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Tales from a Traveling Salesman

"The beginning of my sexual explorations traveling around North America."

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At one point in September, 1983, I was tasked with opening an office in Houston, Texas for my company. They rented me an apartment in Southwest and I moved out to be there for September 1st. At the time we worked on several computer systems and were leveraging sales on all of them due to our popular application. During one of my presentations to a local sales office, I met Judy, a lovely married woman who was involved in several of my accounts.

Judy was 5’8” tall, had dark brown hair and eyes and a figure that wouldn’t quit. She often dressed in skirts and pastel silk blouses and had a wonderful fragrance she wore which turned out to be White Lace. Her smile was radiant and she was very friendly even though married. She would freely give hugs when we met for sales calls or lunch, which was a godsend for a lonely 30 year old far from home.

Eventually, we spoke of our personal lives and I mentioned how much I missed my girlfriend and the lack of physical female intimacy. One day when we were at the bar drinking after work she asked me how we kept the relationship going with me away. We were sitting next to each other in a curved end booth.

Please remember this predated email and the internet so contacts were in US Postal mail and the phone. I talked about the pictures I had taken before I left and the late night phone conversations we would have, often resulting in masturbatory fun.

She asked, “So what kind of pictures are these? Anything wild?”

I blushed crimson and she laughed.

“I guess I have my answer!” she laughed. “So do tell me more.”

“Well, I have a hard time talking about this with a woman as it is so personal,” I said quietly, turning shy.

“Oh, come on. Who can I tell? Tell you what. Let me tell you a bit about what my husband John and I do when he is away to make you feel a bit more comfortable. He is British and travels a lot like you. We get into a conversation on the phone and he takes out the pictures I have given him to imagine me there. Would you like to see them? I have some copies,” Judy said.

“Well sure, I would love to see them,” I said in anticipation.

Judy pulled out an envelope and produced a little deck of six pictures. The first was Judy smiling in her typical daily attire, a blue pastel blouse and skirt, but it looked like she had no bra on from seeing the shape of her breasts under the blouse. The second picture had her taking off the blouse and exposing her breasts with puffy nipples and sporting a sexy smile. I was stunned and looked up at her with a sexual twinge tugging in my groin.

“I can sense you like that one, eh?” she said.

Still examining the picture I said, ”You bet! Wow, you are beautiful. I am amazed you are showing me these.”

“Glad you like them. I just thought you could use some excitement. Besides, I like you and you are far from home. Keep going.”

The third picture was from the back, with her bare back. She was looking over her right shoulder smiling in a come hither manner as she was unzipping her skirt. The fourth was the same angle but she had bent over a bit and had dropped her skirt leaving her in a black garter and stockings with no panties, her beautiful ass exposed. I began to feel the excitement in the pit of my stomach and the heady spacey feeling I get when my sexual rush starts.

“Oh my!” I said looking up into her smiling eyes.

“When John and I talk on the phone, we go through each picture, describing me stripping,” she said. “We both get excited and of course, we are both naked when we do this. Keep going.”

The next picture had her turned facing the camera directly and displayed her entire naked body in the garter belt and stockings, exposing her shaved clean pubic area and her pussy, with the inner lips a bit lower than the outer ones. Her face had an extremely sensual look and her tongue was out, curling and touching the right upper lip area. It was so smoulderingly erotic I gasped.

“I hope that was a good gasp,” she said.

“Well yeah. You would have to be dead not to feel sexual looking at this,” I offered.

“Oh, does that mean you are getting excited?” she said with a wry sexual smile.

“If I was lying on my bed naked on the road with you on the phone I would be erect and rubbing myself.” I said.

“Thanks. Now that’s a complement. Now look at the next one.”

The fifth picture was her lying down, garter and stockings removed, looking up from her feet. Her upper body was reclining on a triangular pillow, with her knees bent and legs spread apart a bit. Her shaven pussy was open and exposed, her breasts lying in a sexy manner and her arms open in a way inviting a hug. It was extremely sexy and hardened me to the point I had to adjust myself.

“I can see I got your attention now,” she laughed. “Do you want me to help you with that?”

“What do you mean?” I asked as a hand landed on my thigh just under the head of my cock on my pants.

“That is what I mean.”

“What about your husband?” I said.

“Oh I am sure he would approve. After all you are lonely and far away from home. Take a look at the last picture.”

I flipped to the last one, a close up of a hard cock with a dollop of a recent ejaculation on the top hanging in front of a still open pussy filled with cum. A trail of cum was leaking towards her exposed asshole. My eyes opened wide as I was amazed and eroticized at the view as her hand grabbed my hardening cock through my pants.

“Clearly the pictures had the desired effect!” she said. “Do you like my husband’s cock?”

“Um,,..er… I hadn’t thought about it,” I said, confused at the desire I had to experience licking the cum off the top of the displayed cock. I mean I was really attracted to Judy and women, but this cock was, well thrilling to look at. “I was really looking at your pussy and the load inside.”

“How does it make you feel?” she asked as she gently rubbed my cock through my pants with her hand and moved her head to my shoulder causing her warm body to rub against my arm.

“Really sexy. And happy you felt close enough to share this with me,” I said turning to look in her eyes, her face close to mine, lips near me.

She said huskily, “We use these and masturbate over the phone with each other. It gets really exciting and we work to come together. We feel it keeps us sexually together while he is away. My husband and I have a unique relationship and we have already discussed your plight of being here without your woman.”

“What does that mean?”

“Oh you will see. In fact, next weekend on Saturday we are having a Halloween party and we would insist you come. Costumes are expected.” She squeezed my cock as she asked me.

“Well when you put it that way,” I said grinning at her. “Sure. I will be there.”

“In the meantime,” she said, “My husband has an idea I take you to the bookstore around the corner and show you some costumes and some Texas hospitality.”

“Ok, do you want to go now?”

“Yes,” she said sitting up and disengaging from our side hug. “Drink up.”

We left the bar and walked around the corner to an adult bookstore displaying many sexy costumes and lingerie in the window.

“John and I come here sometimes when we want to have some fun.”

“Really? What kind of fun?” I asked naively.

We went through the doors and were in a large room with movies on racks. On the left wall was a stand of clothing, costumes, and sexy attire. On the opposite walls were sex toys of all types and sizes.

In the back there was a dark open door with a sign that said Video Booths.

We spent some time looking at the costumes without finding anything for me. She found a filmy blue floor length dress that was entirely see through, with thin straps and a low front which would expose her breasts pretty well. She took it and brought it to the counter and handed the clerk a twenty. He handed her twenty ones and she grabbed my hand and turned towards the rear of the store.

“Come with me,” she said. “John wanted me to show you something.”

We went into the darkened back and saw a line of booths on either side. Some were lit and in use. At the end we entered a large booth which had a chair and a shelf. It was big enough to fit several people.

“Why don’t you sit down while I start the movie my husband wanted you to see.”

Curious and feeling incredibly sexy and half hard, I sat down while Judy bent at the waist and inserted several dollars into the slot. The movies came on and she clicked through a bunch to arrive at one in particular. She stood facing away and was fumbling with her hands in front of her. She turned and peeled off her blouse fully exposing her beautiful breasts to me, nipples erect and sexy. I was shocked.

She dropped her blouse on the floor and dropped to her knees in front of me, then grabbed my belt buckle and began to unzip me.

“What…”

“Shhh. Don’t question just live.” She leaned up and kissed me on the mouth, her tongue entering my mouth and playing with mine. I was stunned and excited, my cock was hurting in its engorgement and I rose up off the chair a bit while, still kissing, she dropped my pants and underwear to the floor, fully exposing me. She broke the kiss and looked in my eyes.

“We figured you'd not had sex for long enough and my husband wanted to share me with you as I am attracted to you.” She was rubbing my cock up and down and running my foreskin back and forth over my cockhead. “Now watch the movie while I suck you. And please knead my breasts and nipples while I do this.”

Totally taken aback by her aggressiveness and beauty, I sat back in the chair while raising my hands and cupping her breasts. I rubbed her puffy nipples between my fingers and thumbs while she took the head of my hard cock in her mouth, rolling my foreskin back and rubbing her tongue around my crown.

“Ohhh,” I groaned while she sank down and took the entire length in her mouth. She had this way of going up and down while licking me around with her tongue at the same time. I became extremely excited really fast.

On the screen there was a couple fucking doggie style. She was on her hands and knees naked on the bed, breasts and hardened nipples swaying while her husky lover impaled her with his large hard cock.

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Suddenly a tall naked man with a swinging hard on came in and approached the top of the bed. He got on the bed while they we fucking and went down underneath the woman and began to lick her pussy while the first man kept fucking. They were really moving at it and the woman started sucking the second man’s large hard cockhead, as he licked her furiously, occasionally licking the cock moving in and out of her.

Judy was really into sucking me and I loved the silky feel of her breasts and nipples. I was getting closer to completion faster than usual and I felt a huge orgasm building, lifting my ass off the chair. I kept watching the movie and was amazed as the guy fucking began to come and pulled out of the woman causing his cock to drop as he came, right into the other guys mouth. He sucked the cock in and drank the flowing cum.

Suddenly, a wet lubricated finger penetrated my ass as Judy was all the way down. My cock was at the entrance to her throat creating an erotic feeling I had never experienced. With a groan I suddenly let go a huge orgasm, flooding her mouth with a huge load of come. It felt like my balls were going to come through my cock! She lightened up on the sucking but kept me in her mouth as I softened. I felt drained.

She took her mouth off my cock, raised herself up and kissed me, shoving her tongue coated in my cum into my mouth, swirling our tongues together. After a few minutes, she pulled back and smiled at me.

“So what did you think of the movie?” she asked.

“Wow,” was all I could start with. “The movie was exciting but your sucking was unbelievable! What…”

“John thought it would be good for you to have me excite you a bit. Consider it an appetizer. We are looking forward to you coming to the party next weekend. Hopefully, there are more surprises in store for you! Oh, and by the way, because you will be partying a lot, plan to stay overnight,” she said as she put her blouse back on. “Button up and we can leave.”

I did so, but was wondering what she meant by surprises.

“In answer to your question the movie was intriguing. I hadn’t thought of such a scene before, it was new to me. It looked exciting. Of course with you sucking the hell out of my cock, Leave it to Beaver would be exciting!”

We walked out of the store and towards our cars. When we reached them we stopped and faced each other. Judy grabbed me in a warm and tight hug.

“We are really excited you are coming Saturday," she said quietly in my ear. I look forward to seeing you then.”

As she left I thought, this could be a really fun time.

The week went by rapidly. I was constantly thinking of Judy and John and the possibilities they represented. I also had to think of what to wear. My budget was very small but I wanted to make an impression.

I went to a seasonal Halloween costume shop to see what could I could wear. I was looking at the masks when I came across one I thought might work. It was a full head covering with a cloth hood with a skull head. The only problem I saw, being extremely near-sighted, was I would have an issue wearing my glasses with such a mask. It was so good however, I had to. It would go with my dark grey suit and I could be the Grim Reaper. I also bought a large cleaver with painted red blood along the end.

I drove across Houston to arrive at Judy and John’s. I took off my glasses and put them in the inner pocket of my jacket and donned the mask. I carried the cleaver in my hand and went to the door.

Judy greeted me at the door wearing a dress that left little to the imagination, I think. I saw a blurry body covered in a filmy black material. She looked and me and said, “Well who are you?”

“I am the Grim Reaper!” I said loudly in a gruff rough voice.

“Wow that is a great costume. So who are you really?”

“I am the Grim reaper. You invited me,” I said again gruffly.

“Well, I guess you are,” she said. “John, hey come here and see this would you?”

John was a 5’10” typically thin Brit with a handsome chiselled face. “What’s up? Who is this?”

“He claims to be the Grim Reaper. Beyond that I have no idea.”

I decided to give another clue. “Let me see you better,” I said gruffly and pulled out my glasses and put them on over the mask.

Judy started laughing, ”Oh, that is excellent! What a great disguise! I had no idea. John, this is the guy I was telling you about from Boston, Bill.”

Oh my,” John said. “ He is tall isn’t he.”

I was in rapture now that I could see Judy and John. She was in a filmy black negligee entirely see through with a flesh colored bra and panty set than made her appear nude underneath with your first glance. John was dressed in a white toga, but it was tied on one leg so his ass was fully exposed and his cock could appear in certain stances.

“So you know I am the Grim Reaper, who are you both supposed to be?” I asked as I moved into the hall and Judy closed the door.

“I am Caligula and Judy is Marilyn Monroe,” John said. “Come on in and join the party.”

Judy then gave me a warm hug and kiss to my exposed neck that got me excited. The party was amazing with about twenty people there and I stayed and partied with them through the night. Being alone, I gravitated to the grill and ended up taking over the grilling of the hot dogs, hamburgers and chicken, which caused me to meet all the guests and pass the time in a fun way. I love to cook after all.

Around 12:30am the other guests had gone and just Judy, her husband John and I were left. I said that I should go. Judy came up to me, got in my face and asked if I was sure I wanted to go because they had a surprise for me. I asked what the surprise was and she kissed me. The kiss was very sensuous and went on for some time. Her hands roamed my back and clothed ass, hugging me tight. Then suddenly there was a hug coming from behind, warmer and with a hardness poking between my legs.

She broke the kiss and started kissing her husband over my shoulder. I was in a sandwich! We broke and she started unbuckling my belt. He took off my jacket and started undoing my shirt. His nakedness was exciting and his hardness enticing. Soon we were all naked. She lay down on the couch and wanted me to lick her, which I proceeded to do.

John knelt on the floor, grabbed my cock and began to suck me slowly. Judy and I returned to kissing. We continued in this style for some time. Then she got into the doggie position and wanted John inside and me underneath licking. I was rubbing and kneading her glorious breasts and nipples while he got behind her, his cock stiff and dripping with precum. I was amazed at the stiffness and size of it. It was similar to mine. He pushed himself slowly into her pussy and she groaned.

I lay down underneath her, sliding by her breasts and licking her nipples on the way by. I got into position and saw his cock slide in and out of her bare pussy. I had never been so close to a fucking couple and I was hard as a nail as a result. Judy reached down and pulled my hard cock into her mouth, encasing me in a hot wetness with her tongue massaging me.

John’s cock was traversing my tongue as I licked them both, a new and exciting experience for me. To date, I had never been oral with a guy. We kept it up for a while. John was starting to go faster and faster. Judy let go of my cock while she groaned and was concentrating on being fucked and licked while her orgasm gathered. John was breathing hard and seemed to be approaching orgasm as well.

Then, at the last moment, he pulled out and his cock fell into my mouth cumming copiously. What a taste! At the same time she shook wildly and squirted her orgasm over my face. It was intense. She said for me to retain John’s cum and sit up.

Judy then bent her husband on all fours and spread his ass. Then told me to use the cum to lube him with my tongue and then fuck him. I proceeded to come closer and pour his cum on his hole and then rim him with my tongue. I also moved back and stuck a couple of my fingers into him, rubbing the cum in and loosening his ass while he groaned in pleasure. I was stiff as a board when I slowly penetrated his butt with my hard and naked cock. I paused for a minute so he got used to me in his ass. The hot tightness got me and I began to bareback him slowly and then faster as my excitement grew.

Judy put on a strap on and covered her fingers in lube. Then she lubed the dildo and, one at a time, massaged my hole with her fingers while I continued to fuck him. The sensations of her fingers swirled my brain with erotic feeling. The lubing and stretching of my hole caused great pleasure for me. I was still having a great fuck with my bare cock in John’s hot ass. Then Judy brought the fake cock to my asshole and stretched it a bit more as she entered me. It had been years since someone had penetrated me and there was a flash of pain. But I relaxed with her fingers and suddenly I was filled up too. We went sliding into each other for some time. Grunts and groans filled the air as we approached another orgasm.

I was getting harder and felt the rubbing of the strap on dildo on my insides. My approaching orgasm felt like it was going and then suddenly my cock exploded inside John, while my ass clenched the dildo, and I streamed cum several times. John had gotten hard again with my fucking and also drooled an orgasm as his ass clenched my cock, milking me. We all collapsed in a naked heap, cock and dildo popping out, and lay there recuperating. It was so incredible. 

It was an amazing introduction for me into threesomes. While John and Judy were the first, they sure weren’t the last.

Author's Note: I became a salesman many years ago. I have written previously of some of my experiences in my Co-Worker series and other relevant posts. During my years when I was traveling nationally, particularly in my single years in the 1980’s, I discovered adult bookstores and strip clubs. This created the hedonistic thought to visit as many of these establishments around the country as I could and have as many sexual adventures as I could – sort of take a private survey. I still was naïve about blow jobs and, even though I had had some bi-sexual experiences in my youth, I was very (and still am) primarily heterosexual. Ironically, many of the women in sales I ran into were also sexually charged like me. This series will be a primarily true series of many wonderful memories of those years. This is the first; An introduction into adult bookstores and threesomes. It is largely true with some embellishment of fantasies I have had since then.




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Written by juanmoretime1
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