Sunday:
Motels have come a long way from the cheesey Tourist Courts of the 20s and 30s to modern sterile chains that exist all over the country today. One thing has not changed, unless you are addicted to TV, Sunday is the worst night of the week to be in a motel alone. The busnessmen road warriors are at home watching the XFiles. The singles and couples are recovering from Friday and Saturday night hangovers, trying to get at least one good nights sleep before the new week begins. If you are lonely or depressed a motel on a Sunday evening is about as bad as it gets.
So here he is in Atlanta, Ga. its 9:05, in a generic motel at the airport. About to undertake a week of training for his new job, unbelievably bored and lonely after just a couple of hours. He had forsaken a real meal to use his per diem allowance on beer. He had intened to have just two to make him sleepy, but bad sense had taken over and he was now working his fifth long neck. Probably a bad idea to start classes on a hangover, but the buzz was better then the boob tube. The bartender was at the end of the studiously ignoring Jim by polishing glasses, customers or not he was there till 1AM. There had been an older couple in earlier that had talked and nursed their highballs for an hour, now even they were gone. He really didn't know why he was sitting there, maybe he would find out at the bottom of the bottles of beer.
Then she walked in, his best estimate mid 20s, definitely older than his 22 years. Attractive in a working at it kind of way. Lots of make up, professional hair job. Kind of thick in the waist and ankles, but really nice tits. Now he panicked she was coming towards him. Inarticulate at best, and with no experience with women, he could feel his whole body break out in sweat.
She placed her hand on the stool to his left and said: "Is anyone sitting here?"
He shook his head in a negative gesture and she immediately slid on to the stool.
"Just got in from New York" she said by way of introduction, "and if I don't have a drink I will perish. I'm Bobbi and you are?"
"Jim"
Her voice was low and well modulated, as if she had been trained, kind of like a newsreader he thought. The bartender hurried over and she ordered a martini.
"I hope you don't mind my being so forward, but if I didn't sit next to you, there would have been some horrible attempt by the bartender to make conversation with me. You look fairly harmless and you will be a good reason not to have to talke to him."
"Harmless"
"Oh, I am sorry, didn't mean to question your virility, but you do not look like someone that would bore a poor girl to death."
"Okay, I guess. I'm here for a week of training for my new job."
"How nice" she replied "I am sort of a trainer, what a conincidence."
Just then the full effects of 60 oz of beer hit Jim's bladder, he excused himself and ran to the men's room. He could not believe what was happeniing, maybe tonight would be the night. His sex experience to this point consisted of "Ol Lady Thumb and her four daughters." Rushing to get back one last squirt ended up in his briefs, no he would have to sit next to an attractive woman with damp pants.
He slid back in to his seat and saw a new full bottle of beer in front of him. Turning to thank her, she did something so unexpected he almost fell off the stool. She reached into his lap with her right hand and squeezed his cock. She stared directly into his eyes and said: "Jim, you have to be more carefully with little Jimmy. Dry him off carefully otherwise he will get all chapped and sore. Thats the trainer in me talking."
Her was hyperventilating now, and trying to get his heart rate back to normal.
"Tell me Jim, do you like dirty movies?"
"Huh!!!"
"You know, suck and fuck films."
Jim was trying to remember how to talk, so he just nodded his head.
"Oh by the way Jim, I hope you don't mind my buying you a drink, my being a trainer and your being a trainee we have something in common. The bar isn't well stocked, tried to get a Strega or Giacomo Casanova, but they don't have anything like that. Now let see where we were, you were saying how much you enjoyed watching fuck films weren't you?"
"I was" came Jim'startled reply. He was having trouble focusing on everything, the conversation, the beer and the hand still in his crotch.
"Yes you were, and you know, I enjoy a good porno movie too, but most are so formula, so pedestrian and trite. In the lesbian scenes, which I know you men enjoy, the girls act like the don't like the taste of one another."
"Un huh" was as good as he could do.
"They make concessions to the camera, and I think that detracts form the sexuality. There is one actress who is really good, TW, she is either the sexiest girl alive or the best actress. In one scene she is eating this other chick out, and the chick comes and looses control of her bladder all at the same time. Does TW quit, no she just hangs right in there and keeps on eating. Did you ever see that one?"
"Ah no."
"You know what else I don't like. The films want you to know they are real so they have the guys come in front of the camera, withdraw right at the critical moment. Now I am sure you know from your experience that when you have little Jimmy buried in an orfice, be it mouth, cunt or ass and you are coming, you don't want to withdraw, you want to crawl right in that hole. Since you mentioned ass, I have to tell you that even the transsexual films have the same problems.
"Transsexuals?"
"Oh come on Jim, you know, transsexuals, transvestites, shehims, guys who act like girls and want to be. They go to school for make up, how to speak, and some even have breast implants, so they can pass as women."
"What?"
"Anyways, you see their films, and you see the transsexual fucking some guy in the mouth or the ass, and as they are about to ejaculate they pull of for the camera. Thats not right. You'd want the guy that was sucking you or you were fucking to hang right in there." Again she stared directly into his eyes without blinking. Then she did the most amazing thing, she stuck her tongue out at him. Not like kids do but more like some sort of invitation, and chills went down Jim's spine. Little Jimmy woke up.
"I brough a good video with me and have a couple of bottles in my room, would you like to join me for a drink before we fade out for the evening?"
Jim still had not found his ability to speak so he just nodded.
Her room on the third floor was really a suite, with a living room and seperate bedroom.
As she turned on the lights she said: "Jim, I will pour us a drink or two, you go turn on the VCR and TV and we will watch the movie, the tape is all ready to roll."
He walked over the the TV, picked up the remote and then backtracked to the couch where he proceed to fumble with the bottons until he found the correct combination. The TV came on the the VCR started to roll.
He heard the sounds of Bobbi in the bedroom preparing the drinks, his vision was giving him some problems due to all the beer. The picture swam into focus, it was a couple necking, both naked to the waist. They were sharing long soulful kisses and seemed to be devouring each others tongues. Then the guy move down and begin to nurse on the girls breasts, first one than the other. Then the girl pushed him to his knees in front of her and lifted her skirt. Lo and behold she had a cock, she took his head in her hands and drew it towards the waiting erection. He actor opened his mouth and the girl/guy started to fuck his mouth.
At this point Bobbi walked back into the room with a small tray and four shot glass full of liquid. "Here we go Jim, what do you think of the film so far?"
"I don't know what to think, have never seen anything like it, that was a good looking girl, until she lifted her skirt."
"Jim, don't be embarrassed about your sexual orientation, you've done that before haven't you! You know sucked some guy off and them let him fuck you in the ass."
At this remark Jim almost strangled, because this had never so much as entered his mind before this moment.
"Jim dear, try these." handing Jim two shot glasses, "the first is Strega, the witch, it will relax you. The second is Giacoma Casanova, its supposed to put lead in your pencil so you can write all night long if you want. Now down the hatch." So saying she drank her two shots quickly while erging Jim on with his.
His vision go a little worse, when he looked up at the TV, the scene had changed. The guy was laying on his back and the she/him was fucking his ass.
Bobbi looked at the screen turning to Jim she said: "See that is really bad. There she is fucking him, getting all that pleasure out of being in his ass, and she isn't doing a thing for him. She should be jerking him off as she fucks him, wouldn't you agree?"
"Guess so" Jim could not tell now if it was the liquor, the tape, or Bobbi's nearness but he was really getting excited.
Bobbi leaned over to Jim placed her lips on his and begin to kiss him. Closed mouth at first, then she insinuated her tongue into his mouth, then she begin to chew and suck his lips. He was about to explode.
She broke off the kiss and removed her blouse. Jim was breathing as if he had just run the 440. The blouse removed revealed the nicest pair of tits he could have imagined, just like Playboy magazine.
"I had them done two years ago, to you like them Jim?"
He nodded, unsure if his mouth could form any words.
"Well then don't be bashful, come to Mommy and nurse." She gently place her hands on his head and drew him to first one than the other of her tits. She reached into his lap and begin to massage his cock.
"Now Jim" she said, "we have to pace ourselves we have all night and that liquor will really make you horney. You have to relax, I can tell you are all tense by your cock. This will take care of that tenseness for you."
She unzipped his trousers releasing little Jim from his cotton prison, ducked her head into his lap and begin to suck. The top of Jim's head came off.
She stopped after about two minutes and kissed him openmouthed. "Like that?" she asked "Thats yourself your tasting in my mouth now."
She backed away slightly and lifted her skirt. Revealed to Jim's eyes was a cock fully erect and a set of balls, just like on TV. Too stunned to even nod Jim just stared.
"Honey, I just showed you what you have to do now." Then Bobbi stared directly into his eyes, unblinking and unflinching. Jim got more and more nervous, she stared for what seemed like forever to him. Then she did it again she stuck her tongue out at him, and a shiver ran through his body. He couldn't stand the look, he let his eyes fall to focus on the hard cock. The cock seemed to be winking at him. Bobbi reached over and caressed his neck, and then gently drew his head down into her lap. With her other hand she directed her hardon into his mouth. "Here is what you want and where you belong Jim" she said softly to him. He started to suck, and as he sucked Bobbi moved his head slowly up and down the shaft of her cock. She reached around him and started mastrubating him, continuing to fuck his mouth at thesame time. He felt a joy he had never known before, he was making love with another human.
After several minutes Bobbi rearranged there bodies into the classic 69 position. It then got very intense as she fucked his mouth, and he sucked her cock. She had her arms wrapped around his waist to hold him into her mouth. He copied this action and got even more pleasure as he held he further into his mouth. He then felt her start to quiver and shake. She forced her cock as far as it would go into his mouth and shot a load of seman down his throat. Not sure what had happened to him he swallowed almost eagerly. Then he came in her mouth.
There was some heavy breathing for a moment or two, then Bobbi turned and faced him. Leaning down to his face she kissed him and emptied his whole load of come into his mouth.
"Swallow Jim, its only fair that Mommy shares your essence with you. Now, you need another drink to get that fishy taste out of your mouth."
He nodded.
She hopped up and into the bedroom. Jim left alone for a moment with his thoughts was trying to put it all together. He had just had his first sexual contact, but with a guy that looked like a girl he had sucked the girls dick and swallowed his own come. Big load to handle all at once.
"Jim honey" she called out from the bedroom "come join me in here."
Finding the floor was easy he just rolled off the couch and there it was, getting into the bedroom involved bumping into tables, the wall, the door casing, etc.
When he finally made it she handed him two more shot glasses of the potent liquors and erged him to down them. She then disrobed him and completed undressing hereself. He was standing only because he couldn't fall with his legs against the bed.
"Jim, you bad boy, you shouldn't have made us drink all that." With that she kind of shoved him so that he was kneeling on the bed, then she kept pushing until he was well into the center.
Coming up behind him on the bed she rubbed her breasts against his back. Little Jimmy started to twitch. She placed one arm under his body and proceed to play with his nipples, which caused goose bumps to break out all over his body. With her other hand she began to jerk him off slowly, stretching and kneeding his cock. Then she began to chew on his neck, and then she blew in his ear. The goose bumps got bigger, and little Jimmy twitched again. Something strange begin to happen to Jim, he felt something pressing against his rectum. It reminded him of his childhood. His parents were firm believers in regularity as the means to good health, and owned a drug store's assortment of laxatives. When Jim was young and got cranky or out of sorts. His mother would take him into the bedroom, take his little trousers down and insert a glycerin suppposity in his rectum, to help change his attitude. He had looked forward to these sessions to the point that he had sometimes misbehaved a bit just to trigger his mother to action. Strange that this memory would come flooding back at this time.
"Mommy and Jim are going to play a game now, wouldn't you like to play a game?"
His "Yes" came out as yuth.
"Mommy and Jim are going to play horsey, I am going to be the stallion and little Jim will the the mare." She then clamped her teeth down hard on his neck, almost hard enough to break the skin.
"How do you like it so far?" she asked.
"It hurts." came the responce.
"Its supposed to, now down on all fours little mare." she commanded.
Bobbi continued to pinch his nipples and play with his dick as he assumed the position, he had no idea what was coming next.
"Jim dear do you know why the stallion bites the mare's neck?"
"No."
"It lets her know she is about to be fucked, so she will open her cunt for the stallion. Will you open your cunt for the stallion now?"
"I don't know how." he pleaded.
"Well honey there is another reason the stallion bites the mares neck, its to distract her, so the stallion can do this!!!!" With that Bobbi clamped her teeth to Jim's neck and at the same time rammed her cock up his ass without grease.
He tried to get away, from the dick, the teeth, the pain, but Bobbi had him in a firm grip. Teeth in the neck, cock up the ass and arms, one on his cock, and the other jerking him off. There was no place to go.
Then inspite of the pain he begin to respond to the hand on his dick. He started to move his ass in time to the stokes. Then they started moving to gether, she would push in and he would push back, the pain was still there but it was mixed with the pleasure of knowing that someone cared for him, and loved him enough to do this to him. Then Bobbi pushed in as hard as she could and held while her body spasmed and she came in Jim's ass.
After a moment or two she rolled to the side, he fell forward. "We need one more drink don't we Jim?"
She got up and poured them another round, it took some convincing but he finally got both of the shots down.
She sat next him on the bed their breathing starting to return to normal. She pulled his head up to her breast and put the tit in his mouth.
"Oh Jim sweetheart, you are really good. Now as a reward I am going to feed you, nurse on me. He begin to suckle her breast. "As a trainer, and you as the trainee there are a lot of things I should tell you. Tonight you have opened up a new side to yourself that you never knew existed. There is a long history of activities like this from the Ancient Greeks on down to today. In the past on a ship they had the cabin boy. You can just see the captain of the ship late at night fucking the little cabin boys ass. The first mate was so called because he was the first to fuck the cabin boy after the captain was finished. In the old army's they had the little drummer boy. He would bang the drum all day long. At night the soldiers would stretch him over the drum and bang him. Right now you probably feel like you are the only person in the world that has ever done this, thats just not so, there are plenty of people out there for you to do and be done by."
"I have dressed and passed as a woman since I was 14 years old. Trained my voice, learned how to wear make up, had plastic surgery to make me appear more girl like. The problem I have is that even with all of that I am still very aggresive, with a young lover like you I want to have you suck me and fuck you ass all at once."
"Tonight Jim, you learned you like a cock in your mouth, the taste of come and being fucked in the ass. Don't forget I just saw you come all over the bed when Mommy fucked your ass, you really are a little girl."
Jim continued to nurse on the tit, unable to clear his mind enough to engage in any deep thought, he just felt good.
"Jim lover, it is time to explore one final aspect of your sexuality." she said. "So far, you have sucked me off, eaten you own semen and been fucked very hard in the ass, all of which you enjoyed, otherwise why are you still here. Now you need to be really nourished. You need to suck Monny's third tit." She placed her hand on the side of his head and pushed his head down to her lap. With her other hand she moved her soft cock into Jim's mouth.
"Jim you went to the bathroom earlied, didn't you?"
He nodded as much as he could with removing his mouth from the cock.
"I haven't gone all evening, I have been saving it all for just this moment, close your mouth." He obeyed, and a stream of urine gushed into his mouth, and he swallowed, and swallowed, as four hours worth of Bobbi's bladder output flowed down his throat. The cock contracted a couple of times and then begin to stiffen.
As the hardon grew Jim continued to suck, amazed that he could do this for another person.
Bobbi placed her hands lovingly on the sides of Jim's head and slowly moved his head up and down the shaft of her growing erection. When the cock was fully engourged, she slid her legs over the edge of the bed and moved Jim so that he was now kneeling between her legs. This gave them complete access to one another, Jim to the cock, and Bobbi to his mouth.
Now all properly positioned she made love to his mouth until she came in his throat again. When Jim felt the first drops of Bobbi's reward hit his tongue, he came also, all by himself.
Tuesday, Jim was having a hard day of it, hung over, blurry vision, and after playing horsey with Bobbi the transexual the night before and responding so enthusiasticlly to the dick in his ass he was as bow- legged as a Texas Cowboy. One thing though, between the ass reaming and the booze, he sure wasn't constipated today. As a matter of fact he was afraid for a while this morning that he would fall through his rectum and hang himself. His parents would of been proud of his clean lower track. The only time he had in the past had a similar experience was as a boy he would sneak in and use his mothers douche bag.
At last the day of boring classes was over and he could go back to the motel and crash. He still felt terrible, somewhere in the back of his mind was the old saying "hair of the dog that bit you" as a cure. He decided one beer might put in good shape, so he headed into the motel bar at 5PM.
What a difference from the night before, crowded with suits the bar was jammed with the Monday evening crowd of professional travelers. He found a half spot by the bar squezzed in next to an older guy, and ordered a beer.
The old guy look up at him, "Hi there, I"m Henry, you look a little young for this place."
Jim a little taken aback, introduced himself, and explained he was attending school here in the city and that this was his first real experience on the road.
Henry looked him up and down, and asked: "How old are you?"
"Twenty two"
"Jeese, your fifteen years younger than my son".
Jim just shrugged, at this point the seat next to Henry emptied and Jim still very shakey hopped up on the bar stool.
Henry looked him up and down again, "You look a little burnt and crisp around the edges, have a bad night".
Not sure what came over him Jim proceeded to pour out the events of the previous evening, meeting the girl in the bar, the drinks, the girl turned out to be a guy who dressed like a girl, his blowing her, her blowing him, her fucking him in the ass and calling it playing horsey, then the most embarrassing of all her urinating in his mother, and his eating her and coming as she came.
"Well, Jim that is quite a tale you have. I see you have about finished your drink, you shouldn't over do it two nights in a row. Know that from experience. My car is outside, come with me and we will get something to eat before it gets too late."
Out they went to the parking lot. Henry's car was parked in the back of the lot just about hidden from view.
They got in and Henry made no attempt to start the motor. Turning towards Jim he asked: "Why did you tell me all of that?"
"I really don't know, you look older mature, and just had to hear it outloud."
"If I may translate that into real talk, you want to know if you are queer or not, or whether or not you are going to be a raving drag queen, is that about it?
Very softly: "Yes"
"There is a quick and simple way to find out." With that Henry undid his pants, and pulled out his penis. He ran his hand up the side of Jim"s face and then just sat there.
Jim's face turned a bright red, although it was dark enough that one could not tell. Henry didn't say a word or move he just stared into Jim's eyes, just as Bobbi had done. Until under the intense gaze of the older man he slowly lowered his head into Henry's lap and started to suck the waiting cock.
"Jim, I am not going to move a muscle, if you are really wired up like a girl you will suck me till I come in your mouth, that will give you some knowledge to work with."
Jim continued to suck. Henry started to pet the back of his head and caress his body. "That's a good little girl mouth you have there nice and soft, if last night was really the first time you learn fast. Now hold steady there I'm about to come, and you don't want to get any of that on my trousers now do you." Then came the jets of come into the back of Jim;s mouth, he swallowed, afraid to mess up the older man's trousers.
"Oh Jim you are good, let's see your little friend down there now." With that Henry reached over with Jim's head still in his lap, and unzipped his trousers freeing his hardon. "Turnabout is fair play." Henry sat Jim up and leaned over and begin to blow Jim. In an amazingly short period of time Jim was twisting and turning as Henry brought him to orgasm with his mouth.
They both sat there for a moment waiting for their breathing to return to normal. "That was very nice Jim, not my first choice of course, 69 is much better, but kind of impractical here in one of these cars today. In the older cars we could have stretched out and really enjoyed eating one another. And in the back seat I could have made love to you ass, and fucked you until you bled. You would have liked that I know."
"I guess" was the best Jim could do, still a little shocky from his own actions of the last 30 minutes in the car.
"It is all about contact, human contact, the feel of another person next to you regardless of their sex. You will run into all kinds out there, some good, some bad, and some really bad, predators that will not only want your ass but your soul. Your not made yet, you ought to try a woman, since you haven't up to this point. This thing between men is a compulsion with me, something I cannot control. Your telling me of your experiences last night, I wanted to fuck you right in the bar, and if we hadn't made it to the car I would have tried. What we just did is kind of solitary and lonely, thats why when I am eating someone be it a man or a woman I prefer the 69 position. I like to be able to hold them into my mouth as they come. Now that we have eaten, it is time for desert. That's a reclining seat you are in, let it out all the way, turnover and take your trousers down. I am going to fuck you now."
Jim did as he was told, Henry climbed on top inserted his now hard member into the awaiting hole, and commenced to fuck. Slowly in and out. Jim pressed down into the seat barely able to breath with the weight on top of him. Then the speed of the stokes increased and as Jim felt Henry's spasms, he came also.
Henry dropped all of his weight on top of Jim, as his dick begin to shrink, then he rolled off and back into the drivers set.
"We have eaten, and had desert now, don't you feel good?"
"I really don't know."
"You should, you weren't drunk tonight, I didn't try to seduce you with clever talk, you willingly took my dick into your mouth and sucked on it till there was an orgasm, then you kept you head right there and swallowed every bit of the semen. Next you let an old man suck you off. After that I told you I was going to fuck you and you couldn't wait to get my cock in your ass. To cap the whole shebang, when I orgsamed in your ass you came too. Jim, your queer, your a faggot, your gay as a jay, your a fairy. Now all there is left to find out is are you a transexual also."
Jim kind of shuddered at this outburst.
"I don't mean to be unkind, but I have lived with the fact that I am bisexual for 40 years, and I have kept this secret from my family, friends, my wife and children. Girls, guys its all the same to me. With you its different, you told me you had no experience up to this point with girls. In this day and age of free sex that means a whole lot. Last night you responded to the transexual by sucking her off, eating your own cum, getting fucked in the ass so you could barely walk today, and to top it all you let the transsexual urinate in your mouth and you didn't protest one little bit. Last night and tonight means you will probably be with a guy or used by a guy the rest of your life. You have missed you calling and inclinations up to this point. As I said before the only thing left to find out is are you going to live an openly gay life, or do what that transexual did and pretend your a girl."
Jim started to cry, deep heart wrenching sobs. Henry put an arm around him to comfort him, Jim leaned into his chest as if his heart would break. Then Henry moved Jim's head into his lap, with his other hand he took his flacid cum covered member and placed it in his mouth.
Jim began to suck, someone else loved him.
Tuesday Tuesday AM, Jim overslept, no time for a shower, no time for breakfast just straight to the training session. He may have eaten and been eaten, but there wasn't much nourishment there. A fight all day long to concentrate on what the instruction was talking about. At least he had gotten some sleep, more like a coma, for 10 hours, not a thought about the past two days, and all that he had done and all that had been done to him.
Finally the day ended, and he could go back to the motel, and hide. He had to have some time in his own mind to get things arranged, to sort things out. Just to step back and see what was happening to him.
On the odd chance that his parents might be checking on him he stopped by the front desk to check for messages, something he hadn't done since he checked in on Sunday. As he stood waiting for the clerk to check his room number a very soft femine perfume wafted over him, and Bobbi's voice whispered in his ear: "Hi Jim, do you want to play horsey with me?"
Turning quickly he looked her up and down, just to satisfy himself that he had not missed anything, no one would know, this wasn't a young lady standing there talking to him. She place her arm in his while she waited for his reply.
"Gee, I don't know, I'm not experienced enough to know how to respond."
"Oh Jim, just relax, its all in good fun. Are you up, no pun intended, for a drink?"
"No not tonight, I'm still trying to recover from Sunday."
"Thats okay, just come up to my room for a coke or pepsi, you should tell me about your reactions to Sunday, its all part of the training."
They got on the elevator and as the door closed she leaned towards him and sniffed. "My we are a bit gamey aren't we, kind of missed a shower and shave there."
"Kind of overslept this morning, and missed all that stuff, I will go to my room if it offends you.
"Don't be so sensitive Jim, you can shower in my room and get all fresh and clean. I looked for you in the bar last evening, thinking you might want to talk but you never showed up."
Jim thought for a minute, then he begin to pour out his actions of the night before, the meeting with the older man, the blow jobs, the sucking and the fucking all for Bobbi to evaluate.
"Jim, your friend Henry had a point, you do need to try a woman now, just so you can judge what is going on, sort of compare the two."
By this time they were safely inside her suite, with the door closed. She served him a pepsi, and a club soda for herself. "Here is what we will do Jim, first a shower then we will let you practice for a woman, then tomorrow night I will bring a real live woman here for you to try out with in person. There is a good friend of mine that will be willing to help someone such as you discover himself."
With that she dragged him into the bathroom, disrobed while she removed his clothes. He didn't have much time to think. She led him over the comode, and positioned him in a half crouch.
"Jim, as a trainer I know being clean is very important inside and out." With that she produced an enema bag, with the large vaginal sized attachment on it. Hanging the bag above the comode she proceed to insert the attachment in her own rectum and opened the valve. After about a minute she stopped the flow of fluid removed the probe and with no word inserted it in Jim. After opening the valve she squatted over the comode and let loose a stream of brown dirty fluid. Jim meanwhile was having strange sensations as his lower track filled with the cold fluid.
"Hang in their Jim, you are probably very dirty inside, and we want to wash all of it out of you, so just keep squeezing." Finally the bag was empty, she closed the valve, pulled the attachment from him and pushed him on to the comode seat, where he proceeded to empty everything out of his system, it seemed that even his sinuses drained out at that point.
Then she dragged him into the shower, soaping him from head to toe, playing with him as she washed his cock, balls, and rectum. Finally, they were done, toweled dry and kind of steamy.
"There you are Jim, clean inside, and clean outside. I bet you feel like a new man." Grabbing her dick and pointing it at his face she continued. "How about this one."
He blushed and could not think of anything to say. Taking his hand she led him into the bedroom, plopped down on the bed and pulled him down next her.
"This is our next lesson, how to please a woman, one of the first things girls like and expect today is to be eaten, slowly, senously made love to with a man's tongue. The girl I will bring tomorrow night will want to come two or three times while she sits on your face, before she will let you fuck her, I also have to warn you she likes to squirt a bit in your mouth, but you will find that out for yourself. So here is the drill, I want you to practice on me. I'll lay on the bed, and you will pretend that that area just below my balls is a cunt, and you practice by tonguing and eating it out. No fair sucking my dick, do you understand."
With that she lay down on the bed, spread her legs invitingly and showed Jim the spot she was talking about. He begin to lick and suck her nether area, and as he did she squirmed and pushed back against his mouth.
He begin to get a hardon. Bobbi looked up and noticed this and said: "Jim I think its time for you to fuck me, bring that nice dick up there and put it in Mommy's little asshole dear."
Jim tryed, but as soon as he tried to insert his dick, he went limp.
"Oh Jim I am so sorry, that was too much to soon for you. I rushed you too much. Here Jim suck my dick, that will make you feel better." She forced his head down to her cock, and she started to fuck his face, holding his head by the ears. As soon as the dick was sliding in and out of his mouth, another raging hardon started. After a minute or so Bobbi said: "Okay Jim, try to fuck Mommy one more time." But as before as soon as his dick head approached her asshole, he went limp.
"Jim don't worry about that, its on to Plan II. I know how much you enjoyed playing horsey the other night. So, Mommy has a reward for you. Tonight you get to ride the pole. Now come up here and kiss me, and put your legs on either side of my stomach. Good now squat down, Mommy is waiting for you to ride her pole." With that she place her hands on his thighs at the same time she thursted her hips upwards, the net result was Jim was empailed on her organ, he had begun to ride the pole.
The pain of being empalled on Bobbi's organ was intense, but there was also pleasure there. As soon as Bobbi's dick was complete enqulfed he shot off. This was different from Horsey, or being fucked by Henry, he could control to a degree the penetration and move up and down on Bobbi's shaft. Maybe the pain maybe the pleasure. He reached down with his hand to rub his lower abodomen to see if he could feel her dick sticking out the front, it sure felt that way.
Bobbi looked up as he came, and smiled at him: "Oh Jim likes to ride the pole doesn't he. Some straight doctors say the human anus was not meant for sex, but in your case I think they were really wrong. It makes Mommy feel so good to see her little Jimmy come like that because she is fucking Jim." With that she reached down fondled his dick, rubbing the seman all over the shaft.
They fucked like this for a while, his member caught in the press of their two bodys, it felt good. He was sliding up down the pole a couple of inches at a time, not very deep.His cock,his ass, everything was just fine now. Bobbisat up slightly and began to suck his nipples as she fucked him, causing him to quiver and he almost came again as his body broke out in goose bumps all over. Then she layed down, thrust upwards very hard, and at the same time pressing down his thighs again, the pain was so intense, and he came again.
She stopped fucking and looking directly into his eyes said: "Jim I don't want to come in your nice clean asshole, be a good boy and take Mommy's dick in your mouth suck her off and swallow all that come." He uncertainly climbed off his perch, turned and took her gooey cock in his mouth. Bobbi reached down and took his head with both hands and slowly moved it up and down her shaft until the spasms started. Then she grabbed his head and held it hard to her body so that her dick was almost choking him, and he could feel the come hitting the back of his mouth. He swallowed and started to come again himself.
He started to move his head back so that he could breath, but Bobbi put a hand on the back of his head and said: "Jim, I have to pee again, do you want me to use the bathroom or your mouth?"
He didn't say a word, but started to suck on her dick again. "I thought that was what you would like." With that a spurt of urine came in to his mouth, then another squirt and then a steady stream, and he came again.
"Jim, you clean Mommy up really nice with your mouth and she will give you a big reward to night." He licked her cock, her balls her asshole and her pubic hair until she was covered with his saliva.
"Your such a nice boy Jim, you have been waiting for this your whole life, and just didn't know what you were looking for did you?
"I guess you are right."
"Don't be so worried, you just need some time to adjust to this new self knowledge. You need a plan, I'm not ready to give you my evaluation as a trainor yet, need to find out one or two more things. But I will help you adjust. Now its time to try something new, come up here and will neck for a while, kiss me and I will kiss you we will jerk each other off while we neck like a couple of teenagers."
So they necked, and jerked each other off until they both fell asleep, tired and content.
Wednesday Wednesday AM, Bobbi kicked Jim out the door in time to make his classes, with instructions to be back at her suite at 6PM.
Once again he stumbled through the clases, eyeing the clock that did not seem to move very fast for him that day. Finally, it all ended he rushed back to his room, not wanting to be late he changed into jeans and a polo shirt, then had a thought, took his trousers off, and left his briefs in the room. This would make him readily available for whateverr happened. By the time he got to Bobbi's room he was a nervous wreck.
Bobbi opened the door at his knock, standing in the living room was a woman of about 30 years old, attractive, nice body, but she had a very predatory look about her that kind of scared Jim.
"Come in Jim and meet Mary Alice and old and dear friend of mine. Mary Alice this is Jim, he auto-ejaculates for me. When I fuck his ass and I come, so does he, and when he blows me and he swallows with no urging. And, this I know you will really like, he even gets off now when I pee in his mouth. If he didn't have a dick and balls he would be a hooker on the street, and the way he is going still maybe."
At this introduction Jim went red, started to sweat, and his breathing became shallow and labored.
"Oh Jim, don't be so embarrassed, I was just bringing Mary Alice up to speed, after all its just us girls here. And you are a girl now aren't you Jim, I've fucked you, Henry fucked you and you came everytime there was a dick up your ass. You really do like to ride the pole, and play horsey don't you?'
Jim was still to embarrased to find his voice so he just nodded.
"Jim you look like you have a headache, I have just the thing for you." With that Bobbi pushed him into a chair and went into the bedroom. Shortly she returned with a glass of Pepsi and two tablets, one white oval and one blue trianglular. "Here Jim, take these, no argument now, they will get rid of your headache."
"But I don't have a headache."
"Yes you do, now take those pills like a good little girl."
He took the tablets in his hand looked at them skeptically, but with Bobbi staring at him so intently he had no choice but to swallow them.
Bobbi sat down next to Mary Alice, accross the coffee table from Jim. "Mary Alice and I have been friends and assoicates for five years now. She helps me out with my training from time to time. Of course we get it on from time to time, but even though she has a front door, I always use her back door. Thats just for consistancy sake. I have to warn you Jim, she does squirt a little when you eat her, as a matter of fact I think it is part of her routine to let you know she is boss." Mary Alice who had not said a word to this point proceed to undress, skirt blouse, panties all hit the floor with amazing speed, all that she left on was her high heels. Her body was that of a young woman who worked hard at keeping in shape. Once she was naked, Bobby undressed also, leaving only her high heels on as Mary Alice had done.
Jim by this time was starting to relax, the flush had left his face, he was breathing easier, and his dick was had the start of a hardon. Maybe he did have a headache. With the shemale, and the real girl in front of him now, he though how lucky he was to have met Bobbi.
"Bobbi, I don't know what to do?" He was startled by his own question.
"Jim I am really proud of you for asking that question. First, you need to clean up, go in to the bathroom, you will find everything you need to make yourself presentable in there, and remember you have to clean yourself inside and out. The device is already for you in there, the enema, there is a quart of warm scented water and vinegar in the bag, use all of it and don't cheat. We will wait for you here.
Jim did as he was told, into the bathroom, first the enema, the tension the release, then the shower. He found a can of femine powder, and a tooth brush, so he powdered and brushed.
When he returned to the bedroom, with just a towel around his waist, he was treated to a scene he never could have imagined. There were Bobbi and Mary Alice side by side on the bed locked in a 69 position. Bobbi was eating Mary Alice's cunt, while Mary Alice sucked Bobbi's dick. They seemed oblivous to his presence. Then Mary Alice begin to moan and grunt and locked her legs around Bobbi's head as she climaxed.
Once Mary Alice released the death grip on Bobbi's head, Bobbi rolled over her face all covered with Mary Alices juice, grinned at Jim and said: "Mary Alice watch this, Jim come here and suck Mommy's dick for her, I saved it all just for you."
Jim did as he was told, kneeling before Bobbi, he took he dick in his mouth and being to suck. Bobbi grabbed his head and began to violently fuck his mouth, harder than she had done in the past. Then she pulled his head tight to her groin, pushing her dick all the way into his throat, no need to swallow this time it shot right to his stomach. His reaction was to violently ejaculate on his own, on seeing this Mary Alice bent down and sucked up all of his come.
Mary Alice then grabbed Jim's head from Bobbi's dick place her mouth over his and spat the whole load of come into his mouth.
Mary Alice look into his eyes: "Jim, Bobbi already told me that you like to taste yourself, so swallow like a good little girl, and lay flat on the bed." Jim did as he was told. As soon as he was stretched out on his back, Mary Alice turned around and squatted on his face and begin to rub her cunt over his mouth.
Bobbi then changed her position. She kneeled between Jims legs, hooked her arms under his knees and started to prob his asshole with her dick.
Meanwhile at the top Jim was begining to get the hang of Mary Alice' cunt. Then she stopped moving, reaching down she grabbed his head and pulled it tight to her cunt, and let loose a stream of urine into his mouth.
"Jim" said Bobbi, " I warned you Mary Alice likes to squirt, you better start swallowing she had three beers before you got here. She had been saving this just for you because I told her how much you like it."
With Mary Alice locked on his mouth filling it with urine and Bobbi fucking his ass in a slow steady rythum. It was just to much for Jim, he came again.
"See, Mary Alice Jim is such a sweet little girl, he came again for us. We must be making him happy." With that she leaned over Jim's body, mastrubated him with one hand, while she wrapped her other arm around Mary Alice's neck and kissed her."
Soon, Bobbi and Mary Alice were both spent. Bobbi had come in Jim's ass, and after urniating into his mouth Mary Alice had another world class organism where she almost suffocated Jim. Jim on the other hand, even though he had come twice now by himself still had a raging erection.
Bobbi and Mary Alice both looked at the erection and nodded knowlingly to one another
"Okay Jim" said Bobbi, "its time for your first woman. But you have to tell us, what to you want, the front door or the back?"
Jim still taken aback by the size and quality of his action muttered softly: "Back"
Mary Alice smiled nicely turned around grabbed Jim's penis with one hand and positioned it in her rectum. Then she sat down as hard as she could. "Oh god I love that" she said. Then she began to work heself up and down his shaft.
Bobbi observing tableau in front of her said: "The kind of wraps it don't you think, Jim is a nice little girl and went for the back door." With that she position herself over Jim's mouth, sort of in a push up position and begin to fuck his face again.
Jim was in heaven now. He released himself to the knowledge that he liked cocks, in the ass in the mouth, he liked the taste of come, his, Henry's and Bobbi's. He also thought he really enjoyed eating Mary Alice's cunt, and having her urnitate in his mouth was also a thrill. That all of these people liked him, and liked to use him, made him feel warm inside. He still wasn't sure about fucking Mary Alice's ass. He came to the conclusion that his purpose in life was to be used. Just how he would have to figure outlater on, because at that moment Bobbi came in his mouth nad he had to take care of business and swallow this latest load.
Bobbi withdrew from his mouth, and rolled over. Mary Alice coninued to play ride the pole, slowly slipping up and down Jim's erection with her ass. Finally he spasmed reached down and held Mary Alice still while he came into her ass.
"Bobbi, Mary Alice, thank you so much. This was great."
"Why Jim you do have a voice after all don't you!" said Bobbi. "I am so glad you appreciated our efforts. But the night isn't over yet. Mary Alice and I are pretty sure you will make a really sweet pleasing little girl. There is one more test though, Mary Alice go get your equipment."
Mary Alice hopped up and trotted into the living room, when she returned she was wearin a 12" hard plactic dildo strapped firmly around the waist. Jim;s eyes got very big at the diameter and length of the shaft.
"Now Jim don't panic, Mary Alice is has lubricated that meat substitue up real well, and while she is fucking your ass, I'll let you suck me and as a reward pee in your mouth again, okay?"
"Okay"
"Rollover Jim"
He obeyed, Mary Alice postitoned herself between his legs and placed the head in his nether area. Then very slowly she proceded to run the entire grease covered twelve inches in Jim's ass. He groaned, this was not fun this wasn't sex the pain was excruciating. At the same time he was writhing in pain, Bobbi held his head and urniated in his mouth, once she was done and he had sucked up all her fluids, she began to get another erection.
Mary Alice continue to fuck Jim's ass with the dilbo. Pure domination of this young man, she could see it was casuing him a great deal of pain and discomfort and she loved every minute. Then Bobbi with her fresh erection got off the bed postioned her self behind Mary Alice and commenced to fuck Mary Alice in the ass. This cause Mary Alice to pound away even harder at Jim.
Finally, Jim got used to the pain and discomfort, and started to get another raging hardon. He could feel, though not see all that was going on around and in his behind. Then he heard Mary Alice squeal as she came, and Bobbi's explosion of breath as she climaxed in Mary Alice's asshole. Then it was all over, Jim did not move Bobbi and Mary Alic just flopped down on the bed beside him.
After about five minutes their breathing all returned to normal. Bobbi rolled over to examine Jim's ass, he was bleeding a bit so she leaned down and licked his asshole clean, the slightly astringent saliva made Jim wince in a kind of mixture of pleasure and pain.
Once she had him all cleaned up with her tongue, Bobbi layed a hand on his should and said: "Its your turn now Jim, be a good little girl and clean us up nicely. Mary Alice first since she is out guest.
So he did, he licked Mary Alices cunt, her asshole, cleaned up the juice, the urine, the come, and maybe a few other items. Then he turned his attention to Bobbi, cleaning out her ass, lickiing her balls and finally her dick, and he just could't help himself, once he got to the head he begin to eat Bobbi again, wanting the sensation one last time of the cock moving in and out of his mouth, and the wonderful fish sauce taste of her come. Finally she came, just a few drops, but as soon as they touched his tongue, he ejaculated also.
Jim had found his home.
Thursday Thursday he dragged himself to his training, and as he had every day that week, he looked terrible. Bags under his eyes, bloodshot, and more bowlegged then before. Playing horsey, and riding the pole had been one thing but Mary Alice's enthusiastic use of the 12" dildo on his rectum was causing him severe discomfort this morning. To top it all he had a raging hardon that refused to go away.
He got to class and they fired him. In their opinion he was worthless, inattentative, and possibly a drunk or drug user.
Not knowing what to do he returned to the motel and went staight to Bobbi's room. Oddly enough she was there, she smiled at him and invited him in.
In a moment he began to cry,and he poured out his story of being canned. She hugged him to her, kissed his forhead and held him until the sobs stopped.
She then led him over to the sofa and they both sat down.
"Jim, you can't look at this as a failure, there has just been to much discovery for you to handle this and their stupid training too. You have opened up a whole new world for yourself. Maybe you are a transexual as I am. I am really a girl trapped in a man's body and I have worked at passing as a woman. There has been surgerys on my face and vocal cords, breast implants, electrolysis for body and facial hair. Then hormones to give my body a softer more femine appearance and a female odor. Have used a vacum pump for years so that I would have a nice long pole for little girls like you to ride. Most importantly I have been able to earn a very good living training boys that want to be girls. Are you willing and do you want to do all of that?"
"I just don't know." Was Jim's responce: "It has been too much to fast these last few days. I'm gay, and it seems as if I am the passive one. But on the other hand I was able to maintain and erection for Mary Alice last night, but still only wanted her ass. Her cunt tasted good and I enjoyed eating her but the ass was where I wanted my dick."
"I see that you have been doing some thinking on this. Don't put too much stock in that erection last night, or the one you have right now. Those tablets I gave you last night, let me tell you what they were. All legally obtained by the way. The white one was 25 mg of Xanax, that was to make you relax, they other was 100 mg of Viagra, to make you hard. I sometimes need the Viagra, to overcome the female hormones I take and then there are times when two or three sweet young things like you want to ride the pole or play horsey in the same day Then when I meet a nice little mare like you, I don't disappont them. You really only want to be penetrated. You come when the other person does. Thats really nice, and a lot of your lovers in the future will be thrilled by that action. Very few people are that lucky to be as auto-erotic as you are. You will make the other person think they are the greatest lover in the world when you come all by yourself as they come. The turn on for you is your ass, and mouth. There is also a little minor masochism there. It hurt you but you enjoyed Mary Alice pumping you with that dildo,otherwise why did you come like you did. Then last but not leaset is the urine, you get off on that too. You are nothing more thant a perverted little slut of a girl, who happens to have a dick. Now Jim, don't mad me for doping you up. Think of it like a race horse owner who is going to run his mare with the stallions, the mare leads a little edge dosen't she?"
"I guess you are right about this, you are the trainer."
"Yes, I am, and my experince tells me you could make a very nice little compliant girl. You are short enough, what 5'7" or 8" small boned, fair with a little dieting and some hormones you would pass quite easily. You could pick up men in bars, blow them, and get off in your little panties when they come in your mouth. Or you could plead that its your period and invite them to fuck you in the ass. You don't need someone to manipulate your organ, it works on its own. On the other hand you may not want to be defined by your sexuality, you might want to stay in the closet, and just sneak out to dirty movies, and blow the guy sitting next to you. Its up to you. I doubt you would want to go all the way and have the operations that would turn you completely into a girl. Why not just enjoy yourself as you are, there are plenty of men, gay and straight, that will appreciate you."
"I guess I just need time to think about this, this discovery is something I never imagined. How did you know that I would be this way."
"Are you asking me if when I first saw you said to myself this guy will eat me till he has a mouth full of come, and that you would want to have you ass fucked. The answer is I didn't. Jim, you have to kiss a lot of toads to find a prince, or in your case a princess. Now I have to leave later this afternoon, busy busy busy. But I do have two or three hours before getting ready, what would you like to do in the time we have left together, talk or fuck??"
"Bobbi could we play horsey , then I would like to ride the pole one more time before you go."
So she stripped and he stripped. He got on his hands and knees, she climbed on top bit his neck hard, then inserted her dick in his ass, hard and fast she drove it home. As she fucked his ass, she reached around and jerked him off. Then she pulled out and layed on her back on the floor, he squated on her erection and rode the pole. Slowly he raised and lowered himself on the erect penis enjoying the sensation and then he sat down hard to enjoy the pain. When Bobbi was just about to come. she said "Jim will you eat me so I can come in your mouth." Jim dismounted turned around and took her dick in his mouth and started to suck. Just as Bobbi started to spasm she withdrew her dick so that just head was between his lips, and shot her load unto his tongue. "There Jim, I really wanted to leave my taste with you. As far as the "gay" thing is concerned, when your blow me, when your eating my come and you look up you don't see a man do you, you see a girl, so are you really gay?"
end