Alan's Comeuppance - Cover

Alan's Comeuppance

Copyright© 2026 by Honey Moon

Chapter 2

Fantasy Sex Story: Chapter 2 - Alan tricked Alice into the back seat of his 1939 Dodge Luxury liner. The blonde struggled excitingly. When she cried out for her mother to save her, another woman appeared! He learned why a mortal should never force a WITCH! The gorgeous redheaded mother stole his penis and gave him a vagina! If he refrained from climax for 24 hours, he would be restored. If he succumbed, he would become a complete woman for the rest of his life! If a man made him orgasm, he would share that fate!

Caution: This Fantasy Sex Story contains strong sexual content, including Ma/Fa   Fa/Fa   Fa/ft   NonConsensual   Hermaphrodite   Futanari   Magic   Incest   Brother   Humiliation   Group Sex   Anal Sex   Cream Pie   Oral Sex   Pregnancy   Squirting   Tit-Fucking   Voyeurism   Big Breasts   Body Modification  

Seventeen year old William Clifford Vanderbell watched Mary Barrow closely as the twenty-five year old maid worked. As of late, his trousers grew tight whenever he laid eyes on her shapely body. So what if she was a negro? Him finding her so enchanting beautiful might shock mother, but he thought only one thing. Mary was hot stuff!

Lovely face, narrow waist, yet delightfully top heavy, with gams that just wouldn’t quit, she had IT! His cock positively strained for her every day! His brother had warned him that the help was off limits after his own little mishap, but that was easy for him to say! Alan had an automobile. No girl could resist a man with an automobile, and plenty of folding green in his pocket!

William gave some thought to retiring to his room, and a few illicit publications he had hidden there. Mother would be horrified if she knew he had several novels written by authors calling themselves such things as A. Gentleman, or Anonymous. Those books showed how a real man treated a maid! Perhaps he could sneak into Alan’s room. Being older and more traveled, he had amassed a collection of great value. His cock gave another throb when he thought of his brother’s French postcards. His lucky big brother had actual photographs of naked foreigner women!

“Will you be needing anything else, Master William?”

William couldn’t help the sudden rush of desire he was feeling. Alan had no postcards depicting a beautiful negro! Yes, there was something he needed! He had the house to himself. It was just him and Mary. Now was the time to put all the things he had read about into practice! He was about to become a MAN with the lovely and kind hearted maid!

“Why, yes. There is something you could help me with.” William sprang from his seat and lunged at her. The slender youth with yellow blonde hair as fair as his brother’s was dark, reached for Mary. Grabbing her wrist, he pressed her delicate hand to the hardness in his loins. “I have a rather hard problem that needs your gentile touch. Let’s retire to my room and get more comfortable.”

He wasn’t expecting what happened next. His head jerked to the side when she slapped his face. The blow was wicked and hard. William saw stars as he hastily staggered back from her. His cheek ached abominably as his eyes watered. This was not like his books at all!

“Just what are you trying to pull?” Mary hissed. “Is this why your last maid left in such a hurry?”

“That wasn’t my fault, um, I, I was just foolin’ with you, Mary!” He said rather stiltedly, embarrassed when his voice cracked. “Couldn’t you tell I was joking?”

“That doesn’t look like a joke.” She said quietly as she pointed at the distinct lump in the front of his trousers. “I should tell your mother!”

“Mother wouldn’t believe that!” William gasped, his face growing pale. He instinctively knew that mother WOULD believe!

“No? She is a fair-minded God fearing woman, but perhaps not. My cousin surely would though.”

“What would your cousin do?” He said, trying to sound cool and collected, but sounding like a frightened boy.

“Ever hear of Joseph Louis Barrow?” She smiled quite prettily.

“Joe Louis, the, the Brown bomber?”

“Cousin Joe, to me.” She said proudly.

“Mary, I’m sorry!” William cried in a sudden panic. “Don’t tell mother! Please, for God’s sake, don’t tell your cousin either!”

“Your mother gave me the next three days off.” She glanced at the clock on the mantel and sighed. “The taxi cab should be here soon. I have a train to catch! Cousin Joe invited me to Pittsburgh to see him fight. Three days just might be long enough to make me forget this unpleasantness, and remember that you are essentially a good egg.”

William watched as the lovely maid smiled at him and left the room. He could only hope that she would forgive him! Damnation! He had made a complete hash of it! Now he would spend the night with only his hand for company, after he had set his sights on losing his cursed virginity with the lovely maid! When would he ever become a MAN now?

After Mary left. William sat and brooded in his father’s study. He swiped a tumbler of his father’s best Scotch. He choked it down, and it made his head swim. The booze only compounded his problem, but he was a bit too stewed to see that.

He had to do something so mother wouldn’t be shocked, and father wouldn’t ship him off to boarding school if Mary told on him for what he did! He needed some insurance, that’s all. It suddenly came to him. “My Man Godfrey”! He shouted. He ran to his mother’s room, and grabbed what he needed.

At the maid’s room, William grinned. Alan sure had all the luck! When Lilly still worked for them as maid, he had once peered through her room’s keyhole late one night. He had seen his brother with Lilly. Kneeling with one eye to the keyhole, William had rubbed himself through his pajamas as he eagerly watched his naked brother have his way with the frantically struggling and weeping girl. He had produced quite a gooey mess in his pants as he spent nearly to the second as Alan did.

It was weird and embarrassing, but sometimes he now had dreams of Alan being naked. When he awoke from such dreams, he was always hard as a railroad spike! It was probably just that he saw more of Alan than he had of Lilly, that night. He shrugged it off and decided not to worry about it. He liked girls, after all!

A few weeks later, he had seen Alan give the obviously frightened girl a large sum of money. Shamelessly eavesdropping, he learned it was to keep her mouth closed and give her a new start in another city. Mother never figured out why Lilly quit so abruptly. William knew! Alan got the maid “In Trouble”, and had given her the brush off.

He used his own bedroom key to open the maid’s door. He had discovered long ago that his would unlock any door in the house. Mother must have mixed them up years ago and given him the master key by mistake. He never told a soul about his good fortune, and sometimes would ‘borrow’ a quick fin from his brother’s supposedly secret stash of cash. Or, more often, would spend a pleasant hour scrutinizing Alan’s amazing collection of French postcards.

Slipping inside, he went to the small closet. He felt bad as he dropped his mother’s best pearls into the pocket of Mary’s simple cloth coat. There, it was done. Just like in that William Powell picture he had seen a few years ago. Now he had leverage to protect himself if Mary told. If she didn’t, he’d just sneak the pearls back out of her room, and nobody would be the wiser.

Now he could just tell mother that Mary took them, if Mary told on him. In the confusion, hopefully everyone would think Mary was fibbing about him! He promised himself it would only be as a last resort. Mother surely wouldn’t have Mary arrested. His mother had a fear of scandal, and wouldn’t want to be mentioned in the papers over a household theft. Father, on the other hand, would certainly pack him off to boarding school though. He was doomed if the righteous man ever found out he had, gulp, made unwanted advances on the maid!

Leaving the maid’s room, he heard the front door. For a moment he was concerned that Mary had returned. If Mary found the pearls he had planted in her room, all bets were off! She would never forgive him! He realized that he had nothing to worry about when he heard the clink of glassware in father’s study. Mary didn’t drink. It must be Alan home early from one of his conquests.

His guilty work done, William neglected to lock the door. He pocketed his key and padded downstairs in his sticking feet. He would sit with Alan, and listen to him boast about what new girl he had claimed. Then he would return to his room to abuse himself before turning in for the night.

Alan mustn’t have heard him come down the stairs. The sight that met his eyes as he entered the study would stay with him for the rest of his life. There was Alan, big as life. He was naked as the day he was born. Legs spread wide, he was using a small silver serving tray as a mirror to examine between his thighs.

William froze. What he saw defied logic. Having seen his brother while changing for a swim, he had been just a touch jealous that Alan’s cock was a good two inches longer than his own eight inches. Now, there was nothing between his brother’s legs at all! Was his brother’s manhood torn off in an accident? What happened?

“I’ll call for a doctor!” William cried, just a second before his mind made sense of what he was seeing.

That vertical slit was no injury. In fact, there was no blood at all. Those soft puffy lips were no open wound. Alan hadn’t been horribly mutilated. William had only seen them in somewhat blurred small French pasteboard cards before, but there was no doubt on what he was seeing now!

“Good God Alan! You have a pussy!”

“Don’t look at me!” Alan screamed as the tray dropped from his hand to clatter on the floor. “Stay back!”

“How? Why?” William cried as he rushed into the room. He knelt before his stunned big brother and stared in wonder at what he had always dreamed of seeing. “Is it real?”

“You can’t say a word!” Alan shouted as he snatched up his drink and gulped it down. “William, forget this! Everything will be fine after tomorrow!”

“How could I forget that?” William shouted. His big muscular brother was some kind of pansy-man now. Just as strong and good looking as ever, he was now a woman between his legs! “This is astounding!”

“Forget it!” Alan shouted. “By God, I’ll kill you if you ever mention this to anyone!”

“That’s rich.” William laughed. “You may have me on size, but I’m fast. I could kick you in the, uh, well, no I suppose I couldn’t. Lay one hand on me though, and I’ll call the papers. You will be famous!”

“Stop staring at it!” Alan whimpered as he stood frozen before his brother’s inspection.

William tried not to see the rest of his brother. He did his best to ignore how big and strong the man was. If he stared just at the point where his thighs joined, he was looking at a naked woman. His cock surged and stiffened in his trousers. Who would have ever thought that his brother would suddenly have what he so dearly wanted to bury himself in!

“Alan, be a pal.” William asked softly. “Let me touch it. Just for a second?”

“Are you insane!” Alan screamed. “No! I’m not even going to touch it myself! After midnight tomorrow, this will all be just some sick pipe dream!”

William watched his naked older brother run from the room. He was confused and somewhat embarrassed. He was all man. Why was he so hard, just because of whatever had happened to his brother? He couldn’t get the vision of those feminine lips out of his mind. Did Alan shave down there? No hair marred the absolute perfection of his womanhood. His brain was shocked and disgusted, but the head of his throbbing cock was weeping tears of warm slippery fluid at the thought of entering the first vagina he had ever seen in person!

“Oh my God.” Alan gasped when he had locked himself in his bedroom. “William saw it! Thank God mother and father won’t be back until after I return to normal. If he says anything, I’ll just laugh in his face! Then I’ll drag him off somewhere and drop my pants and tell him he hallucinated the whole thing!”

An all new problem reared it’s head while he was getting ready to hit the sack. He had to piss. Whimpering, he headed to the bathroom. He lifted the seat, untied his robe, and dropped his pajama pants. Then he let out a choked sob. He turned around, and sat down.

“Cold!” He shouted as he jumped up and nearly fell. His ass had hit the water as the chilly porcelain rim caught him just behind his knees!

He had made a very simple mistake. He forgot to lower the seat. Embarrassment put tears in his eyes as he lowered it and sat down. He didn’t know what to do at first, but then nature took over. He urinated like a girl, trying hard not to cry over the humiliation of it all.

The bathroom door suddenly opened. He hadn’t locked it! There was William, wide eyed and staring. Alan noticed a tell tale bulge in the front of his brother’s trousers and was horrified! How could this arouse his kid brother?

“Get out!” He shouted.

“I heard you scream.” William said, in an odd sort of breathless way. He came fully into the bathroom and stared between his brother’s spread legs. “It is real! You’re pissing with it!”

“I said get out, you, you, masher!”

“Come on Alan.” William coaxed. “Let me touch it for just a second. I just want to see what it feels like. I bet it’s so soft and warm. Be a pal. If I had one, I’d let you touch it!”

“I said scram!” Alan reached over and picked up a delicate pink seashell shaped bar of soap from the dish on the sink. He hurled it at his brother. “Go!”

“Ow!” William cried as the soap struck his forehead and bounced into the claw-footed bathtub. He left the room in a hurry, but took a parting shot. “I’m going, but before I do, I’ll just say this. You throw like a girl!”

Alan cringed at his masculinity being questioned by his own kid brother. Just because he didn’t have a cock and balls, didn’t mean he wasn’t a real man! Did it? He sat on the toilet and brooded on this. He though of various girls he had known in a, well, biblical way. He pictured their bodies. He remembered what he had done with those bodies, despite any coy protests. He thought of all the wonderful times he had wrestled with comely young women until he got his way.

His mind drifted as warmth began to spread through him. Eyes closed, he let out a sigh. His knees spread wider. His hand crept closer. Then his eyes snapped open!

“I can’t touch it!” He cried, as he once again snatched his hand away from his femininity. “Oh God, this is a nightmare!”

He sort of patted himself dry as best as he could, and yanked his pajama bottoms back up. Hurrying to his room, he did something he rarely did. Alan drank himself to sleep. It was intentional. He assumed the only way he could keep himself from touching between his legs while he slept, was to be totally stone drunk.

In the morning, he awoke to a pounding head, and a tongue the texture of cotton-wool. He shuffled off to the bathroom. Dropping his pajama bottoms, he attempted to relieve the intense pressure in his bladder.

His first groggy thought was that he had really tied one on last night. He usually suffered a bout of ‘Morning Glory’ every day. Today he had no problem urinating. His second thought concerned how his legs and feet were growing so warm and wet.

“It wasn’t a nightmare!” He cried as he made a wet mess in the bathroom. With nothing to aim with, he was missing the toilet completely! Piss was soaking his sleepwear, and pooling around his bare feet. “Oh dear God! It’s real!”

“Good morning, Alan.” William said as he casually strolled in. “I need a headache powder. For some reason my head is killing me ... Oh my God! You’re making a mess! Mary isn’t here, and I’m not cleaning that up!”

William took to his heels to escape the shocking mess. Alan stood there, once again feeling humiliated and scared. At least this time his brother didn’t stop to stare at his shocking deformity!

Not knowing what else to do, Alan removed his pajamas. He used them to mop up the worst of the mess, and threw them in the clothes hamper. Mary could deal with that when she returned. Why was mother so soft that she gave the help little vacations and treats from time to time?

Alan climbed into the bathtub and turned on the water. Only the cold. He figured if it always made his cock lose interest, it might numb the horrible thing between his legs! He whimpered as the icy water rained down. Only when he started shivering did he trust himself to begin washing away the results of his embarrassing accident.

With only a towel wrapped around his waist, he headed back to his room to dress for the day. He saw William sort of casually leaning against the wall opposite his door.

“What do you want?” Alan barked.

“Big brother, I’ve been thinking.” William smiled hopefully. “I’ll give you a fin if you let me look at it again. I’ll make it a sawbuck if you let me touch it. I’ll make it a Jackson if you let me get my Brownie and take just one flash snapshot!”

“You are disgusting!” Alan hissed as he stormed into his room and slammed the door.

“Should I take that as a no?”

The loud snick of the key turning in the lock was his only answer.

William was confused. Seeing his brother only wearing a towel had a distressing effect on him. He told himself that it was only because he wanted to see what was between Alan’s legs again. That could be the only reason for how hard he had grown in just seconds. There was no other reason why he would become so, well, excited at seeing an almost naked tall muscular man. Was there? No! He wasn’t a pansy or an artist! He liked girls, and that was a fact! Look at the mess he was in because of how much he was attracted to Mary!

Securely locked in his room. Alan began to dress. The forbidden flower between his legs kept drawing his fingers closer and closer. No! He didn’t dare risk even one little touch! If he began touching himself there, he might not be able to stop! If he was unable to stop, he knew he was in danger of achieving climax. If he climaxed, he would never see his cock again!

When he came down to see about breakfast, he found his brother already seated at table. Since Mary was out, and mother insisted that cook travel with her and father, the brothers needed to fend for themselves.

“That looks good.” Alan said, determined to act normal.

“This?” William put a forkful of omelette into his mouth, with obvious enjoyment. “Let me see it again and I’ll whip one up for you.”

“Never mind that!” Alan bellowed. He went into the kitchen. Returning a few moments later, he pretended to enjoy his breakfast of burnt toast and black coffee. “Do not mention that, thing, again!”

“I won’t mention it.” William said as he stooped down to look under the table. “I won’t mention how wrinkled and slack the fabric is over your lap, either.”

“Do not talk to me!” Alan bellowed. He felt his face grow warm at being reminded that there was now nothing beneath his trousers but that feminine thing! “Don’t you have tennis or something today?”

“Not today.” William said truthfully. “I thought I’d catch up on my reading.”

“Then go read!”

“Alan, just let me see it once more!” William smiled his most charming smile. “Please?”

“No! You’ll never see it again!” Alan took a deep breath. “Tomorrow, I’ll never see it again! Tomorrow, everything will be back to normal. Now drop it!”

William almost spoke. He didn’t know why, but he thanked his lucky stars that he stopped himself in time. Some strange impulse almost had him declare that he would be more than willing to look at his brother’s cock as well! The confused young man hurried back to his room before he said something he would surely regret.

Alan moaned. He returned to father’s study and helped himself to a drink. It was eleven in the morning, and he was already drinking. Good God! He had thirteen more hours to suffer through! He hastily put the drink down. Thirteen hours was a long time. He had to avoid stressing his bladder, or he would have to face trying to urinate too many times today! Damn! He shouldn’t have gulped down that coffee!

In his room, William looked over his collection. He decided not to reread “The Way of a Man with a Maid” He felt he owed it to Mary to never even to think about that book again. What had he been thinking? When Mary returned, he would give her a sincere apology, and offer to tell father himself if she thought it best. He would get the pearls from her coat at the first opportunity, and let the chips fall as they may. He sighed as his cock throbbed. Dammit all! He just couldn’t get Alan’s pussy out of his mind! He yearned to see it again!

An unwanted thought entered his mind, and he tried to force it away. How could he think of Alan as being ... Lucky? No man would want to lose his pride and joy, and became almost a complete woman! Who would want that? It was horrifying to even contemplate! His cock throbbed even harder as it strained his trousers.

“Tennis!” He muttered as he turned his back to his books. “What I need is good healthy exorcise! That will set me right!”

Alan was happy when his brother, dressed in his tennis togs, ran from the house and climbed into a waiting taxi. He couldn’t take the constant scrutiny as his brother stared at him. William wanted to photograph what was between his legs! No fool, he knew what the picture would be used for. Once again, Alan felt his face grown warm as he imagined his own brother abusing himself while gazing at the snapshot of his shame.

William spent the afternoon at the club. Being among his handsome friends, and seeing quite a few lovely young ladies compounded his inner turmoil a bit, but playing hard in an effort to keep his thoughts pure helped. Alan said his body would be back to normal tomorrow. In turn, William hoped his mind would as well. Alan’s startling condition had just confused him a little.

“Good show, Brian!” He called to the lanky eighteen year old that had just beaten him. They met at the net and shook hands. “Your backhand almost ended me.”

 
There is more of this chapter...
The source of this story is Storiesonline

To read the complete story you need to be logged in:
Log In or
Register for a Free account (Why register?)

Get No-Registration Temporary Access*

* Allows you 3 stories to read in 24 hours.

 

WARNING! ADULT CONTENT...

Storiesonline is for adult entertainment only. By accessing this site you declare that you are of legal age and that you agree with our Terms of Service and Privacy Policy.


Log In