Category Archives: Panties Man

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Wicked Wednesday

What is it about Wednesdays?!  I heard from all four of the Ashley Madison men I am talking to!  It’s amazing how much time this philandering takes!

I had shared with three of them (not Panties Man) that I was hearing from men with kinks (doms, subs, wearing women’s underwear – oh my!) that I could not deal with, probing to be sure they weren’t hiding such proclivities.  They reassured me they were not, each in their own way.  Phew.

Before I wrote this post, I had not looked at them side-by-side… as I do I realize how typical these emails are of each man, how similar and how different they are, and the range of choices I have!

Which one would you pick first?

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There was email from Ashley Madison, showing me six men in my area who signed up recently.  I like looking at them… it shows their nickname, age, town and a photo if they’ve posted one.  I am horrified by the face photos… seems like indiscretion of the highest order!  Dude!  Your wife can log on and see you!  Your boss can see you!  I clicked on a couple of profiles but as usual they hadn’t written much if anything yet.

Tip for men – don’t join AM until you have a full profile ready to go!  AM will show it to women right away and you’ll miss a big chance to get some attention!  And if you put a public photo, post one without your face!

I tried to think of writing to one, but that just didn’t seem possible.  It tells them I clicked and they can write or wink me if they are okay with BBWs.

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First up was The Professor:

12:32 am

Dear S.,

My fantasies are as unimaginative–and as electrifying–as can be: full-out, hours-long sex with a willing partner who has multiple orgasms.  That’s it.  No one has to play any “roles,” be “dom” or “sub” or whatever the lingo is.  I’ll settle for a woman who plays the role of “woman.”  That’s how plain-vanilla I am.

–Scot

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Next up – Panties Man:

6:52 am

ha!  You’re not sure what that mean???   aw, c’mon; that’s a simple dream to analyze! Was it pretty?  What were you wearing today?  

Thanks for that incredibly hot link!! 

Back to work today.  I’m having to share a cube due to space constraints.  Absolutely no privacy.

Date: Sun, 14 Oct 2012 19:04:16 -0700
From: Sassy
Subject: Sunday hot dogs
To: Rick

Hiya, 
Glad you hear your rolling along.  I had a dream of you in a silky nightgown… not sure what that meant!  Here’s a hot dogging gif for your pleasure.  Rock on, Rick!
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then along came Kevin, AM #1:

6:55 am

Sassy!  Here’s a little morning tingle as I stop you from doing whatever you are doing and pull you over to sit on my lap so you can feel some anticipatory throbbing as my hands work their away exploring your back and my lips lavish attention on the back of your neck.  Good morning!

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Finally I heard from The Lawyer, who had been silent for ten days.

3:54 pm

I hope the sassy girl hasn’t forgotten her lawyerly suitor!  He has returned….sounds like you’ve been busy whilst i travelled!! 😉   It’s absolutely amazing to me what (i) specific sexual eccentricities so many people have, and (ii) how willing, in the confines of cyberspace, they’re willing to reveal said eccentricities! Whilst I am generally amazed, often amused, and almost always tolerant of same, alas, I’m a little short-handed in matters of fetish! 


I hope you won’t find me boring, but I love touch, taste, intensity of feeling and the combined pulses of pure pleasure that come from fully pleasing one’s partner, and in return, being fully pleased. 

My fetish is the feeling of skin-on-skin, the delights of the heat of passion, the wet warmth of a beautiful woman in full throttled passion, her physical urgency and growing forcefulness as we mutually approach a climactic rush.  I hope that’s neither too forward, too explicit, or too “vanilla”… and I do have my own underwear– but wouldn’t mind removing yours…;-)… but I have no need to try them on!

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Panties Man’s Panties

Panties Man and I are still emailing and IMing.  He is a fascinating mix of a caring friend, a very sexy man, and my first interaction with an AM man with a fetish who will openly share it with me.

We’ve fallen into a fun pattern of checking on each other every day, and he always wants to know what I’m wearing.  Taking the advice I’d gotten to give him things to do, I decided to gently demand that he send me a photo of his panties.  I am so curious!  He wants to show me, but also likes to be ordered to do it.  I cant’t go that far, but I tease him a little.  And he showed me.  Every day this week.  There is something so hot about his man parts covered in lady panties.  He has such a handsome torso and bulge!

Here’s my favorite pair he sent – going into the bathroom at work, shedding his slacks and snapping a photo for me!  It was quite a rush to see it.  And he was so happy that I thought it was hot!

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A Month on AM

Saturday, October 13, 2012
[from my private journal]
My month on AM 
I have gone off the deep end into online dating! 
I was in a terrible funk on Sunday night, September 16.  I was in chat with {a lady}, who patiently listened to a rare whine from me about how both my guy and my husband forgot my birthday.  And how it’s been a year since I saw my guy with no prospect to see him again… don’t know if he’d even make arrangements if he was going to be close by or not.  She suggested signing up for online dating.  I resisted.  Mostly because I think no man would want me if I was even close to honest about my height and weight.  The last thing I need is more rejection!  
But she said they would want me.  And to give it a try.  That it would cheer me up.  Even if I never met anyone, just put up a profile and enjoy the attention.  So before I could lose my nerve, I opened a new Yahoo mischief email account, slapped together a profile and put it up there.  I showed it to a couple of the chat denizens, made sure I didn’t say anything stupid.  
The first couple of days 73 guys looked at my profile!  13 winked me and 2 emailed.  I wrote back to the two who emailed, and three of the winks that interested me, so there were 5 guys in play.  Not a tsunami, but I only need one!  All these men are 6’2″ tall and around 200 pounds.  I’d like someone beefier but not finding him. 
1) AM #1
The first guy who emailed me was incredible!  I adored him and we messaged a lot.  Then he disappeared and I was crushed.  I know, I’m an idiot.  But I felt something.  I waited a couple of days, then contacted three guys who had winked me.  
He reappeared after awhile, said he had backed off because he really liked me.  WTF?!  He had not cheated yet, despite having met 7 women, and was afraid I’d be “the one who would make him cheat.”  People said this is a familiar brush off.  But I wrote him back anyway, offered to talk it out with him or only flirt online, whatever.  He wrote back with a photo!  Somewhere between Greg Kinnear and Tom Hanks.  He set up a meet.  Which he postponed.  But rescheduled.  Then postponed.  But I still feel such a connection!  So we’ll see!
2) The Lawyer
Think Sam Waterston – educated, charming urbane senior partner… we used to work at the same firm at different times!  We had a lovely lunch and he told me he wanted more! Wow!  I AM WANTED! We had a delicious kiss in the afternoon sunshine and he asked me to email him.  I did.  We’ve been emailing and waiting for him to find time.  But I fear he is too busy.  Or he doesn’t really want me.  
3) The Dancing Man
Think Anderson Cooper –  intense, edgy and blunt.  Said he was coming off a 3 yr relationship and looking for another long term lady.  He invited me to a hotel room.  I angled for the bar instead.  We had a hysterical run-in with a brand new bartender who wouldn’t leave us alone, but ended up in his room being very nice to each other.  WOW!  and then I never heard another word from him.  I wrote a thank you note.  Nothing.  That stung.  But at least I got to play!  *sigh
4) The Professor
Brilliant, deep, polite and nervous. Well-educated.  Slow.  Careful.  Uses his real name.  Wants mine.  Showed him my chest instead.  He disappeared, then reappeared a week later.  Still negotiating.  
5) Panties Man
Think taller Michael J. Fox – super nice, focusing on finding a friend.  Met him last Friday, felt comfortable, kissed a little in my car.  He left after 30 minutes, so I assumed he didn’t like me.  Less than an hour later he wrote a long email saying how nice I was and he wanted more. 
Chatted online all weekend.  Saturday he told me he’s a switch – wants to dom me sometimes and have me dom him other days. Hmm… Monday he told me he likes to wear ladies underwear.  and wants to be yelled at and called a sissy for doing it.  Like his mother did. So if I had tried to give him a blow job on Friday, I would have found lace and flowers!  I can deal with silky fabric but NO! I can NOT be mean… just… NO.  I feel bad that I can’t help him, but NO.  I told him that but he is still writing.  Ugh.   Need advice on how to make him stop wasting both our time.  Everyone said just run.  But one friend told me ways to play with him, to make his life fun and not be too tough for me.  Assign him tasks.  So I tried a little of that.  It was strange but wild and fun!  And he appreciated it so much!  
So I have three maybes – The Lawyer, The Professor and AM #1.  None of them are particularly chasing me, though they whine if I don’t write back. Even the best one doesn’t click with me the way bloggers or chatters do, but they are local! 
Tuesday night I was talking about AM in chat when someone mentioned another site online, Private Affairs [the site has disappeared since].  I signed up and found four pages of men in this area.  There is less focus on stats and more in info I want to know.  You can look without signing up, which is lovely.  I winked all the men over 6 feet – three of them. I’ve already heard back from one!  So maybe some fun in that direction.  But he’s awfully droll.  
This doesn’t feel like where I want to be but I am learning a lot about what I want and maybe this will get me somewhere better?

Stay tuned!

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Panties Man

The truth came out today.  Guy #5 earned his nickname.  We spent another day on Yahoo IM while we worked at our desks miles apart.  I encouraged him to share his secrets with me, tell me what he really wants me to do.

He trusted me.  I have always been the one a man could talk to, tell his secrets to and feel safe.  He took me into uncharted territory.  He told me that he wears women’s underwear!  Every day… to work.  Under his khaki trousers!

So if I had been bold during our meet on Friday, unzipped his fly?  I would’ve found silk and lace and flowers!  No wonder he was so nervous!!

I poked around in his head, asked about how he got started.  He told me about playing in his mother’s underwear drawer as a small child, enjoying the feel of her slips and panties.  Trying them on.  Getting caught.  Being yelled at and called bad names.  She told his father and there was hell to pay.

He was very clear that he is not gay, doesn’t want to be a woman.  Though he is bi-curious.  He mostly just adores the silky fabric against his skin and the pretty colors.  Hey, fabric.  No big deal right?  I could deal with that.

He used a term I had not seen before – sissy.  He showed me web sites, filled with men in women’s clothing, being dominated, serving women and wearing various contraptions to deny them orgasms.
Check out some of these video clips if you dare.
http://mrslovings-sissy-feminization.com/What-s-New/whats-new.html

Hmmm… interesting.  It’s strange how I can think “Yikes!  I could never do that!” and “Damn, that’s hot” at the same time.

Then he said he wanted to be humiliated, dominated, called a sissy and forced to do degrading things.  He wanted me to be mean to him.  He said he was embarrassed.  And he likes that.

That’s where our train went off the tracks.  I told him I could not do that.  That I found it all fascinating but I was not going to be able to help him.  I made up my mind not to see him again.  I was very sad.  He asked if we could be friends, play in other ways.  I was hoping I would not have the time, that I would spend my time finding someone whose needs match mine.  But I agreed to keep talking.

I talked to my online pals.  All of them said to run screaming.  Except one.  A very kind man offered some suggestions, ways that both of us could have fun.  He said to give him little tasks to do for me.  Tell him photos I’d like to see or a story I’d like him to write for me.  Try domming him just a little.  If it didn’t work I could back away but it couldn’t hurt to try.  That appealed to me.  I felt bad that he trusted me and was so used to rejection… I would explore a little.  It seems worth a try – he is the nicest, most considerate friendly man!

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Hugs with groping

[To read about my meet with this guy yesterday, click back to this post.]

He started the day off teasing me in email: 
Mmmm…I actually still don’t know what you mean by ‘hugs for groping’.  You might have to demonstrate it for me to really get it.
So I sassed him back at length
Good morning!  
You know how everyone online closes their emails with cutsey “Hugs!”  Well, Sassy can’t stop there.  She has to say, “Hugs with groping!”  Because she’s sassy!  And SEXY!  You won’t get that from any other girl.  It’s the moment when she cuts loose!  Because if you get that close to her, damn if she’s going to leave her hands around your waist!   A sassy hug includes at least one serious ass grab, some back massage, a little hip grinding and if you don’t let go, a hand is going to sneak into your front pocket to check on whether all that is having an effect!  If it’s an especially frisky day, your fly is in peril… unzip… slide a finger in… touch skin… ooooh.  
And you are encouraged to grab whatever you like… her amazing ass, a bounteous breast, and maybe even her face for a sensual kiss?  
It is best done in a public place like an elevator or an entryway to a big office building on a Saturday night, or in an alley where people are going to see you very soon, but not right this moment… it’s sexy, it’s dangerous and it’s incredible!!!  But it doesn’t go toooo far… it’s a promise of more.  When you’re alone with me… more… more… more… 
I want you to be totally dense about this concept.  I want to show you over and over!  Touch you again?  Hmmm… welll… YES PLEASE! 
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We shared porn back and forth, looking at various tumblrs.  They are great when you’re figuring out what someone is into.  
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No iced chai latte

Michael J. Fox

It was a beautiful warm Fall day, more like high summer than an October Friday.  I took the day off, had lunch with a gal pal in the burbs so I wouldn’t get so nervous, then headed to meet him at 2 pm at the Starbucks about a mile from there, near his office.  
We had a back and forth in email – he was out running errands at lunch and kept trying to move up our meet,  “I’m at the store, can we meet here?”  
“No, sorry… I’m at lunch with a friend.”
“I’m at the bookstore now, can you come here?”  
“Where?”
“Never mind, stick with the plan.” 
He’s blond – looks like Michael J. Fox with glasses, only taller, in olive khakis and a pale plaid light blue dress shirt, another 6’2″ 200 pounder.  I wore blue slacks with a black button up jersey top with a silky blue scarf.  
When I walked up, he was sitting on the patio at Starbucks, reading his phone.  I gave him a quick hug and he smiled.  He said, “You’re not really thirsty, right?  Let’s go sit in your car. Ok?”  
For the record, I had been looking forward to a nice chai latte all day.  I hate it when a guy changes the plan!  First off, it made him look cheap.  He can’t even spring for a small chai?  Geesh.  Second, I had psyched myself up to sit opposite him in a public place and suddenly he wanted me to be completely alone with him?  ARRRGH!  Don’t do this, guys. 
We walked over to my car.  He asked me if I was nervous.  I told him a little, and he gave me another hug.  It was reassuring.  We got in and he suggested driving around to the back of the complex facing the woods.  This creeped me out even more, but I went along.  There were still people around but it was more private than the front lot.  
Our conversation was strange.  He asked me about my luck on AM.  This is different… it is an unwritten rule that guys don’t ask what else is going on with that.  I told him I had met two other guys, but gave no details.  He said he was talking to a couple other women, but they were grilling him in weird ways like a job applicant rather than a friend or lover, and he was much more comfortable with me.  He seemed very nervous… I asked when his last affair was.  He said four years ago.  It ended badly.  The woman paid for a hotel for his birthday.  Her husband found the receipt.  She gave her husband his name.  The husband called his wife.  Ugh.  I told him that was not a concern with me – I have Hubby’s blessing and I would never give up any real life info.  That I help friends online fly under the radar, know all the tricks to stay safe.
He asked me real world details… I gave vague answers about where I live and where I work.  He did the same.
He stroked my arm and stared at me.  He has piercing blue eyes.  I closed my eyes and took a deep breath.  I could not think when he did that.  I can’t wait until I am past that point!  I am so starved for touch… he watched me, marveled that so little contact could set me off.  I told him he knew why.  He asked if I would be upset if he stroked me elsewhere.  I smiled and he shifted to teasing a nipple through my clothes.  I had to cross my legs… all I could think about was kissing him.  But he stayed in his seat and every time I leaned slightly toward him, he looked away and said be careful, a guy was getting into a car two over etc.  He was scanning around constantly, seemed very nervous even when we were just sitting there talking.  
I put my hand on his leg midway between the knee and the top.  He covered my hand with his to keep mine from moving, and told me he wanted to go slow.  I put my hand on his cheek and we kissed once.  I pulled back but he followed and deepened it.  But very carefully… every time I tried to suck or lick, he backed off.  I began to think he didn’t enjoy it, so I went back to my seat and stared at him.  He played with my scarf, wrapping it around his hand.  
He talked about what he is looking for… said he is a switch. He likes to dom sometimes and be dominated others.  I had not run into that before.  It is not my thing, but I tried to stay open to his ideas.  It’s usually not as scary as I’m imagining.
He gave me another big kiss at the half hour mark and said he had to go back to work.  I assumed that meant he didn’t like me.  I smiled and he disappeared.  
I sat there replaying the meet in my mind, deciding that I was not bowled over by him. but he could be the kind of guy who takes awhile to get to know.  I do wish he had bought me an iced chai.
Before I could get home, there was a long email from him, saying how much he liked me, how he enjoyed listening to my breathing and watching his effect on me.  And he wants to see me again.  After the silence from The Dancing Man, it was a relief to hear from him.  
He emailed the rest of the day with different fantasies he wanted to be our next step.  I sent him to look at Freya’s tumblr… that really set him off – said he liked the dominatrix and her frilly panties.
If I had to decide right now, I would cut him loose.  But there is time to explore and understand more. So we’ll see…

I closed the day with one last email:

Hiya, Can’t go to bed without saying thanks again for making this a very special Friday.  Now when I say “Hugs with groping” you have a better idea of what I mean.  ðŸ™‚  
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Setting up meet #3

Guy #5 found me online on Yahoo IM early this morning.  We chatted all day on and off.

He was very interested in what I was wearing and I asked about his clothes too – the “boxers or briefs” discussion.  He is a briefs man!  He sent me a photo of his shirt front and neck.  Heh.  He asked my bra size.  I asked if he was comparing me to his other AM women… he said there are no others, he is focusing on me.  Whatever.

He asked for another photo.  I sent him my belly button.  He didn’t comment on my navel but liked my panties.

He told me he couldn’t meet tomorrow as we’d tentatively planned – new meetings had come up.  Whatever.

He said he’d like to send me another photo – what did I want to see?  I decided to goof around – I asked for his toes!  A little while later he sent a photo of all ten!  He’d gone to the men’s room, taken off his shoes and snapped a photo!  Wow!  It was such a hoot to ask for something and get it!

I told him I had to sign out – was going out for drinks with my co-workers.  He signed off with some very sexy talk.

I went out and he sent me a very hot message hoping I would read it at the bar.  He described what he would do the first time we were alone.  Oh my!  Luckily I didn’t look at my email until I got home.

I sent him another photo of my cleavage, in a simple white bra this time.

He had asked for a naked breast but I just couldn’t do it.  The demure lady part of me ruled.  He commented a lot about the bra.  He said he has a thing for lingerie.  I felt a little sad, as I don’t.

He told me two of his meetings were moved so he had time in his schedule tomorrow.  He asked if I could I drive out to a Starbucks in the suburbs near where he works?  I decided to break the “the guy should come to you” rule and said yes!  My first “coffee meet!”  My third meet!  Whee!

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Connection #5

He wrote back!  I made a connection with the 5th guy!

Hi, Sassy!

Thanks for the honest email.  I do enjoy keeping in shape, but here, what I really seek first and foremost is a mental connection.  With that, everything else should work out.  People do come in all sizes, and I’m ok with that with the assumption that the person is a nice, and not lazy.  How does that sound?

Also, I do love breasts, so reading what you wrote was tantalizing. ðŸ™‚ 

I look forward to hearing more from you and learning more about you.

R
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It’s okay that I am not a gym rat!  Hallelujah!

I replied outlining my situation, and attached a photo of my famous cleavage!  He wrote right back, very impressed, and gave me his Yahoo IM.  We chatted for about two hours into the evening.  He asked if I would meet him for coffee.  I asked for more time to get to know him.  He was very friendly, nice, interesting, interested in me.  He asked good questions and answered mine.  It was easy to relax and just chat along!  Yay!

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There’s more!

I have tossed The Dancing Man into the “one and done” pile.  *sigh

Just as I was realizing that I would never hear from him again, I got email from Ashley Madison announcing “Today 1 Member has contacted you!”

It may seem like simple concept, but it didn’t occur to me that new men would write to me after the first wave.  Duh.  He sent a message (which costs money) unlike most of the others who viewed my profile hoping I write to them or winked me.

He started out very simply:

Hi!

I liked all that you wrote in your profile. I’d enjoy learning more about you, if you are also interested. Yes?

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The message was too short.  Not specific to me.  But he spent money, I’m a polite person, so I viewed his profile.  Hmmm… a little younger than me.  If he is telling the truth.  No one I have contacted told the truth about their age.  Whatever.  6’0″ tall.  Yes!  180 pounds.  Oh dear… even skinnier than the first batch.  Even if he is fibbing by 20 pounds, still skinny!  Where are the beefy men?!  I want someone about… 235?  250? who will make me feel smaller.  His limits: Undecided.  Ugh.  Any of the other choices are better.  But I shouldn’t focus on stats.  I should read the content.  That’s what I want men to do for me.

His profile was another wonderful “no check boxes” work of art filled with well-written paragraphs!  I picked over each word. It was very different from the list of sexual qualities most men specify under “What really turns me on:”

  • Intelligence  
  • Kindness  
  • A mental connection
  • I truly appreciate mature women 
  • Good communicator
  • Sense of humor
  • Sass.  

YES!  That’s me!  With that last word, you know I had to answer, right?

The only hang-up was under “What I am looking for” the only thing he listed was “Physical fitness.” Hmmm…. of course he wants that.  But no one would describe curvy me that way.  So I decided to reply with more tantalizing words about me, and ask if that was a deal-breaker, an item he could not live without.

If you’re counting, this is the 5th man I’ve replied to (#1, The Lawyer, The Professor, The Dancing Man).  Several people told me I should do my own searches, contact men I like, that was how they met the best guys, but I did not have the courage to do that.  I wanted someone who looked at my stats and my words and wanted to explore further.

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There's more!

I have tossed The Dancing Man into the “one and done” pile.  *sigh

Just as I was realizing that I would never hear from him again, I got email from Ashley Madison announcing “Today 1 Member has contacted you!”

It may seem like simple concept, but it didn’t occur to me that new men would write to me after the first wave.  Duh.  He sent a message (which costs money) unlike most of the others who viewed my profile hoping I write to them or winked me.

He started out very simply:

Hi!

I liked all that you wrote in your profile. I’d enjoy learning more about you, if you are also interested. Yes?

==========
The message was too short.  Not specific to me.  But he spent money, I’m a polite person, so I viewed his profile.  Hmmm… a little younger than me.  If he is telling the truth.  No one I have contacted told the truth about their age.  Whatever.  6’0″ tall.  Yes!  180 pounds.  Oh dear… even skinnier than the first batch.  Even if he is fibbing by 20 pounds, still skinny!  Where are the beefy men?!  I want someone about… 235?  250? who will make me feel smaller.  His limits: Undecided.  Ugh.  Any of the other choices are better.  But I shouldn’t focus on stats.  I should read the content.  That’s what I want men to do for me.

His profile was another wonderful “no check boxes” work of art filled with well-written paragraphs!  I picked over each word. It was very different from the list of sexual qualities most men specify under “What really turns me on:”

  • Intelligence  
  • Kindness  
  • A mental connection
  • I truly appreciate mature women 
  • Good communicator
  • Sense of humor
  • Sass.  

YES!  That’s me!  With that last word, you know I had to answer, right?

The only hang-up was under “What I am looking for” the only thing he listed was “Physical fitness.” Hmmm…. of course he wants that.  But no one would describe curvy me that way.  So I decided to reply with more tantalizing words about me, and ask if that was a deal-breaker, an item he could not live without.

If you’re counting, this is the 5th man I’ve replied to (#1, The Lawyer, The Professor, The Dancing Man).  Several people told me I should do my own searches, contact men I like, that was how they met the best guys, but I did not have the courage to do that.  I wanted someone who looked at my stats and my words and wanted to explore further.