Leggysandy Stepping Out

For hotwives and the men who adore them.
leggysman

Re: Leggysandy Stepping Out

Unread post by leggysman » Thu Oct 20, 2022 3:32 pm

What a night!

S is a superstar. It was great! We just got home. I'll write something in the next day or two.
kaskap79 wrote:
Thu Oct 20, 2022 9:18 am
Will it also be your first threesome?
I had one, many years ago with my girlfriend and male roommate. Of course, I married her (now my ex). It was pretty vanilla; he wanted the lights off, and he didn't last long at all.

Anyway, this was nothing like that :whip:

CuriousUK
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Re: Leggysandy Stepping Out

Unread post by CuriousUK » Thu Oct 20, 2022 10:45 pm

Sooo looking forward to hearing ALL about it 😈 Glad you had an awesome time

54321
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Re: Leggysandy Stepping Out

Unread post by 54321 » Fri Oct 21, 2022 5:38 am

Anyway, this was nothing like that :whip:
Good to hear!

54321

leggysman

Re: Leggysandy Stepping Out

Unread post by leggysman » Fri Oct 21, 2022 7:13 pm

Leggysandy's Thursday date with Anthony ... and me! :D

I have always said that I'd love to have an MFM threesome with S. However, for me that was secondary to her transition into being a hotwife, and simply enjoying herself as much as possible. For the time being, it is our preference that she plays alone, for the most part. I love waiting at home for her, fantasizing, receiving the odd message or photo, and welcoming her when she returns. And, since she first decided to give this a try, she has discovered that she loves fucking other men - without too many distractions.

After she started seeing Anthony sexually, he on several occasions suggested a threesome. He said something along the lines of "you know A and I are going to fuck you together, eventually". In the course of Sunday's epic date with Anthony - in which he and I both had her in the same hotel room bed a few minutes apart - S decided that their planned Thursday date should be all 3 of us together: her first threesome! For those keeping score, it would be their 4th time, and exactly one month to the day after Anthony made her a bona fide hotwife.

S had a nutty day at work (even though we both work from home) which mostly kept her mind occupied throughout the day. We both managed to squeeze in some preparation time toward the end of the day, and by the time we both logged off, we just had to get the kids sorted, and get ourselves out the door. She again wore no bra, black tights, and her "first date dress" -- the same one she wore to her first meet-and-greet with Anthony. He didn't get to remove her dress that night, but this time he (we!) would.

As we drove the 2 hours to Anthony's hotel, neither of us were nervous. S's work had been so demanding that day that she just went into relaxation mode, as she drove and listened to classical music on the radio. We didn't even talk very much about what we were about to do. Me, I just really needed to pee by the time we arrived. I'd been trying to make sure I was well hydated for that night's big event ;)

Anthony came down to meet us, and he and S had a sexy kiss in the street. We all went to his room. The other times she has met him alone, the clothes have come off very quickly. However, this time she wanted to relax and have a drink first. Anthony and I enjoyed some random pre-mixed cocktails in cans that I'd received from a friend, and S had some white wine. She sat between us, as we boys periodically touched her and kissed her, and talked about how sexy she is, anticipating the beginning of the encounter and - it must be said - we all started to get a little bit more nervous as the minutes ticked by.

S excused herself to go to the bathroom, and Anthony and I had a few moments to discuss some particulars. I thought S would enjoy it best if we started relatively slowly, with some kissing and touching.

She came out, and hesitated, smiling. I told her to come over. Anthony and I stood up, and sandwiched her between us, with him in front. We kissed and touched and squeezed her, and together began to undress her. Anthony dropped to his knees and removed her panties, and as she and I kissed, he began to lick her pussy.

Once S was naked, Anthony and I stripped and stood in front of her. She got to her knees. It was both incredible and shocking in the moment, for me -- I'd never done anything quite like this. Here was another man - her first new lover - standing beside me, our hard cocks inches apart, and my beautiful wife was sucking us both in turn. I'd seen pics and videos from their previous dates, but now it was happening right in front of me. Strange and wickedly hot, all at the same time.

We moved to the bed, and S laid on her back. Anthony moved up so she could continue to suck him, and I went down to lick her pussy. Of course, I couldn't take my eyes off what was happening up there.

She began to get very wet, and it seemed like she was ready. I offered the honour to Anthony, but S thought it was best that I start -- she still has to start slowly with his thick cock. She continued to suck him while I began to slowly, deeply fuck my girl.

Soon it was time, and Anthony laid down on the bed, and S mounted him. She began to work his big dick into her pussy as I rubbed and squeezed her breasts and her bum, and kissed her. When S began to ride him, I stood up to one side, so S could take me in her mouth. For the first time, we were both inside her. It was an amazing moment.

Someone (probably me) called 'switch', and Anthony and I traded places. She rode me while, from below, I watched her sucking him again as he stood beside us on the bed.

After a while, I really just had the urge to watch them fuck. I got off the bed, and S resumed riding Anthony. To stand aside and see them, for the first time, going at it and focusing on one other, was extremely hot.

S rose off Anthony and said that she wanted me to take her from behind. I entered her well warmed-up and stretched pussy and began to give her a good fucking, as she sucked him again. Again somebody (again, probably me) called switch. Next thing I knew, I was enjoying that thing I had always tried to visualize: my wife sucking my cock, while another man filled her pussy from behind. It was another one of those I-can't-believe-this-is-really-happening-right-now moments. As wonderful as my girl's oral skills are, it was just as hot (to me) to sit up and make out with her, while she was being fucked.

Eventually S had to stop for a pee break, and it gave me a chance to propose to Anthony something I wanted to try (if he was comfortable enough); something she and I had done several times with our big dildo friend, Brad. He was game, so when S came out, we had her mount him reverse-cowgirl style, and then lie back on top of him, so I could lick her clit while he fucked her.

It was fun, and I do recommend it. Notes:

- the close-up view was astounding
- when he was thrusting up into her, it was kind of difficult for me to stay 'on target'
- when he was thrusting up into her, I had another man's balls slapping my chin. That was - uh - new. But under the circumstances, I didn't really mind ;)

I took a couple of pics of them in that position, and then once again, I got off the bed so the two of them could fuck. He mounted her missionary-style. I kissed S a bit while he rode her, but mostly I just sat back and watched my wife with her legs in the air, looking gorgeous as she took a pounding from her lover. I snapped a few more very excellent photos!

Anthony moved down and began to lick her again, so I took the opportunity to watch that from above, as S took me in her mouth again. S announced that she wanted to come, so Anthony stepped aside as she rolled on to her tummy, and I straddled her. She struggled to come as quickly as usual (we were all fairly hot and sweaty by now), and after watching intently for a few minutes (studying the technique?) Anthony migrated over and laid next to her on the bed. He put his dick close to her mouth, and she was soon sucking him again. She said later that she really enjoyed this positioning, with the both of us, but she realized that she wasn't yet ready to come.

Anthony again mounted S in missionary position. We told him that he should come. After several minutes of hard fucking, he did -- he pulled out and came on my wife's tummy. What a delightful sight that was!

By now, S was ready. Anthony watched as I helped my girl finally reach her orgasm. After she recovered, she told me it was my turn to come. I tried for a couple of minutes, but I was hot and sweaty, and not too close to the finish line. I stopped and told her I'd take care of that by myself, later :)

We all dressed, and went around the corner to a restaurant, and had dinner like old friends. They sat together, occasionally touching and flirting, while I sat across the table. It was fun! I gladly volunteered to pay that bill.

Finally it was time to go, so Anthony walked us to our car. He and I shook hands and thanked each other, and I excused myself to get behind the wheel, while they had a proper kiss goodnight.

S told us that while she enjoyed the threesome a lot, and that it all felt very good and natural, she thinks she prefers one-on-one. "But we can maybe do this once in a while, right?" I asked, hopefully? I think we probably will.

regular3
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Re: Leggysandy Stepping Out

Unread post by regular3 » Fri Oct 21, 2022 7:43 pm

Wow. What an amazing update. So many questions..
Did her pussy feel and looser after Anthony?
She prefers 1 on 1, how about you? I'm guessing the feeling of the unknown angst v sharing her in a threesome are completely different so you'd want both haha.

afagehi7

Re: Leggysandy Stepping Out

Unread post by afagehi7 » Fri Oct 21, 2022 8:40 pm

leggysman wrote:
Fri Oct 21, 2022 7:13 pm
Leggysandy's Thursday date with Anthony ... and me! :D
You've lived the dream of many of us wannabes. This is about as perfect as it could possibly be.

leggysman

Re: Leggysandy Stepping Out

Unread post by leggysman » Sat Oct 22, 2022 1:56 am

regular3 wrote:
Fri Oct 21, 2022 7:43 pm
Wow. What an amazing update. So many questions..
Did her pussy feel and looser after Anthony?
Maybe a little bit? She was also very wet. One thing I forgot to mention earlier is that when Anthony was fucking her from behind, she would cry out a bit when he entered her. I worried that he was hurting her, although I figured she'd say something in that case. When I asked later whether they were good yelps or hurty ones, she said: a bit of both.
regular3 wrote:
Fri Oct 21, 2022 7:43 pm
She prefers 1 on 1, how about you? I'm guessing the feeling of the unknown angst v sharing her in a threesome are completely different so you'd want both haha.
Totally different! I loved the whole night, but yes, "both, please!" I hope this can be a special treat that we enjoy together, once in a while. I suppose if we did it all the time, it would be a bit less special.
afagehi7 wrote:
Fri Oct 21, 2022 8:40 pm
leggysman wrote:
Fri Oct 21, 2022 7:13 pm
Leggysandy's Thursday date with Anthony ... and me! :D
You've lived the dream of many of us wannabes. This is about as perfect as it could possibly be.
I think so, yes :cool: . It was basically the fantasy come to life - nearly all of it. It couldn't have been much better, really, and most of the credit goes to my wonderful wife. Anthony too, for wanting to include me.

Teamwork never felt better! We're still grinning like naughty kids, and we had a hot quickie on the couch last night, after watching a film.

We'll have a quiet next couple of weeks, but early November might feature some new adventures for S. A couple of new fellas have been getting her juices flowing. And hopefully, she'll see more of Anthony soon!!!

leggysman

Re: Leggysandy Stepping Out

Unread post by leggysman » Sat Oct 22, 2022 2:04 am

Also, Brian is still in the picture. He's been sending S messages saying how much he wants her. She says she expects to see him again soon. She told him she wants more fucking the next time :twisted:

leggysman

Re: Leggysandy Stepping Out

Unread post by leggysman » Sat Oct 22, 2022 2:18 am

leggysman wrote:
Tue Oct 18, 2022 3:49 pm
glassfull wrote:
Tue Oct 18, 2022 11:50 am
Rem, try meeting a man who has had sex with your wife and thinks you don't know about it.
Sounds like something to maybe try someday, for a bit of entertainment, if S is up for playing the cheating wife.
She said this sounds like good fun to try some time. :up:

Greg_N_Shelley
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Re: Leggysandy Stepping Out

Unread post by Greg_N_Shelley » Sat Oct 22, 2022 2:22 am

:up: Great stuff! In my eyes, there are few things as beautiful as a shared night of fun between three in erotic synchronicity.

One question…Since Anthony fucks her bareback, does he pull out to cum as a matter of preference, agreement, or just what feels right in the moment? When I would witness a guy shooting off inside Shelley, it would drive sexual excitement into maximum overdrive. And the feeling of being inside her afterward (all wet, loosened, and gooey) was nearly divine.
Omnia Deus est. Omnia bona sunt!

leggysman

Re: Leggysandy Stepping Out

Unread post by leggysman » Sat Oct 22, 2022 2:25 am

Greg_N_Shelley wrote:
Wed Oct 19, 2022 7:16 am
There’s a different kind of experience between ‘not being there’ and ‘being there.’ Some guys like the angst of not being present and imagining what’s going on based on descriptions or intermittent photos. And I get it. I’ve experienced that too and there’s a fun quality to it. But IMHO, there is nothing so beautiful as actually viewing your girl lost in pure erotic joy and participating actively or inactively as a loving witness.
Agreed! I'm so happy we've tried both, now. You're right -- there's nothing like being there, experiencing it with all your senses. Something I hope we do again someday in the not-too-distant future 🔥

Greg_N_Shelley
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Re: Leggysandy Stepping Out

Unread post by Greg_N_Shelley » Sat Oct 22, 2022 2:28 am

leggysman wrote:
Sat Oct 22, 2022 2:25 am
Greg_N_Shelley wrote:
Wed Oct 19, 2022 7:16 am
There’s a different kind of experience between ‘not being there’ and ‘being there.’ Some guys like the angst of not being present and imagining what’s going on based on descriptions or intermittent photos. And I get it. I’ve experienced that too and there’s a fun quality to it. But IMHO, there is nothing so beautiful as actually viewing your girl lost in pure erotic joy and participating actively or inactively as a loving witness.
Agreed! I'm so happy we've tried both, now. You're right -- there's nothing like being there, experiencing it with all your senses. Something I hope we do again someday in the not-too-distant future 🔥
I’m super happy for you guys! Just smiling from ear-to-ear!
Omnia Deus est. Omnia bona sunt!

leggysman

Re: Leggysandy Stepping Out

Unread post by leggysman » Sat Oct 22, 2022 2:38 am

Greg_N_Shelley wrote:
Sat Oct 22, 2022 2:22 am
:up: Great stuff! In my eyes, there are few things as beautiful as a shared night of fun between three in erotic synchronicity.

One question…Since Anthony fucks her bareback, does he pull out to cum as a matter of preference, agreement, or just what feels right in the moment? When I would witness a guy shooting off inside Shelley, it would drive sexual excitement into maximum overdrive. And the feeling of being inside her afterward (all wet, loosened, and gooey) was nearly divine.
She isn't currently using any birth control, so it's necessary for Anthony to pull out. Just as I did for years, before I recently got the all-clear from the docs in the Spring, after my second (!) vasectomy early this year.

I would love for Anthony to creampie her, with or without me present. She's not convinced about any of the available birth control options for herself. He says he's thinking of getting the snip -- it makes sense for someone in the Lifestyle, with grown children. But then, so does birth control for her. She'll have to weigh the risks and options, as she sees them. I support whatever she chooses.

On Thursday I had planned to let myself finish and then reload (no problemo when there's another guy to take over!) In the prelude to the action, I asked Anthony how he'd feel about me coming inside her. He said he didn't mind, but we agreed that maybe I shouldn't, this time? As it happened, I never finished - but it didn't matter to me. The night was what mattered, and it was fantastic!

Greg_N_Shelley
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Re: Leggysandy Stepping Out

Unread post by Greg_N_Shelley » Sat Oct 22, 2022 3:19 am

leggysman wrote:
Sat Oct 22, 2022 2:38 am
She isn't currently using any birth control, so it's necessary for Anthony to pull out. Just as I did for years, before I recently got the all-clear from the docs in the Spring, after my second (!) vasectomy early this year.

I would love for Anthony to creampie her, with or without me present. She's not convinced about any of the available birth control options for herself. He says he's thinking of getting the snip -- it makes sense for someone in the Lifestyle, with grown children. But then, so does birth control for her. She'll have to weigh the risks and options, as she sees them. I support whatever she chooses.
Thanks. I suspected it was something like that. It’s funny though, some new guys we were with would pull out automatically if it wasn’t discussed beforehand. A sort of gesture of respect, as it were. I always found that rather humorous.

If you’re both done with kids, the snip makes a lot of sense. Shelley had her tubes tied after our last one was born and we never gave the issue another thought. “Go ahead. Fill her up, buddy!”

As for other birth control options, I’m rather cautious. I sired three kids under different forms of birth control. Good swimmers, maybe?
Omnia Deus est. Omnia bona sunt!

afagehi7

Re: Leggysandy Stepping Out

Unread post by afagehi7 » Sat Oct 22, 2022 4:00 am

leggysman wrote:
Sat Oct 22, 2022 2:38 am
Greg_N_Shelley wrote:
Sat Oct 22, 2022 2:22 am
:up: Great stuff! In my eyes, there are few things as beautiful as a shared night of fun between three in erotic synchronicity.

One question…Since Anthony fucks her bareback, does he pull out to cum as a matter of preference, agreement, or just what feels right in the moment? When I would witness a guy shooting off inside Shelley, it would drive sexual excitement into maximum overdrive. And the feeling of being inside her afterward (all wet, loosened, and gooey) was nearly divine.
She isn't currently using any birth control, so it's necessary for Anthony to pull out. Just as I did for years, before I recently got the all-clear from the docs in the Spring, after my second (!) vasectomy early this year.

I would love for Anthony to creampie her, with or without me present. She's not convinced about any of the available birth control options for herself. He says he's thinking of getting the snip -- it makes sense for someone in the Lifestyle, with grown children. But then, so does birth control for her. She'll have to weigh the risks and options, as she sees them. I support whatever she chooses.

On Thursday I had planned to let myself finish and then reload (no problemo when there's another guy to take over!) In the prelude to the action, I asked Anthony how he'd feel about me coming inside her. He said he didn't mind, but we agreed that maybe I shouldn't, this time? As it happened, I never finished - but it didn't matter to me. The night was what mattered, and it was fantastic!
I agree, who cares if we pop off as long as she does multiple times... And hopefully he does too but she's most important

kaskap79

Re: Leggysandy Stepping Out

Unread post by kaskap79 » Sat Oct 22, 2022 4:36 am

From my experience as an FWB, when the husband joins in, it is on a new level.

First the Hotwife can experience more things, but second it calms down the Hotwife and FWB's little insecurity that is always there.

The couples I have been with, I always make sure that the husband always knows that he can participate or have his wife by himself whenever he wants.

So, for all of you, it is an incredibly good thing it went great.

Enjoy the future and look forward to feel your wife's pussy after another man has his cum in it. It is a wonderful feeling.

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Re: Leggysandy Stepping Out

Unread post by RemMb36+ » Thu Oct 27, 2022 10:58 am

Interesting take on the subject and fascinating reading.
My wife says that I can't watch or even be anywhere near her and her fwb. I've read that some of that comes from the fact that she's in management roles at work and usually controls sex at home. Her allowing me to see or hear her become submissive in her relationship with a fwb, and the way he uses her body, are things we can talk about but not ready to let me watch.
I'm just happy to have the reclaiming sex.

RemMb36+
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Re: Leggysandy Stepping Out

Unread post by RemMb36+ » Wed Nov 02, 2022 8:38 am

Hopefully everything is going well

leggysman

Re: Leggysandy Stepping Out

Unread post by leggysman » Wed Nov 02, 2022 9:10 am

RemMb36+ wrote:
Wed Nov 02, 2022 8:38 am
Hopefully everything is going well
Everything is potentially going to be very interesting the next 2 weeks or so, starting tomorrow!

My sexy little hotwife might be quite busy this month, now that all the family visits are finished.

Tomorrow night she is meeting a new guy, R, who we will call Ridley. He was actually one of the first men she chatted with, but it fizzled out when she started seeing Anthony. They struck up again last week, and now they're messaging all the time. They're meeting at a restaurant, without any plan to go anywhere else after. So, there probably won't be much action. But if it goes well, they may meet again soon -- next week? -- for action.

Brian is in town this weekend. S will meet him at his hotel on Friday evening, and again on Saturday afternoon. That's the plan, anyway!

She has a hotel date with Anthony on Weds 9th, and potentially again on Mon 14th.

And then, there's another guy she's been chatting with for ages. He's T, whom we will call Todd. They've been talking about meeting for a drink and possibly more, sometime in the next 2 weeks.

We don't think she'll try to keep up this kind of pace for any extended time. She still says she'd still like to have potentially 2 or maybe 3 steady guys (and go on a date every week or so?). These are like the auditions :lol:

Interesting to note: Anthony, Ridley, and Todd are all well-endowed fellows. Brian is more average size (like me). If he doesn't wow her this weekend, she might drop him. Is there a trend starting here? :shock:

leggysman

Re: Leggysandy Stepping Out

Unread post by leggysman » Wed Nov 02, 2022 9:41 am

Anthony's place is secure as her "main guy" (her words) - her bareback guy - if he can handle her being non-exclusive.

She really likes him (as do I, though perhaps not in quite the same way :mrgreen: ). Both as a friend and a FB. She said recently that she really wants to fuck him every time he comes to town. They've talked about doing some additional things on their dates, such as visiting a jazz club; things I would not really want to do (in this example: I'm a punk guy, and never really warmed to jazz).

RemMb36+
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Re: Leggysandy Stepping Out

Unread post by RemMb36+ » Wed Nov 02, 2022 9:50 am

Wow! Sounds like she's going to be very busy lady and having lots of fun!
I can't wait to hear about it all.

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Re: Leggysandy Stepping Out

Unread post by PlayboyFan » Wed Nov 02, 2022 10:53 am

leggysman wrote:
Wed Nov 02, 2022 9:10 am
RemMb36+ wrote:
Wed Nov 02, 2022 8:38 am
Hopefully everything is going well
Everything is potentially going to be very interesting the next 2 weeks or so, starting tomorrow!

My sexy little hotwife might be quite busy this month, now that all the family visits are finished.

Tomorrow night she is meeting a new guy, R, who we will call Ridley. He was actually one of the first men she chatted with, but it fizzled out when she started seeing Anthony. They struck up again last week, and now they're messaging all the time. They're meeting at a restaurant, without any plan to go anywhere else after. So, there probably won't be much action. But if it goes well, they may meet again soon -- next week? -- for action.

Brian is in town this weekend. S will meet him at his hotel on Friday evening, and again on Saturday afternoon. That's the plan, anyway!

She has a hotel date with Anthony on Weds 9th, and potentially again on Mon 14th.

And then, there's another guy she's been chatting with for ages. He's T, whom we will call Todd. They've been talking about meeting for a drink and possibly more, sometime in the next 2 weeks.

We don't think she'll try to keep up this kind of pace for any extended time. She still says she'd still like to have potentially 2 or maybe 3 steady guys (and go on a date every week or so?). These are like the auditions :lol:

Interesting to note: Anthony, Ridley, and Todd are all well-endowed fellows. Brian is more average size (like me). If he doesn't wow her this weekend, she might drop him. Is there a trend starting here? :shock:
Total rock star!!

Very good update. I like the analysis of “auditions”. That actually makes sense.

My wife indicates keeping up with all the chatting with three, four or more guys is exhausting after a while. Especially after a few months.

Sandy will doubtlessly come to the same conclusion at some point.

In the meantime, enjoy the attention! I enjoy the “new guy” experience. Ha

PBF

afagehi7

Re: Leggysandy Stepping Out

Unread post by afagehi7 » Wed Nov 02, 2022 1:12 pm

leggysman wrote:
Wed Nov 02, 2022 9:10 am

Interesting to note: Anthony, Ridley, and Todd are all well-endowed fellows. Brian is more average size (like me). If he doesn't wow her this weekend, she might drop him. Is there a trend starting here? :shock:
Has she fessed up that she likes the size? Many women say that it doesn't matter and many more don't admit that it does.

What's the biggest?

leggysman

Re: Leggysandy Stepping Out

Unread post by leggysman » Wed Nov 02, 2022 3:39 pm

afagehi7 wrote:
Wed Nov 02, 2022 1:12 pm
Has she fessed up that she likes the size? Many women say that it doesn't matter and many more don't admit that it does.
Oh yes :D She's not shy about loving the size. She said she was happy that mine doesn't feel ... diminished ... after being with Anthony, so that's good. But yeah - big seems to be something she's looking for, now.
afagehi7 wrote:
Wed Nov 02, 2022 1:12 pm
What's the biggest?
Anthony, I'm guessing he's 8" and *thick*
Ridley, we've seen pics and video. He says 8"+, but looks more like standard thickness.
Todd says he's 7"

(I'm 6 and a bit. S says Brian is similar to me but maybe a bit smaller.)

leggysman

Re: Leggysandy Stepping Out

Unread post by leggysman » Thu Nov 03, 2022 5:29 pm

Tonight's date with Ridley

She came home a little while ago, and we talked and had some wine before S went to bed.

They chatted for a few weeks when she first began to talk with guys on the swinger dating site. It fizzled out when she started seeing Anthony, but last week or so she rekindled their connection. She wore her 'first date dress' and drove to Big City (where he lives) to meet him for a drink in an expensive place with couches. She sent me a message when she arrived, and then nothing until 2.5 hours later when she said she was coming home.

They relaxed on the couches - where he had her reclined back on him, and talked a lot and kissed a lot, and he felt her over her dress. Later when he walked her to her car, he slipped his hand inside her panties. Apparently there were - inconveniently - a lot of people around, all night. But there was never any intention to go further, tonight.

He adores my little hotwife and really wants to see her again. She seems inclined to give him a proper hotel audition :mrgreen: maybe next Friday.

Tomorrow (Friday) night, and Saturday, she's meeting Brian again :whip:

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