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Teaching My Wife Ch. 02

For a full background readers should review Part 1 before reading this chapter. Basically, this is the story of how my wife Ann, who used to be sexually adventurous, became more and more conservative and how I set out to change things back to and beyond the way they were.

Besides the activities described in Part 1, Ann in the past had allowed me to use a wide variety of vibrators and dildos on her. A favorite of mine was to insert a fairly large inflatable vibrating butt plug into her ass and an inflatable dildo into her pussy. I would turn the butt plug on low and Ann would be on her way.

In a few minutes I would pump the bulb on the butt plug a few times and give the dildo a few pumps as well. As the toys inflated inside of her, Ann would tremble and let out a very sexy moan. She would writhe on our bed and push up her pelvis as though trying to fuck an imaginary lover instead of just the toys inside of her.

After a few more minutes I would man the pumps again and turn up the speed of the vibrator in Ann's ass. If I got it right and did not push Ann beyond what she could comfortably take she would continue to moan and slide her ass from side to side and move her pelvis up and down. If I went too far she would open her eyes, even though her eyes appeared to have rolled back in her head, and put her hand over the hand in which I was still holding the offending inflation bulb. That was her signal for no more, right now and she would keep her hand on mine until she got comfortable with, or at least accepting of, the larger size of the sex toys inside her.

It was at this point that I would usually straddle Ann's chest so that my cock was at her lips. She would take me in her mouth and suck for all she was worth. Whenever I further inflated either of the toys while she was sucking me I could immediately feel the effect in how she used her tongue and how she sucked. It was at times like these that I particularly wished that Ann would swallow because my coming in her mouth would have been a terrific climax to her triple penetration. I never let myself come because I knew that would cause a break in the action as Ann cleaned up and I did not want to interfere with Ann's progress towards an orgasm.

Sometimes if I inflated the toys too much Ann would say, "That's too big," or, "That's too much," and I would let some air out slowly until she said, "OK, that's good." After giving her a few minutes, I would start to inflate the toys further. Often Ann would hit the wall a second time and I would have to again release some air. Whenever this happened I would take the inflation bulbs and put them into her hands and tell her to do it.

There was something very sexy about seeing Ann lying on her back with her legs drawn up and spread with the hoses from the toys coming up from between her legs to the inflation bulbs that she was now holding in her hands. Her labored breathing and the muffled sound of the vibrator in her ass added to the erotic aura.

Once Ann had control of the bulbs I would tell her, "This one needs to go up" and touch the hand in which she was holding the bulb for the toy that I had just partially deflated. Ann would tense with each pump of the bulb and when she was done I would touch her other hand and say, "OK, now this one." I would let her get used to the new sizes and then touch one of her hands again and say, "More." I don't know if it was because Ann felt better being in control of the inflation process or if she got off on doing things to herself but she often took the toys further than she would let me go.

As I increased the speed of the vibrator in her ass to its maximum and the size of the toys inside of her continued to increase Ann would get close and closer to orgasm. She would literally be panting and moaning deeply and as she got closer would rub her hands through her bush just above her clit. That area has always been one of her erogenous zones so when she starts to go there an orgasm is not far away. She would sort of keep her hands on the inflation bulbs while taking a few fingers off of each to run through her bush. She would also start to rub her thighs together tightly.

I would either be watching or touching her breasts or sucking on her nipples. Most of the time I would let her get to orgasm without more but on a few occasions I would place my hand over hers and give the bulb for the dildo in her pussy a squeeze or two. This would always send her over the edge into a screaming, writhing orgasm.

For those of you wondering if I had an ulterior motive besides enjoying theses scenes the answer is, "Yes." I hoped that these scenes would get Ann receptive to the idea of a twosome or threesome but she never went that far. We also would on occasion play where Ann would have a vibrator in her ass or pussy and she would suck me off.

Once after we were done using the inflatable toys I deflated then and took them out of Ann's pussy and ass. I then closed the valves and started to pump them up and asked Ann if she wanted to see how big they got. She said that she did not need to see as she felt how big they were when they were inside of her but she did get an amazed look on her face when I was done inflating the toys. When inflated to the size it was when inside of her the butt plug had to be the size of a navel orange/small grapefruit and the dildo in her pussy was the size of a large cucumber.

Another toy that we played with on one occasion was a huge vibrator that I purchased on the internet. It was supposedly modeled after the cock of a major porn star whose name escapes me. It was pink and was made of the latex type of material that is supposed to feel like human skin. I took it out of the box and washed it and showed it to Ann. She gulped and her eyes got wide. "I can't take something that big up inside of me," Ann said.

I told her to touch it and when she felt it she said that she could not believe how much it felt like real skin. The thing was huge, at least ten inches and very thick and she felt it and the fake balls at the bottom for a few minutes. I think she knew I would try to get it inside of her and was trying to delay the inevitable or at least get more warmed up by playing with her soon to be intimate friend.

Anyway, after a lot of preparation and lube it did go in Ann's pussy to about seven inches. The whole time it was in her Ann's eyes were wide open as though she were shocked that she had something that big inside of her. When I tried to fuck her with it she stopped me saying that when I pulled it out it felt like her whole insides were being pulled out with it. I slowly pushed it back in and turned the speed up to the maximum. Ann lasted only about a minute before having one of the most intense orgasms I ever saw her have.

Unfortunately that was one and done with that toy and I was never able to get Ann to let me use it on her again. She would say that it was too big and I would counter that she had already taken it once but it was her pussy so she won.

As I described in Part 1, over the years Ann had become more and more conservative and plain vanilla as far as sex went. The adventurous woman I described above had left the building. Vibrators, if we used them at all, were smallish and used mostly on her clit. We began to argue more and more about sex and I eventually told Ann that if she were not willing to be a whore in the bedroom I would find someone who would. Being a whore in the bedroom are her words as she told me shortly after we were married that she wanted to be a lady outside of the bedroom but a whore in the bedroom.

I told Ann that she needed to be taught how to once again be a whore in the bedroom but that because she had over the years pulled back the sexual boundaries we once had that these lessons would be from other men. I knew that if we tried to become more adventurous and Ann objected to something that I was doing to her that I would slow down or stop because I loved her while a stranger would likely say, "Come on, baby, you can take it" and keep going. Ann would not be as free with a stranger to impose her boundaries.

Because Ann travelled out of town on business about every six weeks we decided that her lessons would be during these trips. Most of her trips started early in the week and she would be home late Friday afternoon or evening. I told her that I would pack a kit of the items to be used for each lesson along with a video camera and an instruction letter she was to give the man she selected. For this trip, I told Ann that she was not to read the letter or open the kit unless the man she selected allowed her to do so. So as not to interfere with her job, Ann would extend her trip for an additional night at our expense and tell her company that an old college friend, etc. lived in the town she was visiting. The additional night would be lesson night.

About a month after her first lesson trip Ann came home and told me that she had to go to Chicago in about two weeks. I told her I would get her travel kit and the letter ready. Ann knew from her experiences on her first trip that her lesson would be based on things we used to do in the past with a few extra kinks thrown in.

As on her first trip, I told Ann that she was to find a guy on Friday night and flirt with him for a while making it clear that he could have he if he wanted her. She was to fix her hair and makeup, dress up in garter and hose, CFM heels, top and short skirt and when she had picked the guy, tell him about how she wanted whore lessons and give him the letter, let him read it and ask him if he was willing to do what the letter said. If he agreed, she was to do whatever he wanted for the rest of the night and into the middle of the next day except that she had to video the encounter and he had to use a condom whenever he was in her pussy or ass.

The letter I gave her read as follows:

"If Ann has given you this letter then things have progressed pretty far and she wants you to use her and fuck her. Ann is my wife and she has agreed that she needs to be trained to be more of a whore in the bedroom. She is yours for the night provided that you allow her to video your session and use a condom when you are in her pussy or ass. Other than that she is yours to do with as you see fit but you must at least do the things listed in this letter to her.

Ann does not like to swallow cum nor does she like cum on her face. During the course of things you must come in her mouth and make her swallow. If you come on her face leave it there for a while and then make her scoop it up with her fingers and lick her fingers clean.

There is a toy kit in Ann's luggage. In the kit is a tube of sex lube, condoms, an inflatable butt plug, an inflatable dildo, a large vibrator, a ball gag, handcuffs and assorted lengths of rope. When we did the things you are going to do with Ann she did not need to be restrained but as I want you to push her limits further than she let me the restraints are there if you need them. Because I love Ann I was reluctant to push her limits and would usually back off when she wanted to stop or slow down. You, on the other hand, have no emotional attachment to Ann and hopefully all she is to you is an attractive woman with whom you are going to engage in hot kinky sex. During the course of the night, Ann may object to certain things you are doing and she will carry on and try to talk you out of it but do not take "no" for an answer. Ann understands that she cannot say "no" except for violations of the video and condom rules or to any activity that would permanently hurt or mark her.

Ann used to be very hot in bed and I hope her training gets her back to that state. She is your slut for tonight so make good use of her. When Ann gets hot she likes the side of her neck (below her ear) licked and kissed. If she really is getting into it you can lick her ear also. Another of her erogenous zones is the pussy hair above her clit. When Ann gets close to cumming she will run her fingers through that part of her bush and she gets off on having that done to her.

OK, now for the things you are to do to Ann:

1) Lube up the butt plug and insert it into Ann's ass. Next, lube up the inflatable dildo and put it into Ann's pussy. Turn the vibrator in the butt plug to a low setting and close the valves on the inflation bulbs. Give each bulb three pumps to get things started and then let Ann get used to the size. Continue pumping and slowly increase the speed of the vibrator. Around five pumps Ann will start to whine and complain but keep on going but give her some breaks and/or let some air out as needed. The most she ever took when we did this was seven pumps in her ass and seven in her pussy. I want you to get her to ten pumps in both her ass and pussy. Keep track of the pumps, if you let any air out you may want to completely deflate that toy and then start counting from zero. Once you reach ten pumps in each toy, leave the toys inflated inside of her until she comes. If she does not come a few minutes after you reach the maximum fuck her mouth until you come and be sure she swallows.

2) Fuck her with the large vibrator and make her fuck herself with it. It will be a struggle to get it in and Ann will say it feels like you are pulling her insides out when you make an outstroke. Just keep going and restrain her if you have to. Fuck Ann to orgasm with the large vibrator and once she has come take it out and put it on a chair or other hard surface. Tell Ann to get on top of it and fuck herself to another orgasm with it. When we used this toy Ann was able to get about seven inches of it inside her. If you get her to take more that's great but not absolutely necessary.

Otherwise you can fuck Ann in any of her holes provided you use a condom when in her ass or pussy.

Remember, Ann has selected you and she is your fuck toy for this evening and tomorrow morning. You are not making love to her; you are using her and fucking her."

The guy Ann was sitting with at the bar to whom she had given the letter took a deep breath and asked if she was sure she wanted to do this. She responded by asking him if was capable of doing everything to her the letter said. He asked her again if she was sure and whether she had read the letter. Ann said that she had not read the letter and was not supposed to see unless he showed it to her. Ann again asked if the guy could do the things described in the letter and he smiled and said, "Hell, yea, I'll make sure you get everything you want and more." Now that they were both in agreement as to what was to happen between them the guy paid the check and he and Ann walked out of the bar and took the elevator up to her room. She said he took her hand as they walked down the hall to her room and politely escorted her inside.

For those of you who have not read Part 1 or forgotten the description of Ann, she is 5'2" tall and weighs 115 pounds. She has brown hair and eyes. Her breasts are a natural B cup and she has a very, very thin waist which gives her a classic hourglass figure and an ass to die for. Although I had talked her into shaving her pussy a couple of times in the past she has in recent years kept a full bush. We never had children so her pussy is still nice and tight. Ann does not have any tramp stamps or piercings.

The guy she selected, who I saw on the video she brought home, was about 6'2" and about 210 pounds. He looked like he worked out and had pretty well defined arms, chest and abs. He had black hair and was clean shaven. He was an executive for some company and he had an air of confidence about him which made him the perfect choice to administer the lesson to Ann. His name was Frank and he was divorced and unattached at the moment so he was horny as it had been a while since he had sex. For those of you into impossibly large, humongous, fire hose sized cocks, sorry, he was around six or seven inches.

Once in the room Ann said Frank hugged her firmly and kissed her on the neck. She looked up wanting him to kiss her on the lips but he said, "Sorry, baby, the first place you are going to kiss me is on my cock." I would have loved to have heard that exchange but Ann had not had a chance to turn on the video camera. Once she got the camera on Frank told her to get the toy kit I had prepared and to open it and put the items out on the bed. The look on Ann's face as she saw the items in the kit was one of apprehension as she did not need to see the letter to know what was in store for her.

Frank next told Ann to strip and she took off her blouse and skirt and laid them on top of her suitcase. Ann was not wearing a bra or panties and was left with only a garter belt, black hose and black shoes on. Frank told her to slowly turn around for him so he could see all of her. As she did he stepped up behind her and ran his hands over her body, evaluating her tits, ass and pussy. He gave her a slap on the ass and told her to go and use the bathroom because, as he put it, "She would be pretty full very soon."

When Ann returned from the bathroom Frank was already naked and he took her hand and led her over to the bed and positioned her lying on her back with her head off of one side of the bed. Frank stepped up to Ann's face put his already semi-hard cock into her mouth and said, "Time for that first kiss baby." Ann started to suck and Frank got fully hard almost immediately. He started to saw in and out of her mouth and was quickly moving into and out of her throat due to both Ann's ability to deep throat reasonably sized cocks and the position her head was in.

This is another example of the difference between my doing things to Ann and a stranger. When Ann gives me a blow job she usually controls the depth of penetration and works up to the deep throat part at her pace. With Frank, there was no warm up period. He was in her mouth, a few strokes and then into her throat.

Frank continued to fuck Ann's mouth for a few minutes and the frequency and intensity of his groans increased. Ann, meanwhile, was making the most delightful gurgling and sucking noises. Frank was right at the edge and he looked down at Ann and said, "Your husband's letter said that you do not like to swallow cum and that I should make you do it but don't worry about the swallowing part because I am going to come as deep in your throat as I can get so it will go right into your stomach." With that Frank pushed all the way down Ann's throat and started to ejaculate. When she felt the first spurt Ann stiffened and her hands grabbed at the bed covers while her back came up a bit off of the bed. Frank stayed in Ann's mouth as he softened and told her to suck his cock as he withdrew so she would get every last drop of his cum.

They rested for a few minutes and then Frank announced that it was time for the main event. I could see Ann shudder as the impact of these words hit her.

Frank positioned Ann on the bed in the doggy position, pushed her shoulders down and started to lube her ass. He put first one, then two and finally three fingers into her ass and then added more lube to the inflatable butt plug. He positioned it at her opening and said, "Push back sweetie, you need to get this inside of you."

Ann pushed back and Frank just held the butt plug in the same position. He made no effort to help Ann get it in or to push the thick part past the ring of her asshole. Ann was getting quite a workout from pushing back for so long and finally she grunted and pushed back hard and the fat part of the plug made its way past her sphincter and seated itself in her ass.

This is again another difference in how a significant other and a stranger handle the same task. When Ann and I would play with a butt plug I would let her set the pace and work with her to help get it into her comfortably. Usually she would be lying on her side with one leg drawn up. Compare that to the humiliating ass up position Frank put her in and then making her force the plug into her own ass by fucking herself back on it until it was in place.
Frank then told Ann to rollover on her back and he started to play with her pussy. He remarked about how wet it was but decided to use some extra lube anyway because, as he put it, "The dildo was going to be in there for quite a while."

Once he had both toys in place, Frank told Ann what he was going to do. He told her that the letter said that her previous maximums for pumps were seven but that her husband wanted him to take her to ten. Ann quivered at these words and would have rolled into the fetal position had Frank not stopped her.

Frank left Ann for a moment and retrieved the ball gag and restraints from the other bed. He asked her if she thought she would need to be quieted or restrained as doing so now would lessen the time she had the inflated toys inside of her if he had to do it later. Ann said that when we played this way that she was not restrained although she acknowledged that she was going into uncharted territory as far as the degree of inflation was concerned. She opted not to be restrained or gagged although she looked at the ball gag closely as it was a new toy as I had not previously used one on her.

"OK, let's get started," Frank said as he switched on the vibrator in the butt plug and set it for low. He told Ann that he would start with three pumps on each and that she was to tell him whether he was to start with her ass or her pussy. If she did not make a choice he said that he would do the pumps simultaneously.

I could see Ann's eyes dart back and forth as though she were trying to figure a way out of this. Frank nudged her and said, "I'm waiting."

When Ann still said nothing Frank said, "I guess it is simultaneous" and when Ann heard this she quickly blurted out, "No, start with my ass."

Frank pumped the bulb for her ass three times making sure to maximize the size of each pump. Ann groaned as the butt plug expanded inside of her. Frank let her alone for 30 seconds and then gave three pumps to the inflatable dildo in her pussy. You could see from the expression on Ann's face and the way she moved that she was already a bit uncomfortable even though there was still a long way to go.

Frank put down the inflation bulbs and started to play with Ann's nipples and to rub her clit. She began to respond a bit although the stimulation was not enough to overcome all of her discomfort. In a few minutes Ann had grown used to the size of the toys deep inside of her and sensing this Frank asked if she was ready for round two. He told her the second round would also be three pumps each.

Ann trembled at his words and asked if she had to choose and he said that she did. Ann thought about it for a moment and said, "Pussy." No sooner was the word out of her mouth then was Frank pumping away. He only gave her a moment to rest before he put three pumps into the toy in her ass as well.

Ann cried out and said, "The toys are too big. I cannot take any more!"

Frank said that she had to take four more pumps in each toy and when Ann heard this she tried to get off the bed and away from Frank.

Frank grabbed her around the waist and because he was ten inches taller and almost 100 pounds heavier it was no contest. He got Ann back on the bed on her back and said, "Well, I guess you do need to be restrained after all."

Ann begged and pleaded for Frank not to tie her but Frank was having none of it. He took some of the ropes I had put into the kit and tied a loop around each of Ann's ankles and tied her legs spread wide apart to the bottom corners of the bed. One benefit of all of these activities for Ann was that it took her mind off of the two growing invaders in her nether regions and gave her time to better get used to their new size.

The downside, however, was that it was always more difficult for Ann to reach orgasm when her legs were held wide open. No matter what was between her legs Ann always squeezed and rubbed her thighs together while working her way up to an orgasm and really clamped them together while she was coming. Frank did not know this as in the letter I only told him some things that helped to turn Ann on.

After tying her legs Frank sat back and said, "Do I need to tie your hands and gag you as well?" Ann's eyes grew wide as she contemplated how much more she would not be in control if her hands were tied and she was gagged. It was bad enough having her legs tied open but also having her hands tied and being gagged would give her no control over what this stranger did to her, as if she had much control anyway. Ann said, "No, you don't have to tie my hands or gag me, I'll be good, just be gentle the rest of the way."

"OK, for the next round you get one pump each to get you to the maximum you have had before with your husband, where do you want it first?," Frank asked.

Ann let out a deep breath and meekly said, "Ass." Frank obliged and quickly put another shot of air into the toy in her ass and in the one in her pussy. Even though she was now inflated to her previous maximum, Ann did not react too badly as it was only one pump of air each instead of three as in the previous rounds. Nevertheless, she felt extremely full and did not see how she could ever take three more pumps. Frank again played briefly with her nipples and clit and that seemed to relax her a little.

"OK, time to move into uncharted territory," Frank said.

Ann started to beg and plead. "Please don't make me take any more. My pussy and ass feel like they are going to explode. I cannot take any more," Ann cried.

Frank told her that for the next pumps she was to do the pumping. He pulled her hands down and put an inflation bulb into each and told her the one in her right hand was for her pussy and the one in her left hand was for her ass.

Ann shook her head from side to side and said, "No, no, I can't do it, I can't take any more."

Frank said, "If you are not going to use your hands to pump you do not need them and I may as well tie them to the bed."

Ann continued to cry and beg and plead and Frank finally took the ball gag and put it in her mouth and tightened the strap behind her head. Now all you could make out were unintelligible sounds but Ann continued to be vocal. Frank said, "One more chance, do you want to pump?" and Ann went rigid and continued to try to talk through the gag.

Frank told Ann that she had ten seconds to start to pump and counted down from ten. When she had not moved her hands to the inflation bulbs by the time he reached "zero" he took the handcuffs, cuffed her hands together and tied her hands above her head. You could now really see the fear and panic on Ann's face as she realized that this stranger was going to continue to expand the toys inside of her and that she was now truly powerless to do anything about it. Ann started to sob quietly while she awaited her fate.

She did not have long to wait. Frank took the bulbs and said, "You know, this is taking too long. I am going to give you the remaining three pumps all at the same time and since I did not notice which bulb goes to which toy when I picked them up I am just going to pump the one in my right hand first and see which toy grows."

Ann started to thrash around on the bed and Frank put his left hand on her stomach and said, "Be still." He gave her three quick pumps with his right hand and as he saw a slight rise under her bush he knew that he had pumped the toy in her pussy. Ann lurched up on the bed as best she could being restrained the way that she was and let out a cry that was loud even though she was gagged. Her whole body trembled and was covered with a light sheen of perspiration as she continued to moan and cry.

Frank gave her a minute and then said, "Time to finish the job." He quickly put the final three pumps into the toy in her ass. Ann must have been exhausted by this point because she did not react as violently as she had to the pumps to her pussy. All she did was to shake her head from side to side and cry out loudly. Frank turned up the vibrator in the butt plug to its maximum and sat back to admire his handiwork. Ann just lay limply on the bed as if all of the fight had been drained out of her.

After a few minutes Ann had pretty much quieted down and Frank took a chance and took out her gag. He told her that the toys would stay in her fully inflated until either she had an orgasm from the vibrator in her butt or she sucked him off and swallowed every drop. Ann told Frank that she had always had trouble coming when her legs were tied apart and that she could hardly feel the vibrator because of the size of the balloon that surrounded it. Frank smiled and said, "That's OK, I never turn down a blowjob from a pretty lady."

Frank then untied and uncuffed Ann's hands so he would have better access to her mouth. He straddled her chest, looked down at her and told her that she would have to ask him to fuck her mouth and tell him that she wanted to swallow his cum.

Even though Ann is vocal in bed with moans and assorted groans she was never one to say things like, "Fuck my brains out." I knew doing what Frank wanted would be out of character for her. Ann just lay on the bed with Frank's cock just inches from her mouth and said nothing.

Frank looked down at her and said, "Well."

When Ann still said nothing Frank reached behind him and took one of the inflation bulbs and told Ann that the letter had suggested ten pumps but said nothing about not going beyond ten. Ann started to plead and tell Frank that she could not take any more air in the toys and he said, "Then you know what you have to do."

Ann blinked away the tears in her eyes and quietly said, "Please Frank fuck my mouth and make me swallow your cum."

Frank told her that he did not hear her and that she would have to repeat what she said. Ann took a deep breath and repeated her entreaty and Frank told her that she could do better.

Ann took another deep breath and then virtually screamed for Frank to fuck her mouth and make her swallow his cum. His cock was in her mouth before she got the last word out of her mouth. Because Frank had already come earlier he was able to last and Ann had to work for several minutes to get him close to orgasm. When he was close Frank pulled out of Ann's mouth and said, "Keep your mouth open. I' m going to shoot on your tongue."

This would again be a new experience for Ann as when I came in her mouth I was always inside of it and not shooting in from the outside.

Ann did as Frank told her and a minute later he shot five good shots of cum onto Ann's tongue. Frank told Ann to close her mouth and keep the cum there and he took his cock and squeezed the last few drops of cum out and wiped them over her cheeks and lips. He told her to swallow and she did knowing that her reward would be to have the toys deflated and removed from her orifices.

Frank made quick work of deflating and removing the toys and Ann barely moved and was silent during the process. With her body empty of the toys Ann rolled over and fell asleep. As it was nearly 4AM Frank lay down next to her and did the same. Frank woke up first at about 9AM and went to shower.

Ann was just stirring when he came out of the bathroom and when he saw she was awake Frank walked over to her, ran his hand through her hair and kissed her on the lips. Ann smiled and said, "Not bad for our second kiss." I saw that as a good sign because despite what she had been through the night before Ann had not lost her sense of humor.

Frank told Ann to get cleaned up and that he would order breakfast. He told her to keep the bathroom door open so the room service guy could see her naked. For Ann, this again would be new territory as using our hot tub naked was as close as she got to being exposed to people. Ann was standing in front of the bathroom mirror fixing her hair when there was a knock on the door. Frank opened the door and Ann could see the room service guy look at her as he went past the bathroom door.

Frank had the guy set up their breakfast on the table and while he was doing that the guy got a good look at the sex toys that were still on the other bed. Frank fumbled around pretending to go through his pockets to find the guy a tip and, of course, found nothing. He called out to Ann asking if she had any small bills to tip the guy and she told Frank to look in her purse. Frank replied that he was not comfortable looking in her purse as they had only just met the night before. This made Ann's status very clear to the room service guy.

Frank insisted that Ann come out and find a tip for the guy and he met her as she came out of the bathroom door and took away the towel she had wrapped around herself saying, "You won't be needing this." Ann was totally mortified and you could see her getting red from embarrassment on the video as she stood naked while going through her purse in front of another stranger who was not only looking her up and down but who had seen the sex toys that had and would be used on her and who knew that she and her current male companion had only just met the night before.

Ann eventually found a couple of bills and Frank had her give them to the guy. While she was standing in front of the room service guy Frank walked up behind her and grabbed both her arms and held her tightly. He said to the room service guy, "Go ahead, have some fun, she wants it."

The guy, his name was Jack according to his name tag, reached out and played with Ann's nipples and her breasts. Despite her embarrassment and the fact that she was essentially being forced to let herself be groped, Ann's nipples hardened. Jack then turned his attention to her pussy and ran his hands through Ann's lush bush. He was surprised to feel that Ann was wet but she had not had an orgasm during any of the things she did with Frank the night before and she was very horny. Jack put one then two fingers into Ann's pussy and started to finger her vigorously. Ann started to hump back against his fingers and as she got weak in the knees it was a good thing that Frank continued to hold her. The fingering continued for a few minutes and Ann was moaning louder and louder. She finally came on Jack's hand and trembled for a few moments as her orgasm subsided.

Frank told Ann, "Suck his fingers clean."

Ann dropped to her knees and without embarrassment (after all, how can you be embarrassed after a guy has seen you naked, groped you and fingered you to an orgasm) she took each of his fingers into her mouth and licked them clean. This was something that Ann would do with me and she always told me that her pussy tasted sweet which it does and is one of the things that makes me able to eat her to multiple orgasms. Jack excused himself and Ann and Frank had breakfast with Ann, of course, remaining naked.

During breakfast Frank reminded Ann that they had one more toy to play with before he left but that she was going to fuck him before that. His choice of words was interesting but I did not realize exactly what he meant until he put Ann on her knees and had her suck him to a full erection. Frank then had Ann put a condom on him and he lay down on the bed and said to her, "Get up here; you have some fucking to do."

Ann got up over Frank, positioned his cock at her pussy and slowly lowered herself down taking its full length deep inside of her. He told her that she was going to do all of the work and she started to slowly move her hips up and down. Ann got going pretty good and you could hear the sloshing of her wetness on the video with each stroke. As Frank had come twice in the last few hours his stamina was back and he was able to delay his orgasm for nearly 30 minutes. Ann, on the other hand, had only had a small orgasm when Jack fingered her and she went wild. On the video you could hear her say, "I'm coming, I'm coming!" at least five separate times and as she always has a number of smaller secondary orgasms after most major orgasms, I knew that she got quite a workout both from the orgasms as well as from having to work to bounce up and down on Frank's cock for so long.

After Frank came he told Ann to take off the condom and drain his cum into her mouth. Ann was appalled but eventually did it when Frank pointed out that the sooner they finished the sooner she would be on her way home.

The fucking over that left one more scene for Frank to enact with Ann. Frank told Ann to get the large vibrator, the one that was supposedly modeled after a porn star's cock. She trudged over to the other bed and returned with the toy and some lube. Frank told her that the letter said that he should fuck her to orgasm with it and then make her fuck herself to a second orgasm with the toy affixed to a hard chair by the suction cup at its base.

Frank chuckled and said, "I bet you are going to have to work pretty hard to come twice more after coming as much as you did while riding my cock."

Ann never realized the consequences of coming as much as she did while riding Frank's cock as all she was thinking about was to get some needed relief after not having an orgasm during last night's session. Frank knew exactly what he was doing as he held himself off for as long as he did during the fucking giving Ann ample time and opportunity to come and now Ann had to come twice more to be allowed to leave for home.

Frank told Ann, "Lie down on the bed and put a pillow under your ass."

He fingered her cunt and pushed in a fair amount of lube. He then put the head of the vibrator between her pussy lips and started to push it in. Despite having had her pussy stretched by the inflatable toy the night before and Frank's cock just a while ago it was slow going. Ann panted as if she were in child birth as she struggled to accommodate the huge toy being pushed inside of her. After some persistence the toy was lodged as far as it would go in Ann's cunt.

Frank smiled and said, "Get ready to feel your insides being pulled out."

Ann knew what she was going to feel as she had complained about that feeling when I fucked her with the same toy. Frank slowly pulled the vibrator out and Ann quivered and said, "Oh my God." He pushed it back in and then pulled it out again. Ann tried hard to stay as calm as possible but the vibrator did look as if it was pulling her insides out. Ann would moan, beg Frank to stop and pound her fists on the bed. Nothing she did stopped Frank from pumping the toy in and out of her.

After about ten minutes of having the toy shoved in and pulled out of her, Ann's cunt began to loosen up and she began to feel the faint stirrings of an orgasm. Even so, it took her another ten minutes to reach orgasm. When I next look at the video I want to count the number of strokes Frank gave her with the vibrator but it has to be well into the hundreds.

Once Ann had come down from her orgasm, Frank pulled the vibrator out of her and said, "OK, baby, just one more orgasm and you are done."

Frank pulled out the wooden desk chair and mounted the vibrator on it with the suction cup at its base. He turned to Ann and said, "Saddle up."

By this time having had an orgasm at the hands of Jack, numerous orgasms while fucking Frank and another while Frank fucked her with the vibrator Ann knew that she would have to work hard to wring one more orgasm out of her tired and used body. She reluctantly padded over to the chair, straddled it with her legs, lined up the head of the vibrator with her cunt and lowered herself down. She immediately realized that if she let herself down all the way that the vibrator would reach deeper inside of her than it or anything else had before.

As I mentioned earlier, the vibrator was about 10 inches long with a diameter of over two and a half inches. When I had used it on Ann she had taken maybe seven inches and it did not look like Frank had gotten any more of it into her earlier. Ann started to slowly and carefully fuck herself with the vibrator always taking care not to go too low. Unfortunately time was not on Ann's side as it was going to take some doing for her to have another orgasm. She fucked the vibrator up and down for about ten minutes when the first moan escaped her lips. It took another five minutes before her breathing quickened and although she was starting to get warmed up you could tell she was getting tired. Her legs were feeling the strain of first having to fuck Frank and now having to fuck herself with the vibrator.
Ann continued on like a trooper but it was growing increasingly clear that she would have to sit down on the chair for a break soon to take the strain off of her legs. She tried easing herself down gently but as the toy got to new depths she would get a second wind and spring up quickly.

"Can I get off this thing and take a break?," Ann asked Frank.

"No, you have to stay on until you come," Frank replied.

Ann whimpered at his response and went back to trying to get herself off. She continued to move herself up and down on the monster that was between her legs but she was clearly running out of gas. Fortunately she was also getting closer to having an orgasm. Ann continued pumping and on one of the upstrokes she came violently. Her orgasm caused her legs to finally give out and she collapsed on the chair taking the remaining length of the vibrator into her tired body. Having the toy reach its full depth caused Ann to have another more violent orgasm and if Frank had not held her up she might have fallen off of the chair.

Ann just sat there for a few minutes with the ten inches of the vibrator buzzing in her cunt. She looked down at where it disappeared into her and said, "Wow, I did take all of it."

Frank asked, "Do you need help getting up?"

Ann said, "Just let me sit here for a few minutes."

She found the control for the vibrator, increased it to maximum and just sat there taking in all of the stimulation. Amazingly she had another earth shattering climax a few minutes later and as she came she pulled her knees up towards her chest taking her feet off of the floor leaving her perched on only the vibrator meaning that if there was any length outside of her it was now fully in her.

Frank helped Ann off of the chair and she went to get cleaned up. While she was in the shower Frank got his stuff together and when Ann came out he told her he waited because he wanted a good bye kiss. She asked him if he wanted a kiss like their first or their second and he said, "Both." They French kissed for a few minutes and then Ann dropped to her knees in front of Frank and sucked him off. She swallowed without any prompting from Frank and even sucked the last few drops of cum out of his dick. She swallowed those as well and then wiped his dick over her face to dry it off.

Ann came home in a better mood than after her first experience because this time she had come many, many times. Ann also appeared to be learning from her experiences because since she has been home she has always swallowed my cum and I have used all of the toys on her a couple of times without her complaining or whining. Once she even put in the last two pumps on the inflatable toys in her ass and cunt without any prompting from me. I think that she is well on her way back to being the whore in the bedroom that she was earlier in our marriage and look forward to her next out of town trip.
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