Here’s one such conversation I had with Ben, a husband who reached out just before his and his wife’s first hotwife experience.
Disclaimer: This is a work of fiction. Any resemblance to real persons or events is purely coincidental. These stories are for entertainment purposes only within the context of the hotwife and cuckold lifestyle.
Ben, January 15, 2025 – 7:15 PM
Hi Jeff. My wife, D., and I have been talking about trying the hotwife lifestyle. I’ve been selling her on the idea for months—she was hesitant at first, but last month she finally agreed to give it a try.
We thought about picking someone from a dating site, but every time we found a guy we liked, D. ended up rejecting him. She wasn’t sure she could trust them to treat her with respect. She also worried that things could go rough or, worse, that the guy could go rogue.
So we turned to our social circle—bad idea. But then we mentioned our dilemma to an old acquaintance, G. We’ve known him for years, see him once or twice a year. He’s in his fifties, divorced, lives alone, and—surprise—he offered to be the one.
We were shocked—after all, D. and I are in our thirties, and G. could be our dad—almost. But he made a good case. He’s always had a thing for D. (she blushed like crazy when he admitted it), and since we’re not close friends, there’s no risk of ruining anything long-term. After a lot of back and forth, D. finally agreed.
Fast forward to right now—he’s in the living room. D. just went into the shower to freshen up. I’m nervous as hell. I have no idea how to start this.
Do we all go to the bedroom together? My wife says she’d prefer it to be dark—why? And who should go first? Me? Him? Who should get her warmed up, mentally and physically? She’s excited but nervous. So am I. And G. is just downstairs, waiting. What’s the best way to ease into it—for her, for me, and for him?
Jeff, January 15, 2025 – 7:23 PM
Ben, take a deep breath. This is a huge moment, and everything you’re feeling—excitement, nerves, anticipation—is completely normal. The key is making sure your wife feels safe, comfortable, and turned on.
Here’s what I’d suggest:
1. Setting the Atmosphere
If she wants the lights off, it’s probably shyness—many women feel more uninhibited when they’re not fully exposed. Instead of complete darkness, try dim lighting or candles. It keeps things intimate but still connected.
2. How to Start
Since she’s nervous, it’s best if you take the lead. Kiss her, touch her, make her feel desired. Once she’s relaxed and enjoying herself, bring G. in slowly—let it feel natural rather than staged.
3. Who Goes First?
That depends on what excites you both.
→ If you go first, it’ll feel more familiar and intimate, which might help her relax before transitioning to him.
→ If he goes first, it’ll be more intense and thrilling. If that excites her, let him take the lead while you stay close, whisper encouragement, and stay engaged.
4. Helping Her Open Up
Foreplay and Confidence are key. If she’s tense, focus on kissing, touching, and oral. Get her fully aroused! Whisper to her—tell her how sexy she looks, how much you love watching her like this. This will give her Confidence.
5. Aftercare Is Just as Important
Once it’s over, hold her, kiss her, reassure her. Make her feel safe and cherished. Later, talk about it—ask what she loved, if anything felt off, and if she’d do it again. But let her lead that conversation—no pressure.
Ben, January 15, 2025 – 7:32 PM
Okay, thanks, Jeff. I’m panicking. She’s out of the shower. In one sentence, what’s the best approach?
Jeff, January 15, 2025 – 7:35 PM
Ben, no need to panic. All will go well, trust me. Just look at her, read her body language, and trust your instincts. If she’s nervous but excited, start with just the two of you, then let him join naturally. If she’s already turned on, let him take the lead while you support and enjoy. Stay present, whisper encouragement, and go with the flow.
Check in with me tomorrow, Ben. Let me know how she’s feeling—and how you are, too.
A couple of hours later, Ben came back with an update…
This is a fictional chat for entertainment purposes only.
Ben, January 15, 2025 – 9:25 PM
Jeff, you still there?
It’s done. My wife and I just had our first hotwife experience.
After I talked to you, I had a quick chat with D., and we agreed on how to approach it—just like you advised: dimmed lights, I take the lead, kissing, then oral while G. watches from the corner. Once she’s eased in, G. would quietly join and penetrate her, while I sit back and watch. Then, after he’s done, I was supposed to take over.
I told G. the plan, he agreed, and we joined my wife in the bedroom.
Well… it didn’t go exactly as planned.
But fuck, it was exciting.
I started kissing D., but instead of waiting like we agreed, G. went straight down on her. D. and I weren’t expecting that—but we just went along with it.
As we kissed, he warmed her up a lot and then—again, not as planned—he suddenly told me to go first. Did he panic? I don’t know.
So, I went missionary on her, but I was so excited I had to pull out—I didn’t want to finish too fast.
As I sat back, waiting to calm down, G. just climbed onto the bed—without even asking. He got between her legs, positioned himself over her, about to penetrate her, but she stopped him.
She said, “No,” placed her hands on his chest, and pushed him back. Then she added, “From behind.”
I didn’t expect that. At all.
She had just agreed to let him fuck her—just like that. And, she had a specific request for doggy! Why? She’s never liked that position with me. Why with him?
Then, he took her from behind.
And she took him. No problem.
And Jeff—he was big. Meaty big. And it didn’t seem to be a problem for her.
Now I feel small. Inadequate.
But the worst part? Just watching him enter her—I’m ashamed to say this—but I finished outside.
Within seconds of him pushing into her, I started coming in my hand. Like a fucking teenager.
And then—this took me completely off guard—he went hard on her.
I expected him to take it slow—he’s fifty-eight, after all. But no.
He grabbed her buttocks and fucked the hell out of her.
Not for long—maybe five minutes, but it was intense.
She was crying out so loud I was worried the neighbours would hear. And then, she orgasmed. Hard.
I’ve never seen her shake like that.
She slumped facedown afterwards, panting, her head buried in the pillow.
G. got up, pulled off his condom, and passed it to me.
…To do what with it?
I just tossed it on the floor. (Still need to pick it up and throw it away…)
Then he asked her, smiling, how it was.
And she just told him to leave.
He got dressed and left, and we didn’t even get up to lock the door behind him.
D. and I just cuddled in bed.
Once he was gone, I asked her if she liked it.
She said yes, but that she needed time to process everything.
I can’t stop thinking.
Does she think less of me for finishing so fast? Shall I ask her? Or just let it go? Why doggy? Why with him and not me? Does size matter? Is he better than me?
I feel fucking diminished by his size and stamina.
I don’t know, Jeff. My emotions are all over the place.
Jeff, January 15, 2025 – 9:54 PM
Ben, first off—congratulations. You and D. took a huge step together. It’s completely normal for a first-time experience to play out differently than expected. It sounds like it was intense, raw, and exciting—and that’s exactly how these moments tend to go.
Let’s break it down.
1. Your Reaction—Totally Normal
Finishing early just from watching? That’s not shameful—it’s a sign of how turned on you were.
Many husbands in first-time hotwife experiences find themselves so overwhelmed by arousal that they finish just from the anticipation, even before their wife is fully engaged. That’s how powerful the moment is.
2. Her Reaction—Processing, Not Regretting
The fact that she orgasmed so hard tells you she enjoyed it. Needing time to process? Also completely normal. She’s probably just as overwhelmed as you are, and right now, she’s sorting through her own emotions. Instead of overanalysing, just give her space while staying open and supportive.
3. Why Did She Request Doggy?
You’re wondering why she asked for doggy with G. but avoids it with you. Was it about size? Maybe—but probably not as much as you think. Was it about control? Possibly. Doggy can feel different—some women find it more intense with a new partner. Was it about the moment? Likely. When women are deeply aroused and letting go, they follow their instincts. It doesn’t mean anything bad—it was just what felt right for her in that moment.
4. Does Size Matter?
To some extent, yes. Bigger size can feel different. But more than size, it was probably the excitement of a new partner. Don’t let this eat at you. It was a first-time thrill, not a comparison game.
5. What Is She Thinking About You?
She’s not judging you for finishing early. In fact, she might even take it as a compliment—because it shows how much this turned you on. She’s probably processing how she feels about everything and wondering how you feel too.
What To Do Next?
Give her space—Don’t rush a conversation, let her come to you. When you do talk, focus on emotions, not just the act—Ask how she feels rather than what she thought of you. Be honest about your own feelings—Tell her if you felt excited, aroused, even conflicted. She’ll appreciate your honesty.
Final Thoughts.
Ben, this was your first time. It was bound to feel overwhelming. Instead of beating yourself up over what happened, look at the bigger picture: you both took a bold step together. Give it a day or two, let her come to you, and when you talk, focus on feelings—not just the sex. You did something daring, and your reaction was completely normal.
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