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What Was I Thinking?

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OK folks – this is fiction, nothing in the following story is based on actual facts, so please don't comment on how I'm going to jail for the things written below.

If you've read some of my previous stories and commented on how I'm a wimp or any of the other derogatory comments – STOP reading now. If you've hated my previous stories you'll hate this one, so save your time and money (hah!).

For those of you that have left positive comments, please enjoy. This was written for you with your encouragement. Thanks!

And once again – a big thanks to all of you who write stories here in Literotica. I know how many hours I spend on these tales of mischief, so I know you're expending the same efforts to amuse us - all for the fun of it. Keep those stories coming!

*****

Chapter 1 - Prologue

The rain continued to come down as I finished loading the saddlebags. Not a surprise given it was late April in Seattle, but it did confirm that my luck, really my bad luck, wasn't changing just yet. The real test would be when I crossed the Cascades, would the pass be clear or would I get into a spring snow storm?

My name is Jeffery Stewart and I'm about to head across the country on my Harley Heritage Softail. I'm recently divorced, I'll get to the particulars later, I have one daughter who is a sophomore at Georgetown University and I have enough money in the bank that I can take the next couple years off riding my bike before getting another job.

With the saddlebags filled I grab the T-bag and strap it on; it sits on the back seat, a place previously reserved for my ex-wife Janice when we toured together. Now I'll use the bag as a back rest. No sense in stalling any longer; I lock the door to the house I've been living alone in for nearly six months, all my worldly goods that aren't on the bike are in a storage facility in case I come back. I look up and down the street one last time but don't see Janice's car racing here to stop me from leaving. I really didn't expect her; like I said, my luck hasn't changed.

As usual before I start a long ride, I'm feeling a little apprehensive. No matter how many times I've done these cross country trips on a bike, there's a feeling of 'what-if'. Riding a motorcycle can be dangerous; my brother is a health care provider and he tells me they have a name for us - future organ donors.

It takes twenty minutes to ride the first two miles and reach the freeway because the morons that manage transportation in this town haven't bothered to time the red lights to keep traffic moving. I think the lights might be timed to actually discourage moving traffic, who knows? All I know is every 100 yards I have to stop for a red light and sit there getting soaked.

I only have two solid destinations on this trip. In June I meet my old riding buddy Tom in Chicago. He and I will spend a couple weeks riding into Canada. In August I meet my daughter Catherine in Washington DC. We'll spend a week together before she starts her third year at Georgetown. Maybe by August she'll have forgiven her father for being such an idiot; we used to be very close. Other than those three weeks it's just me, my bike and the road to anywhere/nowhere until the money runs out.

Once I'm out of the city I get off the freeway at Auburn and head east to catch SR410 which crosses the Cascades near Mt. Rainier, the road is clear, but there's snow on the roadsides until I drop down on the east side near Naches. It was cold up there, but my rainsuit also acts as an insulator. My first stop is in Yakima ("The Palm Springs of Washington") for gas, soup and a hot cup of coffee. My goal is to spend as little time on freeways so I head south on SR97 toward central Oregon.

I should be able to cover at least 400 miles today and get into Bend, Oregon which means just under ten hours in the saddle. The bike's riding nice, the weather has cleared and it gives me time to reflect on why this trip became a necessity.

I was married to the love of my life; Janice and I attended college together and dated through our last two years. We married one month after graduation and Catherine (named after Janice's mother) was born within the first year we were married. Catherine was a blessed accident of poor birth control management, but the birth nearly killed Janice so we decided one child was all we wanted and Janice had her tubes tied.

I worked at the Board of Trade for my uncle and honestly was making more money than any twenty-something has the right to make. Through smart investments and my uncle's guidance we were living a perfect family existence. After ten years I was recruited by a brokerage in Seattle and we moved west. It was a chance to spread my wings and see if I could make it away from my uncle, but we did miss the family and friends we left behind.

So what went wrong?

Chapter 2 – Losing Janice

It was all my fault. After eighteen years in the same field I was getting restless and bored. Catherine had just left for her first year of college and we missed her. Suddenly there was plenty of free time; no more evenings watching one of Catherine's lacrosse or tennis matches. No more Friday and Saturday nights vetting the young men who came to the house to take our precious princess out for the evening. Just a lot of free time which I ended up surfing the Net.

It turned out I wasn't above looking at some porn and the porn that intrigued me was something called "Hotwifing." It was all about men who enjoyed watching their wives have sex with other men. Who ever thought of this? It seemed contrary to my thoughts related to marriage up to that point. But for some unknown reason I found myself drawn to the stories, images and the concept.

Some of the stuff really turned my stomach. Men locked up in cages and not allowed to have sex with their own wives? Yuck! Guys getting the 'bull' ready to fuck his wife by playing with the other guy's cock? No way! Eating out your wife after another man cums in her? Not gonna happen!

But the thought of watching some stud with my wife and the two of us split roasting or double penetrating Janice made me hard. And the more of this stuff I viewed the more the idea of actually doing it sounded feasible. But how to convince Janice to accept my new perversion?

Some of the websites I visited offered advice from both the husbands and their hotwives. Watch videos with two men and one woman. Take your wife out for dancing and allow her to dance with a few other men. Talk to your wife about your fantasy or use a dildo during sex. The advice went on and on, especially about being patient. Patience was the key since Janice has always been a 'one-man-woman'.

Finding a man to act as our bull shouldn't be a problem because Janice is gorgeous. Only 39 years old at the time, Janice kept herself in shape by working out regularly and assisting Catherine's tennis coach. Janice can still beat the varsity men and women at the high school. She's given more than one hot-shot varsity male a dose of humility. Janice is 5'7", athletically built with the right curves, beautiful green eyes and natural blonde hair. In other words, a babe who can put on a bikini and make the twenty-year-old's jealous.

So as I read the advice on one especially well managed hotwife website. There was a core contingent of people cheering on any new member after that member wrote about his fantasy of sharing his wife. When a husband would finally convince his wife to participate, this core group would celebrate with the husband. What I failed to notice was how many of these same new converts would drop out after a few months or a year. Which begs the question; did they just get bored of sharing the experience or did something go wrong? Of course that question will never be answered since the web is autonomous.

With the advice and support of my new 'friends' I set out to seduce Janice into becoming a hotwife. I first mentioned it during a wonderful session of lovemaking; the lights were on and I began to verbalize how beautiful she was as we made love. Then I said, "I would love to watch you make love; just sit back and watch you as you receive pleasure." Was it my imagination or did Janice react to my words? Was her orgasm a little bit stronger and longer?

Afterwards she asked what I meant by my statement. I answered, "It's just that you're so beautiful and it would be so damn erotic to watch you with another man."

Her reaction was immediate, "Well, that's not going to happen."

Not an unexpected reaction, but it didn't deter me. Over the next few months I introduced some mild porn movies. The Tinto Brass movies were pretty good; the women were attractive and the themes usually involved a wife who strays, has fun, but continues as a loving wife to her husband. These movie nights were proceeded by a good meal and plenty of wine to help Janice relax; afterwards the sex was off the wall.

I even found an amateur movie that had a wife with two men. I put it in the DVD player after a night of Mexican food accompanied by two large Margaritas with extra tequila. Janice watched it with me and half way through the movie our clothes were on the floor and we were having sex on the sofa. I even leaned her over the back of the sofa and took Janice from behind as we continued to watch the blonde on the screen take both studs in every hole. It was the first time we'd actually seen a woman penetrated in her ass and Janice had an orgasm that lasted at least a couple minutes. When I felt her vagina squeezing my cock with her orgasm I took a chance.

"That's what I want baby; I want to see you pleasured by me and another man. I want you to cum all night long. Hours of uninhibited sex. When I get tired, he takes over. When he's done cumming in you, I get my turn again. Tell me that's what you'd like baby, tell me you'll take us both inside you."

Janice never did agree to my suggestions that night, but her body reacted in a way that encouraged me. We continued to fuck each other's brains out until two in the morning. I came three times; not bad for a thirty-nine-year-old without those blue pills. Janice was amazing; she seemed to have multiple orgasms until she fell asleep in my arms with my cock still inside her.

And so it continued, each week another step in my plan. It was February of that first year when Janice asked me how I wanted to celebrate my upcoming fortieth birthday. I had my answer all ready for her.

"Vegas."

Four weeks later we flew into Vegas on Thursday and arrived in time to hit the pool at the hotel. It was late enough in the afternoon that we could grab some sun without worrying too much about burning. There were a number of women sunbathing topless and I made certain Janice knew I expected her to remove her own top; after all it was my birthday.

Janice was wearing a very revealing red bikini; it looked absolutely fabulous on her. After a couple drinks she removed the top and I was treated to the sight of my wife's bare C-cup breasts out in the open for the first time. Within 15 minutes or so a good looking thirty-something couple sat in the lounge chairs next to Janice; the lady took off her top and started a conversation with Janice. Before long the husband was sitting on his wife's lounge facing Janice and taking part in the conversation. The wife said something about cooling off, grabbed Janice's hand and pulled her into the shallow end of the pool; the two of them still topless and getting stares from most of the men around the pool.

The husband moved to Janice's lounge and introduced himself as Gary as he shook my hand. "Are you two in the lifestyle?"

I don't know why, but decided to be perfectly honest with him. "No, we've never done anything like that. In fact, we've both been monogamous for the nineteen years we've been married. Lately I've been trying to open up Janice's mind to the possibility of her having a lover, but she's reluctant. That's partly why I chose Vegas for my birthday present. To see if I can convince her otherwise."

"Well, good luck with that. It took me two years to convince Paula to swing. Like most women she didn't get it, why would any guy want to watch his wife getting fucked? She finally did it once and that was it. We went to a premise club here in town and ended up swapping with another couple. Paula couldn't stand the fact I had sex with another woman and that was the end of it. Last time for us."

I replied, "It may sound strange, but the swapping thing isn't what this is about. I just want to watch Janice with another man. I'd also like to see her take two cocks at the same time, with me and the other guy in her."

Gary knew what I was talking about. "Oh, the whole 'hotwife' thing. I get it. Yea, I have to say that watching Paula with another man had me harder than iron rod. I barely paid attention to the other guy's wife because I was so intent on seeing his cock in Paula. Took everything I had not to blow my load as I watched. So what's your plan?"

"For the most part I planned to take it as far as Janice will go. We're here for four days and I thought we'd catch an erotic show tonight, see how that goes. If Janice agrees I thought we'd try to get into the Red Rooster to see what a premise club is like, again if Janice agrees we'll probably just walk around and watch others. I have no illusions that Janice will agree to any more this weekend, but we'll see."

"Paula and I have plans for tonight, we're going to a show and it's sold out. But why not meet us down here at the pool tomorrow and we'll see if the ladies are up for the Red Rooster tomorrow night? I'll convince Paula that we're just there to watch, maybe do a soft swing with you two where we just watch each other with our own spouses. That might get Janice used to the place without it being threatening."

Thursday evening we hit a show and spent the night screwing. Friday afternoon we met Paula and Gary at the pool. Paula and Janice seemed to be hitting it off. They spent an hour chatting away and after a while Janice claimed she needed to get out of the sun and asked me to take her to our room. Once the door closed Janice told me the real reason why she wanted to get me alone.

"Paula and Gary want to take us to a sex club. It's a place where people have sex with strangers. She said she and Gary were there once before, but they only had sex with each other. She said no one has to have sex, but they want to know if we would like to go and we can watch them and they can watch us."

Obviously either Paula or Gary weren't telling the whole truth but I figured that Paula didn't want to scare off Janice so she gave a different version of their night at the club.

"Let's tell them we'll go, but that if we're uncomfortable we'll leave and take a cab back here. If they're all right with that, let's do it."

"Well, if I'm going to a sex club then I'm going to spend the rest of the day at the spa. I'll call Paula and tell them 'yes' then I'm headed down to the spa. Maybe I'll stop at that boutique in the lobby and pick up a new dress. Jeff, just remember that you're the only guy for me, don't push me tonight."

I was so surprised and excited that Janice was even considering this that all I could do is nod my head in agreement. "Spend what you want, babe. This is going to be one crazy birthday."

Two hours later I got a call from Janice. She told me to get dressed and wait for her in the lounge, she wanted to surprise me. And she did. When Janice entered the lounge half the people in the room watched. She looked around until she saw me at the bar. Janice was wearing a tight red (red is her color) dress that showed half her breasts, obviously without a bra, and the hem only reached half way to her knees showing her tanned, athletic long legs. Her hair was done up in a French braid.

"Money well spent?"

"You look like a million dollars, so obviously anything less than a million was well spent. You're a vision."

"Right answer. Now can you buy a girl a drink? I think Gary and Paula will be down here in a few minutes so let's grab a table and have one drink before we head out to this sex club you've been dying to get me to. Don't try to deny it, I know why you picked Vegas. I'm willing to go to this place and even maybe, a big maybe, have sex with you while they watch, but don't get your hopes up it goes any farther."

Just then Paula and Gary walked in the bar. Paula was wearing some kind of two-piece white outfit, a bandeau on top and a micro skirt below. The ladies were obviously out to tease tonight. We ordered Mojitos for the ladies and Gary and I had a couple beers. When the drinks were finished Janice and Paula whispered to each other and then Janice asked, "Shall we?"

The four of us piled into the back seat of a cab. Janice on my lap and Paula on Gary's. I couldn't help but notice that Paula wasn't wearing any underwear under that skirt and she was shaved bare. Janice caught me looking.

"I have another birthday surprise for you Jeff." She took my hand and placed it on her upper thigh. "Go ahead, feel it."

Not only was she also without panties, but there wasn't any hair. I noticed Gary following the direction of my hand and he gave me a broad smile. I couldn't help but smile back.

The cab dropped us off at the door, we paid our cover charges and entered the home that functions as the Red Rooster. There were already a number of couples and a few single men in the dance area. We gave the bottle of (BYOB) Tequila to the bartender and asked him to pour us each a shot. I danced with Janice and Gary danced with Paula. A few of the single men approached both Janice and Paula asking for a dance. Both ladies politely refused the invitations and the men had the good sense to understand no meant no.

After a few dances and a second shot of tequila we four headed to the Group/Voyeur Room to have a look-see. There were two women in the room and five men. We watched a brunette take two men at once and the blonde was fucking the other three men one at a time, each guy was in her for two or three minutes before allowing the next guy to take his place. It was almost like a relay and since each guy only spent three minutes fucking before being relieved, the woman was getting pounded like there was no tomorrow. Janice just stood there and stared at both ladies. Most of the men had average sized cocks but one of the men with the brunette was porn sized. Every time he thrust that cock in the brunette she would grunt and shout "Oh Fuck!" I whispered in Janice's ear "Does either of those two situations look inviting?" I didn't get an answer but I could see the lust in her eyes.

After a half hour in the Group Room we four headed upstairs to the Couples' Rooms. We grabbed a room and stripped. This was the first time since college that any man saw Janice fully naked and I had never seen Janice without pubic hair. It only took the ladies a couple seconds to be naked because between the two of them there were only three articles of clothing. Looking at these two beautiful specimens of womanhood gave me pause, hoping I wouldn't embarrass myself by cumming without even being touched, the sexual atmosphere was that high.

As soon as Gary pulled his boxers off Paula was on him with her mouth. She proceeded to swallow the entire thing until her nose rested on the trimmed pubes. Janice actually got down on her knees next to Paula and asked, "How do you do that? I've never gotten half of Jeff in me before gagging." Talk about your Kafka moments! Here's my formally prim wife, the mother of my daughter and love of my entire adult life, kneeing naked within a foot of another couple asking for fellatio advice.

And bless her heart, Paula slipped her mouth off Gary's cock and brought Janice over to my hard on. While Janice swallowed half my cock Paula gave her instructions on how to relax and get the other half down her throat. That's all she wrote! No sooner was my cock fully imbedded in Janice's mouth that I came. Swallowing would have to be lesson #2 because Janice started to choke. I don't know who was more embarrassed, me for cumming so soon or Janice as my spunk came out of her nose.

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