Sexting fun with a friend
 

How do start???

I became friends with Lisa 3-4 years ago while she was dating my best friend. They split up but remained friends and we would all see each other socially quite often. She was always very flirtatious especially after a few adult beverages. Well he moved on and got married and she now has a live in as well. Yet our paths always seemed to cross even both of them had moved on. I was out at the mall one night as I had a hall pass for the evening and plans fell through and I ran into Lisa. We decided some drinks and sushi were in order as my plans for the evening had fallen through and neither one of us wanted to head home to our unhappy home lives.
3 bottles of red wine and 2 cabs later we headed home. We both had a great time that night, drinking, joking, b*tching about our significant others, jobs etc. She texted me the next morning to see if the cab got me home OK and we decided we had such a great time we should do it again.
We have become really close friends or something more complicated. Who knows...don't judge me. We get together 2-4 times a month. (More on that later) for our drinking and b*tching sessions. No conversation is off the table. Sex, relationships, work, etc. etc.
One night we were particularly tipsy and she was scanning through some pics on her phone and bang...some incredibly sexy lingerie pics she had sent to her side thing. She didn't try to hide them so I looked...we laughed. I said feel free to forward those any time. And that was the end of it...or so I thought.

Let me describe Lisa. She is late 30's. Very petite about 5 foot nothing. Perfect little spinner body and the most unbelievable little biscuit I have ever seen. Perfect legs, amazing ass and perky gravity defying 32 B's. She is stunningly cute and definitely turns heads wherever we go. She sometimes dresses pretty provocatively when we got out. Skintight jeans, boots, and low cut tops showing off here small but awesome rack. She knows I love down blouse views and she never disappoints. There is no modesty or hang ups between us. Anything goes.

So anyway after seeing the pics she sent to her we call it a night and jump into separate cabs and head home. She typically texts me the whole ride home as mine is a bit longer to make sure I get home alright. I get a text asking if I want to see her pussy. I respond "sure". She sends me a pic of the rescue cat she just adopted. About a minute later my phone vibrates again and she sent a pic from the neck down. Her jeans were off and she was in plain white panties with black lace trim. She had also pulled down her sweater giving me a nice view of her cleavage and plain black bra. I responded “wow very nice”. Moments later another pic, sweater gone…down to her plain black push up bra. She had em really pushed up and out for effect. My reply…”wow that was hot and very unexpected…but I’ve been staring down your shirt all night at that plain black bra…can you step It up a little.

She replies OK…but first you send a pic.
I respond simply, “…of”
She replies well if you want more you gotta show me a little something.
After a few messages back and forth she convinces me to send a dick pic (my first time).
I fluff up a bit and send her a cock pic about half hard. I captioned it with “half mast”.
She replies if I put on my new Victoria’s secret bra and thong will that get you to full mast?
I responded…only one way to find out.
I am in my garage and I crack another beer…no idea where this is heading. A few minutes pass and then a pic arrives.
2 vibrators and the caption…Pick one.
I choose a blue rabbit vibe and then another pic comes over…pink lace bra and panties.
I am completely hard now and she asks did it work. I say yes. She says “prove it”.
I send her a pic of my raging hard on. We banter back and forth exchanging compliments and innuendoes. She sends another pic. Panties off.. her sweet little ass lying on her side. Then another with a bowl of popcorn covering her goodies. Then another close up of her breasts in the lacy bra.
I reply well since we are really doing this and I’ve shown you all I have…will the bra come off too.
She said she was too shy and insecure about her breasts. I assured her they were awesome and we had already crossed so many lines did it really matter.
Seconds later a pic of those perfect little breasts came over. Her nipples were hard and poking. I was hard as fuck. She asked if it did the trick. I said yes. She said show me so yet another dick pic was sent. She said she could see the pre cum and asked if I was turned on.
What do you think? I asked. She asked if I was going to “enjoy her pics” and of course I said yes. She said she would do the same. She attacked herself with the rabbit and I jacked myself into oblivion. OMG I hadn’t cum like that in ages. I shot all over the floor, on the desk it was everywhere. I had a Peter North moment.
When we both recovered we were a little embarrassed and she said OK time for bed we will talk soon.
We joke about that night all the time. When my phone crashed she was even kind enough to resend me the pictures from that night in case I ever needed them.

So that was my first ever sext session with Lisa. We still hang out all the time...things are becoming even more "complicated"

Based on my experience...
 

I suspect you are going to see even more pics, and then some in person nakedness to follow.

Her excuse will be, "well you've already seen everything" so she will be even more willing to share.

I don't pretend to understand how women think, but I have seen his pattern over and over again.

My wife's friends and even her sisters fall into one of two groups. Those that I have seen naked or topless and those I have not. We are not swingers, but in 24 years of marriage there have been drunken games of strip poker, truth or dare, and skinny dipping.

Of the women I have seen topless or naked, I would say almost all of them I have seen more than once. Sometimes separated by years or even decades between occurrences. But they have all said the same thing.

"You've already seen me naked." When I hear that, I can be pretty confident I am going to see them again.

Good luck.

Pics PLEASE!!!

that was a good story mate

Similar Story
 

Work colleague who was "having issue with her phone" asked me "The IT Guy" to fix it for her. It's just the law, someone gives you a phone to fix you look for photos/videos.

Bingo, within about 10 shots I found what I was looking for topless, naked and even a video of her getting it from her husband. This was "Nokia" days and BlueTooth had only just been invented, but I carried an enabled Compaq iPaq and was able to save the contents off. When I returned the phone she said "oh I haven't lost all my photos have I" to which I said "No, they're all safe, lovely holiday pics by the way..." I left that hanging.

Few days later she text me to ask if I'd seen any other pics on her phone, she was embarrassed and had forgotten they were there to which I admitted "Of course I had seen them, they were fantastic, don't be embarrassed" The text exchanges continued, she liked to ask a question that one "What did you like about the? Have you ever done this before? What's your favourite fantasy" I played up regularly teasing with my own filthy fantasies and she then began to send me pics or give me her phone in the office and ask me if I wanted to go and relieve myself over them (totally true story) So I did, disabled toilet wank, at work, with her phone :eek:

This encouraged me to be more filthy on my nightly texts and fantasies back to her. She would get so turned on reading and trying to send the stories in a direction she like, all the while she was masturbating furiously while I txt as quickly as I could.


I wish I'd kept some of her conversations, I always deleted them. Once she had orgasmed I might not hear from her for a few days, reckon it was guilt, but a cheeky hint at "Got any me holiday photos" worked wonders

Just think two cell phones and all we do is talk on them!:o I guess it's the age thing. I still remember party lines and one ringie dingy-- two ringie dingies on my aunts wooden wall phone.

Aw shucks guys, if I had your number I would sext Dollie a message or two. I'm sure that goes for others too.

Personally speaking, I guess I haven't quite got to sexting yet. But messaging can be used for some outrageously, funny flirting.

Thanks. Sadly we don't even care to learn texting or using the phones for photos. We've had our kids, doctors, and other send texts and have no idea how to check or aswer. If you call Dollie will talk sexy but that's all.
As far as I know no one has sexted yet. So just sext her on her somewhere.
:D

getaway
 

She is taking me away for the night Saturday....she wont tell me what or where but I know there will be a lot of booze and possibly a hot tub. I will report back next week...wish me luck.

Its been a few days...

Yep, she killed him dead.

Yea but what a way to go!;)

sadly...I am not dead
 

Our schedules have precluded us from hanging out the past few weeks. But let me share how things progressed with us after the pic sharing night. It was almost a year after the pic exchange sexting session and we would always hang out drink dine etc. One particularly cold night we went out for dinner and killed 3 bottles of Cabernet. As closing time approached I went outside to hail 2 cabs for us as we live in opposite directions. She insisted I ride home with her 15 minutes in opposite direction and then head home. Driver gave us a flat rate since it was late and not busy so I am headed off towards her place in totally the opposite direction. We squeeze into the back of the cab and she puts her arm around me and we are cuddling in the cold. Everything is kinda fuzzy but I sort of come to and realize we are making out and she is pushing my hand under her sweater. I ask “are we really doing this" and she says yes.
We kissed the whole ride home and when we arrived in her driveway she asked me to walk her to her door. I obliged and we kissed on her porch for a minute or 2. She asked me to stay with her but I declined. I still gave a shit about my marriage at that point so I headed home. One my way home I receive the message below. Well my marriage is currently in the crapper (nothing to do with her ) and I am kicking myself for not staying the night.
….more to follow

Marriage is a challenge at times. It shouldn't be everyday of course, but as humans we have our emotional issues that come into play. Even thou I/we're an open relationship - I don't support "cheating" unless it *IS* over. As GRITS says, get it over with (or something to that effect). But you both should talk and make sure that you both feel or know that its over.

My wife does do things that upset me from time to time- but that *IS* all women! NRE with someone new you are playing sexually with can cloud your judgement and not see everything.

Not to hijack the thread into a self help diatribe but my spouse has refused for 2 years to get any counseling, therapy or medication to deal with severe depression, anxiety, bi-polar disorder and alcoholism. I have begged her to get help but she continues to downward spiral even though I have tried to get her the help and care she needs.
She refuses marriage counseling as well so I guess I have just given up and we are planning our parting of ways...so please don't judge me.... a person can only take so much.

And on a lighter note I saw boobies

Two years? You've done more than many people trying to do the right thing.

So yeah, dude - Move on.
Next time - you better BE having fun with your friend - and she'll be enjoying you.

Oh dear, I fear I'm going to hijack it further when I ask did the words "in sickness as in health" play any part of your marriage vows? On the one hand you tell us your wife is suffering from a plethora of mental illnesses and you want to walk away and leave her to deal with them on her own while adding the stress and strain of a failed relationship to it.

Let's try this one, for example. My wife was innocently involved in a terrorist attack and was blown up. Her upper body suffered severe burns and she is lamed below the waist. She can't have sex. So I'm going to walk away and find myself something sexier and prettier. If that were true, I'd hope you'd all be calling me a right bastard. Fortunately its not true and my wife is healthy and can't wait until we get back together in late December.

Do you take my point. Why are we (collective we for the western civilizations) so unwilling to stick with and try to understand and help people with mental disease, where we go the extra mile and more for people with physical illnesses.

For my sins I do a lot of sponsored walking. I find that with the same effort, I can raise much more money for Breast Cancer Research than I can for a Mental Health Charity. Being depressed in not the same as having a sulk. You can't control the one, the other you can get over with a good kick up the backside. But we tend to conflate the two. Me too. And I have studied these things. And maniac-depression seems to run in my side of the family. I may be a mild case myself.

Anyway, you need help to help your wife. You need to seek advice from your doctor, from your local anti-depression charity, from marriage-guidance councillors who will see one half of a partnership under your circumstances. These folks may be better at getting your wife to accept help than you are. Let's face it, you have nothing to lose. And you need friends and her friends to help you and her. And you need the patience of Job.

Time to get off my soap box. Good luck.

You may have missed the part where she has consistently refused personal and professional help to resolve these issues. That makes all the difference. No reason why she should drag him down with her.

DR

YUP!
 

Yup, that's the point that I say, is why I say "time to exit stage left". We all get depressed from time to time and the thing to do is to talk it out, get help, get meds, etc. Since she is aware that they have problems and he has tried to help her... what is he to do? Can he have her committed? Tie a rope around her and drag her to a doctor's office?

Depression lies. It often takes a long time before somebody's able to cope with getting therapy or meds. But no, you can't generally force somebody to go to treatment unless they're threatening suicide or violence or seriously delusional (and usually that's a 3-day hold, sometimes longer if they're really messed up.)

FW (photo) B
 

Same story here. My wife's girlfriend(s), well one in particular, does that. Her fiancee and I go camping often and to make sure us boys are behaving they get together and send boob shots while we are the mountains fishing.

In one case I got to take the photos while her fiancee was in Colorado hunting deer and she got drunk at our house.

He has returned the favor by sending me some Vegas style shots of her with toys etc.

The original setting....
 

A few years ago when I was married to my now ex-wife Joyce, we became great friends with a guy who had his car parked next to ours at a car show we went to. Joyce was a cutie and was in her late 30's, 5'10" tall,,really nice long legs, long curly sandy blond hair and pretty 34B's.

We got to know Mike really well, he was 20, just starting out in life and had a big hart. We would get together at car shows and we kept up on line with him. This was pre-smart phone lol. Mike lived in New Jersey and we lived in northeast PA, so we only got to see each other at events.

Joyce and I went to a friends wedding and I took several pics of her in a really pretty dress she had on. The reception was at a VFW so it was really a nice time. Joyce had her hair up and dangling down, a look I always like, she just looked great.

I had to travel to New England for work the week after the wedding we went to and Joyce said she was going to share the pics we took with Mike. Joyce and I talked a few times and she said Mike loved the pics and liked how it was a home town and less formal reception, which we loved too.

I got home late and Joyce was up waiting for me and she told me Mike asked her if we have pics of Joyce naked when they were chatting a bit earlier in the nite. I remember laughing and asking her how that came up and she told me he really liked the one pic I took of her she shared with the rest of the pics we took.

She said he was telling her how much he liked that one pic and they ended up chatting about it most of the night. Joyce said she was flattered and told him. She was holding a drink in her hand and you could see her wedding band in the pic and Mike asked her if I was going to mind he was telling her how cute his wife was. Joyce said I would not mind at all and she was right.

Joyce said he told her he liked her figure and Joyce told him I liked how her butt looked in that pic and mike agreed. Joyce then told Mike she didn't realize he was enjoying her pic like that and he asked he if she minded him telling her and she said no, but was just surprised. Joyce said she started edging him on and Mike asked her if she had panties on since he couldn't see any panty lines. Joyce told him she was wearing a thong that me and her picked out. Mike told her he loved thongs and Joyce told him she doesn't wear them that often. Mike said she should because she would look great in one and she said that's what I keep telling her.

Joyce said she couldn't believe he was picturing her in her panties and he told her they could stop, and Joyce said no, that she was enjoying this. Mike said he was too and that Joyce turned him on. He asked what color her thong was and Joyce told him yellow. Mike asked her if she had in a matching bra and Joyce said it was a Victoria's Secret set, and that she picked out the color and I picked the sheer material.

He asked Joyce if we had taken any pics of her in them and she told him we did back when we first bought them. Mike asked to see them and Joyce said she'd have to ask me first and would when i got back back. Mike told Joyce she didn't have to send then because he didn't want me to get mad and she said she really wanted to show him and it wasn't a problem.

Joyce told him you can see everything right through them which is why I liked them and she hoped he wouldn't mind. Mike said that was the point and told Joyce he was fantasizing about lifting her dress up and looking and she told him the dress unzips in the back and that she wouldn't mind. He asked Joyce if she was going to let him take her bra and panties off and Joyce said she was wondering if he was thinking about that. Joyce asked him if it turned him on knowing she wouldn't mind and he said it did, and he asked if it turned her on knowing he wanted to do that, and she said she liked the idea of him seeing her naked.

Joyce asked him if he was hard thinking about it and he said he hoped she didn't mind that he was. Joyce went on to tell him what we did when we got home from the wedding and how I took her dress off and how she undressed me and I was hard for her. She told him I only took her panties off and got her on all 4s on the bed leaving her bra on and took her from behind.

Mike asked if she liked that position and Joyce told him yes, that and her on top were her favorites. He said he would like seeing her either way but would make sure her bra was off...lol...Joyce told him she was wet thinking about it and that she would enjoy being on top with mike so she could see. Mike said he would enjoy seeing her bush up close and Joyce told him she didn't have one and kept it smooth. Mike said he wasn't sure since she was older and he's never been with an older woman.

Joyce said she would enjoy it and asked him if he was stroking thinking about it, and that she had her sweat pants pulled down playing. Joyce said he got him to cum for her.

This was on yahoo when they used to have the chat rooms....

So...
 

Did you end up sharing the pictures?

We did, let me follow up on that when I get some free time....

Had any free time? This was getting good.

Is this an invitation..what should I think of this?
 

Sent a happy birthday text to her as she was away on vacation to celebrate. We messaged back and forth over the course of the day. I had my first hearing for my divorce in the morning and was a little beside my self. I sent this message..."I have completely run out of fucks...none to give and got the below response.

does she mean : we need to F?

That's what it looks like.

I am hoping
 

that's my hope wish me luck...its been about 2 years in the making

Good luck, be sure and give us the details.

No, she clearly (to me) means you and she both need to CHARGE - as in recharge, as in get a break. She's likely to not realize that you think she just offered to swap fluids...

Welcome to tonight's episode of buzz kill theatre....lol

Any updates?
 

Its been about 2 months, is there anything new to share?

I have a few female friends that I wish could move into the sexting level. Even a long distance, sexting only thing!:rolleyes:

Finally
 

well five years (give or take ) in the making and we finally hooked up a few weeks ago. drunk hotel sex and a morning romp before check out time. I have no idea where we are headed but it was definitely worth the wait. details to follow when i have more time

Finally
 

Just found this thread - what a great read and great fun. You HAVE to post all the details and hopefully some pics of this very sexy woman! :D Your "liquid lunch downblouse" story painted such an enticing image of her delicious bod, and sexy business look. Have always enjoyed a well dressed woman with a teasing outlook having those wonderful oops moments, and more... Hope the other things were resolved satisfactorily for you both as well.

weekend trip
 

her and I are going away for the weeknd next week...concert...booze hotels

cant wait

Weekend trip
 

Dont forget to give us details.

Hooked up with her again
 

From the "its complicated" department. We hooked up again last week. I will never understand women and relationships but am happy and thankful for whatever time i get with her.

Right with you on that one, brother! It has been on/off all year with the lady I'm seeing and I can't get any grasp on how the inside of her head works at all.

Great thread. Have a lady I worked with a few years back. She was a lot younger, sort of a mentor-mentee relstionship. Shw would frequently drunk text me when she was out. Guess she sort of likes daddy figures, so it got a little sexy. Learned a lot about what she likes and details of a couple of her adventures. Know she likes to give hand jobs and suck cum off her fingers. Know she likes to be double finger fucked, fully dressed, in near public situations. Know she's multiorgasmic and a screamer.
She moved away, got engaged, now married. We've never gotten physical, but I've seen photos of her titties, full c cups with pale nipples, a nice ass with tan lines and a nice fully shaved pussy, including her fingering herself.
Never been possible to get together in person without our respective significant others around, but suspect if we ever do it will be non stop fucking.