Leggysandy Stepping Out

[The Owl]

Guys need training... some take it better than others.

[Jamesparistoo]

ok, so we decided to call this guy Paco.

Paco is a great guy really, fun, full attention on me, great listener, really I can't complain.

But oh my, […]

He said it was good and he wanted to do it again. I didn't say anything. I really like him, but I just don't like the way he fucks. It messed up with chemistry and everything, so I now I need to find a way to tell him that in a nice way. :/

Thank you Leggysandy for this hot writeup. Even though the sex was not good, even to the point you don’t want to see Paco again while there was chemistry out of the bedroom, I still think your narrative is really hot. So thank you very much for making the effort to provide these write-ups after your dates (or before, and maybe even a quick one during hahaha), it is really appreciated. Both your write-ups and leggysman’s write-ups are excellent and really make me come back here over and over again. And I am sure I am not the only one… So a big thank you!!

And indeed points for Paco to give you a hard doggy boning and making you orgasm at the end… He can listen apparently…
But poor guy, apparently, and logically, Paco enjoyed himself tremendously with you. I am sure the message will land, and at least he will have wonderful memories of that gorgeous hotwife he once dated…

Hopefully you can soon find a gentleman that is both stimulating your brain and knows what to do in the bedroom…

[leggysman]

Slate magazine has a sex advice column I read, called "how to do it" hosted by the former porn performer Jessica Stoya and a fellow named Rich. Stoya is an old favourite of mine, partly due to her physical similarity to leggysandy. She's a also a smart lady.

Anyway, there was a banner on the site saying they needed more letters, so I wrote one . I thought it might be fun to share a bit of our story with the vanilla people (also: Stoya!)

It's probably a quite a bit more "out there" than their usual topics, and the commenters have not been kind so far (whatever, losers! ) but it was cool that they used it, and nice to get some practical advice from a pro:

https://slate.com/advice/2025/07/marria ... -wife.html

[Cuckcuckgoose1]

It's behind a paywall.

[leggysman]

It's not for me, I dunno, maybe because I use a VPN with European exit nodes. I'm not signed in to anything and using a private/incognito mode

[Jamesparistoo]

It is for me too ($5 dollar if you want to read more than just the first paragraph), European mainland here.

Very curious to read it. Did not know that pornstar but she looks hot indeed!
Bad comments is what is to be expected I guess, unfortunately. Live and let live and open up your mind for different things I would say.

[sandy691196]

ok, time to write a little something about date with Peyton last Monday. Spoiler alert, evening was great, but his actions after were not, so he's been dumped!

He chose another lovely countryside hotel and we met in the bar where I had a small glass of wine before we went to his room. The chemistry is just amazing, so we were all over each other within moments. I knew what he wanted (and it's my absolute favorite way to warm up), so I got down on my knees and started sucking his cock. He kept saying how good I was at it as he was pushing his cock down my throat. Never had it that deep and I am still thinking about it from time to time I then got myself up and bent over bed for him to fuck me from behind... after a while he turned me on my back and kept going until he came. Only, I didn't want him to get out, and told him to stay in which he did until after only few minutes he started getting hard again and started fucking me again. I just loved having him inside! We did 69 after that and then I told him I wanted to come the "old way" (with his cock in my mouth).

That was round 1, followed by a quick dinner before we went to the hotel room and carried on where we stopped

Round 2 was even longer, with sex in all positions, him going down on me and warming me up for something else he had in mind... we ended with anal sex which I hadn't had in a while and again, it felt really good! Submissive part of me just like to be used in any possible way.

Now, don't remember if I mentioned this, but Peyton has been messaging me every day, he'd send a message every day first thing in the morning, he'd wish me a good night. Expect, he didn't do it after first time we met, or this time. So, after sex, he'd go completely quiet (not that he's overly chatty anyway!), but he would just lie there not saying a word, mainly just looking at me. Fine. But then, when I was about to leave, both times he hasn't walked me (or offered to walk me) to my car, he would just give me some sort of quick kiss before I left the hotel. No message that evening, no message next morning. Nothing. I got annoyed and messaged him after 11am, and he was like: oh, I take it you got safely home last night!

Anyway, I told him how it felt. Yes, I like to be used in the bedroom, but I also like to NOT feel used afterwards. Some sort of after care would be nice. "I had a lovely time with you, hope you arrived home safely" message wouldn't be hard to send that evening, or next morning. Why he wasn't bothered at all, I have no idea. His excuses were pathetic and he was apologetic and said he really didn't want me to feel this way and I deserved better. Bottom line is, I do deserve better. This guy is in sexless marriage and just hit the jackpot with me (not bragging, just a fact! ), so not putting any effort right after he got what he wanted just didn't sit well with me.

Anyway, I have another date on Monday with a guy who I met few weeks ago for lunch. He's been keeping in touch every day and so far has been super nice and respectful, so I gave him thumbs up to book a hotel What can I say, I've been feeling horny lately!

Just my 2 bits. Married men tell only part of the story with their marriage to women they sleep with.
Sexless or not, a man choosing to stay in a marriage has something keeping him in it. And sexless is often a gag a married man pulls to justify his playing around.

I have seen this happening with me when sleeping outside marriage. Unless it is a romantic- love affair .. I would tend to emotionally withdraw a bit after sex.. Its kinda defence mechanism.
The man after that great sex with you (or perhaps because the sex was so great) may have withdrawn momentarily behind his emotionally defensive wall?

Dunno why I am making excuses for him .. but just wanted to bring some perspective ..

[boobman987]

Having reread the thread, I have a question that I would like to ask :-
Could you please describe what Leggysandy’s preparations are before she goes out on an hotwife encounter?
I apologise if it has been written about and I missed it.

[leggysman]

Just the usual tedious (for a lady getting ready) stuff really - nothing too exciting to read about I'm afraid. Shaving and all the usual required maintentance. Although at this time of year, she does like to have painted toenails when she goes on dates. That's not something she did too often before. And she doesn't make a daily habit of wearing makeup (doesn't need it, thank goodness!) but usually her dates get a bit of eyes.

She tends to get stressed out when she's getting ready -- she really hates being late for things -- so it's safest if I just stay out of her way. Although she usually gives me a peek if she's wearing fancy underthings, and has allowed me a little bit of farewell pussy licking on occasion, time permitting.

So,

My lovely lady went out tonight with a new British guy who lives in NYC (for the moment). It was definitely only supposed to be a dinner date.

It went pretty well - he's going to need a name.

My wife is awesome. I'm a lucky, lucky man.

[jane]

..ahhh that's wonderful

[Jamesparistoo]

Wow. That is wonderful! Thank you for the hot post answering a good question.

And hot that Leggysandy rode again!! This hot lady is on fire lately!

[boobman987]

Just the usual tedious (for a lady getting ready) stuff really - . . .

Thanks for the info, very much appreciated leggysman.

So,

My lovely lady went out tonight with a new British guy who lives in NYC (for the moment). It was definitely only supposed to be a dinner date.

It went pretty well - he's going to need a name.

My wife is awesome. I'm a lucky, lucky man.

You both are

[fitz_f]

Great news! Look forward to hearing more.

[leggysman]

I know leggysandy wanted to write here about her last couple of dates, but we're preparing to go abroad tomorrow and she's been busy. There's probably not enough available time tomorrow, but I hope she finds time to chime in soon! In the meantime, I'll do my best. We might not be on here much for the next couple of weeks, unless I sort out a good tech way to do it.

Great news! She appears to have found a man with quite a lot of promise - the British guy I mentioned above. She went out for dinner with him on Thursday, and conversation was good. She liked him. Then they went for a walk. The cheeky bugger was walking her in the direction of his hotel. She allowed herself to be sweet-talked all the way up to his room ("for a drink" )

They get on really well and spend lots of time talking. But when it comes to the sex part, she said he's the most excited of any guy she's dated (possibly ever). Like a puppy at whom someone's waving a scooby snack. She finds that pretty endearing.

They had sex in his hotel room on Thursday. She said he has a "lovely cock" which I later learned means it's quite long, nice and thick, and also smooth and nice-looking I guess? She didn't like his kissing or the way he nibbled her clit, but otherwise the sex was pretty good. Various positions, plenty of oral -- he seems to enjoy it, and we all know S does! She didn't come, but I was able to help with that later.

In the next couple of days, she felt more and more positive and excited about him. She schemed with another of her suitors (plus a VHW friend here on OHW) about how to fix the kissing.

He's married, and my wife is his first extramarital. One can imagine why meeting our leggysandy is so exciting. I think he understands how lucky he is. She said I'd like him, and maybe I should take him flying. He's interested in it, so let's do that someday!

They made arrangements to get together again last night (Sunday) at a winery that has a hotel, about 30 minutes drive from here. She was there for nearly 4 hours having snacks, wine, chat, and 2 rounds of fucking . The kissing wasn't too bad (or at least too much) this time, and he didn't nibble. She said the sex was better this time - quite good even. All the positions, and she came twice with him (both "new way" and then "old way"). For the finale, just as she was about to come, while he fucked her mouth, he came and she swallowed. It sounds as though she enjoyed that!

She came home late and exhausted, but we did manage to squeeze in some licking and a third orgasm for her, and one for me too.

He's been using condoms - his choice - but I remain hopeful they'll come to some kind of understanding that elides them (perhaps after a clean test?). She doesn't seem too fussed about the condoms so far, but I think we both hope that she can find a longer-term guy who doesn't use them.

They probably won't be able to get together for the next several weeks. We're away, he's back to the US this week, and then we have family visiting until mid-Sept. I have a feeling they'll be keen to get together again as soon as practicable. He owns a business here, and visits frequently. He's moving back to the UK in the new year. We have fairly high hopes for this guy!

Let's name her new man Mark. Everybody welcome Mark!

[FNQLivin]

G’day Mark. You lucky bugger

[Cuckcuckgoose1]

Hi Mark...you lucky moth.. fuc...er.

[Jamesparistoo]

Welcome Mark, you amazingly lucky bastard!

And Leggysman, thank you for once again sharing an amazing write-up about lovely Leggysandy’s exciting escapades. This guy does know he won the lottery I guess, and good signs that they met again that fast and he was also able of making her cum both ways!!! Let’s hope this will be the beginning of many hot encounters as Mark seems to tick many boxes: very eager, good cock, great conversationalist, an avid learner, (quite) local and flexible.

Enjoy your time off, and hopefully you will be able to fix that connection otherwise the OHW forum will be quite the coming weeks…

[boobman987]

Thanks for the incredible update leggysman, you certainly have painted a great picture of the events with Mark.

Enjoy your well deserved break and I hope having the family visit won’t deter Leggysandy too much! I’m sure she’ll be able to make plausible reasons for having to go out alone when the relations are here!!

[Barma777]

Hello, dear Leggysman,
I've been following your story very closely for quite some time now. There are certain scenes I love to re-read! And the pics of course...
Are there any updat3s as of Sept 25? New dates, new plans, more details about S's hotwife lifestyle?

Thank you for all the writing and details you give us here.
Take care

[leggysman]

Thank you guys, for being interested in our activities

The latter half of summer has been full of family (traveling to, and visiting us) but things should be getting back to normal after this weekend.

Hopefully she will get together with Mark again sometime soon?

She may actually have a first date with a new guy on Sunday night. Not sure whether that's been confirmed.

[Barma777]

Thank you guys, for being interested in our activities

The latter half of summer has been full of family (traveling to, and visiting us) but things should be getting back to normal after this weekend.

Hopefully she will get together with Mark again sometime soon?

She may actually have a first date with a new guy on Sunday night. Not sure whether that's been confirmed.

When you say you are not sure, you mean Leggysandy might be texting to arrange the meeting but you are not fully informed? Thought you guys were fully transparent?

In any case, we are eager to read about the sequel of your adventures! Love your story and your dynamic in the couple. In certain sense you guys are my ideal couple! Can't wait to read more news...

[leggysandy]

Thank you guys, for being interested in our activities

The latter half of summer has been full of family (traveling to, and visiting us) but things should be getting back to normal after this weekend.

Hopefully she will get together with Mark again sometime soon?

She may actually have a first date with a new guy on Sunday night. Not sure whether that's been confirmed.

When you say you are not sure, you mean Leggysandy might be texting to arrange the meeting but you are not fully informed? Thought you guys were fully transparent?

In any case, we are eager to read about the sequel of your adventures! Love your story and your dynamic in the couple. In certain sense you guys are my ideal couple! Can't wait to read more news...

We are fully transparent The date has been penciled in and will most likely go ahead, and my man has been informed when it happened. We just didn't confirm time or place yet

[Barma777]

Thank you guys, for being interested in our activities

The latter half of summer has been full of family (traveling to, and visiting us) but things should be getting back to normal after this weekend.

Hopefully she will get together with Mark again sometime soon?

She may actually have a first date with a new guy on Sunday night. Not sure whether that's been confirmed.

When you say you are not sure, you mean Leggysandy might be texting to arrange the meeting but you are not fully informed? Thought you guys were fully transparent?

In any case, we are eager to read about the sequel of your adventures! Love your story and your dynamic in the couple. In certain sense you guys are my ideal couple! Can't wait to read more news...

We are fully transparent The date has been penciled in and will most likely go ahead, and my man has been informed when it happened. We just didn't confirm time or place yet

You are amazing! in every sense possible. You are my reference for sanity and adequacy!

[Jamesparistoo]

Dear Leggyssandy and Leggysman,

I hope you had a wonderful summertime with your family! Always great to wind down and reconnect and spend quality time with your loved ones after hectic everyday life.

But for us it is of course great to learn “things should be getting back to normal” now… We happy and avid readers of your hot adventures (with amazing write-ups and even a scorching hot picture every now and then) know what normal means…

Hope Leggysandy will be able to play again soon so fingers crossed tonight’s date will get confirmed and that this gentleman meets the requirements of playing with our gorgeous hotwife…

And pretty sure that Mark is counting down the days to continue his newly-found extramarital affair life with a hot married lady with the support of her loving husband!!

You rock guys! Have fun!!

[toshare]

Hey Leggysman, I saw you , and posted on a thread you posted on earlier, and it got me wondering how you guys are doing? How was Sandy's date, she still dating or has she found a man she likes and wants to develop a relationship with? Love to hear an update on how things are going with you guys.

My wife and I have found that dynamic to be sexy. It took some getting use to it on my part when she first told me she wanted to find a man who she could date and develop a relationship with. However, I have to say, we do and have enjoyed it when she does find a great guy who she falls for as the dynamic can be very sexy.
We have talked about it sometimes in the am when we wake up next to each other, esp on the weekends when we have more time or can play, too. How sexy it is that she has a bf. She sometimes , even now,is shocked its something I get excited about. She does not fully get my side, but shes glad it works for me , too. There is something very sexy about waking up before she does seeing her pretty body next to you knowing shes there next to you and yet she also has "other desires" or just came home from a date or will be that night etc. It really does give that "shared wife" hotness to next level. Its not only here pretty body but you have to plan differently for events as she also wants to do things with her boyfriend. We do, though, make sure our relationship is #1 as otherwise we agree, its not the same.