Young Mans Dilemma

By moc.loa@50031BDJ

Published on Jul 22, 2006

Bisexual

CHAPTER FIVE

JIM GOES HOME

Jim was still mulling the pros and cons of calling Acme Limousine and Taxi when he got to his parents' house. He passed by the living room where his parents were watching TV and had to stop in - otherwise his mother would just run after him. His father was usually pretty snotty to Jim. This time all he said was, "Find a job today?"

"I got a lead," said Jim. "I'll find out tonight - or maybe tomorrow." He still wasn't sure he wanted to call.

"Yeah, sure," snorted his father.

"Now, Bill," said Mrs. O'Brien, "Times are very hard. It's not so easy to get a job."

"Well, maybe he could try a little harder."

Jim blushed. "Well, it's more than just a lead," he said defiantly. "I'm gonna work for Acme Limousine and Taxi as a driver!"

Mr. O'Brien was impressed.

"As a driver? Say, that's not a bad job. I hear it's good pay and not so easy to get in."

"Well, I did," said Jim, feeling that he was digging a hole for himself - he didn't have the job yet - but he was tired of his Dad looking down on him. "I start next week."

"Well," said Mr. O'Brien, becoming his old cynical self again, "Let's see if it works out. And if it does, I expect you to start paying rent every month."

"Jim," said Mrs. O'Brien, "Do you want supper?"

"No thanks, Mom," said Jim.

"Jim, are you feeling all right?" asked Mrs. O'Brien. "I don't like it when you don't want to eat. When was the last time you had a movement?"

Jim blushed and his father snorted which made Jim blush even more. Both Jim and his father knew what Mrs. O'Brien was leading up to. Jim's mother always wanted to give her grown children enemas.

"Mom," said Jim indignantly, "I don't need an enema!"

"Hey, watch your tone with your mother!" snapped Mr. O'Brien.

"I - I'm sorry!" apologized Jim. His father was a big muscular man, very much like Linda's father, and Jim was afraid of both of them.

"Jim," said Mrs. O'Brien, "I want you to go right now into the laundry room and get ready for a good cleaning out."

"But Mom!" protested Jim.

"Do what your mother tells you!" ordered Mr. O'Brien.

Ordinarily Jim's father disapproved of his wife giving enemas to their grown son, but this time he detected a rebellious attitude in Jim and didn't like it, so he backed up his wife.

Jim was afraid to argue further because of his father and went fuming to the back of the house to the laundry room where his mother gave her children enemas. He was really pissed off by his father's curtness but he didn't dare say anything. It was a long time since his father had taken Jim over his knee and spanked him, but Jim always felt that it was a possibility and didn't want to egg him on. After all, Mr. O'Brien still spanked his sister Chrissie who was eighteen and had already started college. And he remembered his father's spankings - they really hurt!

The laundry room was next to the garage and had a long table where Mrs. O'Brien folded clothes after drying them. She always kept a thick plastic pad nearby to cover the table for the occasions when she used it for enemas. The laundry room also had its own small bathroom.

Jim closed the door. He was really pissed as he covered the table with the thick plastic pad. Then he stripped to his tee shirt and white socks and got face down on the table. He was too old to be given enemas by his mother! Besides, he felt funny to be lying down on the same table where his mother folded clothes and where his eighteen-year-old sister Chrissie got enemas too. Like Jim, Chrissie hated getting enemas but Mr. O'Brien thought it was okay for girls and never objected so Chrissie was forced into it at least once a week. Most of the time Mr. O'Brien didn't like the idea of his wife giving enemas to Jim ("I don't know if it's decent with the boy being so grown up") so Jim got away with it more often.

He heard his mother come in behind him and close and lock the door.

"Now we're alone," she said happily. "Nobody will interrupt us."

For a large woman in her fifties, Mrs. O'Brien still kept her attraction for men. She had a pretty face, a very large bosom and a large jiggly backside which many men (including her husband) still found attractive. Even Jim felt distracted by her sometimes, which made him feel guilty.

She was already starting to make soothing comments to Jim.

"Now I'll give you some nice warm enemas and you'll feel better."

She kept up these comments all through the session, which drove Jim crazy because they made it sound as though she were giving an enema to a five-year-old. Mrs. O'Brien always kept the enema apparatus ready in the laundry room. Jim heard her filling the enema bag behind him from the laundry sink and knew that she was adding liquid soap to it. He looked back. She was dipping a finger in a jar of petroleum jelly.

"Now let's get into that nice bottom of yours and grease it up a bit before you get your enema," she said.

He was really annoyed - she always seemed fascinated by Jim's backside and made comments about it - but he obediently rolled over to his left side, raising his right knee toward his chest.

He felt his mother's fingers curl under his topmost cheek to open him up. His cock started to get stiff already which made him feel ashamed - after all, it was his own mother and he wasn't supposed to get a stiff cock! Still, to feel her fingers open up his bottom...

She poked a bit with her finger through the curly hair around Jim's pink asshole.

"Now open up that sweet rosebud, young man," she said, "I have to get in here."

Jim relaxed his asshole and he could feel his Mom's finger slipping inside him! She slowly wriggled through the hair around his pink asshole and got in just past the entrance, spreading the Vaseline inside with her finger, speaking soothingly and telling Jim that he had such a nice bottom.

"Why, it's as nice as Chrissie's," she said. "It's nice and round, just like a girl's. And I think it's gotten bigger!"

Jim's cock was getting harder! He hated when his mother carried on about how nice his body was. She was always saying that his legs and thighs and bottom were as shapely as a girl's.

Finally she withdrew. There was a pause, then Jim felt the plastic nozzle of the enema tube! Mrs. O'Brien expertly slipped it into his asshole, then slowly moved it deeper, moving in... There was a pause, then a sudden rush of warm fluid inside him. Jim moaned aloud! Slowly the warm liquid filled him up - to the full! The thought came to Jim that Mom used the same tube to give Chrissie enemas. His cock felt enormous beneath his bare belly!

Finally Mrs. O'Brien slipped the nozzle out and told Jim to wait a minute before he got up. He waited, conscious of his mother staring at his bare bottom. Finally he had to get up. Covering his huge bobbing cock with his hands, he ran to the bathroom.

"Now don't you flush until I see it!" commanded Mrs. O'Brien cheerfully.

In the bathroom Jim sat down and within a few seconds an enormous log came out!

He cleaned himself up, then had to stand aside shamefully covering himself while his mother examined the toilet, praising Jim as though he were a little kid for making such a large movement before she flushed it.

Now it was time for the second enema. Jim lay down again.

Once more Jim felt probing inside his bottom. His Mom was going to lubricate him again with her finger! He felt a tactile sensation around his asshole as Mrs. O'Brien pushed a bit at the entrance!

"Now open up, Jim," said Mrs. O'Brien again. "I have to get in here. You've got to relax your pretty rosebud."

Jim relaxed his asshole and he could feel his Mom inside him again! She slowly wriggled through the curly hair around his pink asshole and got in just past the entrance, spreading the Vaseline inside with her finger, speaking soothingly and complimenting Jim once more that he had such a nice bottom.

"It's so nice and round that it just makes a body want to kiss it!" she said enthusiastically.

Finally she withdrew. There was a pause, then Jim felt the nozzle of the enema tube again! Mrs. O'Brien expertly slipped it into his asshole, then slowly moved it deeper, moving in... There was a pause, then once more a sudden rush of warm fluid inside him. Jim moaned aloud! Slowly the warm liquid filled him up - to the full! The thought again came to Jim that Mom used the same tube to give Chrissie her enemas.

Finally Mrs. O'Brien withdrew and told Jim to wait a minute before he got up. He waited, conscious of his bare bottom. His cock felt enormous beneath his bare belly!

Finally he had to get up. Covering his bobbing cock with his hands, he ran to the bathroom.

"Now don't you flush until I see it!" commanded Mrs. O'Brien again.

In the bathroom Jim sat down and again an enormous log came out!

He cleaned himself up, then had to stand aside shamefully while his mother examined the toilet, praising Jim as though he were a little kid for making such a large movement.

"What a wonderful movement!" she cried. "You're a good boy!"

She flushed and told Jim that he was a good boy and had given his mother such nice movements and she was proud of him.

Jim knew the routine. He now had to lie down a third time while his mother made sure that he was completely cleaned out. This required her to dip her finger in Vaseline and probe inside Jim's bottom, moving her finger up and down and giving running comments as she probed.

"You naughty boy! You're always hiding your widdler! Why won't you show it to Mommy any more?"

She moved up and down inside Jim's bottom as she spoke. Jim moaned and began to writhe on the laundry table as her probe continued.

"Mommy always kissed your little widdler when you were a baby. Don't you want Mommy to kiss it again?"

"Mom...please!" protested Jim. His cock was squashed under his bare belly and he felt it wet. He was afraid he might cum right then and there!

"If you show me your widdler then Mommy could take it into her mouth! Remember I did that when you were a little boy?"

He vaguely remembered her sucking his little cock!

She moved her finger up and down deep within his bottom!

He moaned and his cock felt as though it would burst!

If he turned over, would she...?

He was tempted!

"Oh you naughty boy!" said his mother. "I haven't seen your widdler for ages!"

No! He wouldn't give in the temptation! He knew the door was locked and that his father would never find out but still...

"Mom, please! Don't say things like that!"

"Oh you silly boy! It's just Mommy kissing your widdler!"

Finally she finished cleaning him out and withdrew her finger.

Suddenly he felt an enormous SPANK! His bottom jiggled all over!

He jumped and looked back at his mother with the astonished look that all backside-slappers cherish! She must have started way up high to deliver a spank like that. His bottom felt really sore!

Mrs. O'Brien smiled back.

When she left, Jim locked the door and began to jerk off furiously! As he jerked off, all kinds of thoughts came into his head!

PUMP! PUMP! PUMP! The same nozzle had been in Chrissie's ass!

PUMP! PUMP! PUMP! He had a figure like a girl's!

PUMP! PUMP! PUMP! His mother's finger inside his asshole!

PUMP! PUMP! PUMP! Naked in front of his mother!

PUMP! PUMP! PUMP! Legs like a girl's!

PUMP! PUMP! PUMP! A bottom like a girl's!

PUMP! PUMP! PUMP! His bottom was getting bigger!

PUMP! PUMP! PUMP! He has large thighs like a girl's!

PUMP! PUMP! PUMP!

Suddenly he came, pouring into the shorts he held in his hand! Wow! The second time today!

Next: Chapter 6


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