Pajama Stories
 

My favorite thing, ever, is seeing women in pajamas and what they are willing to wear and what they don't realize they are wearing. Usually this happens when sharing hotel rooms or spaces with people. I love when women wear pajamas that they think aren't going to be revealing, yet they are and they don't realize it. Might be a tame topic to some, but it's certainly my favorite of all time! There must be countless stories you all have to share, too!

Here are some examples:

1) The very first time I saw my wife's sister in pajamas was well over a decade ago. I had known her for about two years at that time, but only saw her in regular clothes, and she never showed skin below her collar bone (unless she bent over, but that is a different story). So, when we were going out of town for a wedding and my wife said that we are sharing a room with her sister and boyfriend (now husband), I just assumed her sister would sleep in boring clothes.

We got there pretty late the night before the wedding, and my wife went into the bathroom to change into pajamas, but kept her bra on under her pajamas until the lights were off and she was under the covers, like she usually does when we share spaces. Her sister came out of the bathroom after changing, and whoa...her pajamas were a very thin blue top that was long sleeve and covered tightly from her neck to her wrists to her waist, but it was thin and she was braless, and her small and very dark areolas were perfectly visible, the shape of her tiny saggy breasts was perfectly outlined and they pointed waaay off to the sides, and her very long nips were pressed into the breast. No one said anything, but I was going nuts! She had form-fitting matching blue pajama pants on and I didn't see pantylines, but I couldn't make out any other details, so it was ambiguous. The next morning, she went into the bathroom to shower and get dressed, and came out in a very conservative dress.

Despite being over a decade ago, I still remember it like it was last weekend.

2) My wife used to wear rather unintentionally revealing pajamas when we first met, although I never actually saw her in pajamas for years because we just slept naked together from the beginning, but I saw them occasionally enough to know about them. For a month we lived across the hall from her sister (this was a year or so before the incident above). I came home from a late bike ride, and my wife was gone. She came home a bit later, and she was in her pajamas. She had come from her sister's across the hall. She gave me a hug, and I noticed right away that her nips were poking out and you could see her huge areolas from the arm holes (my wife was a lot smaller back then). I said, "Whoa, I haven't seen THOSE pajamas before!" (I hadn't really seen any of her pajamas before at that point.) She said, "Ya, these are super old. I should probably get new ones." I asked, "Who was at your sister's, just her?" Then my wife told me that her sister's boyfriend (before they got married) was there, too.

I made a face and she asked why. I said, "Because those pajamas leave no secrets, I love them!" She asked what I meant, and I told her to look in the mirror and she turned white as a ghost. She told me how everyone she knows has seen her in that pajama top and she never noticed (the bottoms were just regular pink pajama pants). She said she just never noticed. (A personality trait in my wife that has never changed. She has to be the least observant person on the planet. Even when she can't find her phone yet she moves her phone to look around for her phone...not realizing she just touched her phone...you get the idea.)

Anyway, from that day on, my wife now wears a bra under her pajamas if we are sharing spaces with people (even though you can usually see her panty color and patterns through all her pajama pants, but she knows and doesn't care). There may have been a few exceptions to always wearing a bra that I don't recall, and I always suggest to her to be comfortable and go braless under her pajamas if others are around, but she always still wears her bra to bed around others. Generally no exceptions since the day the above happened.

3) However, :D this brings me to a few weeks ago, which is what inspired this post. A few weeks ago, my wife went to visit a friend that was two hours away. She hadn't planned on staying the night, but she was enjoying herself and she knew it had become too late to drive home on her meds. She didn't bring pajamas, so she went to Wal-Mart in town with her friend to get some pajamas to sleep in (not sure why my wife just didn't sleep in clothes, but I am pretty sure it was probably just an unconscious excuse to get alone time with her friend, being the husband and kids were always around during the visit otherwise).

My wife left the friend's house and came home the next morning. That evening before dinner, my wife was unpacking and I saw the pajamas that she bought, and I asked, "Did you buy those for last night? Will you model them for me?" (My wife knows about my love of pajamas and if she read this post, she would nod her head and laugh all the way through it.) She said of course, and she put them on. They were thin cotton and very cheap, you could just tell. Even though her areolas are very light, they were pretty much visible, and you could see how puffy they are as the top clung to them like saran wrap. The pants were thin and I could make out her bush, but only if I really looked for it for a moment. All she said was she hated how revealing they were...around her belly! :D

I said, "Wow, you wore those?" She smiled and said, "Yep. Pretty outrageous, huh? I figured you would approve!" I said, "But I assume you wore a bra and underwear, though." She said, "Nope. Neither." I was absolutely floored and she could tell and loved my reaction. I asked who saw her in them and she said, "Jen and her husband and maybe the kids." (The kids are like 1 and 3, so that is a non-issue.) I said, "You haven't gone braless in 10 years and I missed it!" She smiled and said, "Yes, you did miss it." I said, "Did you notice if her husband was looking?" She said, "Yes he was, actually." I said, "You didn't care that he was checking out your puffy nips and now he knows what you look like whenever he sees you?" She said, "I am sure he will forget by the time I see him again, so, no I don't care." (If the husband is anything like me, he will never, ever forget!)

I know for some women, this whole thing would be a regular thing and not worth mentioning, but for my wife and her friends, this isn't typical at all. I was so excited for her that she relaxed and let herself be revealing, but at the same time I was super jealous that I wasn't there with her when it happened! :) She stood in front of me and asked me what I loved about the pajamas, and I pointed out everything I could see, how it hugged the shape of her breasts and puffy areolas, and how I could see her bush when she moved certain ways. Based on her expressions, I don't think she realized the extent of how revealing the pajamas were, I am sure she didn't, but she wouldn't come out and say it (but I know her extremely well, and I am sure that was her reaction).

I asked my wife if she changed in front of anyone too (since she slept in the living room and all her stuff was out there), but she said she changed in the bathroom. I asked what Jen and the husband wore for pajamas. She said she never saw Jen in pajamas, but the husband was making breakfast in boxer briefs. I asked if she checked him out and noticed anything in his boxer briefs, and she just said, "I don't know." :) (That means she probably stared at his bulge the entire time but won't admit it. She will probably admit it in a few months, randomly.) She said halfway through breakfast, Jen came out of the room and gave him a look and he immediately went and got dressed. (That, right there, implies a thousand words, lol.)

Anyway, after I checked out my wife in her impromptu, cheap pajamas, we had early-evening great, hot sex, all while the kids were downstairs yelling at us about dinner. And you know my wife is super turned on if she wants to have sex before the kids have been asleep for a few hours! Me telling her about how much I love her pjs would have turned her on normally, but she still would have waited for after-bedtime sex. But talking about her friend's husband seeing her and what she may or may not noticed of him got her going so much, she was willing to have before-bedtime sex. That is really saying something! Now if she would just admit it. :D

I know people will say my wife knew exactly what she was doing, but, no, she is so non-observant and clueless that I am sure she thought she was just being "super daring" just from being braless by letting her nips poke out a tiny bit. She certainly didn't realize she was showing off as much as she did. This might make her loosen up a bit in the future now when we are around others, but more realistically she will be even MORE paranoid for the next 15 years!

What are some of you all's similar stories? Or even the opposite where you were sharing a space with someone and they were much more reserved/prudish than you excepted them to be. (I have lots of those stories, too, but for another time.)

Uncles girlfriend
 

This happened over 20 years ago now...

I deer hunt with family at my uncles farm. We hunters sleep in an old farm shed converted into a bunk house and it sleeps 10. So that particular season the opening day had been a success with everyone filling their tag so that night we had quite a bit of fun at our local bar hangout. Fast forward to bar time and heading back to the farm.

One of my cousins decided it would be a good idea to do some donuts in the field next to our bunk house, revving the crap out of his engine and honking his horn. He finally stops as the rest of us are parked and making our way inside.

Out comes my uncles girlfriend to yell at us for making so much noise and reckless driving. All she is wearing is an old worn out white T-shirt. With the truck lights that were still on her shirt was basically see through. It was November in Wisconsin so it was cold, her braless nips were poking out, her breast swaying as she yelled at us with her hands on her hips. You could also see the shadow of what I would guess was a full bush. I will say she only looked ok for a women in her mid 50s but nipples and bush still had my attention. My uncle had gone out with us so then she started yelling at him too.

My cousin finally got in an apology and she went back into the house. Of course we all found it humorous so then another cousin say “ hey uncle Jim... nice tits!” We all crack up as my uncle heads into the house.

My first girlfriend wore traditional flowy pajama tops which were nearly see through and which barely covered her bikini style panties. Very typical to find her in her pajama top, bikini panties and ankle socks if I visited in the morning or in the evening. Also very typical to end up 7 deep in her when that occured. I can sit back thirty years later and think of her bouncing tits and tan legs in that outfit...great memory and thank you for bringing it up.

Was she wearing this around others, or did she live alone?

The pajama game
 

It was probably twenty years ago when I first started intentionally using pajamas to discretely “flash” people and now I do it whenever I can. It started one morning after I had slept over at my sister’s place and noticed her boyfriend looking at me more than usual. I realized that he had probably gotten a look down my top when I was reaching across the kitchen counter, and now he was constantly watching to see if I did it again. After walking around for a while and realizing he kept moving with me while we talked, I gave him another good look while looking for something in a bottom drawer that I just couldn’t seem to find.

After that I made it a point to try and give him a glimpse anytime I wore pajamas at their house, but never making eye contact or doing anything that acknowledged I knew what I was doing. 20 years later, he’s still around and has been my sister’s husband most of that time. We’ve been skinny dipping and played strip poker once, so he’s seen me naked several times, but I still never get tired of the discrete accidental exposure.

Around ten years ago, after I got married, I faced a new challenge. If my husband got a look down my pajamas when we were at their house he would immediately pull me aside and tell me what happened and suggest I get dressed, or at least put on a bra. It wasn’t creepy or controlling at all, he was just genuinely concerned that I wouldn’t want to expose myself. He was wrong.

That led to the game that I have been playing for the last 5 years or so. I try to flash as many times as I can before my husband notices and warns me that I might be showing too much. I call it the pajama game.

My pajama story
 

It's perfect that this thread has been created as it relates to something that happened to me last night. I had to go pick something up from my girlfriend's sisters house. She's 19, nearly 20 and lives close to us. So I go straight in like she told me to, and she's stood in the front room wearing just a pink night shirt, like an oversized t-shirt, and had wet hair as if she'd just been in the bath or shower. For some reason the thought that she'd just been in the bath or shower just struck me as being really sexy, especially considering what she was (or wasn't) wearing! I was expecting just to quickly pop in and get what i came to get and leave. She however said she wanted a catch up and asked me to stay for a cup of tea. I said yeah okay and she started to make the tea. When she reached into the cupboard to get the teabags, the back of her pajama top rode up a bit, enough to see the bottom of her butt cheeks in her small black panties. I hate to admit that I've always admired her bum and boobs (she's the only one in my gf's family that's blessed in that department) so i have to say it was quite a thrill to see! Before her tea, she went outside to have a cigarette, and being early evening was starting to get a bit chill outside. So when she came in, I could see her slightly hard nipples pressing against her top, making me think of her great boobs even more. As the conversation went on, she became completely relaxed in the way that she was sitting and i got quite a few good looks at her panties. I think she must have noticed me looking, but she didn't ever say or do anything. I was tempted to get my phone out and try sneak
a photo, but didn't have a good enough chance. I left having had quite a good evening! ;)

My wife has had countless friends over throughout the years who I’ve seen in all kinds of sleeping clothes and yeah I’ve admired the boobs under the shirt with no bra, and the jiggle of asses under tight shorts and bottoms. Recently my wife’s friend came over for dinner as her boyfriend was out of town. The wine was flowing and ultimately she asked if she could stay. My wife took her into the bedroom to get her something to wear and they both came out in short cotton shorts. My wife always wears these around the house. They sat with me on the couch and we had more drinks and watched tv. Her friend got up at one point and as she swung her leg off the couch I looked up her shorts and she was definitely not wearing underwear. We skinny dipped with this friend years ago so I’ve seen her fully naked. She always had a full bush. But this night I could see the side of her pissy was totally bare. I didn’t see her actual lips but the darker area on the side was enough to get me going. She also has a really full butt which I’ve always admired so every time she got up I watched it jiggle through the shorts. I kept trying to sneak a peek up the shorts but never got another view.

A few years ago a hurricane came through our area and knocked out the power for a few days. I have a nice sized generator that could run the lights, fans, an AC, and importantly out refrigerator and freezer. We invited a 2 couples to come to our house to camp out for the duration, they brought as many perishables as we could stuff in the freezer, the rest we BBQ'd.

In the evenings the fans kept it from getting too hot, the small AC didn't help much, so bedtime attire was light. I showed them a little trick to stay cool, use a spray bottle to mist your self then get in front of a fan. Our 2 lady guests wore light T's that didn't contain jiggling boobs and nipples, then they misted themselves I got the wet t-shirt affect.

My wife strikes again! Had a friend over last night who I hadn't seen in a few years in person (but we email regularly). We came back from dinner, and my friend stayed for quite a long time.

My wife didn't really stay and talk to us all that much, but she did eventually say she was going to get ready for bed. I followed her into the kitchen to give her a hug, but she said she was still planning on coming back down and chatting with us for a little bit after she gets ready.

I asked her if she was going to wear her new Wal-Mart pajamas, and she said she was planning on it. After I hugged her, I asked if she was going to wear her bra, and she said, "Of course!" I was a bit bummer, but not surprised.

About 15 minutes later, my wife came downstairs in her cheap, thin pajamas, but without a bra, and it was super obvious with her puffy nips being outlined by her thin pjs. (She had beige underwear on, though, that was perfectly visible, too.)

She stood by us and saw my friend staring at her boobs, so she held her arms over her boobs for a bit, but then before she went upstairs, she uncovered them and gave me a huge hug, and tapped my friend on his shoulder as he walked by. Then as she was about to head up stairs, she lifted her shirt and flashed me (my friend was facing the opposite way and didn't see anything).

My friend didn't say anything, but he was definitely distracted in his thoughts and had a hard time having conversation for a bit afterwards. He left a long time afterwards, and I went to bed.

My wife was still awake, and she said she went braless just for me. I said that I noticed she covered herself with her arms and she said that was part of her plan as a little tease.

I told her next time to flash us both, and she said the thought crossed her mind for about a half second.

During sex, she asked me to describe all my detailed thoughts about what happened, and it really got her going!

At first she lived at home with her parents and siblings, later on she was in her own apartment.

Married SIL's Yellow Nightie
 

One weekend a couple of years after I got married, my sister-in-law Kay and her husband stayed with us at our apartment. By this time I had seen Kay sleeping braless in a t-shirt, and likely had glimpsed a quick nipple in a downblouse by then too. The morning after they spent the night, my wife was working, and Kay and her husband had slept on our living room sleeper sofa. I came out of the bedroom to see Kay and her husband sitting up in the bed, and since there was no place else to go, I joined them in the living room and conversed with them. Kay was about 27, married for a few years, no kids yet, with short brown hair, a petite figure and A cup titties. Cute face with glasses that made her look a little bookwormish.

Kay was nonchalantly sitting on top of the sheets. She wore a plain short yellow summer nightgown top, and white panties that were pulled tight over her crotch, which was on clear display as she was sitting cross-legged, her smooth thighs spread wide.

The yellow nightgown wasn’t at all fancy, but the cotton fabric was very thin. It would have shown off some curves in any light, but with my east-facing living room window allowing the morning sun to shine right through the top, it was nearly see-through. I had a really clear look of the full outline and shape of Kay’s firm little titties, getting front and side views. She was leaning forward just enough that they looked cone-shaped, with her nipples poking straight out.

I kept one eye out for Kay’s husband’s reaction, but he never gave any sign that he was aware of, or cared, about Kay’s exposure to me one way or another. Through the years he has never given any indication that he wanted to show his wife off. On the other hand, I've never seen him stop her or chastise her for wearing revealing outfits. Perhaps he is oblivious, or a cuck. Or perhaps I make too much of the times such as this that she has exposed her body to me.

Thin yellow nightie story
 

Thanks for stirring some memories. I'll always have a "hard spot" for a thin or sheer yellow nightie- posted here: https://forum.oneclickchicks.com/sho...=104741&page=2

When Baby Doll PJs Were Fashionable
 

When I was a teenager, Baby Doll pajamas were fashionable and my sister and her girlfriends would wear them when they had sleepovers. They wore the tops that were opaque but you could see the sleep panties that came with set whenever the hems rose up.

My sister and her BFF would always take showers together and you could hear their girlish laughter through the thin walls. Usually they would take their pajamas into the bathroom with them, but if they forgot, they would dash back to their rooms just wearing a towel wrapped around them.

-0-

Something I did not know until I watched it recently on Turner Classic Movies: The name Baby Doll for that style of pajamas came from a 1956 comedy movie written by Tennessee Williams and directed by Elia Kazan (who won an Academy Award for it). It starred Carroll Baker as a 19-year-old brainless sexpot who wore the pajamas in several scenes. The movie was banned by the Legion of Decency, which ensured that it was a box office success. Baker had married Karl Malden, the owner of a cotton gin, at age 17. However he had promised her father to not consummate the wedding until she turned 20. Her spinster aunt lived with them to ensure that Malden & Baker did not forget their mutual vows. Needless to say, Malden's sexual tension was always at a fever pitch due to Baker's behaviors in front of him such as innocently bathing with an open bathroom door and, of course, wearing those pajamas.

Cousin's Bush Shadow
 

Perhaps it was a Baby Doll set that my sexy cousin was wearing when we were staying at a lakeside cabin with our grandparents when we were in our later teens. She was wearing a nightie similar to the above picture, a white cotton summer nightie, with matching panties. She was a tall leggy blonde, who was a year older than me. Her being my cousin, I was careful not to cross lines, and in fact the one previous occasion that I tried to touch her she shot me down; but there was sometimes a little bit of innuendo and sexual tension between us.

One night at this cabin, after our grandparents went to bed, we were talking in her room, with the door open. She was lying on her bed, in her nightgown. While standing (such as the above picture), her nightie barely covered her crotch. Lying down, her panties were completely on display. She was lying flat on her back, and I sat on the bed next to her, as there was no place else to sit. My head was directly above her crotch, my eyes maybe two feet from it. I glanced down and could see the triangular shadow of her pubic hair through the fabric of the panties. This was back when full bush was the style (and still the way I like it). I tried not to stare, and looked up into her eyes as we talked. But I couldn’t help myself; and kept looking down at her pussy. My cousin looked down at her body and got a little smile on her face, and there was just a little sexual tension in the tone of our voices as we talked. I was pretty sure that she was aware that I was staring at her pussy, but nothing was said about it. And she never moved a muscle to cover herself; she just smiled and let me enjoy the view.

Back Yard Pajama MILF
 

This is just something my sister-in-law told me some years ago. It’s a long story how I brought this up in conversation, but I asked my SIL if she ever had to go out in public without underwear beneath her clothes.

She gave a little embarrassed smile, and said, “I take the dog out in the back yard first thing in the morning, and sometimes my next-door neighbor is sitting on his deck drinking coffee…”

My SIL was a tall, pretty, shapely brunette MILF in her mid or late thirties then. I had seen her in sleepwear numerous times. She usually wore a t-shirt, always braless. A couple of times in her twenties I saw her in sleeveless nightie tops showing some serious side boob; but later it was always t-shirts in the summer. When she was younger I’d seen her sleeping in just a short t-shirt and panties, but by her thirties she always wore cotton jogging shorts or jogging pants around me. Her 38C or D cup breasts, with just a little slope due to their size but with her nipples pointing out straight, were a delight to see in a t-shirt the mornings. But that was inside, around “family.” Apparently, she was a little embarrassed to be seen parading around like that outside with the husband next door watching her. But not embarrassed enough to stop doing it.

Here is an example of a pajama story that went opposite how I would have expected it to.

My wife has a very artsy, strange, careless friend. Normally, the friend wears non-revealing clothes but in a way that end up very revealing somehow...just the way her dresses fit, wearing bras when she shouldn't, not wearing bras when maybe she should. She will do flips and things in dresses, showing off thongs as she is cartwheeling around. She will wear bikini tops that are so small that I swear she glues them on because they haven't slipped off. She will be at a school event with her kids, and somehow manages to show everything right up to the edge of her areola and up her skirts right up to her pantylines (I've seen the pics on Facebook). You get the idea.

She was in town for a whole week a few years ago, but she only stayed at our house the last night she was in town, and my wife was teasing me about the show I was about to get, as we assumed based on her day-time and party-time attire that her pajamas were probably going to be some lacy, revealing, supposed-to-be-super-sexy pj set.

Nope. We were wrong. The friend actually put on a bra under her loose tshirt and wore what looked like regular pants. My wife literally said, "You are sleeping in a bra? You haven't worn a bra all week!" The friend said, "This shirt is sort of revealing without a bra on." The look my wife gave me said all I needed to know, more or less "She's been revealing herself to the world her whole life, and NOW she puts something on to cover up?" I later asked my wife is that was what she was thinking, and she said, "Pretty much!"

Wife's Daughter
 

I lived in a different state than my to-be wife when we first met. She had visited me over a few weekends, but I didn't go to her house for a long time. Finally when we realized that this was a serious relationship she invited me to spend Christmas weekend at her house and meet her (adult) kids. I got there on Christmas eve-eve and liked her son and daughter from the first time I met them. We had a great dinner with lots of wine for all that night, then everyone scattered the next day for last-minute shopping.

Christmas morning was greeted with mimosas all around. Next we all gathered around the tree to open our gifts, sitting on the floor. My wife's (then) 24-year daughter volunteered to be Santa. She was wearing a not-sexy plain white night shirt that reached her knees. She was model-thin and very pretty, about 5-6 with long brown hair and probably B-cup tits.

She delivered a present to her younger brother, then one to her mom, then one to me. When she got to me she bent over to hand me my present, and BANG! Perfect down-PJ, showing me the cutest little tits with a little puffiness and erect nipples. I also saw her innie belly button and board-flat stomach. To cap off the view I also saw her full black bush.

Over the years I have gotten to know her better, and I don't think it was intentional. She has just never been careful about down blouses, and I have seen her tits many times. I've not seen her crotch since then, but I have seen her in a one-piece black bathing suit that was revealing enough to know that she at least trims that bush back substantially.

Pussy slip
 

This happened a few years ago. A mate of mine called round to take us both fishing for the day. I wasn't quite ready so called him in. My girlfriend sat chatting to him while I continued to get things ready. As I walked buy I realised that my girlfriends pussy was on full show. She was wearing shorts as a pyjama set, and as she sat cross legedish, there was a clear site of view to her pussy. My mate didn't say a word or acknowledge that my girlfriends pussy was on full view, and neither did I. We both just enjoyed the experience privately. I told my girlfriend later that day. Initially she was a bit shocked and embarrassed, asking me why I didn't say anything. I told her that I quite enjoyed the moment, and it exited me. I honestly think that she knew at the time but won't admit to this. This is where all this started for Me.

Aunt Disappointment
 

Since you asked, Gnome72141, a time I was disappointed was when I was staying at my aunt and uncle’s house when I was a teenager in the late 1960s. I had the hots for my aunt, and had countless detailed depraved fantasies that a teen shouldn't have about his mom's sister. She was an early-forties MILF with short brown hair and a nice figure for her age. In the morning, I was sleeping in a bedroom across the hall from my aunt and uncle's bedroom, and could see one corner of their room through the open doors. I glimpsed just a part of my aunt in her nightgown, going through dresser drawers or something.

I was praying for something see-through or clinging or open; my aunt had a conservative side, but also had a bit of a smoldering sexual side and was always vain and stylish. But as she stepped further into my view, she was wearing a nightgown like the women in the early 1960s movies and TV shows often wore – fancy, but it looked to me to have about ten layers of fabric; designed to give the impression of something erotic and opaque, but actually very much covering to get by the Hollywood censors of the day. Fairly short to expose some legs, but billowing out, not giving away any of my aunt’s shape.

A Tank Top
 

I recently visited Nashville and stayed with a female friend. We’ve always been friends. We have a good connection, but have always been dating other people. We’ve never been single at the same time. Unfortunately, this visit was no different. Our timing is a shame because I am certainly attracted to her slender, 5’2, 105 pound frame, and I also find her intelligent, funny, and a pleasure to be around.

On this visit, I met Jenny’s new boyfriend. He stayed overnight the night I slept on Jenny’s air mattress in the living room. I certainly would not do anything with a woman in a relationship. Nonetheless, I got the feeling Will was asserting his status. He had endeavored to meet me even though he was a little sick.

After going out to eat and drinking for a few hours, Will and Jenny went to bed. I followed suit slightly thereafter, but I woke before them, around 8, and starting puttering around. I took a shower and then I started reading the book in my bag. By 9:30, Jenny woke up. She came out of her bedroom to chat with me. She said Will was tuckered our, and still sleeping. She wore sweatpants and a tanktop.

When I had hung out with Jenny when we were in school, she would put a bra on before we hung out if she was in her pajamas. On a few occasions, she had bent over and I saw down the gap in her shirt. On those occasions, when I was in a relationship but she was not, I would see her pale, lithe stomach and her cream-colored bra, which clung to her b-cup breasts. On this occasion, I assumed I would see the same thing underneath her pajamas. After all, her boyfriend was a room away.

As we chatted, Jenny asked me if I wanted tea or coffee. I said coffee. She offered me a cappuccino, and I accepted. I sat at her breakfast counter and observed her in the kitchen. As we spoke about the news, she reached up to cabinets to grab tea bags, and then bent from the waist to get material for the cappuccino machine. As she bent over, the tank top fell away from her body. I could see everything beyond the armhole of her tank top. She was not wearing a cream bra.

Rather, she wore nothing underneath her tank top. Her right breast stood tall. Her nipple appeared. It was dark, prominent, and block-shaped; it was neither cold nor erect. The globe of her breast was just as pale as her body. I could not believe what I saw. My eyes blinked open.

She stood back up, put the item on the counter, and then bent over again. Again, her tank top fell away from her body. Again, I saw her right breast. This time, though, she realized her shirt had fallen, grasped the material in her right hand, and held the tank top to her chest. I could no longer see her nipple. We continued conversing and did not acknowledge what had happened.

As she stood up and faced me, I was surprised that her nipples did not point through her tank top. I guess the tank top was made of thick material. Still, she held her hands against her chest. I smiled to myself as we talked. I had just seen her breast after years of friendship, with her boyfriend slumbering in the next room!

Jenny then excused herself to check on Will. I assumed she would put a bra on. Once again, my assumption was wrong. We talked for another ninety minutes before Will rose. I saw her large, block-like nipple two more times, and the globe of her right breast several times more. I was surprised at how well I could converse, given the morning’s attractions. When Will woke up, I smiled to myself about what I had seen. Jenny had not put a bra on all morning. She had was braless the entire time. Eventually, I had to leave to meet another friend, but it seemed that even Will’s presence did not inspire a bra.

What a treat it is to see a long-time friend’s breast, when you did not expect to see her nude body. To pajamas!

When we were younger, my wife never worn anything to bed. She slept nude as did I. Some friends of ours came for a visit to our one bedroom apartment. It was part of an old farm house. Instead of trying to accommodate them on the couch we sat up our fold down camper and let them sleep in it.

In the middle of the night, my wife got up and walked through the house naked to use the bathroom as she always did. We had left some lights on just in case they had to come in and use the bathroom. When she got to the bathroom door, he opened it up to come out. There she was completely naked standing in front of him. She said he looked up and down her body with his mouth hanging open. She stepped aside and he walked past her not saying a word and back to the camper.

The next night, she put on one of my flannel shirts for a night shirt.

Now we go camping and she will sit by the fire at night in a flannel shirt, nothing else on and masturbate for me to watch her. I'm sure others have seen her. Well I know others have seen her.

One other time we still laugh about was when we were at a hotel. We were just lying on the bed naked as we do every night. I had put the hanger sign on the outside door handle but instead of turning it to "Do Not Disturb" I turned it around to Maid Service Requested. That morning around 9:00 am, without even knocking, an older lady opened the door up and came in with some fresh towels. She looked right at us and with no expression change, asked if she could service the room. It was like she seen this all the time, us naked. My wife was out of bed standing to get her clothes out of the suit case when the old lady walked back out of the bathroom. She looked at my wife and told her, better dress cool today mam, it's going to be hot and walked back out the door. We laughed about it the rest of the vacation.

Tracy a Kimono and my boss
 

Love this thread and it has reminded me of something that happened some years ago.

Tracy had bought her self a Kimono style dressing gown It was silky with flowers embroidered on it. The day she brought it she had a shower early in the evening and didn't want to get dressed fully after, I reminded her that my boss was coming over to sort a few things out (he was a friend as well as my boss).

By the time Tracy came back to the front room my boss was there Tracy haad put on her kimono and thought that she was well covered as did I. My boss and I sorted the work stuff quickly and were just chatting Tracy made us some drinks and when she gave me mine I thought I could see her tits but thought I must be imagining it. But a few more times when she moved I could see her tits clearly.

When I looked closer I realized that there was a large split on both side that allowed the sleave to hung loosely but it meant it didn't hide much when she moved. I wasn't sure one if Tracy knew or if my boss had noticed although I don't really think he could have missed it. He stayed for a while longer and then left.

The next time I saw my boss he said he loved Tracy's dressing gown I said I thought you might have noticed. Later I thought I had better tell Tracy to start with she was a little embarrassed and then said what the hell it's only tits.

The next time my boss came round she wore it again.

My wife's cousin was having the floors refinished, they recommended she stay out for a week to let the fumes dissipate, of course my wife offered her our guest room. Terry is a sweet lady, divorced and raised the kids on her own, so she is pretty tough, she is not a model, but pleasantly chubby. She has been living by herself since her daughter got married a few years ago.

The first night we were all ready for bed watching a movie, Terry had on these stiff looking PJ's and she was wearing a bra, my wife asked her about the PJ's, Terry said she didn't have any nightwear, so she stopped at Target and got some PJ's. My wife asked her what she usually wears, she said just big T-shirts if it's chilly, less if it's not. My wife said to make herself comfortable.

The next night we had a late dinner because of appointments, I made some soup, so we were just going to watch a football game while we ate. Terry came out wearing a t-shirt, since she is a little tall, it barely covered her butt, I was careful not to comment or stare, but she kept tugging it down trying not to show panties, she gave up after a while, her jiggle told me she didn't have a bra on either. So, it was a nice week, Terry got more comfortable around me and I got lots of exposed panties and a nipple or two.

My wife was watching TV, already in her pj's last night, when my friend texted and asked if he could pick up the guitar that I had worked on for his daughter. I had been trying to get him to pick it up for over a month, so I said to come and get it.

I told my wife that he was coming over and reminded her that she was braless and wearing her pj's (remember, she asks that I remind her of these things since she is so unobservant I could scream). She said, "I don't care. I will just keep my blanket on over me."

Her pj's last night were super thin. You could not only see her nipples poking out, but you could see the texture of her areolas, too. If her nipples weren't as light as her skin, you would have seen coloring as well. She wasn't wearing underwear, so you could make our her bush through the pants. And the pj's are very light blue.

Anyway, my friend showed up, and instead of grabbing the guitar and leaving, he sat on the couch and was talking about his princess daughter and how amazing she is at everything. My wife wanted some tea, so she removed the blanket, got up, and walked to the kitchen to heat up water. Her puffy nips clearly on display. Her bush clearly on display. My friend stopped mid-sentence and stared at her all the way to the kitchen. He didn't say anything, though. He just resumed what he was talking about.

A few minutes later, my friend got into a text argument with his wife about something, so I went into the kitchen to see my wife. I told her that I couldn't believe she just walked in front of him like that, and she said, "I totally forgot what I was wearing!" I asked her if she really forgot, or if she just didn't care, and she said she honestly forgot.

I know most of you will say that she knew what she was doing, but I know my wife better than she knows herself. She (and her sister, for that matter), really are clueless and careless about these things, for real.

Anyway, as she was waiting for her water, she raised her arms above her head, exposing her midriff. An "accidentally exposed midriff", especially in pajamas, is my biggest turn on, period. So, I rubbed her stomach, and my hands went up her shirt, and I started squeezing her breasts. Then she started kissing me and was getting really turned on, trying to pull me into her as best as she could with all our clothes on.

Suddenly, I heard my friend walking through the house towards us, so I pulled my hands out from under my wife's shirt quickly. I turned around and saw his face, then looked back at my wife, and I didn't get my wife's shirt down all the way, and her puffy areolas were holding her shirt up, exposing everything. I pulled her shirt down right away.

I walked my friend out, and went back to the kitchen to see my wife as she was pouring her water for tea. She suddenly wasn't in the mood for more.

I went back to the couch and waited for her, and I asked if what happened turned her on (like is normally would), but she said, "Not this time." I was shocked, actually. I said, "Normally these types of things turn you on in a big way." And she said, "Ya, but not this time." She even slept with her pj's on instead of naked last night! She seemed normal this morning, though. I wonder what was going through her head last night. :)

She was in control of a fun time with her normal rationalizations when you took over and spoiled the game?

Question now is, how do you recover for the next time she wants to play.

What??
 

Wow, how did this thread get so buried? It's my favorite on the forums!

A neighbor mom came over yesterday afternoon to drop off her house key because she is going to be out of town. She had her pjs on. She said, "Sorry for being in pjs at 2pm!" I said I didn't mind.

I didn't mind because I finally know the shape of her amazing middle-aged breasts now, as her pj top clung to them. I also now know that her nipples are way larger than I ever imagined. (But I also know the horrible life she has to deal with, but I forgot about those things as I got a lingering look.) I am sure she saw me looking. She did stand silently for a bit before leaving after giving me the key. I am convinced she came over in pjs on purpose and had no issue with me looking. Ahhh. Sigh. Or maybe it's my imagination. Doesn't matter. :)

Air conditioning out
 

This happened while I was in college. I didn't live on campus I lived in an old apartment building and I had a window air conditioner. It was summer and very hot only a few people stay in town during the summer, but I had a job so I couldn't go home. One night there was a big storm and the power went off for a while when it came back on a girl down the hall came over and asked if I could look at her air conditioner it was not working. She had on a two piece shorts PJ set. I knew there could be nothing under them the material was very thin and she looked hot so I went to work on it. I found that a wire that looked burned and said it was not safe to try and fix it she needed a professional. She was sitting on her couch with her legs up and I could see right into her shorts that confirmed she didn't have anything on under them. I offered to let her stay with me that night, but she said she would be OK. The next morning about 6 she knocked on the door again. She asked if she could use my shower since she didn't want to sweat in her clothes for work. I said sure she had brought her own towel and her clothes. I told her she would have to leave the bathroom door open if she wanted to stay cool. I said I would stay in the kitchen till she came out since I was having breakfast. She did not leave the door wide open only partially which left the mirror on the back of the door till I was able to see in from the kitchen. I was right there was nothing under the PJs.

I remember when my older sister would have her HS friends over for slumber parties, they wore large T-shirts or thin mu-mu's in which they would jiggle freely. My parents would let them move mattresses into the den so they could watch late movies, I was always glad to help.

Sister in Law
 

Less than a year after we were married, my SIL was unfortunately hit by a vehicle which ran a red light. She sustained a fractured wrist and needed surgery to reduce the fracture. She was scared about it and wanted to sleep at our house the night before both because of her fears of surgery and because we were taking her to the hospital at 6 am the next morning. She wore a nice nighty that came just past her panties. I got little glimpses before bed, when the wife and I "tucked her in" and again in the morning. Nothing too risque, but she was pretty hot then, so I wasn't complaining.

Sister in Law, Second time
 

Same sister in law, after her wrist injury was all healed up, came over one summer evening for dinner and videos (rented from a blockbuster...so yes, years ago). The 3 of us watched the videos and we all kind of cuddled on the sofa or on the floor right in front of the sofa. She didn't want to drive home when we were done, so she decided to sleep over. Our guest bedroom was cluttered, so we decided to all sleep together in the master bedroom on our queen sized bed. We were all smaller back then, still in our mid-20's, my spare tire hadn't developed yet, my wife hadn't delivered 3 over 9 lb babies, etc. So, we could all fit pretty easily.

My jaw dropped and my shorts rose up when my sister in law came in. Again, a nighty that just covered her panties. No bra, sleeveless and fairly sheer. I got a lot of sideboob when she first sat down on the bed. Her tits were still pretty firm--no sag at all--and were a good solid C cup, maybe a small D. Bigger than my wife's boobs.

My sister in law was still having neck pain from the accident, so I gave her a massage while the wife was letting the dog out or brushing her teeth. I did get up behind her on my knees (she was sitting on the bed) and I got some pretty good downblouse glances from behind. I didn't misbehave but I caught a lot of quick partial flashes of the tits and her upper thighs. I'm an ass man, so I was really hoping to get an eyeful of her pantied ass, but no such luck. My wife slept in the middle, so no further opportunity for physical contact...it would have been the perfect opportunity for a grope of two while pretending to be asleep.

30 years later, she's unfortunately close to 300 lbs and it wouldn't be anywhere near as sexy as it was back then.

PJ Party
 

This reminds me of when I started high school. One of my friends was having a sleep over for her birthday. We were all asked to bring our favorite teams t-shirt to wear instead of PJs. My friend was a twin and her twin was a boy so there were boys and girls at the party. Once the party and games were over the boys were given the family room to sleep in and we were given the big room in the basement. We got ready for bed most of us only wore our t-shirt and panties since we were alone. We had spread our sleeping bags on the floor and were lying on top of them. We had the TV on, but we were mostly chatting. When we heard a noise and looked around the boys were all sitting on the steps looking at us. I don't know how long they had been there, but they had a good view of every girls panties since t-shirts don't cover a lot. At first we tried to cover up, but we knew they had been watching us for a while. They came down and we all sat around talking. The boys teased us and got us to get up and dance. You can imagine no bra and dancing.

Pajama views
 

On a skiing holiday with my wife and step daughter, the step daughter got sore legs so my wife helped her apply some lotion. I went in to see if she was OK, and she was in pajama shorts and t-shirt, with one leg up on the bed. I just glanced around and did a massive double-take when I saw her reflection on the mirror. I had a view right up inside her shorts and clearly saw her large labia minor and hairy pussy. This was about five years ago when she was 22. sorry to say that I then manouevered into position to look directly up her shorts - I could tell that neither of them had any idea what a view I had.

My wife finally wore a pj top without a bra when someone else was at the house again. It's normal for most women, but extremely rare for her. (She had a period where she never cared, but that was so long ago and the past few years have been extremely careful and reserved.)

Neighbor dad came over last night to have me help change the guitar strings on his daughter's guitar since they tie on and guitars are my jam. My wife was already wearing her pjs and I told her he was coming over in case she wanted to put a bra on like she normally does when someone is about to pop over, and she gets really mad when I don't warn her. She said she wasn't going to leave the bedroom so she didn't care.

Well, when he was sitting with me in the kitchen, she DID leave the bedroom for something to drink. She even stayed and talked with us while her very thin pj top showed off her puffy areolas and nips poking out, and you could vaguely make out the size and color of her huge areolas. You could make out what seemed like the shape of her breasts, but I know that it wasn't that precise.

Not unusual for most women, but this was pretty exciting for me to see my wife not care. The neighbor pretty much just stared the entire time like a deer in headlights.

After she left, I said, "Wow, she is comfortable with you! She never lets anyone see her in pajamas." He said, "Oh my wife wears stuff like that all the time." I said, "Even if I were to go to your house to change strings next time?" He said, "Ya, of course." I said, "Neither of you would care if I can't help but look a little?" He said, "No we wouldn't think anything of it." I really wanted the conversation to go further, but I left it at that. (Last time I tried to push a conversation with someone who I didn't know all that well that I was sure would go further, it turned around to bite me.)

When I went upstairs, my wife could tell I was turned on. I told her to leave her pj top on while we screwed, and she eventually asked why, and I said it was so I could pretend I was the neighbor staring at her while wearing the top, and it made her have a very intense orgasm. :) So, I think that is a sign that she liked it, too!

Family Surprise
 

I have a habit of sleeping in a long t-shirt and panties. My dad was away on a business trip so there was no one home but mom and myself. I got up when mom called down that breakfast was ready and for me to hurry. I ran down stairs and into the kitchen. My cousin who live hours away was standing in the kitchen. When I saw her I said I would run and change, but mom said too late and I looked OK. Her three brothers were standing behind me in the door way. I had on a thin t-shirt it was summer, but I had on dark blue panties and you could see them through the shirt. The boys would stare at me when mom wasn't looking and that made my nipples hard to make things worse. The one boy when we sat down dropped his napkin then his fork and was looking up my shirt. It wasn't hard to do since it was so short. I know all three boys saw my panties while we were eating it was just the one made it so obvious.

When breakfast was over the boy who had dropped so many things in the floor had left to go outside. I told mom I was going to get dressed. When I got to my room and closed my door I slipped the t-shirt off and opened the closet to get something to put on. The boy was standing in my closet.

Funny you mention this...I had a friend growing up and his sister would hide in his closet when we had sleepovers so she could spy on us and see us change. Looking back, I am pretty sure he knew she was there but I didn't at the time. Happened a few times before I found out and she confessed. I was absolutely mortified!

I think its pretty easy to understand I was shocked. I don't think I screamed, but I am sure I made a noise. I froze and he reached out and grabbed my breast before running out of my room.

Neighbors
 

I've probably told this before but it always comes to mind when pajamas are mentioned or when my wife and I talk about our neighbors.

Before we moved to So CA we had next door neighbors that we were very good friends with but had never crossed into the area of our playing with them or she being nude around them. They were an older couple, about 15 yrs. or so older than us. They were just very nice people. He had never seen my wife anywhere close to naked. The least he had ever seen her in was a very conservative bikini.

They would come over to our place or we to theirs and we would just sit around and talk and have a few drinks. Nothing more.

One evening my wife was dressed in a mostly sheer nightie. The top had lace over her breasts, but from just below and all the way to the bottom it was completely sheer. She had the panties that went with them and they were loose and also completely sheer. The top was short and only fell to just cover her pubic area. Because the bottom section of the top and the panties were so sheer when she stood up you could see her pubes as if she were wearing nothing. We were alone on our back patio listening to music and having a drink.

The top was so loose that when she bent over the breasts hung open and you could see all the way to her feet.
Out neighbors saw that we were out on our back patio (because of the lights) and decided to bring a bottle of wine and join us for a drink. They came to our side gate, came through and announced their arrival.

I have no idea why but rather than excuse herself and go put something a little less revealing on, my wife just got up and greeted out neighbors as if nothing was different.

So for the next 3 hours or so, my wife visited with our guests fully exposed, tits, pussy and ass out on display. She got up and walked around, getting drinks and snacks, leaning over pouring wine never once trying to cover herself.
By the end of the evening, our neighbors had seen every inch of my wife's body up close and very exposed.

After they left I asked her if she had realized that she had shown him her everything and she just smiled and said she was very aware that he could see all of her and that she hoped that he enjoyed the show.

Here are 2 shots of the nightie.

I wish I was your neighbor.

Me too! I would be a very good and helpful neighbor! :D