Jan and Tom's Road Trip Ch. 05

People were remarking about its size and whether Jan would try to suck it.

As he approached Jan, she was still laying back on the bed. He laid his cock on the bed next to her. She rolled over and examined it. Fondling it in her hand and feeling its weight. Her hand looked so small in comparison.

Noticing the crowd by the door she looked up. Her eyes met mine. Rebecca was nibbling at my ear. Jan smiled at us then leaned over and licked the head of his cock. She licked along the edge of the head and tickled the tip.

She spun around and put her feet on the floor and pulled the cock into her mouth. The head barely fit through her lips. She had both hands under it and guided it slowly. Phil grabbed her head in his hands and slowly pushed in and out. He would slide a bit more into her mouth with every thrust.

People around us were all fondling each other, mesmerized by the scene in front of them. Rebecca kept squeezing my cock, so I slid my hand into her panties and lightly rubbed her clit.

Looking back at Jan, she had managed to take about half his cock. Her eyes were closed as if she were concentrating. She then shifted positions. She swung her feet up on the bed and hung her head over the edge. I remember when Brent taught her this. Her head hanging down made the whole scene look decadent. Her pussy was wide open and her knees bent.

Phil slid back into her mouth and continued to stretch her throat. She held one hand on him, guiding him back when it was too much.

Jan gagged a little and pushed Phil back. He paused, then continued to push again. The progress of his cock could be seen through her neck as he pushed. Jan's face was red but she kept at it. Phil sped up his entry. He decided to make short jabs in and out. Jan made little gagging noises and urged him to go slower.

Rebecca looked at me with those big green eyes, wanting to be taken to another room.

I was ready to leave but David climbed up on the bed and began eating her pussy. Jan started to moan around Phil's cock and made it even more sexy.

David lifted her legs and spread her pussy lips. People started to slide in the room to get a better view. He stopped licking and moved to the side so people could see. Holding open her pussy, people leaned in to look. He then resumed eating her while pushing his fingers past her lips.

A woman sat on the floor by the bed and put her hand on Jan's neck. She felt Phil's cock slide under her hand. He was smiling ear to ear. She reached with the other hand and held Phil's ass. Guiding it, back and forth. Jan started to shake and I knew orgasm was near.

Phil pushed a little further on his next stroke and I could hear Jan gasp. She held him tight, choking herself on his cock. A few little gags then she started to orgasm. She started jerking under David's mouth as he lapped as much juice as he could. As she neared then end she began stroking Phil's cock harder with her hand until he was ready to cum.

He announced this to the room and everybody got quiet. He groaned and thrust one last time that seemed to almost completely enter Jan. His balls tightened up and his cock pumped cum into Jan's throat. She held him tight and swallowed as much as she could. His cock pumped cum for a long time and it began leaking out of Jan's lips.She held tight. Finally, Jan gagged and pushed him away. He backed off and watched as cum dripped on her face. The woman on the floor sat up and started kissing Jan. She sucked cum from her lips and licked her face.

I wanted to stay, but Rebecca had other ideas.

She pulled my hand and we walked to another room and found a bed. I laid her down and pushed her back. I slid her panties off and drove my tongue into her pussy. She held my head and moaned. I dug deeper, stopping to suck her clit. My hands were firmly on her tits and pulling her nipples.

"You are really worked up after seeing your wife."

My mind kept drifting to what Jan was doing but I concentrated on Rebecca.

I started sucking her clit. She moaned and said, "Fuck me now, please now."

I slid up on top of her small frame and asked if I should get a condom. She shook her head no so I buried my cock in with one push. Her nails started scratching my back and then my ass.

I ground my pelvis into her clit as my cock plowed deep. She started squirming and moaning.

She started to role and asked me to get on the bottom. She slide down on my cock, grinding back and forth, then said, "Put a finger in my ass."

I obliged her and fingered her ass. First one, then two fingers worked their way in.

"Oh baby. Yeah. Yeah. Make me cum. I want you to make me cum."

I tried to shove a third finger into her as I reached for her nipple with my other hand. Her tight asshole was starting to open for me. She grunted and groaned, "Yeah, Yeah."

The orgasm washed over her and she bucked wildly for a minute. When she calmed down, I laid beside her. Looking into those eyes I told her how beautiful she was and how good her pussy felt. It was dripping as her breathing continued to slow. I ran my fingers through her hair and kissed her. She smiled at me and laid her head on my shoulder. We cuddled, then after a few minutes, we sat up. I adjusted my shorts and handed her the panties.

We walked back out into the hallway and noticed the crowd was gone. I glanced in and did not see Jan or the guys. I peeked in a couple rooms with no luck.

Rebecca looked at me and said,"Can't find her?"

I shook my head no.

"I'm heading down to find my husband. See you later?"

I smiled and said, "Sure."

Walking down the hall I looked in the dungeon and there was a woman hanging from ropes on ceiling and her legs tied on the floor. She was stripped naked and I could see bright red stripes across her tits and legs. Her head was down and her hair covered her face. Pussy juice was running down her legs.

I walked in and as I got closer and noticed it was Beth. I said, "Beth. You ok?"

Without looking up she said, "Tom, I'm ok."

I looked at her hanging helplessly. I reached up and massaged her wounds. Even her nipples had been hit.

As I looked to her right, I saw Jim sitting on the couch sipping a drink.

I slowly walked over and asked how he was doing.

"Beth really likes this Tom. I can never bring myself to participate, so we have a deal that at these parties, she can live out this fantasy. Most people here know about it. I stay here and watch over her and keep her safe. We have a safe word and signal in case she's uncomfortable, but I am not supposed to intervene. She likes the pain and the surprise. Charles is very good at this, at least Beth thinks so. He already gave her those marks and I'm sure he'll be back soon"

I looked at her then back at Jim; he motioned me over to her.

"Have at it if you want."

She moaned softly as I caressed her. As I slid around behind her I saw a jeweled butt plug sticking out of her ass. Her tiny ass looked gorgeous. I touched it gently and Beth moaned. I twisted it a bit and pushed it, she moaned again.

"Are you being punished Beth?"

"Yes, Tom. I've been bad and Jim thought this should be my punishment."

"Do you want me to untie you?"

"No, no Tom. Jim will untie me after I've had enough punishment. Charles is coming back soon. Can you give me some more before he gets here?"

I looked over and saw a table with some paddles and sticks. I took a thin one and made it swoosh through the air. Beth didn't flinch.

I walked around behind her again and snapped softly against her ass.

Again, she didn't flinch. I reached back a little harder and still no reaction.

"Tom, it's ok if you don't want to hit me, Charles will do it. He'll be back soon."

I walked back by Jim when Charles walked in. He was a slight man with dark hair. He wore black pants and a white tee-shirt. He walked over to Beth and examined her welts. He held her ass and pulled on the butt plug. It took some effort then finally popped out while Beth moaned loudly. He examined it for a moment then shoved it back in. Beth screamed and shook.

He walked around her and stood face to face. Her head was hanging down.

"Look at me. Why did you scream Beth? Did you not want my gift?"

Beth spoke in low tones. "I'm sorry. It won't happen again."

I looked at Jim and he said, "Charles and Beth go way back. He knows what he is doing. Most guys just want to come in and beat her, but Charles messes with her mind. He knows her safe words. Watch this."

Charles picked up a medium size switch and swung it through the air. The noise made me jump but Beth never moved. He trailed it along the red stripes across her body. She shivered in anticipation.

He lightly started tapping her breasts with the switch. She moaned low and steady. Then all at once he landed a hard strike across both breasts. Beth jumped but didn't scream. He whispered something to her and she nodded yes. He then took a step back and quickly hit her left nipple three times in a row. Beth writhed in pain. Small sobs could be heard.

"Should we get her, Jim"

He shook his head no, "She'll tell us when she's had enough. She makes me promise not to interfere unless she signals me,"

Again he whispered into her ear, and again she nodded yes. He walked behind her and grabbed a piece of cane. He rubbed her ass slowly and said, "Count them."

He swung the cane onto her ass. The sound was loud and jarring. She said, "One."

He continued hitting her ass until the count of twelve and then he stopped. He laid down the cane and picked up a thin rod with a little paddle the end. I thought it looked like a miniature oar.

He walked up to her ear again and whispered. She shook her head no. He whispered again and his time she nodded yes.

He reached forward and slid some fingers in her pussy. Then pulled her towards him. This had the effect of exposing her pussy and especially her clit. She was already moaning when he slapped her clit three times in a row. Her body convulsed and she moaned. He set down the paddle and slowly left the room.

I saw her make a motion with her hand and Jim popped up. He walked to her and was whispering. He nodded at me and I walked to her. He asked me to help get her down. We unshackled her wrists. She was standing with her feet still wide apart when Jm asked me to remove the butt plug.

I reached it and grabbed by the jeweled head. I asked if she was ready and she nodded. I pulled slowly and twisted. It was harder to pull than I thought. I applied a bit more pressure and the wide base escaped the rim of her ass. Beth grunted then let out a sigh. We unshackled her feet and Jim carried her to the couch. He covered her in a towel and stroked her hair. She leaned in and rested on his shoulder.

She turned and looked at me then smiled. I watched as she turned to Jim and pushed him down on the couch. She slid up his body and released his cock. Stroking it with her hand, it got hard. She put her hands on his shoulders and lowered herself on him. She gasped a bit as he entered but did not stop. She started moving back and forth. Delicately, lovingly, she fucked her husband.

Walking into the hall, I looked into the rooms as I passed, by but found no sign of Jan. As I approached the living room, I saw Pam the hostess, walking in just her panties and bra. She looked hot and her tits were large for being on such a small frame.

I smiled as I passed. Pam saw me and said, "Are looking for your wife?"

Nodding "yes" she replied, "I think I saw her out back".

I asked, "What's out back?"

"Oh we have more stuff set up out there."

Waving, I headed towards the backyard.

Walking out, I noticed their backyard looked like a resort. There was a large pool and jacuzzi. Propane heaters surrounded the pool and many couples were engaged in activities. Nestled in back of the yard was a cabana with the door open and the lights on. There were a couple people standing in the doorway watching the action inside. I made my way over to the door. Peaking in over a guy's shoulder, I saw Jan naked, kneeling and 3 guys standing around her. They all had their cocks out. She was blowing one while jerking the other two.

I slid in a bit further and noticed the guys standing in the doorway also had their cocks out and were stroking them. They talked about Jan as she worked.

"I saw her upstairs taking a huge cock in her throat. She's amazing."

I spoke up, "I know she's amazing. She's my wife."

Both men looked a little embarrassed and one said, "You're a lucky man."

Jan continued pleasing the guys when I noticed that the edges of her mouth had cum dripping down. The guy kept feeding her cock until one of the others started to cum. His cum started to pour out of his cock and ran down Jan's hand. He tried to lean in and get some on her face but she wasn't having it.

This seemed to push the others towards orgasm. Both started to cum at the same time. The guy in her mouth held Jan's head and blew into her throat. Again cum dropped down her mouth. The other guy came with a big load that shot out of his cock. A long line of cum caught Jan on the side of her face. She didn't stop swallowing though. As these two finished, the two by the doorway started to move into the room, but she put up her hand signaling she wanted them to wait.

Looking up she saw me and smiled. The two guys looked disappointed. Jan just said, "Sorry, I've got to go."

I looked down at her and said,"You doing ok?"

Jan smiled and said, "This is crazy but I'm having a good time."

"How did you get out here with these guys?"

"I was talking with people in the living room when Pamela came up and said there were some people that wanted to meet me. These three guys all said they watched me with Phil and David and thought I was the sexiest woman here. They wondered if we could get together and have some fun. I asked what they had in mind and they said we could go out back and find a place to get comfortable."

"We walked out back and found it crowded. One suggested we look in the cabana, so we headed that way. There were a few towels laying around so we spread them and sat down. The short guy's name was Tony and he asked if I'd like a massage from the three of them. I nodded and rolled on my stomach. All three were rubbing different parts of my body when a guy named Bill asked if he could undo my bra. Again I nodded and I felt the straps fall away. The third guy, Charlie started rubbing his hands into my panties and massaging my ass cheeks."

I interrupted, "Let's take a little break and get a drink. How did you get those bruises on your tits?"

Grabbing her panties and bra she said, "Those are hickeys. They asked me to roll over and when I did, they positioned themselves over me. Two guys were leaning on my arms and sucking my tits. The third slid down my panties and started eating me. The guys on my tits were sucking my nipples deep into their mouths then alternating side to side. Before I knew it, I had these bruises."

"Do they hurt?"

"No, not really. After a few minutes I could tell they wanted to fuck me and I said no. I sat up and started sucking Tony's cock. That's when you found me. I really didn't want to suck anymore, but Tony was really nice and his cock was thick."

We sat quietly for a while.

"Wild night huh? Have you done everything you wanted," I asked.

"Well, I know you saw me sucking Phil's cock. You were with that cute little redhead. I knew she was your type. I never got to fuck Phil though. After he came, he said he needed to find his wife and hopefully we'd see each other later."

I handed her a drink and we sat on the couch. I grabbed a large towel from the stacks they had laying around and covered her back. She slid on her bra and panties. As we sat, I told her about Beth in the dungeon room.

"Was she ok?"

"She seemed to be. I couldn't believe how she was getting off on the pain. She kept wanting more. I mean her legs, ass, pussy and tits were all marked up. It was crazy."

"Have you seen her since?"

"No, I left her and Jim fucking on a sofa in the dungeon."

We sat back and relaxed for a few minutes. More people were mingling around. I figured they were getting tired.

After a few minutes I saw Phil enter the room. Seeing Jan he made a beeline for us. He shook my hand and then smiled at Jan.

"I have some time now if you're available. If it's ok with your husband."

Jan looked at me and smiled and I nodded. Turning towards Phil she replied, "Sure."

Taking his big hand, I watch them walk up the stairs and out of sight.

I waited a few minutes then followed them up stairs. I walked along the hallway and glanced into the rooms. I saw Beth and Jim talking with Jan as she was entering a room. I approached as Jan left and asked how they were doing.

Beth smiled, "I'm tired but good. I hope you weren't uncomfortable with what was going on."

"Beth, I was sort of sad when you were whimpering, but I figured if Jim was watching out for you, you must be ok."

"Yeah, he doesn't like it much. I don't know, I just feel so alive with the pain. The helplessness of knowing I can't stop it just turns me on."

"You look pretty beat up. Sure you're ok?"

Beth slid down the towel and showed me her front. Her tits were bruised and had a few cuts. She rubbed her nipple that looked swollen. "Here, feel this."

I reached out and gently felt her nipple. It was hard and fat. I could feel the throbbing as blood coursed through.

She turned around and showed her ass. Stripes marked her from her back to her knees. I rubbed them gently.

She turned back and pulled the towel around her.

"You always look beautiful."

She smiled at me then asked, "Are you going to watch Jan."

I nodded.

"We'll go with you. I want to see also."

Jim said, "I want to head downstairs and meet up with some people. Will you watch after Beth for me and keep her out of trouble?"

I laughed when Beth grabbed my arm and pulled me down towards Jan's room. There were already people inside and we slid in along the wall. I found a chair and sat down with Beth leaning back against me in my lap.

Jan and Phil were laying next to each other, looking into each others eyes. She was stroking his cock while he was lightly fingering her pussy. He leaned forward and started to kiss her.

Their tongues intertwined as they sucked each others in to their mouths. Jan was pulling on his cock as it continued to grow. Sitting up close, I could see that it was almost as long as her forearm. Veins ran up the side and the head looked like a mushroom. Squeezing and stroking brought it to full size and Phil groaned.

He flipped her over on to her stomach. Leaning forward, he buried his face in her ass. He pulled her ass cheeks apart and tongued her hole. Jan whimpered a little and looked back at Phil.

He lifted her hips and got Jan on her knees. She buried her head in the mattress and pushed her ass out. He reached down and inserted fingers in to her pussy. She moaned a bit and the room got very quiet. He laid his cock across her ass. I'm sure that was for our benefit. We could see how far in it would penetrate her.

Beth was mesmerized. She grabbed my hand and placed it on her pussy. I slowly rubbed along the lips, careful not to hurt her swollen clit.

Phil leaned back and started rubbing his cock against the entrance of my wife's pussy. Leaning forward, he slowly pushed the head in. Jan stiffened and groaned. Phil grabbed her hips and started sliding more into her. Each stroke got a little deeper and Jan grunted a little louder.

My cock was as hard as a rock and Beth slid her panties aside and sat down on it. It slipped up into her pussy. The warm feeling enveloped us and I surrounded her in my arms. When I reached for her clit, she cried out. Damn,I forgot.

"Easy Tom, I'm still sore."