Lost bet to wife’s bull, locked in chastity (true story)[chastity] [tease and denial] [sweet Femdom]

Anyone have stories about losing bets with their bulls and getting some sort of punishment for it?

I think the bet scenario is super hot and its happened twice to me where I lost the bets and faced the consequences. My wife is named Emily by the way

About a year ago, we were hanging out with a long time friend of Emily’s, a guy named Derek. They used to be friends with benefits before we dated, but at the time they were just friends. I never really asked Emily any of the details about their relationship, but I know it never went anywhere because she didn’t really like him that much in a relationship context since he was arrogant and kind of an asshole, but he was interested in dating her. They fucked for about 6 months until he ended up getting a girlfriend, and Emily called it off, even though he wanted to keep fucking her.

Anyway, we were all hanging out and drinking a little and he and I were playing smash on the switch. We were getting competitive and had been drinking a little bit and decided to do some bets on the outcomes of the games. At first it was like $20 or the loser had to go to the ground floor of our apartment and talk to the chatty receptionist for 10 minutes. Emily got in on some of them like the winner got to massage her feet, the winner got to see a sexy picture of her that nobody else had seen before.

Finally, we were pretty drunk and the bet escalated to one where if Derek won, he got to fuck Emily again, and if I won, I got to have a no safeword session with her where I tie her up and do whatever I want to her (it would be foot tickling for sure. I have a huge foot fetish and tickling fetish, and she’s super ticklish so she doesn’t really let me that often.

I probably wouldn’t have agreed to this, but like I said, we were all pretty drunk. So I had won most of the bets so far, except notably the one where Derek got to see the lingerie picture of Emily that she hadn’t shown me, and like one or two others, so I was feeling pretty confident.

But during the match, Emily had her hand in my pocket and was playing with my penis and balls, gently stroking them until I got hard, then basically jerking me off through my pocket. So my early advantage was lost, and I kept it even until about halfway through, when she started whispering things in my ear about how I better win, and think about all the fun I would be able to have with her, basically using my fantasies to get me even more horny. And then she started rubbing her bare feet on the inside of my thigh, and it was so distracting that I even glanced down in the middle of the game. So from that point on, I was behind and couldn’t recover and ended up losing.

So then Emily whispered in my ear that I wasn’t allowed to cum while she was with Derek, and he carried her off to the guest bedroom for them to fuck.

And basically he fucked Emily doggy style for like 30 minutes and made her cum like 5 or 6 times. She was super vocal and moaning the whole time, and according to her, he fucks her so good and she was already soaking wet before he even stuck it in her.

So that's the story of how Emily got her current fuckbuddy. The next time is probably more interesting to all of you guys. Basically Derek has been fucking her ever since, probably about once a week or so, and Emily says he brings her to earthshattering orgasms because it feels so naughty. Derek also has a foot fetish and likes to tickle her feet too, so that makes it even hotter for me. Emily also likes to play with orgasm denial for both me and her, but Derek is not into having his orgasms denied, so he’ll just do it to her while they fuck, holding out on making her cum until she’s begging him, and he just keeps teasing her clit with his dick, or he’ll be fucking her and then stop to worship her feet or make her suck his dick. A few times he’s even denied her until she cries from frustration, which I love doing to her as well.

When me and her have sex, we do similar things to each other, teasing and denying, she gives me long footjobs, I tie her up and eat her out for an hour straight, that kind of thing. My penis is a bit smaller at 4.5 inches, so I can’t fuck her as good but I can still pleasure the shit out of her, and she loves teasing me too.

Anyway, one thing about Derek is that he’s kind of a jerk and pretty competitive. Emily finds that attractive because she likes to see me compete over her, and its also a good match because it minimizes the chance of her actually falling in love with him.

But lately he’s been teasing her during their sex and saying he’s not going to let her cum until she agrees to deny letting me into her pussy. One time she was tied down and she begged to cum for 45 minutes, and the whole time he was saying he would only let her cum if she denied me her pussy, and she told me she had never been so frustrated in her life, because he would have her right on the edge and do 5 thrusts of his penis into her and then stop, and repeated that the whole time, even while she cried and begged to cum (she didn’t safeword though, she likes it) and then finally he made her cum.

But one idea Emily has had and wanted to try out, which I have said no to, especially since Derek came into the picture, was me getting locked in chastity. It sounded fun, but I am used to cumming every day, sometimes twice from my beautiful wife, and wasn’t going to give that up.

But one day while Emily was teasing me with her feet in my face, using a makeup brush to tease my penis, she told me that Derek had been speculatively talking shit about how long I could last in bed. That kind of pissed me off because I had no issues lasting in bed, and she told me he had challenged me to see who could last longer under Emily’s hands. I said I would take that bet for sure, but then she told me that she wanted it to be a real bet with real stakes, and here’s what she proposed.

If I won, I would get the opportunity for a no safeword session with her tied however I wanted for however long I wanted. I still haven’t ever done this, so this is an enticing offer for sure. But if I lost, I had to be locked in chastity, and she would decide when I got unlocked, and when I would get to cum.

I was hesitant to take the bet, but her feet were in my face and she started talking about how I could do whatever I wanted to them. That, combined with the fact she had been teasing me for like 30 minutes at this point, and she popped my penis in her mouth and started using her tongue to tease me. After a few more minutes of that, I agreed to the bet.

She asked me if I was sure, and said she would text Derek to confirm it. I hesitated for a second, but she started sucking me again and I agreed. She sent the text and then I exploded into her mouth a minute or so later. This was on Wednesday, and the bet was to take place on Saturday

Friday, I didn’t get to cum because while Emily was teasing me after I had gotten her off, she got what she told me was an important call and had to go, and she told me she would be back later to finish me off, but she got back too late and we both just ended up going to bed.

So Saturday, Emily and I spent the day together, and in hindsight, she was doing her best to tease me all day. She would rub her feet on my dick, she was wearing sexy lingerie, she even got on her knees in the middle of the kitchen and sucked my dick for a moment until I stopped her.

The time came for the bet to happen and Derek showed up at our place and made some comment about him definitely winning the bet, and I replied something about how he shouldn’t be so sure about that. Anyway, after that we got right down to business. The rules were, if you were going to cum, you had to announce it and whoever announced it first would lose. Emily took both of us into our bedroom, and we stripped and laid down on our backs on the bed, and Emily sat between us. Then she put coconut oil all over her hands and started stroking both of us until we were hard. That was the first time I saw Derek’s penis, and it was way bigger than mine. Apparently it's about 7 inches, and it's also about twice as thick as mine. I saw it and realized that it has been going into Emily for months now, and my jaw almost dropped but I kept it together because I didn’t want to show any weakness.

So then Em started stroking both of us, slowly at first, and then at a medium pace. We were both concentrating on not cumming under her soft hands. Since my penis was shorter I think she would stroke it more times at the same speed as Derek, and she also started adding in twists right under the head of my penis, which drives me absolutely crazy. We were both struggling a bit, moaning and thrusting into her hand after about 15 to 20 minutes. Then, I felt the sole of her foot rubbing on my face. I tried to turn away, but she put it on my chest and touched it to my mouth. Then she started adding more twists to her handjob and I felt myself about to cum, so I announced it and she stopped stroking both of us. Frustrated with the outcome, I claimed that Emily had cheated by putting her foot in my face and giving me a twist under the head of my penis.

She said I was being a sore loser, and she did the same to Derek, I just wasn’t looking at him, and Derek corroborated her story too. Then Em climbed on top of me and started grinding herself on my penis and making out with me, and she kept whispering in my ears how bad she was going to tease me and how Derek was going to get her pussy way more often than me now, which turned me on even more.

Then, she went into the closet and pulled out a box that had the chastity cage in it. She had already taken my measurements once before when she wanted to try out chastity and ordered a custom fitted one. It was metal and had spaces between the bars, which she said was perfect for teasing.

I asked her to at least let me cum before locking me up, and she gave me a teasing grin and said nope. Then she put the ring around my balls and pushed the top of it down on my penis, applying pressure until I went soft and then she closed it around me. Then she sucked it for a few minutes through the cage, which was super intense and I was trying to get hard the whole time but I couldn’t.

She told me that she was going to let me out every day for teasing, and on Saturdays, she would let me cum, and I tried to protest, but she grabbed Derek and took him to the guest bedroom to get fucked.

I listened to them fucking and the whole time my dick was trying to get hard in the cage and also leaking precum everywhere. They had their regular tease and denial sex for my wife, and Emily was super horny right at the start. After a while she started begging to cum, and he would deny her as usual, and then she started saying she his good girl over and over while she was begging to cum.

And after a while he asked her whos cum she was going to take the most and she said his, and then he made her say that big dicks get to cum on her and little ones stay denied. And then he let her cum, and he kept rubbing her clit all the way through, overstimulating her (she’s into that too) and she was basically screaming the whole time. Shortly after that, he came on her.

Then they got cleaned up and he left. After that, she and I had a TWO HOUR tease and denial session where she tied me up and took my cage off, and teased me with everything in her arsenal the whole time, before locking me back up.

And that week, she teased me every night for at least 30 minutes, and I was losing my mind with horniness. I absolutely could not take it, and she went to see Derek 3 times that week to get fucked, including on Saturday. Then she came back and teased me again on Saturday for about an hour.

She had her feet on my face and was teasing my penis while I was tied up, and she told me Derek loved that I was locked in chastity and he got to fuck her pussy more than me, which made me even hornier, and she also came clean that the chastity bet was his idea, which I had surmised at this point, but she had denied over and over.

She told me that one time he was fucking her and not letting her cum while she was tied up and she just couldn’t take it, and promised him that she would do her best to get me in chastity, since she wanted that too. Then she told me that she loved teasing me so much and while Derek was fucking her she would just think about how horny and frustrated I was for her. Then she said I could cum for her whenever I wanted to and started stroking me harder and faster.

And she told me about how good he fucked her that day, and how he came all over her feet, and that visual was too much for me and I exploded all over myself while she kept stroking me in the most intense orgasm I’ve ever had.

So the next week was the same thing, but the Saturday after she had me tied up and was teasing me with her makeup brush and feet for an hour again. And this time, she kept going so slow and was asking me “Do you want to cum for me baby, do you want to cum for me?”

And my cock was so swollen and twitchy and leaky and I just couldn’t take it anymore after the whole week of teasing by her. I kept saying yes and begging her to let me cum, but the brush just wouldn’t take me over the edge. And finally, she told me that she promised Derek she wouldn’t let me cum this week. She said he teased her too much and she couldn’t take it anymore and she just promised him.

My eyes opened wide and I begged her, please baby let me cum, I can’t go another week like this! You don’t have to keep the promise, he’ll never know!”

But she looked at me with a sympathetic smile and told me a promise is a promise and moved her feet so they were the only thing I could see. And after that she kept teasing me for so long, I was beside myself with frustration, and that’s the first time I actually cried from being so horny and frustrated.

She let me cum the week after, but the week after that she withheld my orgasm again.

Now she’s saying that Derek is trying to get her to agree to only let me cum when he says so. That idea is exciting but super scary to me too because Derek is definitely more sadistic than her and likes seeing that I’m frustrated and denied release.

When she told me that, I begged her not to agree to it, but she told me she wasn’t sure how long she could hold out. She said they might be able to come to a compromise, like changing my schedule to every 2 weeks or even every month. I begged her not to agree to that either, even though the idea is definitely exciting to both of us.

She just told me she’s not sure if she can resist his teasing forever, and I might have to come to terms with cumming less frequently and being more horny all the time.