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My First Solo Experience

"While out of town, I allowed myself to get picked up and went all the way."

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Author's Notes

"This experience excited me, and I had no idea I would do anything like this."

Over the past few months, James and I have been traveling on a 600-mile trip each month for some personal business of mine.

After three of those trips, my last trip was coming up, and James asked me if I could fly out there since it would cover about five days to finish. He was using his vacation time pretty quickly.

I told him I was sure I could do it by myself.

The hotel we always stay at is one of the nicer hotels in the city where we stayed on previous trips. I wouldn't have to drive, as transportation to anywhere I would need to go was furnished.

The day of the trip, we went over everything I was supposed to do, like call him when I landed, call him when I got checked in, and call him if I was going somewhere shopping. He just wanted to make sure I was safe.

He then told me that if I wanted to have a little fun on the trip, it was fine with him, should I want to have a little fun. I hadn't thought about that until he said it. I told him I would keep that in mind, but didn't expect I would have time to meet someone.

I arrived at the hotel, got checked in safely, and called him as he had asked me to. I was pretty tired when I arrived, so I went straight to bed.

I got up the next morning, attended the first day of what I was there for, and finished my appointment by noon.

My driver took me back to the hotel, where I changed clothes and went sightseeing.

That's woman code for shopping for you guys.

I had seen an area with little shops all in a row earlier and wanted to go check them out.

There were the neatest little shops, and after about an hour of shopping, I decided to return to the hotel and get a bite to eat.

When I returned to the hotel, I went to my room to freshen up before leaving to get something to eat. I didn't feel like going out too far, so I just went to the hotel restaurant and bar for an appetizer and a drink.

As I was sitting there, a small group of businessmen came in and sat at a table close to the bar. The more they drank, the louder a couple of them got. As I watched them, one of the men kept glancing over my way. I gave him a brief smile, and he smiled back.

I didn't think anything of it, and when I finished, I got up and left to return to my room.

When I was back in my room, I called James to tell him I was in my room for the evening and would not be going anywhere else the rest of the evening.

 

I was lying on the bed thinking about the guy who smiled at me, moving my hand slowly between my legs.

I started rubbing my clit while thinking, "What if I see him tomorrow? Do I flirt a little? Would he want to fuck me, would I fuck him?"

I began fantasizing about what I would do if I saw him again.

My pussy was very wet, making my fingers glide smoothly over my clit. My clit was swelling as I started to tremble from the orgasm happening.

James had told me that if I met someone and wanted to have some fun, it would be okay with him; however, I would have to tell him before I did anything. As I lay there thinking about it, I wasn't sure if I should do anything. I wasn't even sure if the guy would be there the next day.

The next day, I finished early and returned to the hotel by three o'clock.

I had skipped lunch and was a little hungry, so I changed my clothes and walked down the street to a restaurant I wanted to try.

I finished dinner and then did some shopping until it was almost seven o'clock. I thought it best that I return to the hotel before dark.

I returned to the hotel, and as I walked through the lobby, I could hear the loudmouth businessman again from inside the bar.

I just shook my head, thinking out loud that this guy is a loser, when someone behind me said he felt the same way.

I giggled and apologized, and he told me not to worry about it, that the guy was a loudmouth.

He introduced himself as Richard and asked if he could buy me a drink. Since I was already next to the bar, I accepted his offer.

I told him my name was Debbie, and we went in and sat at a table as far from the other men as possible.

He told me they were there on business for a few days and asked how long I would be there. I told him I would be there for a couple more days and flying back home on Friday.

 

He was a ruggedly handsome man, about six feet tall, and very well built. I could tell that he took good care of himself.

As we sat there talking, he said that the moment he saw me, he wanted to kiss me.

Hearing that, I all but melted. If he had asked to fuck, I would have jumped him right then and there.

He asked if I would like another drink, but I told him I didn't drink very often and politely declined his offer. He smiled as we continued to talk.

I was attracted to him, and he asked if he could buy me dinner the next night.

When he asked, my ability to speak left. I was so surprised hearing him ask that I  froze for a brief moment before I answered.

I wanted to say yes, but the words wouldn't come.

I finally spoke up, telling him I wasn't sure when I would finish my business the next day, and I couldn't accept.

He responded, "Meet me in the lobby at seven if you can, and if not, maybe another time."

I agreed to his request, finished my drink, and told him I had an early morning. I thanked him for the drinks and went to my room.

When I got to my room, I called James to tell him I was in for the day.

We talked about how things were so far, and he asked if I was enjoying myself.

I said, “By the way, I met a guy at the bar who is staying at the hotel here, and after a long conversation with him, he asked me to dinner tomorrow evening. I didn't know what to say, and all that would come out was, "That would be nice."

"He asked you out?” James came back on the phone. "So you are going out with him?"

"I would like to, he seems nice," I replied.

“What else are you planning on doing with him?” asked James.

I knew where this was going, so I just blurted out, "If you are asking me if I would fuck him, the answer is yes. I want to fuck him, and I believe he wants to fuck me. So with that said, can I?"

James’s voice came back over the line, “Only if you promise to tell me every detail of the date when you get home.”

I answered with a giddy chuckle, “Okay.”

The next day, I continued my business while thinking about the evening ahead. I was getting nervous for some reason.

I finished up my business and went straight back to the hotel. It was like I didn't know what to do.

After resting on the bed for a few minutes, I got up, showered, and started getting ready for my dinner date.

Time seemed to fly by, and it was time for me to go downstairs to the lobby to meet Richard. When I got there, he was already there and waiting. I walked over to him and told him that I was ready.

We left the hotel and walked a couple of blocks to one of the nicer restaurants in the city. He had reservations, so we didn't have to wait for a table.

I thought to myself how nice of him.

We ate our dinner and had a couple of drinks as we talked for about an hour.

He reached for my hand while saying, "You seem to be getting a little nervous. This is just dinner, unless you want it to be more than that."

I smiled and tried to ignore what he said.

He was right, I was nervous; this was the first time I had ever done anything like this since I got married.

We left the restaurant and walked back to the hotel. While in the lobby, I got the courage to ask him if he would like to come to my room.

He smiled, saying, “I was hoping you would ask.”

I said, “I’m married and my husband knows what I am about to do. Does that bother you?”

“I knew you were married, but I didn't know your husband knew that we were going to have sex. Is he okay with that?” he asked.

Before I could answer, he told me it was fine and that he had done this before with other married women, and sometimes the husbands would watch.

We got on the elevator, and he smoothly leaned over and pushed the twelfth floor button. And just as smoothly, he started kissing me while rubbing his hands all over my body.

My legs weakened as he kissed me slowly and deeply. I felt his kiss send tingles down between my legs. I could feel myself getting wet.

With that kiss, he had me, and just then could have done anything he wanted.

In an instant, his hands went up my leg, and he had my panties down from under the sundress I was wearing, and they dropped to the floor. He had my top strap moved off one of my shoulders, exposing my left breast to anyone who might have gotten on the elevator if it stopped on another floor.

I was not wearing a bra, so they were exposed easily.

As he was kissing me and rubbing my body, his hands moved down, and he lifted my dress again so that he had access to my pussy.

He slid a finger in me, and I let out a soft moan.

Aware that we were on an elevator that could stop at any moment, I didn't care.

I raised my head and, looking up, I found myself staring at a security camera in the corner of the ceiling. Everything I was doing was being videotaped.

To keep from showing my face, I lowered my head, hoping no one was watching us.

While the thought of someone seeing what I was doing had me uneasy, I didn't want to stop.

As the bell dinged for the twelfth floor, I quickly started to reach down and get my panties when he said, “Leave them on the floor and also leave your top down. It looks very sexy."

With that, I could feel my pussy start to get wetter than it already was with the thought that someone might be waiting on the elevator when the door opened.

When the door opened, I would be exposed for them to see me,

And at that moment, I didn't care.

This man had me doing things I never thought I would.

My husband had attempted to persuade me to do things like that, but I never would.

At that moment, I wasn't thinking clearly and was lost in the seduction of Richard. I was doing whatever he asked.

Luckily, there was no one waiting for the elevator when it stopped.

We walked down the long hall to my room with my breast still exposed.

He turned me around and started kissing me and running his hands up and down my body again while standing at the door.

He was a good kisser, and I liked that. A good kiss will make me melt. I was getting turned on with the idea that I got picked up and was about to get fucked.

Quickly, he had the right strap off my shoulder, and my dress fell to the floor, leaving me naked in the hallway for anyone to see should they come out of their room. I was so excited, wondering if someone would step out and see me.

I whispered, “Let me open the door before someone sees me, please."

"With that body, you should want to show it off." He replied.

I opened the door, and once we were in the room, I went to the bathroom to freshen up, and as I exited, Richard was already lying naked on the bed. At that point, I was ready to fuck him.

I walked over to the bed and bent over to reach for his dick. He was already hard, and as I held him in my hand, I could tell he was excited as he already had pre cum dripping from the head.

I told him to lie back and enjoy this for a little while. I licked the pre cum off the head of his dick and started sucking him and going up and down on every inch of his dick. He reached down and was playing with my wet pussy, keeping me wet.

It didn’t take long before he pushed my head off of his dick and told me to lie back.

He sucked on each one of my tits for a couple of minutes, sending tingling down to my pussy. As he moved down my body, I started opening my legs to give him access to what he wanted.

While he was going down on me, I raised my legs and spread them a little more.

With that, I felt him enter my ass with his finger. It created another wave of tingling that went straight to my pussy as I gasped.

After a couple of minutes of him finger fucking my ass while he was eating my pussy, I felt him stretch my ass a little more as he inserted another finger. This was something that I had never experienced. It felt like he was filling my ass up completely.

I had never had two fingers in my ass, and it brought a combination of discomfort and pleasure all at once.

I could feel my pussy tingle as my legs started to quiver. He could tell that I was about to cum as he picked up the pace, pulling his fingers out of my ass and putting them back in as he licked my pussy. My moans were getting louder as I started to cum.

Quickly, I pushed his head away, and my exact words were “Fuck me, I need you to fuck me right now and fuck me hard.”

He stood up and rolled me over on my hands and knees, pulling me up and positioning me where he wanted me.

He wasted no time as he plunged the full length of his dick in my pussy as far as it would go. I gasped as he fucked me deep with each hard thrust.

I felt him start to put his fingers back in me. With one smooth motion, he slid his two fingers in me again, but this time he went as deep as he could get them.

It felt like he pushed them to my stomach. I clinched as tightly as I could as he told me to relax.

It was a sensation that I had never felt before. I put my head down and grabbed a handful of sheets while moaning louder than ever. I wasn't sure if I liked it or wanted his fingers out of me.

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He asked me if I liked having my ass fingered fucked like that, and if he could stretch me with one more finger.

I knew there was no way I could take another finger in my ass, so I had to tell him no.

Richard then moved his dick into position and started fucking me. With his fingers still in my ass, it made my pussy tighter than before.

He started out fucking me with slow, deep strokes.

It was like my body was full, and I couldn't take any more as he started fucking me harder with each stroke. My ass felt tight and my pussy felt tight all at the same time.

It was like I could feel every vein on his dick as he fucked me. His quick, deep thrusts became harder and harder. The harder he fucked me, the more I began to like this new sensation that I was experiencing.

He then leaned back and started pulling his fingers out of my ass, and just as I felt the stretch from his fingers release, he would push them back in.

While he had his dick in me as far as it would go, he began finger fucking my ass. It was like a combination of pain and pleasure all at once.

I couldn’t believe it when out of my mouth came, “Yes fuck my ass, fuck my ass hard.”

After what felt like about five full minutes of him pounding my pussy with his hard dick and my ass with his thick fingers, he started slowing down, and I could feel his dick begin to swell even bigger in me.

My legs were quivering, and I was starting to cum myself, and cum hard. With two fingers in my ass and his dick buried in my pussy, it was sending me to a place I had never been.

As he started to cum, he shoved his dick in, and I could feel every pulse as he started pumping his warm cum in me,  filling me up.

Once he finished, he backed out of my pussy, and I turned and pulled his throbbing dick to my mouth.

I started sucking his dick to get the last bit of cum from it. He stood there moaning for a couple of seconds and then pulled out of my mouth.

He put two fingers in my cum filled pussy, withdrawing them dripping with his cum, and pushed them in my mouth.

I sucked his fingers clean, tasting the mixture of his cum and my juices. He repeated that four or five times, and each time I swallowed more and more of his cum.

He then put me back on my hands and knees with my ass up in the air. He started finger fucking my ass again with his two fingers. I could feel my ass release and stretch with each withdrawal and insertion.

Once his fingers slid out, he would push them back in before I could recover from him stretching me. I felt myself trying not to clinch, but it was difficult to relax as he continued stretching my ass.

Once again, I didn't know if I liked it or I didn't like it. It was a combination of pain and pleasure. I couldn’t figure it out.

As he fingered my ass, I felt another orgasm coming from deep in my body. I began to grunt and groan as he continued to shove his fingers in and out of me.

My body tensed as I began to scream and squirt my juices everywhere.

I begged him to stop pushing his fingers in and out of my ass, but my pleas did nothing. He continued fingering my ass, telling me to keep squirting.

Once I pulled off his fingers, I lay there holding myself while wiggling on the bed.

I continued to squirt a couple more times after he pulled his fingers out of me.

As I began to calm down, we lay on the bed and talked a little.

He said he enjoyed being with me and hoped to do it again.

He had an early meeting he still had to prepare for.

He got up, got dressed, and before he left, turned and said, “I enjoyed our meeting and hope that we can do it again.”

While we didn't even know where each other lived, I smiled and said, “I’d like that too.”

I didn’t give him any contact information and didn’t ask for his.

I got cleaned up, and as I was lying there in bed thinking about what I just did, my mind kept going back to the sensation of having two fingers in my ass.

I found myself still trying to determine if it was painful or pleasurable. I was convinced that I liked what he did to my ass.

The next day, I finished my business early, and while going back to the hotel, I asked my driver if she knew a place nearby where I could look at lingerie and things. She thought for a minute and told me that she did. I asked her if we could stop by there for a few minutes.

I had been thinking about the fullness I felt when Richard put two fingers in my ass, and I was thinking I wanted a butt plug..

I went to the shop to look around and found the toys.

After last night, I wanted a butt plug. When I found them on display, I was amazed at how many different kinds there were. The lady at the counter came over and asked me if I needed help. I talked around what I was looking for, and told her I was there to look. From where I was standing, she knew I was looking at butt plugs and just told me to take my time and ask if I had questions.

I thought about it and figured no one knew me here, so pick one and leave.

I carefully picked up each one on display, trying to compare the size to Richard's two fingers. I knew that I couldn't get one any bigger.

I finally found one about three inches long and around the size I was looking for, or just a little larger. I picked up the package, took it to the counter, and paid for it.

It had been a long day trying to finish up with my business, and I went back to the hotel and went to bed. I knew I had a long day tomorrow.

The next morning, I got dressed, grabbed a bite from the breakfast buffet, and left to finish what I was there for.

Surprisingly, I finished early and returned to the hotel to pack my bags and go home. I was ready to be home.

As I was preparing to leave, while packing my suitcase, I noticed the butt plug and lube on the side table. I was thinking, could I or should I?

I picked it up, looking at it, and without any more thought, I lubed it up and slid it up my ass.

As it stretched my ass to get in, I could tell that it was bigger than Richards’s two fingers. Struggling, I felt it kind of lock in once it was inserted.

I stood there for a few seconds, letting the pleasurable pain ease up. I finished packing my bags and went to check out.

As I did, the young man checking me out of the hotel smiled and said, "Thank you for coming, and I hope you come again."

I was sure that he and the rest of the staff had watched the video from the camera in the elevator, and as I finished checking out, I leaned over the counter quietly saying, “Thank you, and you can keep the panties."

I left the hotel, got in the taxi, and went to the airport.

On the flight back, I thought about everything I planned to tell James about, and then something started happening to me.

I was feeling a tingle in my pussy.

It was just a small tingle, and I started thinking about the butt plug I had in my ass. I had no idea when I put it in that it might start making me climax.

I sat in my seat, trying to relax and think of other things. As I would move a little in my seat, it would send tingling straight to my pussy.

"What if I start having an orgasm? How can I control it? What am I going to do?” were all the thoughts going through my head. “It can’t be too much longer before we land. Can I make it before it increases to a point that I start moaning?"

I felt relieved when the pilot announced we were about to land, and I hoped that I could hold and orgasm off until I exited the plane.

As I walked off the plane to pick up my luggage, the tingling started again. The more I walked, the more they came.

This butt plug was making me horny, and I needed to be fucked.

I picked up my luggage and walked to the pickup area, where James was parked while waiting for me.

I saw him flagging me over and rushed to where he was parked. I threw my bags in the trunk, hopped in the car, and told him to drive us home and drive home now.

He looked at me, confused, asking me, “Is everything okay?”

I looked at him and said, "I thought that it might be fun, so I put a butt plug in myself before I left the hotel to come home.

It has been causing tingling in my pussy for the last hour, and I can't take it anymore."

Showing no pity, he burst out, laughing, saying, “Looks like you have a lot to tell about what you did while you were gone.”

We got home, and James would not let me take it out immediately.

He calmly said, “Before you remove it, I want you to tell me every detail of what you did when you went on your date.”

We moved to the back patio and sat in the rocking chairs as he had me start. The rocking motion kept the butt plug moving in my ass and continued sending tingling sensations to my pussy. I wanted to go back to the house and get fucked, but he kept telling me not yet.

I told him every detail about what I did to Richard and what Richard did to me as he sat there staring at me, not saying a word.

Once I finished, he stood and said, “So you were in an elevator, with your tits out and dressed hiked up to your waist getting fingered, and exposed to anyone who might see you.”

Out of everything I told him that I did with Richard, that was what he asked me.

He has always wanted me to do that with him, and I wouldn't.

I began to feel a little bad when he exclaimed, “That’s awesome. I knew if you ever did that, you would like it!”

By this time, the butt pug had my pussy pulsing, and I needed a dick in me.

James stood up, walked over behind me, and started sliding the straps of my dress off my shoulders.

As my dress slid down, exposing my tits, I looked at him, saying, “Not here, what if any of our neighbors are looking?”

He replied, “Then they are about to see you naked. Stand up and remove your dress and panties right now."

Reluctantly, I thought it best to do what he asked since I let another man have me do something similar.

I stood up, let my dress fall to the ground, and then removed my panties. I stood there naked while he was taking everything in. My nerves were on edge, standing there naked, hoping that no one was looking.

Even though we didn’t have neighbors close to us, if someone looked hard enough, they would have been able to see that I was naked.

I have to admit the thought of being seen was a little exciting. He told me to sit there while he went into the house.

As I sat there rocking, the butt plug was moving, causing me to have an orgasm.

As I sat in the rocker, my body began to shake and jerk as I rocked in the chair.

My moans began to get louder as the orgasm grew.

I straightened my body in the chair, pushing my legs out straight in front of me, while my body shook.

I jumped from the chair and began to pull the plug out, and James came out and said No, leave it in me.

It took a few minutes before the orgasm began to ease.

 He took my hand, led me to the living room, and opened the front door, saying, "I need you to go get my cap out of the truck. You have to walk and can't run."  

I looked at him, “Oh no, please, please don’t make me do that. There are neighbors out there.” I whimpered.

We didn't have neighbors close to us, but we did have neighbors.

He just stood there looking at me, not saying a word.

I looked at him for a few seconds, took a deep breath, and started out the door when he stopped me, saying, “Oh my gosh! You were going to do it. I was kidding with you. You can't imagine how turned on I am right now.”

With that, he grabbed my hand and led me to the bedroom.

As he was licking every inch of my pussy, I knew that I wouldn't be able to go on much longer.

My pussy was sensitive from the butt plug, still tingling it. I started coming immediately when he reached up and started pulling the butt plug out.

My ass was accustomed to being wrapped around the small part of the plug, and as he started removing the plug, it started stretching my ass wide. I let out a long, deep groan, feeling my ass release its grip on the plug.

I sat up, seeing his hard dick dripping with pre-cum, and started cleaning him off with my mouth. His dick was as tender to the touch as my pussy was.

He rolled me over and moved forward to fuck me from behind.

He entered my pussy balls deep on his first thrust, sending my head to the bed, moaning.

I knew that he wanted to put the plug back in my ass, so that is what I told him to do. Once again, I was full and knew nothing bigger than his dick in my pussy, and that butt plug in my ass would fit in me. 

A couple of good, hard strokes, and we both were coming loudly.

 Once we finished, we cleaned ourselves up, and James came out of the bathroom saying, “I think it is about time that you settle up on the debt that you agreed to when you fucked the BBC.”

I knew it would only be a matter of time before he would collect my debt, and seeing how he enjoyed fucking my ass with that plug, I felt the time was near when he would want to fuck my ass.

He told me to get us a room at the casino for a couple of days, and he would collect my debt while we were there.

As we were going to sleep, I believe I convinced myself that I could take his dick in my ass if that is what he had planned.

Published 
Written by Mugwump6636
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