I gave my anal virginity to my husband’s client [MF]

Over the years, there’s been a few times where my husband has entertained clients for his job. This means getting dolled up for a night out at a fancy restaurant and drinks afterwards, usually when my husband and the client wander off to the other side of the hotel bar to “talk business” while leaving us wives to indulge in alcohol and mindless chit chat.

However there was one client that was different than all the others. And not only did he turn out to be a hot memory, he actually changed my sex life.

For the story, I’ll call him Stefan. He was European, a little shorter than my husband but was in good shape and I found him quite handsome. He was around my age at the time and married, although I ended up never meeting his wife.

When we met at the restaurant my husband introduced me to Stefan and his business partner. As we got seated and started talking it became clear that his business partner was the financial “brains” of the operation while Stefan was more like the face of the company. Both seemed to be polite and interesting to talk to and we all had fun at dinner.

As usual, we ended up back at the hotel bar they were staying at. And as usual, my husband wandered off to talk business with the financial brainiac. Which left me to drink and socialize with Stefan. I was nervous at first, but quickly became comfortable with him. He was very charming and a little flirtatious. We drank and talked about his childhood in his home country and moving his family to the states to start his business. He kept mentioning how beautiful I was and how he doesn’t often get a chance to go out with his wife because of business and life and all. I was really quite flattered at how much attention this handsome man was giving me.

After a while, my husband found his way back to us and we paid the tab and exited the bar. As fate would have it, the night wasn’t over yet for my husband. Apparently “Finance Boy” was curious about some numbers to crunch and my husband said they were headed back to his office. That usually means he isn’t coming home until past sunrise. I told him I would be fine getting a cab home and kissed him goodbye, telling him I was going to use the restroom first.

As I made my way back to the lobby I realized that my husband had already left. But, to my surprise, Stefan was there. He said he came back down to remind his partner of the flight plans in the morning but missed them. I told him I was about to call for a cab, but he asked if I’d like to return to the hotel bar for a couple more drinks. It was still fairly early so I accepted.

We made our way to the back of the bar and found a small booth. We ordered a couple of drinks and resumed our conversation. He was telling me about his job and how even though he had his partner, he made the final call on most matters. It was rather loud in the bar and we ended up sitting closer and closer. As the drinks flowed, the flirting intensified. I remember thinking to myself how good looking I thought he was. Soon I felt his hand on my leg. Then I remember running my fingers through his hair as he gazed into my eyes. Next thing I realized, our lips were together.

After a couple minutes of passionate kissing, he invited me up to his room for some quiet and a night cap. After some thought and very persuasive neck kisses I agreed, telling him it had to be quick since the sitter was waiting. He paid the bill in cash and we made our way to the elevator, making out the entire ride up.

By the time the hotel room door was closed, my dress was on the floor. His kisses moved from my lips, down my neck and quickly found my nipples. He focused on them for a moment, making sure they were nice and hard before continuing south with his oral voyage. As his lips arrived at my panties, his kisses paused as he yanked them to the floor and pushed me on to the bed. He moved back in, kissing and licking from my calf to my inner thigh and soon I was moaning as he nibbled on my pussy lips and massaged my clit with massive tongue laps. In no time, my pussy was a pulsing, soaking wet mess.

I told him to stand up and we quickly got him undressed. His tone body was a sight to be held. And his cock was already rock hard. It was nicely trimmed, uncircumcised (a first for me) and…

Small.

Not like micropenis small, but about an inch and a half-ish smaller than my husband (who is average I’m told) and not quite as thick.

Nevertheless, I went to work planting kisses from his balls, up his shaft and then to the tip. In one big gulp I put the entire thing in my mouth. I felt like a porn star! My pussy only got wetter as I heard his moans while he’s balls deep in my mouth. Stopping to catch my breath I used my hand, watching in amazement as his head popped in and out with each stroke. I then pulled his foreskin back and focused sucking on his head, driving him wild!

He stopped me to lay on the bed and had me jump on top and ride him cowgirl style. Even though I didn’t fell as stretched as usual, I found that with short bounces I could feel his head pop out and bullseye my G spot. This brought me to an orgasm in almost record time!

We then switch to doggystyle. It doesn’t take long before he’s pounding me as hard as he can, which by the way, was actually nice! Usually such a jackhammering comes with worry of discomfort. But this was all pleasure until his next move.

He spits, in an effort to lubricate me. I thought he missed the mark as it was short of where the action was happening. But that was his intention.

Suddenly my whole body tenses in shock as I feel his thumb push into my ass! Now, my husband has done this a time or two, but it usually comes with a heads up at least! I looked back and gave a grumpy look, but his eyes were closed as he was lost in the pleasure. He applied more spit after a minute, and I adjust to the discomfort. Which, in turn, changes into pleasure.

All of the sudden, everything came out. No finger. No hooded ninja cock. Nothing.

As he started to rub the head of his cock on my asshole, I stiffened in panic. “I DON’T DO ANAL!!”, I quickly exclaimed.

“Really??”

“Yeah. Sorry!”

He thought for a second. “Well, what if I told you that if you let me than this thing with your husband is a done deal?? Regardless of what my partner thinks?”

This was my second “first” of the night. Quid pro quo. This would make my husband so happy! He’s been stressing over this for a month.

“I have your word??”

“Of course”, he says.

My deliberation started. I’d like to do this for hubby. But, even though this is the smallest cock I’ve ever had, Its way more than a thumb!! However, if I was ever going to try this, maybe it should be with the littlest dick? Face it: If Mike thought about asking for this I would run SCREAMING!!!

“Well?”, he asks impatiently.

“Okay, I’ll do it. But GO SLOW!!!!”

He applied more spit, rubbed the head against my exit door a few more times and pushed it inside me. I yell out from the overwhelming sensation. He started with small thrusts and eventually had his entire cock inside me. My fingers immediately rushed to my pussy to try and counteract this newfound pain.

After a minute my finger work did the trick. Not only had I gotten used to the pain, it actually started to feel good! As I started to lose myself in this new sexual pleasure I realize that I could probably orgasm again!

But it wasn’t in the cards. I felt Stefan’s hands grip my hips. And with deep moans, I started to feel his warm seminal fluid squirt inside me.

We lied there for a minute, exchanging kisses as his breathing returned to normal. We engaged in mindless chit chat as I got my clothes on and started getting cleaned up to leave. He told me how much he enjoyed me but was excited to get back home to his wife. I asked him how long he thought my husband and his associate would be at his office. He chuckled and replied, “I doubt they even made it there. He always ends up at the stripper bars when we are out on these business trips.” My eyes widened a little from the shock, but I shrugged my shoulders. “I’m glad we weren’t the only ones having fun tonight!”

To that we shared a laugh. As I finally got myself together, he walked me to the door. We shared one last kiss before I left him to head outside and wait for my cab ride home.

A couple of weeks later, my husband took me out to celebrate because the deal he had been working on went through. Later that night I surprised my him with a new toy and a bottle of lube. It took a couple of tries, but eventually my husband gave me my first orgasm from anal sex. And it happened to be one of the best orgasms of my entire life!

Anal sex is kind of a regular thing with us now. ;-)

(P.S. Mike is a guy from one of my previous posts. Not outing anybody.)

Source: reddit.com/r/gonewildstories/comments/fnkjsp/i_gave_my_anal_virginity_to_my_husbands_client_mf

6 comments

  1. I was also firmly against anal. No budging from me. Then, with the right guy and the right vibe, I tip toed into those waters. Now I have these orgasms that defy logic, and my boyfriend is absolutely massive. It took us a while

  2. Great story! Thanks for sharing! Are you and your husband open? Sounded like he’s never asked you to do something like that to deal a deal but you went with Stefan pretty quickly. Was that a turn on at all for you? Thinking back how you helped him? If husband didn’t know was this first time stepping out? Don’t mean to ask a ton of questions. Just curious and fascinated. I can dm as well.

  3. I know! This epiphany that having an orgasm when something is in your ass intensifies said orgasm is, well, what butt sex is all about.

    I’m glad to hear that your husband is filling your ass on a regular basis now!

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