Brianna's Dare

My wife Brianna and I were out for drinks. It was at the bar she worked and we were watching the Sox game. Since there was hardly anyone at the bar, we were at a table by ourselves in the corner. Brianna would occasionally get up to go chat with the few customers she knew or with the bartender, who was a friend. Throughout the game, some guy sitting at the bar kept looking over in the direction of our table when he thought my wife and I weren’t looking. Unless the guy was gay, he was trying to check out Brianna. I mentioned to her that she had an admirer and nodded in his direction.

“Oh, that’s just Jimmy.” she said. Brianna explained that he came into the bar about once a month for a few drinks on her shift on his way home from work. “He’s a good tipper, and he’s kinda hot.” she said, playfully.

I replied, “Well from the way he keeps looking over at you, I’d say the feeling was mutual.”

“Oh stop”, she said. “Jimmy’s harmless. He never makes any advances towards me when he comes in. He’s always a gentleman, unlike some of the guys in here. And anyway he’s like 10 years younger than me. He’s not gonna want an older woman like me.”

“Ok, I’ll stop. But you forget that you’re a very sexy woman… 10 years older than him or not.” I chuckled. “It’s not like I was jealous or anything.”

Brianna replied “I know you weren’t jealous, you fucking perv. I know what goes on in that little brain of yours.” she said as she tapped a finger on my forehead a couple times and laughed.

I laughed with her. “Ok. So you know me a little too well.”

She was talking, of course, about a particular kink of mine where I get totally aroused at the thought of her enjoying another man… sexually. Yes, it’s weird, but I’m not the only one. There seem to be lots of guys out there on the internet who also have the same interests. Only a few of us have experienced it, though, simply because it is viewed as so taboo in modern American society. Brianna and I had talked about this stuff a long while back. Those conversations led to her getting herself a boyfriend. His name is Frank. They’ve been seeing each other for almost 10 years now. In the beginning there were lots of pictures she’d send me of them in various stages of sex so that I could participate in my own little way. On very rare occasions I’d be in the room for some actual sexual contact between the two… a playful tug on his dick, or a playful lick of her tit. Once she even had both our cocks in each hand. That’s all over now for the most part and I am content to hear about their trysts from her. It gets me so horny when she tells me about it.

So anyway, we’re watching the Sox and it gets down to the bottom of the ninth and the Sox are losing 2-1 versus Kansas City. We’ve got a guy on second and Alexi Ramirez comes up to bat with 2 outs. I jokingly say “Ok. All Alexi has to do is hit a homer and we win.”

My wife says “If Alexi hits a homer I’ll give you a blowjob!”

She’s rightly confident. Alexi is fast and a good hitter, but notorious for not hitting home-runs. Maybe 5 a season. I tell her I’ll take that bet, and we actually shook on it. So sure enough, with 2 balls and a strike Alexi hits one barely over the left-center wall for a game winning homer. We cheer. The rest of the bar cheers. Brianna looks at me and tells me she shouldn’t have to pay up because Ramirez never does that. I explained that we shook on it so it’s binding. I could take her to court, I joked.

Brianna hates… I mean hates… giving head. Only under severe duress, like maybe on my birthday, does she do it, and never does she let cum enter her mouth. In 20 years together she has let me cum in her mouth maybe 10 times. She’s been with her boyfriend for almost 10 years and he’s never cum in her mouth.

Playing, I push the issue. “I think you should take me out back right now and pay up.”

She, just as playfully, asks if there’s anything else she can do instead. “C’mon… it’s not fair… Ramirez wasn’t supposed to do that.”

So that’s when I notice Jimmy looking her way again, watching her move as she speaks with me. I couldn’t tell but it looked like he was taking in her backside. When she sits, her thong is plainly visible over the top of her jeans when her shirt rides up a bit. So I’m guessing he was getting a look at her ass cleavage.

“Ok.” I said. “I have an alternative payment in mind. Are you feeling adventurous?”

“Uh, oh. That doesn’t sound good.” She said with a smile.

“Oh don’t worry. It’s totally harmless… mostly.”

“Ugh. What do I have to do? C’mon… out with it. I know it’s going to be something sex related. You’re not gonna let me off the hook that easy.” She said.

“Ok…” I said tentatively. “The next time Jimmy goes out back for a smoke, how about you follow him out and take a selfie of you with your hand on his cock. Or maybe even with his dick next to your face, looking like you’re getting ready to put it in your mouth…” I finished that last sentence with that little rise in pitch, indicating a question.

She must have been feeling ok from the drinks we were having and plus she knows me and my sexual oddity enough to know that I love her no matter what, because she was receptive to the idea. Or at least not going to kill me.

“Pssshhh. I couldn’t do that. Jimmy doesn’t want an older woman like me. He could have anyone he wants. You see how hot he is?” She said.

“Well from the way he’s been checking you out, the anyone he wants is you.”

She turned her head to look over at Jimmy and saw him looking at her. She raised her drink to him and gave a little smile. He did likewise. She then turned back to me. “You really think so?”

“Hon, I’ve been watching guys check you out our whole life together. You’re a very attractive woman. I know when a guy is checking you out, and he has been checking you out all night.”

She said “Ok. I just might give it a try. I’ll go out with him for a cigarette and ‘feel him out’, so to speak.” She said with a playful laugh. “I can’t promise anything though. I may chicken out or it may just not feel right.”

I quickly agreed. “Absolutely! You’re 100% in control. And all you have to do is take a pic to make it look like you’re giving him head. You won’t actually have to do it. I know how much you hate that.” I jokingly said.

“How do I broach the subject to him?.. I guess I could just come right out and tell him I lost a bet and tell him what I have to do…”

“Yeah. That’s probably a good idea. You already said he is a gentleman, so if he agrees, he should be ok with snapping a couple pics and not getting pushy with stuff you are uncomfortable with.”

“That’s true!” She agreed.

About that time, Jimmy got up and went out back of the bar with his cigarettes in hand. Brianna said “Wish me luck.” and gave me a kiss.

She followed him out with her cigarettes in hand also. I sat for a few minutes pretending to watch something on tv as I sipped my drink. I was wondering what they might be talking about. Was she flirting with him a little right this very moment, just to see if he might be receptive? Had they already snuck off to that private corner in back where the security cameras couldn’t see and the only way for someone to see them would be to actually walk back there? Was she looking at his cock right now?.. I was making myself hard just sitting there and fantasizing when my phone buzzed in my pocket. I pulled it out to see that it was a message from Brianna with a picture attached.

It said “So far, so good. He’s not hard yet in this pic :)”.

The picture was of Brianna’s hand wrapped around the base of Jimmy’s cock. I could tell it was her hand because I could see both her wedding ring and her color of nail polish. The head of his cock showed above her wrapped thumb and index finger. I got instantly hard. The thought of her touching another cock is so intoxicating.

My phone buzzed again. This picture showed her hand wrapped around his cock again and this time it was in the middle of the shaft. The picture was from the side of his cock and I could see her forearm approaching her wrist from the bottom of the picture, so she must have been either kneeling or bent over in front of him. I could see his shaft disappear into his pubic hair and also extend up from her hand to the head. He was obviously in a heightened state of arousal. From this picture I could tell that he was a little longer than me. Not by much, maybe an inch or so… ok an inch is a lot when I’m about 6 and a half inches. That’s over 20% bigger! But I have an ego to protect, so it’s not by much. He’s about 8 inches, circumcised, thicker than me but not as thick as her boyfriend, and is that her lipstick I see on the head of his cock?!

Now precum started flowing from the head of my cock as I sat at the table looking at pictures of my wife with a semi-rigid cock in her hand. The caption just said “Getting harder…”.

I sent her a txt that said “OMG you have me sooo turned on right now! Is that your lipstick on his cock?”

In response I got “Would you mind if it was? :)”

I sent back “No!! Huge turn on!”

The third picture came in. It was the picture I had requested. His cock was now fully hard. I could tell because it had a very slight bend upward to it and it was angled about 20 degrees above horizontal. Brianna’s hand wasn’t on it. Her face was in this picture. She was obviously doing a mock shocked face. Her eyes were open wide and her hand was over her mouth, looking directly at the camera. The message was clear… Oh my! It’s big! I was so turned on!

The next picture came in and this time she was turned toward his cock, her mouth open as if to receive it. The head of his cock looked like it was actually inside her mouth, but she wasn’t actually touching it. And yes that was a ring of her lipstick a couple inches down his shaft. He was definitely at least 8 inches.

“Pls show me more…” I sent.

The next picture she sent me showed her with his cock in her mouth. Her lips were wrapped around the head and her hand was on his shaft. I was so excited. I could actually feel a wet spot in my pants from all the precum flowing. If I weren’t in a bar, I’d be reaching down to gather it up so I could taste it.

The next picture showed her hand on his cock with a closeup of the head. I could see precum on the head of his dick. The next picture showed her rubbing the head of his cock on one of her nipples. I could see her nipple slick with his jizz.

“OMG that is so hot! I want to put that nipple in my mouth!” I sent.

As soon as I hit the send button, I regretted it. What if he sees it? He’ll definitely think I’m gay or something. The thought didn’t have time to take hold, because she sent back right away “U want to taste his precum on my tit? That would be so hot! I get turned on knowing that you get turned on seeing me handling another mans cock!”

I actually thought I might cum in my jeans right then and there.

The next was a picture of what I guessed was more precum stretched in an inch long drop hanging from the head of his dick just before it touched my wife’s tongue as she sat with her mouth open, waiting for it to land. Holy fuck! That was more than I bargained for!

The final message I got from her contained a video. In it, she was standing in front of him stroking his cock, telling him how nice it felt, all slick with his jizz. He was whispering to her about how good her hand felt on him. The camera panned up a bit onto Brianna’s chest. He must have been holding her phone. Her left breast was exposed. The camera panned down again as he said he was going to cum. She stroked faster and reached her other hand up and wrapped it around the head of his cock, palm up. As he let his orgasm happen, she stroked his cock with one hand and let his cum flow into the other. I could see a little bit of the creamy white stuff leak from between her fingers and fall to the ground. She pulled her hand away, keeping it cupped and then the video ended.

I was in utter shock. I never expected her to even go through with going out there with him. I was just hoping for a fun conversation that stemmed from the request and led to great sex later in the evening. This was mind blowing! She actually tasted his precum! Just then she walked in the door and came and sat down. Nobody gave her a second look. Everyone knows Brianna is a smoker and she was just coming in from a smoke.

I quietly said “Oh my god, hon! That was so hot!”

She replied “Yeah it was. Now I need you to listen to me because I don’t have a lot of time. I asked Jimmy to wait 5 minutes before coming back in. I didn’t want him to see what I’m about to do. I told him I didn’t want anyone else at the bar getting suspicious about us.”

I asked her what it was that she was going to do. She raised her hand from under the table. It was still cupped. I could see cum on her fingers and the side of her palm. She was facing away from the bar and shielding her hand with her body. She opened her hand a bit and I could see that she still had a substantial amount of his cum puddled in her palm.

“Your text”, she said, “about wanting to taste my nipple with his jizz on it gave me an idea.”

“What idea?” I asked. I was so horny and I had a guess.

She said “I want you to lean in toward me like you’re going to say something to me. No one is watching us and no one will notice you. When you get close to me, I want you to open your mouth and I’m going to pour what’s in my hand onto your tongue. I know you want me to and it will turn me on. I’m already so wet from what I just did.”

I had never done that, taking another guys cum in my mouth and I was hesitant. Sure I had gone down on her during sex sometime after she’s has sex with her boyfriend. It was always hot and fun, but it was usually hours later, so there was no real amount of his cum in her pussy. I wanted to, but I paused.

She said “Either you want to do it or you don’t. If you want to, it’ll turn me on so much and I’ll wind up riding you like crazy tonight. If you don’t want to, I’ll go get Jimmy and take him back to our place and ride that big cock of his like crazy tonight.”

That made the decision easy for me. I said ok and leaned in toward her. As I leaned, my head naturally lowered below her shoulders, hiding me from view of the others at the bar. I tilted my head up a bit and opened my mouth. She held her hand over my lips and let his cum fall from her hand into my mouth. After it stopped running out of her hand, there was still a thick white strand of cum hanging from the side of her palm. She took that and wiped it along my lower lip.

“Swallow.” she commanded.

I could taste his cum on my tongue. I could actually feel the thicker strands as they lay there in my mouth. It was so hot. I swallowed his cum.

“Don’t forget the cum on your lips.” she said with a smile that would charm the devil himself.

I parted my lips just a bit and could feel that last thick strand stretching between the two. I licked my lips and swallowed that too.

She said “Oh my god you are so sexy! I’m going to fuck you silly when we get home.”

With that I leaned back up. She took her palm and scraped it down the mouth of my beer mug, letting the last of his cum fall into my beer. I could actually see little white strands floating in it.

“I have to go wash my hands. I’ll be back, and we can talk about it.” She got up and went to the bathroom.

While she was in there, Jimmy came back into the bar and took his seat. He looked at me and raised his glass. I guess why not, right? He knew she was paying a debt for me? I raised my glass back, and took a sip. If only he knew, I thought, that I was drinking his cum right now.

Brianna came out of the bathroom and walked past Jimmy, giving him a little smile. When she sat down I asked her what had gotten into her.

“Jimmy.” She said, totally deadpan. She then laughed and said “It was just something that came over me. When he agreed and first pulled his cock out, I could tell he was nervous. So I grabbed it and took that first picture. In order to help him get to full attention, I bent over and gave him a little head. I never really got more than a couple inches of it in my mouth, but it was such a turn on doing something that was so, oh I don’t know… taboo. So I kept it up. When you got turned on at seeing his precum on my nipple, I decided to try and keep some for you and see how far you were willing to go, and boy you went. That was hot, pouring his cum into your mouth. I want to see you do that again.”

I said “Anytime!”

We chuckled, and had a few more drinks and talked dirty to one another until we finally went home and had some fantastic sex.

Since then, Jimmy has become a much more regular customer on Brianna’s shift. He’s up there at least once a week. She sends me pictures of her with his cock in her mouth every once in a while. One night, she even came home from work and immediately pulled down her pants and put my head between her legs. My tongue reached her pussy just in time to receive a flood of cum from out of her pussy.

She said “Recognize the taste?”

I pulled my head up and said “Jimmy?”

“Yep. He made me cum hard. Twice.”

“You are such a sexy woman!” I said as I went back to licking her clit and his cum.

“Thanks. Now hurry up and clean all that cum out of me. I promised Frank I’d meet him at his house after work. I want you to clean his cum out of me later too.” She sighed as she started breathing a little more huskily, cumming as she rode my tongue.

I think I’m going to like this new arrangement.