u/charmctyhw

First, not an actual “errand boy.”* Thirty-year old man. (Again, no college boys, thanks.) But we did meet while running errands and… he does have a very large dick.

He reached out after I posted my first success story here, was patient through a pause in my hotwifing adventures, and receptive when I reached out again.

Second, our first encounter got a bit derailed by miscommunication (on my part). However, he followed-up the next day to ensure vibes were still vibing and to ask if I would be interested in meeting in a “non-sexual way.”

Grocery store it was! Think: it’s 90+ degrees out, sundress and flip-flops, and meeting a
guy from Reddit in the frozen food aisle of an overpriced grocery store. (Maybe I have a thing for shopping centers?)

Folks, he bought bagels. We went to UPS while he shipped a package. We chatted while I bought white wine for a dinner party. We ended up seated in (the front seat of) my car, talking about our experiences, what I’m looking for, and his history of stunning partners with his size. I was, admittedly, distracted by the outline of his SOFT cock through his shorts. 👀

We kissed. He called me “adorable” because I giggled. And then he was off with his bagels and a promise to connect soon.

A few days later, we scheduled some time to play along with my husband… but with our luck, this guy had run out of his XL condoms. He stopped at several stores on his way to us, but none were to be found. (“Who the hell is buying all these things?!” I don’t know, Mr. 9”. I don’t know.)

With our schedule tightened and his dick unwrapped, his mission was to enter the Best Pussy Eater in Maryland competition—and boy, do we have a strong contender!

When he arrived, we kissed in the entryway while my husband worked upstairs. This fella stilled my hand when I reached for his cock, not wanting blue balls the rest of the afternoon.

Upstairs, he laid me on my bed fully dressed and simply admired me. I think I blushed a little, in truth, and then I offered to take off my dress. He nodded, quietly watching while I stood up again and revealed the blue body suit we discussed. I turned around, kneeling on the mattress while he caressed my ass. He turned me slowly to my back and began to peel off my lingerie. Freed, he spread my legs and knelt on the floor beside the bed.

😮‍💨

Reader, here’s the deal:

I acknowledge that I cannot be the sole arbiter for the title of Best Pussy Eater in Maryland. It’s a serious competition with a deep talent pool, and should probably have additional independent and repeat testing.

However, despite the prior statement, I believe I’m a stereotypical Pillow Princess when it comes to cunnilingus as well as a connoisseur of tongue fucking. I think I know what’s good.

And I firmly believe that Big Dick Errand Boy, or Mr. 9”, has a magical tongue. A true contender for the title.

Featherlight against my labia. Hard and firm against my clit. Fingers when and where I needed them, curling upward against my g-spot.

Post-orgasm, I called my husband into the room. Mr. 9” and hubby acknowledged each other briefly, but this guy was busy at work and dove back in. My husband watched until a particular hard orgasm flushed my chest and he kissed me, holding down my hands above my head while Mr. 9” held my rocking hips against the bed.

It was another afternoon, folks, where I failed to count the number of orgasms. (I tend to cum fast and hard, and back-to-back. I think this is a good reward for all of the hard work these gents do for my cunt.)

After my clit was too sensitive for more, and the clock was running out for our midday eat-out, Mr. 9” finally stood up, wiped off his chin, and smirked. (Reflecting back, I think I know this look now—a little smug. It’s “adorable.”)

My husband sat down in a nearby chair.

I sat up on the bed, a little breathless.

My husband and the gentleman shook hands, introduced themselves (guess we forgot that part). Mr. 9” said, “She’s incredible, man” and departed.

When we heard the door click shut downstairs, my husband and I exchanged an incredulous grin. He stood up, dropped his pants and lifted his shirt, and crawled between my legs to drive into me.

I wrote previously about how this dynamic has heightened our relationship and our sexual appetite for one another specifically. The instant gratification of reconnecting immediately after an experience with another was intense—and that’s just how I like to be fucked.

There is something particularly striking about the bond in that moment. The odd pride, the gratitude, the love. It’s heady and a little addicting, to be honest.

We recorded a quick video, sent it to Mr. 9” as a thank-you and a “come back again soon.”

And reader, we connected again soon after. Keep your eyes peeled for Part 2.

✌️😘

*”Big Dick Errand Boy” was suggested by Mr. 9”.

P.S. This encounter happened weeks ago. If you’re reading this, have sent me a message within the last week or so since my “ad,” and I haven’t responded, please be patient. Also, please do not send me a “my turn next” message or bombard my inbox. 🙏

My hotwife adventures continue to heat up, and like this Maryland weather, I expect to enter summer hot and wet.

I have had great success so far on Reddit and hope to keep the momentum going. Let’s add to my collection of success stories. [1 | 2 | 3 | 4]

I am: Mid-30’s. Tall (5’7-8”) and leggy. Brunette. Slim but with a soft, MILF belly. Small tits (A/B), solid hips, and a big ass.

I am open to both solo and group play, the latter only with my husband present. Couples welcomed and encouraged.

Repeat encounters are desired. Bisexual guys interested in group play (MMF) are very, very welcome. Vasectomy safe? Fuck yes. Potential future fun. Ability to make it to Baltimore in a half hour? Phenomenal.

Also, obviously, DDF is a must. If in doubt, don’t reach out. I’ll happily provide results and hope you can, too.

I prefer to host, but can travel within reason (and for the right cock). Weekday/daytime hours preferred. I’m a busy MILF.

Men aged 30-50 with athletic builds, broad shoulders, and big hands are welcome to apply. I’m down with DILFs, too. Eligible players include singles and those with aware partners.

Inbox open but full (just how I like to be). And if you’re going to describe your dick, just send a picture. I’m not shy. I’ll send a pic in chat when I’m comfortable.

Please include “Solo Play” or “Group Play” in the first line of your message.

P.S. This is not a cuck situation, folks. 🫶 I am very satisfied, but enjoy a good time.

[Success story time! I love my hotwife experiences, and I love documenting them for me and my partners. This one in particular was a sweaty, fun mess!]

Dearest sexy reader,

This hotwife found her FMM situation and it did not disappoint.

I endeavored to find a gentleman eager to both please me and allow my husband to participate in any way that made all in attendance comfortable and cumming. And what a hot, sweaty promenade it was.

…

And now I will put down my quill for a moment—because Jesus Christ. While my husband and I have explored couple play in the past, this was our first strictly FMM situation. The following criteria was outlined and deliciously met:

Big cock? Check. Fuuuuck. Check.

Into messy blowjobs? Absolutely. (I love giving as much as I love receiving.)

Experienced with couples? YES. AND IT SHOWED. 🔥🔥🔥

Interested in bi or hetero-flexible participation? Sign him up!

Straight talker who also appreciated my over-communication about boundaries, expectations, and explicit desires? Indeed.

Prepared to give me multiple, back-to-back orgasms? He came in READY.

It started with him sending me a thoughtful response to my first success story and scheduling coffee for when he was in town next. (Logistics were hard to navigate between heavy sexting, but we made it! I’m proud of us!)

A coffee and a great conversation (as we walked through one of our favorite neighborhoods) later, we were making out in my bedroom as my husband tried to WFH in the next room. 🥵

Once we were undressed, he made true to his promise and spent considerable time licking my slit and sucking my clit—full, broad tongue.

I was literally dripping from my orgasms, so we did a quick adjustment with a towel, and got straight back to work. And I got to do what I enjoy: deep throat a cock.

With a dick as long and thick as his, I impressed myself with hitting the base and spreading my tongue on his balls.

The gag and moans piqued my husband’s interest. He came into the room just as I was climbing onto my gentleman caller’s face. Our third had expressed his desire for my thighs to be around his head, and… yeah. We did that for a long, long while as I gripped the headboard and gave my husband a truly excellent view.

My husband and I locked eyes while I rode our guy’s face. His feral thoughts were clear in his blown pupils.

My husband stroked his cock while we switched to 69. And truly, it’s a blur after that. Highlights:

• Sharing a cock with my husband. What a sight. I could barely fit both in my mouth. It was 👩‍🍳💋.

• Sharing my husband’s cock with another man. I think the reflection of my reaction was, “Pleased as hell.”

• The two of them taking turns making me squirt and the look of pure delight on each of their faces. It was like a sport.

• Taking water breaks. Laughing hysterically. Going through 2-3 Magnums.

Two hours simultaneously went by quickly and deliriously, deliciously slow.

Toward the end, my head was hanging off the bed with our third’s cock buried deep in my throat and my husband pounding away at my pussy.

I oscillated between cock-sucking and licking our third’s taint/ass, and I could tell he was going to cum hard—and he did, right on my chest, per my request. My husband licked it off while fucking me. He was very close to his release, too.

And then? Oof. 😮‍💨 Our amazing, talented third grabbed my husband’s ass and held him into me while saying, “Cum inside your wife.”

😵‍💫

Ladies and gentlemen, what a fucking afternoon.

It was a literal dream come true.

Our third left after a quick wipe-down, saying, “I’ll let you two reconnect” and leaving us in a blissed-out, tangled puddle on the bed.

A kind, masterful, bisexual third. 💋👋

I am so happy and grateful that was our first FMM experience.

After a decade of marriage and years discussing this lifestyle, we finally took the plunge this spring—two solo encounters for me (the wife) and a gloriously sweaty threesome.

It did not happen the way we expected. The experiences did not match the fantasy we built. We changed our mindset mid-thrust with a glance. And we—well, me—hit the ground running.

It was fast. It was humbling. It was exhilarating.

We have zero regrets… and we’re also a little proud of ourselves.

Each encounter and each potential (or eventual) partner was framed around a conversation before and after. We discussed boundaries, expectations, and reconnection pre- and post-event. We both hit pause when we felt like we needed it. And we sat down, officially, to recap our first foray into the lifestyle—what we liked, what we would do differently, the emotional upheavals and surprises, etc.

Despite me literally fucking four men in the span of two weeks (😬🤭), I came back to my husband each time with deep yearning and gratitude for the connection we share.

While I knew the depths of my love and trust for him before my hotwife adventures, I am now somehow more aware of the special bond we have. And to have it—love and trust—so explicitly expressed and returned to me? Oh… 😮‍💨

Also, the sex between us now? The hottest it has ever been. We’ve encouraged each other to try new things simply because the trust feels tangible between us… and my orgasms have literally been full-body experiences.

Legs shaking. Toes pointing. A flush blooming across my chest and face.

Posting here for the first time simply because I want these thoughts to live somewhere where it could reach someone else thinking about taking the plunge, too.

In the quest for my next hotwife adventure, I met with—let’s call him P for Pleaser, like his other success story—for a quick meet-cute as he was traveling through the area.

We had literally one hour.

I was on my period.

And the most convenient spot was the mall.

If the vibes vibed for our vibe check, it was above waist for me. But for him? I was eager to see the impressive, thick cock he shared via text. I kept my fingers crossed the whole way to the local mall that our vibes meshed as well in person as they did online.

And boy, did they.

A quick, delightfully sheepish wave across the parking lot was enough to ease my nerves.

When we finally saw each other in person, he was far more handsome than his pictures let on. His sexy DILF physique, too, was A+. (I have a type, future applicants!) A warm hug, a nervous laugh, and we were holding hands and almost power-walking through the mall because—yeah, public meet-up first.

Keep it appropriate. Respectful. Hands where you can see ‘em. Check it off the list.

We chatted about our kinks, laughed about Reddit, and ended up in Victoria Secret looking at panties. He teased me earlier about feeling me up in public and he most certainly did—warm and broad hands on my waist, back, and ass.

After a moment, we just looked at each other and nearly simultaneously said, “Vibes vibed. Let’s just go to the car.”

We were like naughty teenagers sneaking off. It was so fucking fun. My cunt still clenches thinking about it!

We got into my car, drove to a quieter spot of the parking lot (while joking that I wasn’t old enough to see Sears in its heyday), and GIGGLED as we both exited the front to climb into the back.

I don’t remember the last time I made out in a car. 2012? Who knows? But once we finally kissed, it was electric.

At one point, his firm hand found my jaw and he angled my neck just so—licking and kissing my tender skin there. I must have moaned loudly because it sent us into another flurry of kisses while I stroked his cock through his pants.

Eventually, we freed his dick—and FOLKS. Yes.

Thick, veined, and hard.

I asked him to keep watch and got busy. I made quick work of getting him as far down my throat as possible, swirling my tongue around his head and pumping his slick cock in my hand as I worked.

A true gentleman, P said, “Wait! A video for your husband.”

(Side note: amazing cinematography skills. Who knew what light filtering through a car window would do for my profile.)

We got about 30 seconds of footage before distraction took over and P held my head down on his cock (🥵). When he came, I was grateful he warned me he was a heavy cummer. A hot, heavy load gagged me for just a moment before I swallowed.

After a quick swipe of the mouth and a zip of the pants, my feet were in his lap for an incredible foot and leg massage from him. We continued to chat about kinks, my hotwife dynamic, the fact that we just did that while he massaged me.

At one point, I was so distracted by the sensation I lost my train of thought… which made his cock throb again. But alas, time was up and we parted ways with another quick kiss.

A wave across the parking lot.

A series of “OMG THAT WAS SO HOT” texts once we both returned safely home.

A contended sigh as I write this.

P, I’m excited to see you again soon for some more fun. Next time in a bed.

P.S. Husband received his BJ, too. 👅

As a newly minted hotwife, I am delighted that I reached out to this particular gentleman. I read the success stories on his profile—and those of his partners—and they did not disappoint. I wanted pleasure. My husband wanted me to have pleasure. This man delivered. And fuck, does this guy maintain his title as the Best Pussy Eater in Maryland. I am still shaking as I write.

We started with a late night chat, and in the morning, we were working to schedule a meeting. I could not believe it.

I reached out first and bluntly with my relationship dynamic. In our chat, we discussed expectations and desires clearly and openly. As a married woman (with a very generous and encouraging husband), this man was comfortable talking about my personal dynamic while holding his own boundaries concerning it.

My husband and I communicated, too. While it was not the exact scenario we originally envisioned together, it was well, well worth it. Respect all around. Kudos to us all.

This Pussy King was a direct communicator and that itself was a huge turn on. Reciprocation was not expected. My pleasure was the goal.

We scheduled coffee for a “vibe check” per my request. Before leaving my house, my husband enjoyed feeling how wet I was in anticipation and sent me on my way with a smack on the ass. This was a moment for me—and us. Despite the nerves, I am so glad I went.

First, Pussy King is a gorgeous man. He’s tall with a great physique and striking blue eyes. Pictures do not do him justice. Second, we hugged immediately with our hellos—very casual, very easy.

Within a short walk with our coffees and a seated talk, I felt completely at ease and ready to head back to his place (even after my chair nearly toppled during the conversation—thanks again for the save, because I know you’ll read this).

We kissed for the first time by my car—and oh. If someone can kiss with their whole body, it’s this guy.

Back at his place, we headed for his room and continued with the incredible kissing. The man is talented with his mouth. He got a full grip on my ass before undressing me, asked to take his own shirt off, and lifted me in his arms to his bed.

And then he got straight to business. He kneeled on the ground before my open legs and suckled my clit. His tongue slid over, and over, and over my slit, and he dove in whenever I got to the peak. Hot. Wet. Firm. I came hard in his mouth repeatedly. He held my hips and hands when I bucked.

Tongue work? Off the charts.

Fingering? I’m still weak.

Pinching my nipples? Didn’t even realize I liked that. Now it’s my new thing.

I lost track of the time and the number of orgasms I had. I tried to announce each one, per his request, but it was probably a mumbled “cumming… fuck” each time.

We took breaks when needed. He offered water. We kissed. He caressed my body.

And then when I caught my breath, he flipped me to my hands and knees, and ate my ass while fingering my pussy. 🍑✌️ Tremendous sensation. I came so hard, my legs shook.

We were on a bit of a time crunch, but when he came up for air, I asked to suck his cock. Beautiful, thick, and long—exactly what I wanted. I asked where he’d like to cum and my mouth it was. I’ve never had someone cum so deep down my throat before.

Afterward, we both were a bit dazed. I could not stop laughing and smiling. My legs were shaking and spent. It was…

Amazing.
Phenomenal.
Exceptional.

I have zero notes.

Later, I came home with a satisfied cunt to find a satisfied husband. 🫡 Mission accomplished.

I felt like a goddess.

Pussy King, thank you for an incredible experience. I hope to return to that mouth of yours very soon.

I’m ready for my next hotwife adventure! 💃