Harry Potter - Series Fan Fiction ❯ His Week of New Experience ❯ How It Got This Way ( Chapter 1 )

[ X - Adult: No readers under 18. Contains Graphic Adult Themes/Extreme violence. ]

started off small. Harry, after all was done with Voldemort, finally was able to live a semi-normal life. He didn’t really know what to do with himself for a while. He just sort of went with the flow, went out with his friends to dinner or to talk over a cup of tea in the afternoon. However, Harry soon found himself growing bored with his life. He was bored of doing the same thing day in and day out, so he decided to change.

It started off small. Harry would go out on his own and do something he would never admit to his friends he was doing. He would visit the raunchy, dark night clubs in muggle London where no one knew the name Harry Potter and no would really cared. Harry also started to try new things on a more personal level. A few one night stand here and there to make up for his lost teenage years of sexual discovery.

It grew a little more over time. Harry had woken up one morning to a male in his bed instead of a girl. Apparently Harry was to wasted the night before and had brought a pretty cross-dresser home with him. Instead of freaking out, Harry took the next week to think, and decided he didn’t really mind having another male in the bed with him. He had few male lovers and declared himself bisexual.

After a few months of his new lifestyle, Harry had grown away from his school friends and closer to the people he met and clubs and continued to speak to. Instead of going out to Saturday night dinner with his friends one week, Harry went out with a few of his guy friends to a gay club.

Greogory or “Candy” had persuaded Harry to try out cross-dressing. Harry remembering his pledge to himself to try everything at least once went along with Candy. So here he was decked out in a black school-girl pleated skirt that barely covered his ass held up by a thick black leather belt. A very tight black leather corset type shirt that was laced up the sides with a silky ribbon and came around his neck in a chocker type way. Long gloves ended a few inches past his elbow and had the fingers cut out. Candy had even talked him into some make-up and Harry had black eye-liner with grey eye shadow and curled lashes, his lips done up in a deep red color and a slight shimmer along his jaw bone. Harry favorite part, though was his shoes and under garments.

Just looking at himself in the mirror made him want to touch himself. Black boots ended a little above his knees and he wore a silky garter belt and a lacy thong to match. In fact he felt so horny putting on the clothes that he, Candy, and Ginger, another friend, had a little fun before leaving.

Harry had his hands against the wall on both sides of the mirror as Candy lifted his skirt up and pushed his thong off. Candy was down on his knees behind Harry. Candy started to nip at his butt checks but Harry decided that this needed to be done quickly so they could go and moaned loudly urging Candy to hurry.

Candy, however, was the one in charge for the moment and as Harry reached down to start fisting his aching erection Candy swatted his hands away. Ginger smirked evilly at Harry in the mirror and held up a silver cock ring. Harry’s breathing hitched as Ginger reached around him and fitted the cock ring onto his cock. Candy dove right back into what he was doing before and Ginger began to lube himself up.

Harry groaned loudly as he felt a tongue begin slip into him slightly and tried to buck back, but Candy pulled away. Candy grabbed the lube from ginger and making sure Harry was watching in the mirror lubed two fingers before pushing them into Harry’s tight opening. Harry let out a slight shout and the pain, but enjoyed it and it only made him reach for his cock again desperate for release.

Ginger swatted his hands away again and began to talk to him as Candy added another finger to stretching Harry.

“You aren’t going to touch yourself until me and Candy find the right person to get you off tonight. I know you like somebody dominating you so we arranged a little surprise, but first we are gonna fuck that sweet little ass of yours. Don’t worry sweet baby. I promise you will have a lot of fun tonight.” Ginger began licking at his neck and pinching his already hard nipples. By this time Harry was begging for them to just fuck him.

“Please, Please Candy. Please, I’m ready, just fuck me. I need you inside of me.” Harry said desperately and Candy pulled away a little. Candy lined his cock up with Harry’s opening and in one quick thrust sunk deep into Harry’s tight heat. Harry had to brace himself against the wall as Candy picked up a fast pace.

Harry watched as Candy fucked him in the mirror. Ginger was watching too, watched how debauched Harry looked as he was being fucked into the wall in his little outfit with his skirt hitched around his waist and a cock rapidly went in and out of his ass. He watched as Candy completely lost himself and gave a few harsh thirst, pushing Harry into the wall, before coming hard buried balls deep in Harry’s ass. Ginger pulled Candy away.

“Now, now. We’ve gotta hurry this time. We have somewhere to be.” Ginger then watched for a second as cum dripped from Harry’s hole slightly before taking his cock in his hand and guiding it towards Harry’s opening. Harry’s hole was slick with Candy’s cum so Ginger didn’t have to worry about hurting Harry and immediately began thrusting.

It was Candy’s turn to watch as Ginger fucked Harry. Harry’s head was thrown back and his breathing was harsh as his dick was trapped between him and the cool, slick mirror. Candy watched as Harry picked the speed up this time and tried desperately to get friction on his painfully hard cock.

Ginger began to breathe harder and willed himself to cum. He needed to so bad after watching Candy and Harry. It always turned him on to watch rough sex and it turned him on even more to know he was going to get a piece of the sweet ass next. While he and Candy usually preferred to be subs it was always fun to dominate someone every once in a while. He shuddered and finally came. He stood for a few minutes reeling in bliss before pulling back.

Harry moaned loudly as he felt cum slide down his legs. It was a favorite feeling of his, to feel dirty, to feel like he was doing something that wasn’t allowed. He stood still as Ginger and Candy cleaned him up a little and fixed his skirt.

“Are you that horny tonight Harry?” Candy asked as they were on there way to the club.

“Yes” Harry purred. He, Candy, and Ginger were in the back of a cab and Harry was still painfully hard and wearing the cock ring.

So it had grown a lot over time. Harry found that he extremely liked it when he was forced to do something sexual. He liked the idea of having kinky dominate/submissive sex and was very ready for tonight. Candy and Ginger had set him up with a dominate. The sex earlier, they had told him as they left a little evidence of there playing, would show his master that he would do whatever some one told him. It was appealing to a dominate. Harry had to hide his straining erection with a long coat, that slightly sweep the floor as he walked. It also wasn’t helping that Ginger’s hands were on him.

Ginger would ghost his hands over Harry’s erection or run his finger down the cleft of Harry’s ass. Harry had to be quite during this so as to not earn the attention of the cabbie. Harry was very glad when the club was in sight and he was able to get out. The club was underground and they had to walk down a few steps to get to the door and were easily let in.

Candy and Ginger pulled Harry into a bathroom before reaching the main part of the club.

“Now I know this is your first time with a dominate so we set everything up for you as a gift. He knows to and laid down some rules. He wanted you to be ready and wanting so we already got that but he wants you to wear this too.” Candy said as he pulled a butt plug out of one of the big pockets on his over coat. It was typical sized and Harry eyed it a little warily, “He said you are to wear this and only let him take it out. He doesn’t want anyone to touch you and doesn’t want you to touch your self. He also said to keep on your coat. We will introduce you to him, but first I’ll just help you with this.” Candy put a little lube on the plug to help with insertion and since Harry was already stretched it would be a problem.

Harry bent over and pulled his skirt up. He parted his legs and then reached back and pulled his butt checks apart and held them that way. Candy slowly began to push the butt plug in and Harry couldn’t help but moan as the butt plug settled on his prostrate. Once Candy had pushed it all the way in Harry stood up and fixed his outfit, pulling back on his coat that he had previously taken off.

Candy and Ginger pulled him out of the bathroom and into the main part of the club. Harry was breathing rather harshly due to the constant torture of pleasure and many of the guys in the club winked at him or reached to cope a feel. His friends lead him to a booth in the back.

“Harry this is your master for the next week. Our present to you have fun.” Candy and Ginger said hurriedly before walking off again. Harry slid next to his master, who he had yet to get a good look at, and involuntarily let out a moan as sliding across the seat jarred the butt plug. His eyes closed as he fought to bring himself under control.

Harry felt a hand come up to caress his hair back and a hand slid under his jacket to rest in his lap over the erection that was prominent under his short skirt.

“ So I see you co-operated. You’re a good boy.” At the silky words spoken in his ear Harry turned to face his master and found himself face to face with Severus Snape.