Middle Aged Hippie (hotwife/exhibitionist)

I told Ryan goodbye and ran out to my car so I could get to the restaurant to meet my husband. I was already 20 minutes late and honestly did feel bad about making him wait.

When I arrived, the lot was full, so I had to park at the back of the lot. At a brisk walk to the front door I could tell that my boobs were bouncing all over the place. I got inside and found Brian already at a table and had a drink.

As soon as I took of my coat off, he noticed that I didn't have a bra on. He asked me if I went all day like that and it kind of caught me off guard. I looked at him and said, "No". I told him that I took it off when I left work. I asked him if he liked it, and he replied that he did. Thats when he told me that he could see my nipples. I said yeah, it's kind of cold out so I'm not surprised. He said that wasn't what he meant. He said that with the light hanging right above our table he could see my nipples through my shirt. 

Just then the waiter showed up to take our order. 

After taking our order, I asked Brian if he thought the waiter could see me? He replied that anyone passing the table could if they looked at me. I asked if he liked that, and he said that he did. I unbuttoned another button just like I had for Ryan, and he smiled at me. 

I excused myself from the table and ran to the bathroom. I had needed to go since work but was in a hurry. I hadn't even cleaned up at all since Ryan fucked me.

I wasn't sure how to tell Brian yet, but I knew that I had too. 

As I sat and pee'd I noticed that the inside of my jeans were covered in Ryan's cum that had leaked out of me. There was so much that you could even see a wet spot on the outside of my jeans. 

My whole life had been turned upside down today. What I didn't count on was how much I liked it. When I went back to the table, I left the zipper on my jeans undone, I had an idea.

When I got back to the table I asked my husband if he thought the waiter liked seeing my boobs. He said he didn't know, but maybe. He asked me if I liked the waiter seeing them. I told him the waiter was too old. Brian laughed.

I then told Brian, "You know if I decide to fuck anyone, he is going to young, don't you know?". He kind of laughed and said, "I assumed so."

"Is that ok with you?", I asked.

"I want you to have whoever makes you happy", he said.

"You sure?", I replied.

He said, "Yes".

The table that we were at had a tablecloth that covered pretty low below table level. I grabbed Brians hand, took his finger, slid it between my legs and into me. 

He looked up at me and said, "You're really wet".

I replied, "Thats not from just me".

I had just had the one of if not the best orgasm of my life. I looked up at Ryan and smiled. I was in total bliss and laid back on my desk as Ryan continued his slow rhythm inside me. Once he realized that I could handle it his pace increased, and he was now on a mission to get his release. After a few minutes I could see on his face that he was about to cum. Thats when I felt it, the warmth of his cum filled me. 

He slowly slid out of me as I laid naked on my desk.

Every decision I just made was probably the wrong one but the way I felt said it was right. I was a married woman just fucked by a brand-new employee half my age on my desk with the door open. I walked over and closed my door just in case someone was to come into the building. 

I picked up my panties and bra and set them on the desk. My panties were soaked and there was no way I was putting them back on. 

Just then my phone rang, it was my husband. I stood there naked in front of Ryan and answered. I hadn't realized the time; I was 15 minutes late meeting my husband for dinner as we did every Friday at 6:30. He asked if I was coming; oh, the irony of that question. I told him that I was and that finishing Ryans training had ran me a little late. I told him I was leaving now and would see him soon.

I slid my jeans on and then my shoes. I stood there topless with Ryan and told him how amazing I felt. He said he felt good and was ready to go again.

"Again", I said.

"Yeah", he said. 

He was standing there with a total hard on still. I grabbed his cock, and it was literally rock hard still. I explained that I was late to meet my husband for dinner but soon I would be ready to find out just how long he could go. 

He grabbed my waist, and I asked him if he wanted to keep doing this and his reply was, "as often as you want it". I looked at him and smiled.

I finished getting dressed minus my bra and panties and left for the restaurant.

On Thursday while getting ready for bed I asked my husband, "If I was to ever have sex with someone else, are you wanting to watch or am I on my own?" He in turn replied with, "What would you prefer?". I told him I thought maybe it would be more comfortable if I did it on my own at first because I honestly wasn't sure if I could go through with it. 

Deep down I knew I wanted Ryan to fuck me, what I didn't know is how I would react to it. Brian ultimately left it up to me. I was glad he wasn't pushing me, and he was letting me make my own decisions.  I liked and respected him for that.

I pulled the covers back and started caressing Brian's dick. He was flaccid and all I could think about was what Ryan's dick looked like in this condition. I looked up at Brian and asked him, "what if the guy I decide to fuck is bigger than you?". Two things happened as soon as I said that. Brian replied, "I'm sure you will enjoy that". Secondly Brian's dick got rock hard instantly. I looked up at him and said, "You really want me to do this, don't you?". He replied "yes". 

As I finished sucking Brian's dick, I noticed something in myself. When I sucked Brian, I felt different, it was love. When I sucked Ryan, it was pleasure.

Friday morning, I wore my typical button up top that Ryan was so fond of but decided to approach things a little different. I left my top buttoned to normal height and left the ball in Ryan's court. It was our last training day, and it was his move, if he wanted me. 

The morning was packed full of training tasks that had to be done by end of day. We didn't make it to lunch until nearly 1pm. I sat down first and then Ryan joined me after he got his order. When he sat down, he slid past me but put his hand on my shoulder as he went around me. It wasn't a big deal, but this is the first time he had initiated contact with me, I hoped it would continue. We at quickly because he still had a lot to accomplish but the end of the day. 

We got back to my office; he continued with his tasks on my computer while I watched and interjected if needed but I didn't have too often. He was really doing well.  We worked through the afternoon, and I hadn't really been keeping track of time. My boss knocked on the door and came in to let me know that she was leaving and to lock up since we were the last ones in the building. I didn't realize it was 5:30 pm already. 

I know this sounds a lot like last Friday but last Friday was planned, today wasn't. He still had a couple more tasks to complete, and I just let him go. Today the ball was in his court I wouldn't be revealing anything. Once he finished his tasks, I signed off on his training and complimented him on a job well done. 

I sat down at my computer, and he went to the break room to get his things. I checked my mail and was shutting down my desktop when he returned. He came up behind me as I was shutting down. He put both of his hands on my shoulders and started rubbing them. I told him that it felt really good. He continued for another minute or so then leaned into my ear and said, "I want you".

I kept looking straight ahead and replied, "no one is stopping you". He slid his hands under my armpits and helped me to stand up. He slid the chair out from between us and moved into my neck and kissed my neck with the smallest kiss ever and then wrapped his arms around me. He dropped his hands to the front of my jeans and started to unbutton them. In one subtle move he unzipped me and slid my jeans down over my ass. 

He reached around my waist with one hand and lowered it between my legs. He whispered into my ear "I guess you're already ready". I was soaking wet but terrified at the same time. He bent me over at the waist onto the front of my desk. He unbuttoned and unzipped his jeans, and they fell to the floor.

It was all happening so fast and I was asking myself, are you going to do this? Thats when I felt the tip of his dick against a place that only one man had been in the last ten years. He slowly pushed in, and the tip slid in. Pushing again, another couple of inches went in and I gasped. This was much bigger than I had been used to in a while. A couple more inches slowly penetrated. I was committed now, and I ask him to take it slow. Slowly he worked his very large dick into me. 

As I loosened up, he started to pick up momentum. I hadn't been fucked doggy style in more than ten years. Brian had a hard time with it because of his size. He fell out to easily, so we never did it. I forgot how much I enjoyed it. We fell into a rhythm I knew it wasn't going to take long for me to cum. Ryan kept his rhythm and reached around and unbuttoned my top and my bra and had me topless in no time. 

As soon as he had me topless, he slid out of me and turned me around. He grabbed my boobs and told me he had been waiting all week to feel them. My jeans slid the rest of the way off, and I was completely naked.

Ryan laid me back on my desk and asked if I wanted the rest of it. I didn't realize that he hadn't been all the way in me yet. He pushed inside me, and we found our rhythm again. No one had been this far inside me in a very long time if ever and I was loving every second of it. As he continued, suddenly reality set in, and I was looking around my office. I was completely naked; my door was open, and I was being fucked by a boy half my age on my desk at work.

At that very moment my pussy exploded with one of the most powerful orgasms I had ever felt. 

After I sucked Ryan's dick at lunch on Tuesday the rest of the afternoon was pretty mundane. I did catch him looking down my top a couple more times and just smiled at him. 

Wednesday, we trained together with my boss all day so we both had to be on our best behavior. 

Thursday, we had a full training load in the morning and took a late lunch. I liked where things were with Ryan but honestly, I wished he was a little more aggressive. I felt like I had been making all the "moves". I kind of let it go to his age and the fact that we were still pretty new to this. 

During lunch we had some small talk, and I asked him what he thought about the fact that I was married. He said that he was a little bit intimidated about it but admitted that he liked older women. I leaned over and whispered into his ear, "what if I told you that your dick was twice the size of my husbands?" He looked shocked and said, "Thats kind of pathetic actually". I was a little surprised but liked that he had been a little assertive with his answer, I liked that. He then asked if my husband knew about him. I said, "he knows were talking". His reply was, "Talking huh?". I reiterated that I had his blessing, and I was ok to do as I wanted.

Friday arrived and it was our last training day together. We had a lot to accomplish by the end of the day. I decided that today I was leaving everything up to Ryan and that meant to complete his training and with me.

So now everything was out in the open, at least mostly. Brian knew about Ryan, Ryan knew my "availability and I had ignited a fire within myself that I hadn't felt in years.

Monday came around and this would be our final week of training together. I wore a form fitting top but no cleavage to see how Ryan took to me after our weekend conversations. It was an interesting feeling texting with another guy basically in front of my husband and we fucked every night. Monday came and went; we were busy with a lot of training assignments and talked a little but not much happened.

Tuesday, I decided to open up a little with a button up top and I could adjust as needed. It didn't take long for me to catch Ryan looking down my top. I asked him if he wanted me to unbutton another, he smiled and said, "If you want". So, I did. I had forgotten all about unbuttoning it until I had walked into the break room and realized how much was on display to the world. I buttoned back up and Ryan and I headed out to lunch.

When I got into the passenger's side of his car I undid the extra button again. I'm not sure where the extra confidence came from but once we got in, I told him I wanted to see him. He looked at me confused and asked me what I meant. I said, "you have seen me, now I want to see you". "You mean right here?', he asked. "Yes", I said. We were in the back of that lot where he usually parked, he looked around and slowly unzipped his fly. 

He noticeably wasn't wearing any underwear, which I thought was kind of hot. What really surprised me was how much he pulled out. He was significantly bigger than my husband, near 7" maybe more. I reached over and took him into my hand, I couldn't even get my hand all the way around him he was so thick. I started rubbing up and down his shaft and was stiffening up quickly. By the time he was fully hard he had to of been more than 8". That's twice the size of my husband. I kept stroking him in aww of his size, I had bigger guys when I was younger but it had been quite a while.

I looked around to see if anyone was close to us then I went for it. I leaned over and took as much as I could into my mouth. Brian was easy to take all the way to his balls, this was going to be more of a challenge. I felt him slide into my throat and my gag reflex said that was it for now. I felt Ryan reach around my back and put his arm around me. That made it a little more comfortable with the angle I was at. I was pretty much committed to getting him off now, so I went to it. After a few minutes he told me he was about to cum, I told him to go ahead. He let go in my mouth and I was afraid it was going to be too much for me. I kept swallowing and it was all I could do to maintain all of his cum. 

Needless to say, we didn't end up getting lunch, good thing I had few snacks in my desk drawer.

A few minutes later when Ryan replied to my text, I almost laughed out loud at his innocence. "Please Miss Carrie, I don't want to lose my job, I really like the job and want to continue with my training. I didn't realize you were changing; it won't happen again." 

My reply was, "Thats not what I asked, did you like what you saw?" He sent back a "Yes". "Good", I replied. I went on to explain to him that I had caught him looking down my top throughout the week and had done it on purpose. 

There was a certain sense of excitement in having this conversation with my husband sitting just a couple of feet away. The only thing was that I was hornier that I had been in years and sitting in public without a bra and my husband was more interested in whatever was on his phone. Since Brian wasn't interested, Ryan was, so I continued my conversation. I went on to explain to him the conversation that my husband and I had over the past few weeks and my freedom to explore. 

Ryan seemed to be interested and the soaking wet panties between my legs left no question about my interest. 

Once our dinner arrived, we ate with minimal conversation and left. As we walked to the front door I wondered if anyone else was noticing my unrestrained boobs swaying under my top. Years ago, I went through an exhibitionist phase, tonight's little adventure was bringing back that interest. 

Once we got home, I took my top off and went about my getting ready for bed routine; all but putting a pajama top on. I laid down on the bed where Brian was already under the covers. I was horny as hell and wanted to at least be a little open with Brian about my intentions. 

I asked Brian if he was really serious about me fooling around with another guy? He confirmed that he was. I told him about training Ryan at work. I told him Ryan was young, didn't say how young, and I thought he was kind of cute. I told my husband that "if" Ryan flirted any that I might reciprocate a little and see where it went. 

Brian slept naked so I pulled the blankets down and found that he was already hard. "Seems you're ok with this?", I said. I leaned over and took Brian's dick into my mouth and was impressed with how hard he was. He was rock solid; I was glad thought because I needed it.  I sucked his dick for a couple minutes before I took of my pajama pants and climbed onto him. 

Sex was usually good with Brian, he was a little smaller than average, but most of the time it did the job. I knew I wasn't going to last long, and I found my mind wandering to what it would be like if I went all the way with Ryan. In no time at all I felt an orgasm building inside me, a few minutes later I couldn't hold it any longer and let it go. I laid back on the bed and let Brian get on top of me and finish. My tubes had been tied for our entire marriage, so he was used to cuming inside me and a few minutes later he did.

After exposing myself in a way I had never done I did a lot of thinking while driving to meet my husband for dinner.

The main thing was do I tell him or not? I had permission and he is the one that suggested this in the first place, but my biggest hang up was, could I actually go through with fucking another man while married? Flirting I had done before, it was harmless. Flashing, I had been convinced to do it once when I was in the Army. Fucking another man while married, that was a big deal to me. I honestly wasn't sure I could go through with it and if I did could I be ok with it? 

Walking into the restaurant I realized that it wasn't going to be hard for anyone, let alone my husband, to notice that I wasn't wearing a bra. I hated having large boobs. 38d's were a pain when I was in the Army, and I still hated them today. The two women that I was with during my army days were both small chested. I loved that look on them and always wished I had the same. Nevertheless, I was stuck with them, so I made the best of it.

As soon as I sat down and took my coat off, he noticed. He asked why I wasn't wearing one and I just casually told him, "You wanted to share me with other guys, I thought I might see if anyone noticed". He told me that not many people are going to miss them as hard as my nipples were. I downplayed it and still pondered if I was going to tell him what I had done or not. For now, the answer was, NO. 

After we ordered and were waiting on dinner, my husband, Brian, was scrolling through his phone and not really paying much attention to me. I was kind of surprised since it was unlike me to not wear a bra in public and it didn't seem to be doing much for him. I was still worked up like crazy, my nipples were still at attention and my panties were completely soaked.

My mind was going over a million things, I wanted to know what Ryan thought of my boobs, did he like them, was I too old, would he go for an older woman? Thats when I realized, OMG, I wanted to fuck him. I was in this neck deep at this point so sitting right across the table from my husband I texted Ryan. "Did you like what you saw?"

About a week after the "why?" conversation with my husband I was assigned a trainee at work. I hated training, I'm not a patient woman and training usually just slowed me down and aggravated me.

Once I met him, I decided I was going to make the best of it because after all he was young and cute. On day one he kind of got on my nerves because he was more interested in checking his phone than paying attention to what I was trying to show him. On day two we had a bit of "come to Jesus" talk and I told him if he wasn't interested in the job, I could let the hiring manager know and he could go on about his life. I think her realized then that I was a no-nonsense woman and decided to take the job seriously.

Once day three we had a much better understanding of each other, and he was showing some promise with the job. I decided to ask him if he wanted to eat lunch with me and we walked across the street to a fast-food restaurant. Lunch went well and we even got to joking around. I had a couple of emails that I had to respond to on my laptop during lunch. As I was finishing up my responses, I looked up and caught my aspiring trainee looking down my top. As I looked up, I think he realized that I had caught him, but I didn't say anything and finished up. 

On day four I decided to wear a top that buttoned and see just how interested he might be. In the afternoon we were going to go over some software that the company required all employees to know. Just before we sat down at my desk, I unbuttoned one more button revealing a decent amount of cleavage. As we went over the software on my computer, he was looking over my shoulder. I could see a reflection of his face in my screen, and it didn't take long for him to notice that he could see straight down my top. I think he spent more time looking down my top then he did at the screen. To be honest it was getting to me just having a 20-year-old looking down my top. I had an exhibitionist side that had been buried for a number of years, and this was bringing out feeling I hadn't had in a very long time. 

Day five, Friday, rolled around and I had something in mind but wasn't sure if I had the guts to go through with it. I took my time with what we had to get through for the end of week one because I want to make it so that we were the last ones in the building. I wore a top that was fitted but had a high neckline. Maybe he might have thought that his luck had run out. Most usually left the building around 5pm so I kept going and as 5:30 came and went. At almost 6pm my boss stopped by my office to say that she was leaving, and I was the last one in the building so I would need to lock up when we finished. After just a few more minutes, I sent Ryan down to the break room so that he could get his coat and told him to meet me back at my office and we would head out. 

My heart was beating 100 mph, and I was scared to death but at the same time I wanted to do this. I was fortunate enough to have a private bathroom off my office. I was meeting my husband for dinner when I left so I went into the bathroom to change tops. I left the door open because I wanted Ryan to "accidently" catch me changing. I took my top off and thought my heart was going to pound out of my chest. I reached behind my back and unhooked my bra and let it fall to the ground. I could see the doorway in the mirror and would be able to see when Ryan returned. I grabbed my brush from my purse and brushed out my hair to stall for time. Just then I saw Ryans shadow across the bathroom wall and then him in the mirror. I turned just slightly sideways so that he would be able to get a side view of my boobs. I think he was in as much shock as I was that I was actually doing this. 

I finished brushing out my hair then grabbed my clean top and slid it on without my bra. I picked up my bra and put it into my purse and walked out to my office. I asked Ryan if he was ready to go and we walked toward the door. I could tell that my nipples were going to be easy to see through my top, but I had just shown him everything, so I just went with it and walked to my car. 

My nipples were hard, my pussy was wet, I just flashed a guy I had only known for a week and was about to go meet my husband for dinner.

After my husband had proven to me that other guys made me horny, I started to think more and more about this. 

Yes, other guys got me wet, yes other guys turned me on, yes, I was attracted to young guys. The question was, could I actually go through with this and fuck another guy while married?

For the next couple of weeks, I couldn't think about anything else. Reasons why I should do this and reasons why I shouldn't do this. The more I thought about it the more it drove me crazy because I didn't know what to do.

The next evening at dinner, I asked him. Why do you want me to fuck another guy? His reply surprised me. He said he wanted me to have what he couldn't give me. I asked what that was. He said the young guys that you like and big dick. I did make comments about young guys once in a while, but I had never said anything negative about his dick. Now to be honest he isn't the biggest, maybe 4" hard, but I had never said anything about it.

After that discussion we had left it at that; I had permission to do it should the opportunity arise, and should I decide I wanted to do it. 

Almost 2 years ago my husband brought up the idea of experimenting with a cuckold/hotwife relationship. I initially thought it was a bad idea and told him that I wasn't interested. For a while he let it go but would on occasion bring it up in various ways and even suggest watching some porn that involved it.

One night when we were fooling around, he asked if I wanted to watch some cuck porn. I was already worked up, so I agreed. He knows that I have a thing for very young guys. I would occasionally, just fooling around, make comments about young well-built guys. The first video he pulled up was a woman around my age fucking a young 20 something guy. I have to admit it was hot and I really liked it. After that he pulls up a video of an 18yo guy that was just jerking off. He was well built and had a very large cock. I watched for a minute and asked him why he was playing this. He put his finger into my pussy and pulled it out and showed me how wet I was. His point was made. I told him I would think about it.