First Time Cuckold (What To Expect)

woman and man cuddling on sofa

I’ve been desperate to share this story for years now and it seems like a good time to finally get it off my chest.

This is the story about the first time I shared Sarah (this is my girlfriend) with another man.

What does Sarah looks like?

She’s 28 years old, 5’2″ dark eyes, and hair, petite body with a tight ass and small-medium perky breasts.

She’s the hottest woman I’ve ever been with and that was one of the hardest parts about sharing her.

Finding Out I’m A Cuckold

woman sitting on sofa

One night Sarah and I had a drink and we started talking about past lovers.

The one with the biggest dick, the one who she let cum inside of her, I learned everything, from her first time trying anal to the first-time she swallowed.

You would think this would anger most boyfriends… Not me, I was turned on.

Fast-forward lots of long nights up talking and you reach the part where she knows I like cuckolding and she wants to spice things up.

Mostly because she hasn’t been with another guy other than me for most of her twenties, to say she was keen to open up our relationship would be an understatement.

Making Sure She Wanted To F**K Another Man

cuckold sub-reddit

We started by going on these cuckold sub-reddits and signed up to a few dating sites.

She started talking to other men, sending nudes and eventually she had cam sex with a guy called Lex while I watched.

Seeing Sarah’s pussy dripping wet once she started masturbating on webcam and seeing this guy touching his massive cock in awe of Sarah was the hottest thing I had experienced so far.

I left the room for one minute and by the time I came back all I could hear were her moans, the sound of her touching her wet pussy and the sound of him stroking his cock.

Sarah started cumming and before she could finish Lex blew his load.

They both giggled, sent a few messages and the Skype chat ended.

The Moment After Sarah Had An Orgasm

It was awkward.

Sarah was silent and a little shy.

I was filled with anxiety and arousal (a weird mix).

She went and had a shower and it wasn’t until the night-time we really talked about it, after having a few hours to cool off.

We both agreed it was hot and we went through a period of her having cam sex with different guys for a few months.

Was It Hard For Me?

I did battle some jealousy and found it hard when I could see her falling for someone, but… We had sex almost every night.

Her sex drive was high before, but now it was as high as mine and at the time my feelings were worth the trade-off.

She Really Wanted To Try A Real Cock

girlfriend in sexy lingerie sitting on sofa

One night after a few drinks my girlfriend with starry-eyes asked me if we could try a threesome.

I asked if she had anyone in mind?

She got her laptop out and showed me some messages on Adult Finder.

There were loads of guys in our area and she started some conversations up, funny enough she only picked the guys with the biggest cocks I’d ever seen.

Almost instantly one of the guys (David) got back to us and after sending pictures we decided to meet the following weekend.

The Important Part:

Part of this week building up to the threesome was spent creating a list of rules (do’s and don’ts) and we both promised we would not change any of them on the fly.

  • Must-use condoms (this is a must, even though she was on birth control).
  • No anal sex.
  • No cuddling.
  • No texting without both of us present.

You can use this to make your own cuckold/hotwife contract.

My First Time Cuckold Experience

hotel room

All the prep was done, we booked a hotel 20 mins from our house, arranged to meet David at 9PM, we had our favorite condoms, lubrication and Sarah even brought some drinks with us for the hotel room, it was time for my first cuckold experience.

The day of the Threesome:

I hardly slept the night before, we got up at 8 am and the day flew by.

We had about an hour before we left and Sarah had her last shower and called me in.

She flashed her bare ass while bending over spreading herself and showing me everything while asking “do I look good enough?”.

She looked the best I had ever seen, she had made such an effort.

Imagine her smooth, tight, hairless ass and pussy that was already soaking wet.

Words cannot express.

I then got asked to leave while she did her make up and got ready.

30 minutes later I got called back in…

…She had bought a new black sheer lingerie set (the see-through kind) and a cute short black dress, she was wearing red lipstick and her hair was straight.

She looked cute, hot and naughty all at the same time.

“What do you think?”

“Do you think David will be impressed?”

She kept asking if she was enough and if she looked good.

Obviously she was perfect.

So, We Went To The Hotel

Checked in, here’s the texts she was sending to David:

cuckold test messages arranging the first meet up

We went to the hotel room and had a strong drink.

It was time, we went to the bar.

We walk in and there he was.

Honestly, when I saw him my heart was pumping through my chest, he was hotter in real life and I knew he was Sarah’s type.

We all had a drink, talked, David and Sarah flirted and she kept touching his leg and eyeing him up.

It was time to go back to the hotel room.

He Was Moments Away From Being Inside My Girlfriend

hotel room door

Before we were back he started kissing her in the elevator.

By the time I got the door open she lead him to the bed, no lights had been turned on.

I could feel my heart pumping through my body, I had anxiety and was really aroused all at once.

She laid him on the bed, unzipped his trousers and within one second she pulled his cock from his boxers and let out a little giggle.

His penis was long and fat, honestly it was something you would see in porn..

I was just sat at the end of the bed, all I could hear was his moans and the slurping of her mouth trying to fit him inside.

I pulled her dress up and her pussy was so wet it was dripping down her thigh, something I didn’t even know was possible.

She was trying to please him in every way she could, it was like seeing behind the scenes of my girlfriend cheating.

Before I knew it he pulled her head up and they switched and he went down on her.

I was awkward and didn’t know what to do so I just watched.

He was massaging her pussy while he sucked her clit, the moans she was making where like nothing I’ve ever made her make.

She reached orgasm in minutes, quicker than I’d ever made her cum (that hurt a little).

She pulled him up, literally begging for his cock trying to thrust it in with her hips. He put a condom on.

There was a weird part of me that wanted his cock to be uncomfortable and not enjoyable for her, even though I was so aroused at the idea of her enjoying it.

Guess what?

He glided inside of her I had no idea she was so deep and could stretch that much.

All I could see from the back was his cock covered in her cum and pussy juice as he thrust inside her.

She was moaning, then taking deep breaths and then cumming and repeating the cycle.

He knew exactly how to hit her g-spot and she looked like she had forgotten I was there.

Then he flipped her to doggy style position and she waved me over, she put me inside her mouth while he thrusted deep inside her.

He was thrusting so hard she couldn’t suck my dick, it was lucky because I couldn’t have lasted a second in her mouth.

I’m not sure, but while in doggy I think he put his fingers in her ass but it felt like he did (this was against our rules) but it was like my girlfriend wasn’t there anymore, she was so turned on.

He could of made her do anything, she was his and it was like I wasn’t there.

These are the feelings that an unexperieced cuckold feels, well at-least I did.

They must have f**ked for at-least two hours straight, he went through 4 condoms, she was covered in his cum (he gave her a facial and finished on her butt) and he was still making her moan.

I joined in for some parts and masturbated a lot but kept stopping before I could cum, I didn’t want to get orgasm regret while my girlfriend was being f**ked by a bull.

What Happened After She Came?

woman showing censored chest

He left about 4 am, it was awkward, I had some regret, but seeing my girlfriend lose herself and experience something I could never give her was ecstasy.

It’s a weird mix of feelings from sickness and anxiety, to arousal beyond words and adrenaline.

We both had a shower and during mine, she came in and said something like “Thank you for letting me experience that, you’re the best boyfriend in the world, I love you”.

We made out and had sex, her pussy was still stretched to his size, again that’s another thing I didn’t know happened.

I came in seconds and we did our best to sleep in a bed that was covered in his cum, her cum, and their sweat.

The next morning it was a mix of guilt, arousal and awkwardness.

Each day it got less awkward and hotter until we tried it again and again before venturing out to try other guys.

It was hit and miss the first time, but each time it got better, more normal and we became stronger.

Recommendations For First Time Cuckolds

my hotel room

Before you try anything to do with cuckold/hotwife I highly recommend you read this cuckold training plan and then follow these first-time cuck tips and advice.

#1. Use this awesome cuckold techniques

Start by using the webcam method that I talk about in that article.

See what feelings arise, then let your wife try sending nudes and sexting another man.

Check yourself again.

Finally, try a threesome.

I get it you want to be cucked, but trust me the first time you share your lover it’s best if you’re involved…

#2. Don’t let your wife F**K without you present

The first few times you share your wife you need to be there.

That’s why I recommend labeling it as a threesome.

You don’t have to get involved you can just watch, but at least be present.

Nothing is worse than finding out you’re not a cuck while you’re wife has taken some guy that’s hotter, bigger and better than you back to a hotel and is showing him every part of her, especially the parts she doesn’t let you touch and see.

When in doubt threeway it out.

#3. Try simulating cuckolding with a sex toy

Get a suction cup dildo and have your partner ride it while she gives you a blowjob.

Want to see how she takes a massive dick?

Try a penis sleeve, mine adds 3 inches in length and a few inches in thickness.

Sarah literally makes me use it at least once per week and it’s the only way I make her cum through penetration.

This also helps you satisfy her if she turns into a size queen after trying someone with a bigger penis than you.

Want to watch her getting f**ked?

Try a sex machine! These can get expensive, but I own a few of them and nothing is hotter than seeing Sarah take every last inch of her 8″ sex machine.

Want more? You can join our Cuckin hotwife/cuckold community and get access to loads of videos, gifs, captions, stories and guides.

I'm the cuckold of I write about my experiences sharing Sarah and about the things I learned. I've been a cuck for the past 4 years of our relationship, but have been studying this lifestyle for the past 10 years, when I first found out I got turned on by the idea of my partner being with other men.


  1. We’re just starting out now, so I don’t have many cuckold stories, but my wife tells me about how her ex used to make her cum from his big dick and she tells me about all the things they tried and how he was the best lover she’s ever been with.

    • We are just starting …my wife tells me that she wants to be fucked hard by big black cock …and her fantasy is to bring a masseur and fuck her in front of me after fingering and enjoying her and she always tell me that i have a small dick

  2. I guess I’d like to know what happens immediately after the first time? How did you feel and was your wife reassuring in a way that you believed? Was there any sense that she was not being totally honest about her physical and emotional takeaway from the experience? Any sense of a lack of respect for you or that she was now in control?

    • Hey Devon, I’m Sarah (the girl who got shared), after it happened it was a mix of different feelings, there was a little guilt on both parts and we did wonder if we did the right thing. Every day that past after the experience them emotions went away and were replaced by a craving to try it again.

      Luckily Jack and I both enjoy the same things, it’s not about me having sex with some random guy, it’s about how each part of the experience turns us both on. We are both enjoying the experience as much as each other and that’s why it works for us. Our actual relationship hasn’t changed, we spend 95% of our time just doing normal couple stuff, it’s just that 5% when we let our inner kinks out – Sarah <3

      • It’s nice description

        Both of you are lucky to enjoy it.

        Keep it up!

  3. Our first-time cuckold experience was a few years ago. We decided to do it on vacation and it was pretty magical as everything just fell into place. My husband did the classic thing of sitting and watching from the corner of the room and it just felt so right, it really opened the doors for us.

    • So would you say that it made sexual experiences with just you and your partner better? Or would you say that he is sub par?

  4. I want to see more and know more about what I can do to get my wife to do a cuckold. We have had a few 3somes and we both enjoyed it very much but know she wont let me share her. what can I do to break that barrier

    • You should try to share about your interest and convenience her for a trial……
      Or else suddenly introduce your choice bull to her

      She will get ready, when she find someone there . Then try to approach her for a trial

    • Hi, my wife and i are Arabs and it started when i bought a Huge didlo 18 cm long and 6 cm wide.

      I started talking to her while f…ing her as if some other man is doing so and now she is seriously addicted to the idea and the fantasy.

      I have a strong feeling she badly wants to try this in reality with another man, but both of us are scared to say it to each other.

      I am also so scared i would be turning my wife into a bit….h and our marriage would be spoiled.

      Especially that we have kids.

      I am seriously lost.

  5. My husband wants to share me, I want to try and we’ve talked about multiple times. He is experienced with it as he and is ex-wife did it regularly. but is there a place for tips and tricks for the females to make the experience less awkward ?

  6. My wife and I just began cucking in 2018. The thing I can pass is the identifying of all the odd feelings at the beginning, and still some yet. One minute you are turned on beyond belief, the next you want to grab your wife and run away with her, and EVERYTING between. Once you understand your feelings and talk with your wife about them, you will be able to understand and control them. That’s when the growth between the couple will flourish. Now when watching my wife, or sharing her has become so amazing and it takes us both to sexual satisfaction and a level of love and trust neither of us thought possible.

  7. What’s it like to skip the condom so that you can eat a creme pie. Also have you let a guy cum in your mouth. That’s one of my strongest fantasies

  8. Me and my wife have talked about it but she is very unsure about doing it she feels like she is betraying me and that we will never be the same again I was just wondering should we stay away from this life style if this is how she feels.. the only thing that makes me keep coming back is everytime we talk about it, it always Leeds to great sex between us so it makes me feel it’s something she has thought about but is afraid to admit it….by the way thank you both for opening up about your experience it’s so hard to talk to friends about it

    • Hi Steven
      We have only tried once. We found a guy on AFF. We texted back and fourth. I met the guy on my own at a bar just to talk. My wife was too shy to go with me. I let my wife know that everything would be fine. We finally decided that he would come to our place. We did set up some boundaries. The day was extremely nerve racking leading up to it. We did have a plan but it kind of went out the window. When he knocked on the door Bonnie answered and we started off with the 3 of us talking and having some drinks. After a couple drinks Bonnie went upstairs into the spare bedroom and our Bull went up several minutes later. The Bull and I talked about a few different things. He then proceeded up to the washroom to undress. It didn’t take him long. He proceeded to the bedroom. Bonnie was in her black lingerie lying on the bed. Our bull started off by licking her pussy. After a few minutes Bonnie decided that she was going to reach into his underwear and start sucking his cock. He wasn’t completely erect but it didn’t take long. He was at least 1” longer than me 7.5-8”. After a couple minutes of sucking our bull proceeded to insert his penis into Bonnie’s pussy. It was extremely hot to watch but very emotional. I wanted to video so that I could watch afterwards.

  9. I’m interested an extra marital affair with desired cuckold couples. But till now, never met any genuine one.
    Still in search of…….

    • Look if anyone ain’t sure that’s means you both want to try it.ok so stop stalling and do it. !!!

  10. It’s nice description

    Both of you are lucky to enjoy it.

    Keep it up!

  11. I would like to check out the different sites .I don’t think I am one hundred percent cuckold.But I am not a bull for sure.

  12. The biggest fear for a man with a proclivity to this lifestyle is truly believing his wife loves him. Lust and love are two separate feelings. As a man you grow up with a desire for sex. Lots of it actually. But you don’t love the woman you jerk off too. You just want to scratch that itch. It’s no different for a woman. Having a basic understanding of that difference will help. But not all of it. There is an intimacy with her and that man that will without a doubt rattle your cage. That is awkward and not much of a turn on and you will feel that regret, guilt, shame, jealousy, angst, maybe even anger and disgust. DO NOT, and I repeat, DO NOT put that on her. It all comes back to whether or not you believe that she loves you. If she truly does, you will fuck that woman up bad. It was a gift from you that you both can enjoy and you just pissed on and set it on fire. But if you truly are a cuckold, you worship the ground your wife walks on. It is truly a beautiful feeling for a man to give his wife everything in that this world is. It’s not ” happy wife happy life ” , It’s so much more. It’s like giving your soul to this woman because that is the level of your love and commitment. That is a gift that your wife can’t receive from the biggest cock she can fuck. You belong to her and nothing she does will shake you. It’s on a level 10 security level for her. That means something. But if she can’t recognize that, she was never yours to begin with. It requires an absolute faith in your wife. That is the REAL gift for her. That is a love only surpassed by you and your maker.

  13. Our first experience was mind blowing, I remember it vividly, we were down the beach one evening having sex up against a small fence, my GF at the time, now my wife, just blurted out that she was having sex with someone else, my emotions went crazy, but I remember having an amazing orgasm. After she told me all the details, she had been fucking her colleague for months, which they continued until she went to live abroad in the US for a year (he also visited her for 2 weeks whilst she lived in Boston, she says they had wild sex every night).

  14. Hello
    I’m very interested in this lifestyle because sometimes I can’t please my girlfriend completely. I often catch her looking at other men or watching porn videos. I talked with her about the idea and she seemed very interested as long as we agree. Thank you for the information.

  15. Loved watching my ex-g’f take a black guy….it was all my doing…told her my fantasy while making love….got her interested in interacial porn….she particularly liked 1 scene of a blonde cuming while a black stud fucked her from behind…so I would go down her while she watched it….then it happened….NIGHTCLUB….he drove us home but I had to initiate everything….invite him in….I removed her jeans and panties….invited him to sit on the lounge with her…and even then I had to go in the bedroom and watch from there…but he fucked her good and she encouraged him urging him on….and when I knew there was no stopping it….that’s when I cum all over myself…just before he ‘ exploded inside her ‘….it was the hottest thing I’ve ever experienced.

  16. She didn’t need to be convinced from what you’re saying.

  17. I would love to experience something like that but my wife is not into it. We roll play every once in a while and I’ll have her suck a big dildo and say you secretly want big cock and she will say yes but when I actually suggest making it happen she gets upset.

    • Hey Joe, I’m on a similar boat. My gf and I both get turned on talking about it during sex. We’ve shared our fantasies.

      I think we’re both at a place where it’s a lot of fun to theorize and talk about, ups our own experience, but the risks are very real. Not sure it’s worth it, unless mutual respect and trust is there, and lots of open communication.

  18. I have repeatedly asked my first wife about having another man and assured her that I was OK with it. I told her that all I ask is that at the very least, I know about it BEFORE it happens. But she didn’t want to do it. And I’m not sure what happened but she ended up going behind my back and getting fucked by her brother inlaws buddy and then she was feeling guilty and had to confess to me and I was pissed that she lied to me but I was so turned on when she was telling me about it that I made her give me the details and she said that he liked it when she played with herself as he was fucking her from behind and I agreed that it was hot to see her do that but then she said that she has sitting there afterwards and she “felt something ” and I asked her what she felt and she was smiling at me when she said that what she had felt was the big load of cum that he had shot in her pussy without a warning starting to run back out of her and I was in her pussy within a minute of her telling me that because I wanted to know what it felt like to be in her pussy after she had been fucked by another man and it was awesome! I never got to witness first hand but I would always hear about it when she would get back home and I was eating her pussy

  19. My wife loves being a hotwife. She takes cock & cum in any hole, including anal which she never allowed me to do.
    I do love being her cuckold. I’m glad she is having such fulfilling sex, & am glad to be supportive. I feel more couples would benefit from having a relationship like ours.

  20. I want mine to give a blow for me to watch

  21. A few weeks ago my wife went to a conference at the Gold Coast, one evening she sent me a photo of herself with a very old school friend having a drink at a bar, I heard nothing for the next 12 hours. The next morning she sent me a txt saying he’d just left her room, they’d played until about 3am and she’d let him sleep the night. During the day I received a call from the guy, we hadn’t spoken in probably 20 years but he felt guilty and wanted to talk, he basically told me everything, didn’t leave much to the imagination, not sure why he felt the need to explain all the details, very mixed emotions. When my wife got home she told me everything, she said he was very attentive and gave he the best oral she’d ever had, made her cum multiple times. They are planning to meet again some time.

  22. My wife told me of her sexual fantasy to be fucked by a long dick. Hearing this while we were in bed, I thought that it’s classic because this is what I’ve read happening around. But her case is slightly off and different, because she also wants the guy to also care for her afterwards. We are both in loving conditions with 2 kids, but it seems from that tell, that she wants 2 men to care for her. How do I interpret these messages?

  23. I remember the first time I fucked my wife when she came home with her pussy filled with cum. It felt so warm and wet. I came in a couple of minutes. I fucked her 3 more times and came two more. She asked me to finger her the next morning and I actually got 4 fingers in her. She likes being stretched but not deep. She said that hurts her. We do this all the time now.

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