Teaching My Wife Ch. 02

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.