Pepper and Sung and Remi and Thea

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We capture an intruder.
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tailtales
tailtales
186 Followers

Hi, A word of caution. If you are looking for blow by blow descriptions of sex it might be best to go to other author's stories. I like to think that the mind is our greatest sex organ. So I try to leave out the graphic details then you can use a little imagination.

Pepper and Sung and Remi and Thea

My roommate is the coolest and bravest person in the world. Pepper is an U.S. Marine. Kind of a silly name for a Marine isn't it? Well technically not anymore because now she's a freshman student here now. She insists that once a Marine always a Marine and from the way she carries herself I tend to believe her. Pepper spent two tours in Afghanistan. Unlike most veterans she doesn't mind telling war stories. So several times a month Remi and Thea and I, I'm Sung by the way, will gather in our dorm room and listen to her adventures. Beer and pizza are the major food groups at our little get-togethers. We pay and Pepper buys because in our state nineteen or twenty year olds can't buy alcohol. She gets free beer and we get entertained. Sometimes I think maybe the stories might be a bit over blown, maybe even downright lies, but they are still fun.

My tale starts when Thea's boyfriend told her he overheard some freshmen boys planning a panty raid on the Pepper and Sung dorm room. Stupid kids, panty raids were a thing of the past. Something that was a thing ages ago, who was dumb enough to try that now?

I guess some freshmen are. We knew the date and the time that their attack was planned. Sargent Pepper took command. The four of us meet in our room and prepared ourselves for that night.

They were going to show up at midnight. So we had a get together and spent our time getting ready. Their plan was to knock on the door after we had gone to bed and when we answered rush in and steal the panties they thought we would be wearing.

At eleven-thirty we turned out the lights knowing that they were watching from outside. Thinking only the two of us would be in the room but actually Remi and Thea never left. We sat around in the dark waiting for midnight.

Right on time someone was knocking on the door. Thea got behind the door. Pepper moved to a corner on the other side of the door. I was elected to go to the door and ask what was going on. Remi being the biggest and strongest of us all was waiting to the side of the door. We left the lights out so they couldn't see in to the room very well.

Trying to sound sleepy I mumbled something. A male voice said he needed some help would I please open the door. I mumbled some more and unlocked the door. I swung it open and five or six guys were standing there grinning and telling me it was panty raid. Remi moved forward and grabbed the closest guy and pulled him into the room. Thea slammed the door shut and I locked it before they could even think.

There were voices out in the hallway. But they knew if they made to much noise others would wake up and start asking and looking. Our doors are equipped with those chain things so the door can be safely opened a crack. Pepper and Remi were holding our intruder so I did the chain, opened the door and told the rest of the raiding party, "It might be best if you guys leave or I'm calling the campus police. We promise not to hurt our guest. But he will learn a lesson about unwanted behavior. So you guys just toddle on back to your caves and think about how badly you were acting."

They begged me to let Jimmy free. I insisted that Jimmy was our guest for a while. When we were done he would be set free. But until we were finished he would remain here. When I held up my phone and asked did 911 still work for the college police department they walked away, offering threats and reprisals. I laughed and called several by their names before closing the door. I wanted them to know I knew who they were.

The lights were turned on so we could exam our guest. Pepper held one arm and Remi the other. Thea moved behind him and pulled his hair so his head was pulled up. It was up to me to question him. First I made sure who it was we had. He didn't want to share that information. But his student id told me that yes we had a twenty-one year old sophomore named James P. Raymond.

"Do you wish me to call you James P. Raymond while you visit with us? Or is it ok to call you Jimmy like your departed comrades?"

"Jim...Jim...Jimmy is ok. Can I leave now? Please? I promise I'll never ever do something like this again."

Pepper whispered in his ear, "No, I think maybe you should stay with us for a little longer. You see we have a program planned and you being the main attraction if wouldn't be prudent to let you go just yet."

I asked if maybe it was time to insure his cooperation and the others agreed. We had stopped at a sex shop and purchased a pair of handcuffs with bright pink padding. I dangled them in front of his face and told him how sorry I was that we didn't have a more manly color but was it ok if we used these?

His face turned a bright red as he realized that this may not turn out good for himself. He begged some more for his freedom. Pepper whispered in his ear one more time, "Even the Taliban didn't beg when we captured one. They were misguided but brave. I would hope that you might man up and except that for a while you are going to be doing what we want and when we want it."

Thea couldn't help but join in, "Well James, are you a worm or a sniveling man?" and then we all laughed at her choice of words. "I guess it doesn't matter does it? You are here and so are we. Are you ready for this to begin?"

His arms were forced back and the cuffs applied snuggly. I had to ask, "Where do we begin, maybe his shoes and socks? Or should we do his shirt first?"

A quick vote and it was shoes and socks. He protested and begged. I think he knew what was coming. If it was shoes and socks or shirt first what would be last? He struggled. Thea warned him if he made to much noise someone might call 911. He kept his protests up but without hollering. I was surprised. If I was forced down on my back and someone was sitting on my legs while another person was pulling my trainers and socks off there was no way I wouldn't be screaming my head off. But maybe the choice between 911 and no socks was not a hard one to make?

Our defeated panty thief was tall, over six feet, and skinny as a rail. I suppose he could be a runner but that would be all. When his shirt came off he was all skin and bone. Oh yes...his shirt was unbuttoned but when we realized the handcuffs prevented taking it off the normal way was impossible a scissors did the trick. Of course that brought on another round of pleas. "No please don't cut my shirt. Please don't." We did it anyway even after he promised to take it off and not try to escape.

Remi moved up from his legs to sitting on his chest. He was protesting that it hurt. He might have been telling the truth. With his arms and hands behind his back and someone sitting on his chest the pressure could be strong. "Hush James or I'll bounce a little bit." Remi suggested. "Now we want you to be still while we remove the next item. Can you do that for us?"

His legs were going every direction possible. He must have figured out what was next. We just waited and waited and then waited some more. When he had finally exhausted himself we went to work. Remi and I sat on his legs. Pepper went to work on his belt and snap. He cried, I mean he really cried. I looked up at him and tears were filling his eyes and running out. For a moment I felt sorry for him, not for long, but for a moment or two.

Then I remembered what he had intended to be doing. I smiled at him and asked, "How is it? You wanted to put me in this position remember? Our panties were going to be your prizes remember? You were going to forcibly remove my panties. And bare my body to your eyes."

Pepper added, "Well I guess turnabout is fair play. Your pants and undies are coming off. We get to gaze at you. Naked, just like you planned to put us. So stop whining or I'll cut these off you also and send you home with you pecker flopping in the breeze after we hold you till morning classes' start."

"I think she'll do it Mr. James P. Raymond. She's kind of upset with you. It might be best to shut up and suffer." Thea added. "Whatever happens is going to happen anyway. Getting kicked out on the street naked at eight in the morning will only make it worse. I suggest you consider carefully."

For the next thirty seconds everything stopped. James sobbed, "Ok, you win...I'll stop fighting this. Do what you want."

His pants were gone seconds later. Strangely there was a bulge in his jockeys. Did he have an erection? Was this a turn on? I didn't expect that to be the case. Well one way to find out. Pepper announced, "The big unveiling is now taking place. Drum rolls if you please." And then she pulled them down.

I haven't seen many penises in my short life but this was a complete surprise. It was only maybe four inches long. Maybe it was shorter? Do they make three inch penises? If I search the web could I find the answer? Maybe it wasn't hard? It was sticking up but maybe it always did? Was the thick growth of hair hiding more of it?

Thea started to laugh, "That's gotta be to littlest cock in the world. Quick someone grab the Guinness World Record Book. Look up the small cock record. I need a ruler."

James just lay there. He had stopped protesting, "Go ahead make fun of me and enjoy your victory, enjoy, I don't care. When you are finished just let me go please."

Remi said it first, "It's over. It's time to let him go. I think he may have learned a lesson here."

I nodded yes. The other two agreed. We all stood up and stared down at a very unhappy young man. Remi and I helped him stand.

Thea took one final shot, "Where are the keys to the cuffs? Remi did you bring them? They were right on the dresser. Oh wait...I've got them. In this pocket I think? Nope not in that one either. Did I lose them? James P. do you have the keys? Maybe it's under here?" She picked his up penis so it pointed straight up and felt around a little. "Damn it. Where did I put it?"

He was looking frantic. Thea was enjoying herself. I know I was too. So I joined in. I moved around behind Jimmy, spread his ass cheeks. He hollered and jumped forward. I told everyone, "The key isn't back here. Everyone better help Thea look for it. We can't send him out like this. How would he put his shoes on? Or even his pants?"

Pepper added her two cents, "Can you wait till morning? I'll hold it for you if you have to pee and in the morning we could all walk over to the maintenance building. It's just across the campus. I can walk in front and the others in back and the sides. They'll have bolt cutters or something. I think. Oh... that's right I have a morning class. Well at least the back and sides will be hidden."

We all were feeling all around poor Jimmy's body. Everyone had to look under his penis and testes at least twice. Before Thea finally found the key in the first place she looked. "Silly me, it was there all the time. I'm so sorry Mr. Raymond. Can you forgive me?"

Then I had to ask one more question, "If we turn you lose will you do one thing for us? Before you go?"

"Yes...yes...anything. I promise...whatever you want."

"You're sure. Just do one thing?"

"I will, just name it."

"I want to watch you masturbate. Jerk off. Until you climax. None of my past boyfriends would ever let me watch."

A chorus of voices agreed with me. It appears everyone agreed with me. Well not everyone but it was four against one. Four wanted to watch and James P. Raymond was voting against the idea.

"You can't be serious. I can't do that. Please tell me you're kidding."

"You promised Jimmy. Remember you promised anything. If you were to break a solemn promise the results might be unpleasant...for you."

He nodded his unbelievably blushing head. The embarrassment must have been terrible. He had two choices and he knew it. The threat of being paraded naked outside for everyone to see or do it as we watched. He nodded his head. "I'll do it."

"Just to make sure," Pepper asked. "Which hand do you use?"

"What?"

"Which hand do you jerk off with? It's a simple question, left hand or right hand?"

"Ah...my right I guess. Yah...I use my right hand, why?"

"Ok Thea, go ahead and unlock the right hand."

We had him surrounded and the chain was still on the door.

"Now put the loose cuff on the bed right here." As she pointed to the steel post that holds the top bunk up and in place. "Ok do it James. We want to see you shoot."

He stroked himself and then some more. It being small he used only his thumb and two fingers. Remi said she was getting impatient. "What's taking so long? Are you going to finish sometime soon? Come on, I don't have all night you know."

I offered, "Can we help? If Pepper played with your balls, would that help?"

"What the hell, why should I be touching his balls. You've got fingers you play with them."

Thea volunteered, "I'll do it. I like feeling them. They roll around so nice in that sack."

It took a few minutes, maybe five or six more and then he exploded. I had told a little lie, one past friend had let me watch a few times. I think what Jimmy shot out dwarfed what I had ever seen before. His penis may have been small but his testicular components must have been working overtime. Five solid shots and then some dribbling as Jimmy finished coming.

Everyone cheered and thanked Thea for her assistance.

"Ok Mr. Raymond, you are free to go. Thea please remove the cuffs. Your clothes are in the corner. Help yourself." Pepper told him.

I dug in my purse and as he headed to the door gave him $30, "Here for the shirt".

He smiled at me and refused the money. "Thank you for the offer. But I don't want your money. A shirt is a small payment for the fun I had tonight." He looked at each of us. "Thank you all. This was the best night of my life."

And he was out the door.

The end

tailtales
tailtales
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AnonymousAnonymousover 1 year ago

I Wish I was Jimmy :)

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