Jan and Tom's Road Trip

Thanks for the suggestions. Shout out to T and J for the help with the bdsm section. Beth and Jim, I hope I did it justice.

Road Trip Chp. 5

We spent the following day back in the park. Taking some tougher trails was well worth the effort. Being around less people gave us a great sense of serenity. Sitting along the edge of a stream, we started talking about the last few days. I told her that Beth was saying I was becoming a cuckold and that I was uncomfortable with that.

"I enjoy watching you but I also enjoy being with you. I don't want that to change."

We talked for a while longer. We discussed if our sexual activities could be bad for our marriage. Ultimately we decided that we should try to keep this vacation separate from our home life and re-evaluate everything when we get home.

"I love having you with me Tom and I enjoy when you watch me. I like watching you too. Let's just say we'll both have a good time and do what we enjoy. I don't want you ever to feel belittled or put down. I love you Tom."

Feeling better about he situation I asked, "Should we go to their party tomorrow night?"

"I think it could get crazy but I'm kind of excited about it."

I nodded in agreement. "We can text when we get back and have a signal. Maybe they can give us some of the particulars."

The rest of the day was pretty strenuous but still worth the effort. Around 3 o'clock we head back into town and our cabin. We found the food truck and had excellent beef tacos and Jan ate a couple chicken. Feeling very full we walked a bit. We stopped at an outdoor beer garden and had a quick drink then headed back to the cabin.

At around 8 o'clock, we got a text from Beth. "Hope you guys are still coming tomorrow. Come to our place after lunch and we'll hang here until we leave. We will head over around 9."

"Is it all right if we stay overnight?"

"Absolutely fine. No worries. See you tomorrow."

Jan was reading a book and I was surfing the web while listening to music. Both of us hit the bed around 10 o'clock.

We woke to another nice day, ate some breakfast, and went on a walk. Around 11, we checked out and headed into town. We shopped a bit, grabbed a sandwich, and headed towards Jim and Beth's place.

Arriving, we grabbed our bags and headed in. Beth showed us to a guest room and said she'd be out back by the pool.

We walked down and found Beth sitting under an umbrella reading a book.

"I had Jim run to the store. He should be back soon. Help yourself to a drink and grab a chair."

Sitting out back we discussed the area around the house and how beautiful the land was.

Beth remarked,"Wait until you see the house we are going to tonight. Huge house with many areas to play."

Not quite sure her meaning, she elaborated. "People will split off and go into different rooms. Take some time to explore them all and if you feel comfortable, play. Many people will insist on safe sex. There are condoms in every room and plenty of lube. We feel safe with most of our friends but if you are uncomfortable, use condoms."

Jan asked, "Are there any expectations?"

"Not at all. Some people are very active and others tend to watch more. Our friends know that you are coming and are new to this. Usually it is smaller group, but tonight will be bigger. There is no pressure. If someone asks you for something, and you don't want to, just say no. No one should pressure you. There are things I like that might surprise you, just remember it's my choice."

That last statement peaked our interest. Beth continued, "Typically people dress up. I know you are on vacation so Jim and I pulled out some extra clothes for you to try on. If you want, we can go up and try some now."

Looking at Jan, she nodded and we followed Beth upstairs.

Beth handed me a couple pairs of dress pants and dress shirts. I headed back into the guest room to give them a try. The pants again were a little baggy but looked fine and the shirts were fitted and looked good. I walked down the hall towards Beth and Jan.

The door was locked. I knocked and a voice told me to come back in 20 minutes.

Killing some time, I headed back to the room. Stopping in the doorway, I stood and admired Jan in a beautiful blue dress. It was cut down the back to just above the her ass. Beth turned her around and the front was just as stunning. Jan's bra was sticking out because of the low cut.

Beth chimed in, "What do you think? It was a bit too big for me but I thought it would perfect for Jan."

I stood grinning. Jan looked a little embarrassed. Beth kept adjusting the straps and even put her hands on Jan's breasts and moved them around.

We heard the door open and Jim came up the stairs. Smiling at us he handed a box to Beth. She looked at us and smiled.

"We thought you'd like this. Consider it a present from us."

Jan looked stunned and opened the box. Reaching in, she pulled out some stockings, garters, silk panties and a bra.

"This is too much you guys. We just met."

Beth replied,"Don't worry about it. It's our pleasure. We are just excited to see you in them."

Jan blushed and set the box on the bed. "Should I try them now?"

All three of us nodded yes.

She sat down and slid down her panties then pulled on the new ones. Then Beth helped with the garters and slid the stockings up her legs. She then turned around and replaced her bra. Beth then handed her a pair of shoes. Hopefully these will work. Jan bent down and strapped them on and stood.

"They feel fine. A little hard to walk though."

Beth smiled and brushed her hair away from her eyes. They smiled at each other. Jan hugged Beth and said thank you.

We spent the next few hours in a state of nervousness and desire. When I asked Jan about the bedroom door being locked, she smiled.

"Tom, It's not what you think. Beth asked me if I might have any anal sex and I told her that I didn't know. She handed me an enema kit and showed me how to use it. Weird huh?"

My mind was racing with many scenarios. I became very nervous. Jan looked anxious too.

We had a very small dinner and headed out to the Range Rover around 8:45.

Driving up a winding road, we arrived at what I would call an "estate." There were a dozen or so cars parked off to one side and we joined them and started walking towards the entrance. I held Jan's hand and helped her up the stairs. She looked beautiful and I felt a bit dressed down in just dress slacks and a shirt.

We rang the bell and were promptly greeted by a very energetic woman named Pam. She hugged Beth and Jim and shook mine and Jan's hand.

"My husband Charles is somewhere around. I'll introduce you later."

We walked into the foyer and through to the back of the house. We were then introduced to so many couples I couldn't keep their names straight. We were offered cocktails and basically followed Beth and Jim as they moved around the house.

We were there maybe an hour when things started getting interesting. We noticed a couple making out in a corner of the living room. Their hands were running over each other's bodies and it seemed they were ready to undress right there.

Beth said, "Let's show you around so you can see how the house is laid out. We climbed the stairs first and came to a simple bedrooms with 2 beds in them. We passed a couple more bedrooms with only one bed and Beth remarked, "Some couples like to be alone or in small groups. We passed a few more rooms until we came upon one that looked like a dungeon. It had chains hanging, padded tables, and on the far side was a big x shaped wooden structure. Jan and I looked at each other and made a face that cracked us up.

I said, "What's going on here?"

Beth replied, "Just a play area for people that are into other things. You might be surprised at who likes play in there."

Her devilish grin was intriguing.

Walking back downstairs, we walked to an area off the back patio and found a large room that had various pillows and mattresses strewed across the floor.

We started walking back to the front of the house but Beth stopped us. "Wait, you have to see this basement area."

Walking down the stairs we came to an area that seemed to have many displays.

Beth explained, "Every party, Pam and Charles set up a display area. This first one is a wooden box that someone will stand in. People will come and stick their hands in and feel the person. It's very exciting not knowing who is out here."

Looking around there were 3 other displays but Beth hadn't seen them before. We walked back upstairs and again met people that were arriving. Beth said there could be as many as 30 couples.

I was noticing that more and more people were pairing off and either standing very close to each other or were engaged in a make out session.

Jan grabbed my arm tightly. It was clear that we both felt apprehension.

"We'll take it slow. We can walk around and watch for a while. If either of us are uncomfortable, we can get an Uber and leave."

Jan nodded in agreement.

Beth and Jim had walked over to another couple and were deep in conversation.

I looked at Jan and said, "Let's walk around and see what's what."

We decided to go upstairs first. We came upon a room that had a woman kneeing on the floor sucking a very tall mans cock. It was very long and thin. She had stripped down to her bra and panties. Her large breasts were ready to fall out of that bra and her panties were pulled up into her ass crack. The tall man kept one hand on her head and guided it back and forth.

We got to another room that had two women servicing one man on a large bed. They were alternating sucking on his cock. One of the ladies got up and slid her dress off. She was wearing thigh high stockings and garters. She pulled down her panties and climbed back on the bed. While the other woman was still sucking away, she climbed up and mounted his face. This sight made my cock grow. More people stopped outside the room and were watching. Jan was next to me and mesmerized by the woman's body.

"Look at her tits Tom. They're perfect."

I took Jan's hand and placed it on my growing cock. She looked up at me and smiled.

We watched for a few more minutes when suddenly Jan squeezed my hand. I looked over and she made a face. Confused, I did notice that a man was standing very close behind her. A quick peek showed me that his hard-on was lightly touching Jan's ass. I leaned over and whispered," Tell him to stop if you don't like it."

Jan shook her head no and we continued watching.

The woman that had been sucking his cock got up and also took off her clothes. She was a bigger woman and her breasts were some of the biggest I've ever seen. She reached up and undid the man's pants and pulled them down. She climbed up and sat on his long, thin cock. The woman riding his face turned around and faced the other woman. They started kissing and fondling each other's tits. The thin woman reached around and undid the others bra and her tits tumbled out. Her long nipples looked beautiful and the other woman tugged and twisted them.

"Should we move on?"

I looked at Jan and she had her eyes closed and whispered, "Not yet."

Looking over I could see the gentleman standing behind her had slid his hand under her dress and was whispering in her ear.

"Do you want to stay here for a minute?"

Her eyes were closed and she was slowly gyrating her hips.

Jan whispered, "His hand is in my panties. I think he's going to put his fingers inside me."

She cooed quietly and squeezed my hand.

"I think he's trying to make me cum. He's got fingers in my pussy and his thumb is rubbing my clit."

I watched her start to shake and she grabbed my arm tighter. Her orgasm was quiet but strong. When she finally stopped shaking, she said we could go. With her arm holding mine, I started walking down the hall. Jan looked up at the gentleman and smiled. He looked back at her and winked.

We saw a few more rooms that had couples in various stages of dress and sex. We then happened upon the dungeon. Peeking in we saw two people in the corner. The man was bent over a padded table and the woman was swatting his ass with a paddle. We watched as he groaned and struggled. She seemed to like that.

Jan said, "Let's go back downstairs."

As we walked through the first floor we found Beth dancing slowly with a guy we had met earlier. She was stripped down to her bra, panties and stockings/garters. She looked sexy as hell enveloped I his big arms. As we continued it became apparent that most of the women were now only wearing their undergarments. Whether they were dancing, having sex or just talking, they were undressed.

We came to the basement stairs and descended. We came to the first display and a woman was standing inside. I looked at Jan and shrugged. We walked up and inserted our hands. Her warm skin was very soft and I caressed her legs. Jan was next to me and had taken holes that were higher up. I gave her a questioning look and she said,"nipples."

We could hear soft moaning coming from inside. I trailed my finger up her legs until I felt her pussy lips. There was already some fingers playing there, so I spread open her lips and let him finger her.

Her moaning got heavier and I smiled at Jan. The woman started to spasm and shake and had an orgasm. The box is not very wide so she kept hitting it with her body. As it subsided, she exited the back and walked around towards us. Jan and I smiled.

"Thanks so much. That was awesome. I'm Lily and this is my husband Frank. Do one of you want to try?"

Jan and I looked at each other and I assumed she would go.

She blurted out,"Tom wanted to try this."

I shook my head and looked at her. She said,"Well."

I undid my shirt and pants and laid them on chair behind the box. Took off my underwear and stepped in. It was dark and the rubber skirts around the holes made it hard to see anything. Closing the door I realized that I had to put my arms straight down because there was no room.

Moments later hands poked through the holes and started caressing me. I felt a woman's hands on my chest that pulled on my nipples slowly. Some hands from below, I guessed were Jan's, were fondling my balls. Some strong hands, that actually felt like a man's, were rubbing my shoulders.

I was adjusting to all these feelings when more hands appeared. They were stroking me everywhere. The feeling was overwhelming. Someone in front grabbed my cock and started stroking it. I assumed it was Jan but really couldn't tell. The hand pulled me forward and pulled my cock through the hole. Soon a warm wet mouth was devouring me. My body was pressed hard against the front of the box and hands continued over me. I felt some rough large hands slide under my buttocks and cradle my balls. They squeezed them over and over. A few times, I felt some pain and let out a small grunt.

The sucking continued and I felt ready to cum. I whispered, "I'm coming" towards the front. The hands from behind grabbed my balls high on my scrotum and squeezed. My cock throbbed and my balls pulsed trying to cum. His grip was delaying my orgasm. I shifted my body trying to find relief and he finally let go. Cum throbbed from my cock into the lips of the unknown person. As I pumped, the man's hand slid back up my ass, lingered for a moment at my asshole and pulled out of the box.

I stood silent for a moment then opened the door and backed out. Everyone had dispersed. I pulled on my boxers and shirt and looked for Jan. Not seeing her, I roamed the basement area.

I came to one of the displays that had a woman laying on her back behind a wooden wall. Her legs were lifted up into some stirrups, leaving her spread wide open. She had no way of knowing who was around her. A man was pumping into her and rubbing her pussy as she moaned.

When I finally came to the last display, couples were playing a game where a shock was delivered to a handset. Whoever let go first would lose a point. I watched until finally one couple was declared the loser. They proceeded to tie the husband to hooks in the wall. Then they laid down the wife and ravaged her body. Apparently the losing couple had to do whatever the winning couple desired.

Still not seeing Jan I walked back upstairs. Turning the corner I caught a glimpse of her. She was no longer wearing the dress. She stood in her undergarments between two men that were slowly caressing her body. I became aware a figure behind me. She walked up and whispered,"I'm Rebecca."

Her hands came around my back and over my chest. I could feel her tits against my back.

"I'm Tom."

"Hi Tom, you looked lonely. Can I keep you company?"

Grabbing her hands,"Sure."

As Rebecca ran her hands along my chest, I looked back at Jan.

The two men continued to caress her while in conversation. They were standing so close together that their bodies touched. I watched as the man in front casually put his hand on Jan's hip and rubbed up to the sides of her breasts. Then down to her garters and along the edge of her panties. The man behind had both hands on her hips and his groin pressed against her ass. I watched her as she took her hand, put it behind her and felt his hard cock through his pants. She squeezed a little and he leaned forward and kissed the back of her neck.

She caught my eye and smiled. I grinned and winked back at her.

"Is that your wife?"

I nodded.

"That is David and Phil. They are very nice. She's in good hands, but Phil does have the biggest cock here. He is very popular, but some women won't fuck him because of his size."

With that, she slid her hand across my shorts and rubbed my cock. I spun and looked into the cutest green eyes I'd ever seen. Shoulder length red hair and red lipstick completed the picture. I leaned down and began kissing her. Our tongues swirled and she sucked mine into her mouth. I stroked her ass through her panties and took one hand and squeezed her breasts.

She looked up and said, "We should go up and find a room."

I looked back for Jan and she was gone. Not knowing which way she went, I decided to just follow Rebecca. She led me upstairs past a few rooms that were occupied. People inside were playing and outside watching. As we turned towards the last few rooms there was a crowd of people standing in the hall watching. I stuck my head up to get a look and I saw my wife kneeling on the bed taking David's cock into her mouth. She would bob up and down, then stop and hold it in her throat.

Rebecca looked around me. "Is that your wife again?"

I nodded.

"She's really beautiful. I wonder if she'll take on Phil's cock."

I looked around and saw Phil sitting in a chair at the end of the bed.

Some observers were talking about her oral skills and others made comments about her tits bouncing in her bra. One man said, "I wish they would take off her bra and panties."

I was still watching when Rebecca slid in front of me. "Do you want to watch her for a while or should we go?"

"Maybe we can watch her for a few minutes."

With that she moved behind me and slid her hands into my shorts. As she massaged my cock, she leaned her head on my shoulder and whispered in my ear.

"Look at David stretch your wife's throat. That is one of the hottest things I've ever seen."

I heard groaning in the room and watched as David came into Jan's mouth. He held her and she took every drop. When he finished, he sat next to her and slid her bra below her tits squeezing them a bit. Jan reached behind, undid the clasp and set it on the bed. David reached down and pulled her panties off leaving her with just her garters and stockings. She looked beautiful.

After a moment I heard the crowd murmur. I looked up and Phil walked over. His cock was the largest I've ever seen. It was longer than even Brent's.