Pajama Stories

[eviltwin]

I might have posted this before in another thread, but it fits right in here.

Many years ago, my high school class was going on a skiing trip in the senior year. One of the girls had a large cabin at disposal which we could use.
There were a few rooms, and a large space in the attic, all the boys stayed in the attic, the girls and the teacher spread out in the rooms, except the girl who had the cabin, she stayed on the couch in the living room, I’ll calm her G.

First night we made ourselves ready for bed, G wore just panties and bra, and a sheer black babydoll over it, as her nightdress. I was quite stunned that she wore something sexy like that, and she even toured the attic space hugging everyone goodnight before we went to bed.

Next morning I was up pretty early, along with a few others. We started on the breakfast, and I made a plate and since there weren’t any more chairs in the kitchen area I sat in the small living room were G was sleeping on the couch, we were the only ones there at the time. She woke up when I came in and sat up in her makeshift bed, and to my surprise she slept topless, and as she sat up the covers slipped down so she faced me full on. She had stunning breasts, large and perky, with pale pink nipples which were slightly puffy. It was all I could do not staring at them while she started chitchatting totally oblivious.
To this day I’m not sure if she was displaying them on purpose or not, she stayed that way for at least a few minutes while I sat there, until one of the other girls came in and made an exclamation and said something like “G, you’re showing quite a bit!”.
G then made a small embarrassed laugh and pulled the covers up, and later put on a bra behind the covers.

Nothing else happened on that trip but I’ll never forget that spectacular sight, especially since I hadn’t seen anything like that yet in my young life!

[Dookieman]

The little shorts that so many like to wear as "sleep attire"....it's such a hot visual; I don't think they even realize how hot that is. (like the close female friend I mentioned in the previous post---those occasions where she slept over; she just had the t-shirt and little shorts, and there was some cuddling involved, which was sooo nice; [*note--we weren't entirely alone; on the other side of the room was my roommate and her friend in the other bed] ha, yeah--- the more I look back on this, the more obvious certain things are.)

There was also a "youth program" church trip I just remembered way back (teen years)... and it would be the first time I and the other guys saw the girls in pajamas and little shorts like that. We were in their hotel room and watching tv one night (heh, surprising that this was allowed by the chaperones at the time), and one of the older girls was walking around; I guess her sisters gave her a funny look about what she had on and she said "ah, relax I got shorts on"...apparently oblivious (or just not caring) how distracting that was to us at the time. It's another one of those times where you really want to sneak a peek but it's awkward because other people are there and would notice you checking that out, haha. They were really small, loose shorts too...from the angle of sitting on the floor I got a slight glimpse of her slightly jiggling cheeks as she walked across my view. She may also have felt comfortable since the room was dimly lit---the tv was the only significant light source in the room. Unfortunately, that little glimpse of cheeks + the view of her legs was all I got to see though.

[Gnome72141]

Was on a walk with my wife and the cats (don't ask), and when we got home, she went inside with the cats while I sat on the front porch to enjoy the weather.

I glanced to the right, and I saw this couple on a walk come around the corner. I had never seen them walking around before. From a distance, it looked like the woman was wearing pajamas on her walk. She had light colored pants on and a very bright pink top.

As they got closer, I could tell they were in the mid to late 20s at the oldest. And sure enough, the woman was wearing pjs: white pj pants with ice cream treats printed on them, and a very clingy, thin, bright pink pj top that went up her neck and long sleeves.

Except that she was braless. And wow, that top was so thin and clingy that she was as good as topless.

She had good-sized C cup breasts, but they were very pointy and cone-like, large hard nipples, and the bumps on her areola were pushing through, too. And they did the very quick tight jiggle, only one jiggle per step instead of swaying.

As they walked by, I didn't see pantylines, either. I kept watching her, and the guy watering his lawn two doors down also stopped what he was doing and stared at her as they walked by.

I then went inside and told my wife what I had seen, and she went into our bedroom and put on her thinnest pj top for me.

[Soupdragon]

Sorry to bump an old thread, but only just discovered it this morning and like the OP one of my favourite things is seeing a woman in her PJs in 'bed' mode, completely oblivious to what can be seen. Some fantastic stories in here!

My first girlfriend used to always wear a strappy pyjama top often without a bra. Although she tended to wear darker colours you could still make out her nipples if you looked closely. Most of them tended to be quite well fitted, so accidental slips weren't a very common occurrence. She did have some looser fitting tops though that she occasionally wore. She was slim and a 34B, so not exactly huge but I still got turned on my seeing them down the top of her pyjama top, or if she was bending over seeing them swinging slightly from underneath.

Although she did have a variety of PJ tops she used to always wear light coloured PJ shorts, which I'm sure were always just a little bit too small for her. She'd never wear underwear with them either, but as they were always quite tight on her it was hard to get any slips unless she was sat cross legged or had her legs spread. It wasn't all that bad though, because they always seemed to ride up slightly, and with no underwear underneath they were always riding up her bum, so could often make out the perfect outline of her crack. Used to always turn me on, especially combined with a loose fitting top!

One weekend we had a few friends round at our new flat with the plan that they were all going stop over. For whatever reason most people didn't end up spending the night and got taxis home. The only person that ended up staying over was my best mate. I just slept in boxers so didn't bother getting ready for bed until I was actually getting in bed, same with my mate. My girlfriend however said she was getting ready for bed so I just assumed she was going to go to bed. About 10 minutes later she came back in her PJs, unfortunately wearing one of the tighter fitting dark coloured PJ tops but wearing her orange stripy PJ shorts.

As we'd just moved in we didn't have much in the way of furniture, me and my mate were on the sofa so she decided to sit on the floor. She sat on her knees for a few minutes before declaring it was uncomfortable so rearranged herself and sat crossed legged on the floor instead and carried on chatting. Me and my mate were playing on the PlayStation at the time so weren't really paying much attention to her, then she angled herself slightly so she could see the TV easier. I happened to glance down and noticed that the girlfriend was at the perfect angle to see right up her shorts for a perfect view of her pussy lips and nicely trimmed pubes above. I smiled to myself and carried on playing. I can't remember what we were playing at the time, possibly Gran Turismo or some other racing game, but my mate suddenly started crashing and driving really badly. I glanced over at him and he was looking down at the girlfriends crotch, quickly looking back at the TV and then back to the crotch.

She laughed and asked why had he suddenly got so shit at racing. He had to think quick, 'oh, errm, I err..... Is that a scar on your knee?'. She obliviously looked, 'yeah I got that when I was younger and fell off my bike...' and carried on with the story.

Yeah buddy, I know that's not what you were looking at! I never said anything, but he quickly looked at me with quite a worried look on his face. I just smiled and gave him a nod. Don't worry about it buddy, I'd have done the same!

-

A couple of years later I dated someone who used to always wear a bra to bed when we first started going out, although she did often wear loose fitting pyjama tops. She was a 36DD, so her excuse for the bra was to stop 'embarrassing accidents'. Told her not to worry about it as I wouldn't be embarrassed and she shouldn't be either so she ditched the bra. Although she never wore PJs in front of friends (or her family for that matter) I was treated almost nightly to a lot of side boob, nip slips, down blouses and up-blouses from her almost uncontrollable tits.

[Gnome72141]

It's nice that someone else bumped this thread other than myself!

My wife has been wearing REALLY thin pjs lately and staying braless around others if they stop by. She knows her flat nipples and areola are perfectly outlined, but since they are long-sleeved and up to her neck, she doesn't understand what is so exciting about them.

Her best friend (female) stayed the night the other night and didn't break eye contact with my wife's nips the entire time. Ha! I didn't blame her.

Her friend also wore pj's without a bra that revealed a lot, also with all of her skin covered, but they were so form fitting that you could make out her inverted nipples perfectly.

That was a great night for me, for sure!

[Maybelater788]

My wife has had the same old pair of pjs for years and has seemly no idea how old and sheer they have become.

She is very conservative and it always surprises me that she wears them. I remember when we were dating coming over in the morning before she was ready seeing her in her pjs and getting down shirt glimpses of her tits. She has small A cup perky tits and I think because she is not used to having big boobs and not having to worry much about cleavage that she is unaware what she shows when she bends forward and her shirt falls open. I have never told her not wanting to stop the show.

She also has matching thin shorts with stretched out leg holes with what is now less than an 1 inch inseam. She doesn’t wear panties with her pjs and when she sits on the couch sometimes cross legged her pussy is visible. She also has a habit of sitting on our kitchen stool with one foot up on the stool seat and resting her coffee on her knee while she sips and reads in the morning. With her other leg down and to the side it is common part or all of her pussy is visible.

I again never say anything enjoying the views and she at least acts innocent about it. Normally when someone is over she will run and change her shirt or put on a bra which gives me the suspicion she has some idea.

One morning we had an oven repair man scheduled and she had one of her older pjs on with a very sheer top that her nipples could be made out through the shirt, especially in the morning sun that comes into the kitchen and a very open and stretched out neck line. She also had on her thin one inch inseem shorts on that viewed from behind without her bending at all the bottoms of her ass is visible any bending and most of her ass is showing.

Anyways the repair man rang the bell and I assumed she was going to run up stairs and change but for whatever reason she didn’t move and actually got mad at me that I had not gotten up already to let him in.

So I thought about telling her about her exposure but then instead figured I would find out how unaware she really was and I have always wanted to show her off. Even when I am persistent she refuses to wear anything intentionally provocative around other people.

I opened the door and there was an middle aged overweight man here to fix the oven. I let him and led him to the kitchen where my wife was starting to fill the coffee pot with water. Initially her back was to us and we could see the lower part of her ass below her shorts. She turned to us hearing us enter the room. It was obvious he noticed her sheer top as introduced himself staring at her chest. He asked about the oven as to which my wife walks to the oven still facing us and opened the two doors of the double oven. She then bent forward peeking into the oven and as she did the large neck opening of her shirt fell open and we could see both her small tits on display dangling and jiggling free and could also see all the way down to her belly button and short waist line. She continued and to opened and close the doors and turned on the oven as she did we watched her tits sway and jiggle. She seemed unaware and continued to talk about the oven about when the oven is on she smelt gas.

My heart was racing. The repairman took obvious notice and some how kept talking to her while her tits were on display. Eventually she stopped and continues to finish the coffee as he got to work on the oven.

He sat in the floor and removed the ovens doors making him slightly lower than eye level to her shorts. The coffee maker just to the right of the oven and we keep the coffee in the lower cabinet. After she filled the coffee maker she had her back to him and then bent over opening the lower cabinet to get the coffee and filter. As she bent over with her ass facing him as I watched her hem line of her shorts rise showing more than half her ass to him with his face no more than two feet from her. I was standing and saw a glimpse of her pussy as the inseam and open leg holes didn’t cover anything. I could only imagine at his angle he must have seen her most of her pussy and asshole.

[Gnome72141]

Originally Posted by Maybelater788

I again never say anything enjoying the views and she at least acts innocent about it. Normally when someone is over she will run and change her shirt or put on a bra which gives me the suspicion she has some idea.

My wife is very much the same way. She wears pjs that cover most of her skin, but they are extremely thin and revealing, and when she bends over it's a complete show. She also has pjs that are rather conservative albeit with shorts that are loose, and she also shows a lot of her wonderful vulva when she sits down.

She must be aware because she will also run and put a bra on if people come over, and she will take the shorts off and put on the matching pants instead.

But other times she will remain braless and in shorts, bending over, sitting so there is a view up her shorts, etc.

And it's not because of the person...she will rush to put on a bra or not put on a bra around the same people. Just depends on her mood that day, I guess.

I remember the very first time, about 20 years ago, when she walked over to her sister's apartment (same building as us) to see her sister and sister's bf about something. My wife ALWAYS would wear a bra around them, but this day she went over braless in pjs with enormous arm holes, giving them both a show. But that was the one and only time she was braless around her sister's bf. I found it fascinating.

Most women seem confusing like that...not wanting to let anything show one day, then being super careful the next, and careless again later, while around the same people and scenarios, so it's not because of the people around.

I remember the first time we vacationed with my wife's family, all in the same cabin. My wife's sister would be so concerned about nothing showing, even wearing a bra under her pjs, just to come out of her room the next morning in her same pj top and braless with her extremely long nips pointing at us, and she stayed braless in her pj top the entire day until dinner. Then she got cold so she put on a thick hoodie and a bra.

[anonjohn]

Originally Posted by Gnome72141

Most women seem confusing like that...not wanting to let anything show one day, then being super careful the next, and careless again later, while around the same people and scenarios, so it's not because of the people around.

This is a good lesson for all husbands. It is something to be accepted even if we never understand why or predict when.

[Curiouscouple2469]

When we were young my 18 yr old cousin would come to stay with us over the summer as we lived in the city and she lived in a very remote country type area.
She had done it for years and each year she just got hotter and hotter, although very naive and sweet I loved hanging out.
I loved her jiggly little bra less tits when she would wear shorts and a white off the shoulder peasant blouse or t shirts.

Late one night we were hanging out watching TV in my brothers room it was late he had fallen asleep and her and I were curled up in the one big oversized chair - her on my lap kinda. She said wait I’ll be right back. I’m not comfortable.

She came back downstairs to his room in a thin little baby doll nighty. As she stood between me in the chair and the light of the TV behind her every little detail of her hard little body was revealed.

I could clearly see her nice little A cup tits and hard nipples pointing out at me and rubbing against the tissue thin material and flat tummy. I was getting a hard on that I was trying to discreetly adjust as she stood there for at least a few minutes letting me admire her and then she climbed right back into my lap to continue the movie.

As she curled up on me she had to feel my hard cock pressing into her panty covered ass and I know my hand and arm brushed over her all but naked breasts a few times as we finished out the show with her head tucked into my neck and shoulder and my arms around her.

Although there were a number of times in past I assumed the peak at a boob down her blouse was just shear good luck this I knew was very intentional and the start of many occasions her and I would share over the years.

[Everard]

Occasions I hope you will tell us about soon!