to stay naked for him.

At about 7:45, Darren and Susan went to Tracy’s room. Both undressed and Darren laid on the bed and told Tracy to get on top of him, with his cock deep in her cunt. Once she was in position, Susan handed her the phone and told her to call home, while riding that cock. Darren laid there and Tracy was required to do all the work. She kept moving the whole time she spoke to her family. On occasion Susan would play with Tracy’s tits, squeezing and twisting them.

Tracy did better this time and did not cum until she had said her goodbyes. And cum she did. Darren was fucking her and Susan slipped a finger into Tracy’s ass. Nothing and no one had ever been in her ass before. Even though it was just a finger, Tracy felt every movement. Both Susan and Darren were surprised at how quickly Tracy came once her ass came into the picture.

You like something up your ass, don’t you slut? asked Susan. Tracy could not believe what she was about to say, but it was exciting and she answered, Yes Maam, this cunt likes something up her ass. Darren broke in and told them that they didn’t have time then, they had to meet others for drinks at nine thirty. Susan had brought Tracy her most conservative outfit and allowed her to get dressed. When everyone was ready they went downstairs for drinks with others from the meeting. Tracy was introduced as Darren’s Administrative Assistant and was treated normally. She always referred to him as Sir, when she answered him. The social broke up about 11:00, as they had meetings again tomorrow. Susan, Darren, and Tracy went back up to Darren and Susan’s room. Tracy was told to change into the sluttest outfit they had bought that afternoon. She wore a red halter top that showed a lot of Tracy’s 36C top and a short black miniskirt. The skirt was so short the garter and stockings showed some.

When she was ready, they headed into town some to a club Susan and Darren had been to a few times. When they got in Tracy was told she had ten minutes to pick up a man, take him to a private booth; Darren pointed to the booths, and either fuck him or suck him. When finished, you need to bring him back to the table for us to check.

Tracy could not believe their orders; they wanted her to pick up a perfect stranger and have sex with him. What had she gotten herself into. How far would this go. She knew she had to obey or risk loosing everything. She figured they had taken her to a swingers place, or something like it. She quickly walked over to the bar, half running due to the time limit. Luckily, the first man she talked to helped her out with her orders. He took her to a booth and let her suck his cock till he came. She then asked him back to her table. He followed her back, laughing at her innocence in the whole situation.

When he got back to the table where Darren and Susan were, he sat down, leaving Tracy to stand. They asked how she was. He replied, not bad, but commented that she must be new. They talked for a bit and then the man suggested they have Tracy part of the two o’clock show. Darren said it would be fun, but they needed to get back to the hotel; maybe next time. With that, they left the club.

They arrived back at the hotel about one o’clock and Darren and Susan escorted Tracy to her room, took her clothes and told her to come to their room at seven again that morning. She begged them to let her wear something; people would be up and going to breakfast at that time. Susan asked what she would do for them, if they let her get dressed. Tracy said she would do anything; she knew she would do anything anyway. Susan told her she could come to them dressed; if she came with the dildo in her ass. It had to be at least half way in. The big black dildo was 14 inches long; so she would have at least 7 inches up her ass; but she agreed.

Tracy showered and then fell fast asleep. She was awakened later that morning by the alarm. She got cleaned up and started the process of getting seven inches of hard rubber cock into her ass. She found that the hand soap worked as a lubricant, but still it was VERY hard getting it in. Finally, just a few minutes before she had to leave she shoved it in enough. She slipped on the skirt and halter and headed down the hall to Susan and Darren’s room.

As she walked down the hall she felt the dildo slipping. She looked to see if anyone was around; seeing no one she reached around and tried to shove the dildo back in. At this point she realized that the part of the dildo that was sticking out was longer than her skirt. Not wanting anyone to see it, she shoved an extra two inches into her ass. It hurt like hell, but was better than being seen with a big black dildo hanging out of her ass.

Susan opened the door and told Tracy to get undressed. She and Darren admired the dildo hanging out, and the fact it was more than halfway in. Darren asked her if she liked having something in her ass. She replied with what she knew they wanted to hear, Yes Sir, this cunt loves to have something in her ass.”

Susan took her place on the bed and once again Tracy was required to eat her. While she was eating Susan, Darren pulled out the dildo and shoved his own cock in its place. He fucked her hard up the ass as she tried to focus on eating Susan. Darren came in her tight ass and then Susan followed in Tracy’s face.

Darren then shoved something back into Tracy’s ass. It did not feel like the dildo, or his cock. He told her it was an anal plug. It filled her ass up. He told her that only he or Susan could take it out; at least until Tracy arrived back home.

He then told her she could get dressed; at least until she got to her room. She was to go back to her room, strip, order breakfast, and call the office for messages. She was to stay naked, unless told otherwise by Darren or Susan. He told her they had a late checkout time, but if housekeeping came by; let them in.

Tracy got dressed and went back to her room. Once there she stripped and then looked in the mirror to see what was in her ass. It was black, just like the dildo and a huge contrast against her white skin. She ordered breakfast, as required, and remained naked as it was delivered. She made the call to the office; at least she was not being fucked during it.

At around noon, Darren called and told her to pack up her stuff in that room and go to his. Tracy packed the little bit of make-up, etc. she had and the office stuff, computer, etc. and made her way down to Darren’s room. Susan opened the door and let her in. She told Tracy to change into her conservative outfit and then put her things in her suitcase. Tracy put on a longer skirt and then when she went to put on a bra she was told, by Susan, no bras in Darren’s or her presence. She put on the blouse that Susan handed her, then thigh highs. She had on no undergarments and was filled with an anal plug.

Susan called for the bell hop and soon they were checking out. They sat and ate lunch, waiting for Darren to finish his last meeting. When Tracy sat, it drove the plug in even deeper. After lunch they met up with Darren. On the ride to the airport, Tracy sat between Darren and Susan and was played with most of the way there. Susan raised up Tracy’s skirt and Darren fingered her. Tracy came twice in the ride to the airport. Luckily when Susan had moved Tracy’s skirt up she did it in the back, too. Now there was a puddle, but it would have been a big wet spot on her skirt. The flight back to town was uneventful and then the ride back to the office in the cab was a repeat of the one before. The driver kept looking back into the rear view mirror, but Tracy could not control her orgasms.

When they got back to the office, everyone had gone, so Susan and Darren had Tracy strip and crawl around naked. They used her in various places around the office; bent over the copy machine, under Darren’s desk, in the men’s room. Finally they let her go home. They told her she could take the plug out and put on a bra, only when she pulled into the driveway, at home.

Tracy obeyed and removed the plug, only as soon as she pulled into the driveway. It came out with a loud pop. She cleaned herself off and hid the plug. She was greeted at the door by Tom and the kids. She tried her best to make this time normal. When Tom hugged her he noticed she did not have on a bra. He questioned her about it when the kids had gone. Stunned at first that she had forgotten, she told him she was horny for him and didn’t have any panties on either. She told him she wanted him, even before they ate. He obliged and took her to the bedroom, where they made love. Tracy thought she had really dodged a bullet that time.

Later that night as they got ready for bed, Tom mentioned that he kind of liked the idea of her coming home with no bra or panties; it was really daring and sexy. He then added, jokingly, that it was good as long as she waited until leaving work to get rid of them. Little did he know; and she prayed he would never know. She told him she would loose her undergarments, just for him, and they made love again.

The next morning, Tracy got up and ready for work before anyone else. She had on panties and a bra, but would have to remove them both before entering work. She felt very uncomfortable without a bra at work. She just knew everyone could tell; even though no one said anything.