Favourite braless situations?

[jakehates666]

I've got a pretty good ongoing experience and it got way better this past October. There are 3 full time women and one part time one at the small office where I work. The boss and his business partner are gone quite a bit so I am the only guy there half the time. The head secretary "P" (abbreviating the names) called me in her office a couple years ago. All of the women are mid to late 50s, but extremely attractive! They all look much younger. I always get to work earliest so I can get stuff done before it picks up with phones and customers etc. So I go back to her office and she is needing help going over some contracts etc to verify and stuff as usual. I notice shes got on a button up shirt and the way she is sitting the gaps between the buttons are flared and the top button is undone as well. I had a complete view of her right tit, nipple and all! Beautiful pinkish brown nipples hard as a rock, and her tits perfectly shaped, even for her age! It was so hard to stay focused and not get a rock hard boner. Shes 5ft1in so very petite, but sexy from head to toe, the perfect body even though she is a 32B (I know, will tell you later). Her tits may be small but look very nice in proportion to her petite body and her ass is the most perfect I've ever seen. This type of situation (not the going in to help with things) happens multiple times over the next few months, but I notice it is when the boss is out of town. One day I came in to see if she wanted to order breakfast and she was putting something in her carry bag. I didn't think nothing of it. So I go get breakfast and bring it back. She asks me to come look at some paperwork she has.. as I am standing beside her, her shirts top 2 buttons undone and flared out, I can see both tits perfectly as she is flipping through papers half leaned forward. I look back at her bag for some reason and see its her bra and panties in the bag and the tag on the bra says 32B. So later that day her backup battery dies and we have to swap it out. So I'm under her desk unplugging everything and she sits in her chair to look up something and turns towards me to get to something on the desk.. legs spread, all I can see is her bald tight lil pussy. I was so damn hard it hurt. After she turned back around in her chair I finished swapping the cables out. I was like damn she took her bra and panties off after she got to work.. and she is only doing this when we know the boss is gone.. This has been going on a few years now. I love getting a look every time she presents a view. She is incredibly sexy. Back mid summer, I went in as always, and she was complaining her feet and calves were sore because she had started walking more in the evenings when she got home. I was like, "stretching before and after help with that some." She replied, "so do foot and leg massages." Then proceeded to say, "I bet you give really good ones." I am single. I was like, "who knows, haven't given one in quite a while." She asked if I mind a quick one.. I was nervous but went ahead and did so.. I was really amazed by how sexy her feet were, perfect french tips and all! Very soft and sexy! I've given her a few foot rubs here and there and she still goes braless when the boss is out of town.
So onto the part about October this past year.. Again I was the only guy there as the boss and his partner were gone to some meeting in another state for a few days. I was sitting in my office trying to read an email and I hear the part time lady "D" say shes heading home then proceeds to yell out down the hallway, "Don't forget tomorrow is national NO BRA day! Y"all better let em hang free because I don't want to be the only one up going braless!" OF course my mind was completely off work at that point. Then the other 3 ladies came down the hallway laughing and telling her she would be the only one with her big ones hanging. "D" has a pretty large chest, tall, long legs, and nice ass. I know she is at least a D cup of not DD cup. She is the one who seems like the wild one of the 4. So "D" replies back, "Oh no hell I ain't gonna be the only one up here without a bra tomorrow. Y'all 3 better join in." Then "P" says, "I dunno, I don't usually go braless in public. I may. I mean mine are small so I doubt anyone would notice." Then "L" chimes in, "Y'all are nuts. I ain't going to have these big saggy things of mine hanging free up here." Then "D" replies back,"Why not? Yours are as big as mine, I'm sure they will be just fine. How big are they "L"?" It was silent for a sec, then "L" replied back in almost a low voice,"I wear a 32D, but they are too saggy for going braless away from the house." I heard a chuckle and "D" replied back,"Girl mine are a 38DD and they ain't that saggy, they hang good so I know yours will be fine. I better not come in and be the only one bralass tomorrow morning." Now, "L" is about the same height as "P" and petite as well except her boobs are big and her ass is flat as a counter top. Then I hear all 3 of them at the same time blurt out,"What about you "G"?" She acted like she didn't hear them. Then they asked again. "G" kinda gave a nervous laugh and said in a shy embarrassed way,"No, I don't do stuff like that. My husband would kill me. Besides, noboddy would want to see these big puppies, they are too saggy. It would scare everyone to death and yall would fire me." They all started laughing together. Now "G" is thick, and I don't mean fat. She is 5ft5in, thick ass, thick thighs and calves, and HUGE tits! I have no clue how big they are, but they are way bigger than "D" by a good bit. I have always wanted to know what hers looked like because they look amazing under her clothes. She is the least wild one and very shy and up tight usually. Then I hear "P" ask if they knew if I was still in there or not that she hadn't thought about that before blurting out so much. My light was off, so they all assumed I was gone for the day.
The next morning came and I was the first one to the office. "P" came in a few min after me, I could tell she was wearing a bra. I was like well damn. So in came "L", "D", then "G" within a few min of each other. I noticed "D" had on a coat while I was putting coffee on. She went to her desk and came back to go to car again. She in fact did not have on a bra! Her huge tits were jiggling side to side under her thin sweater and her nipples her on full hard. My dick got hard so fast. Then she came back in and went to the head secretaries office and I could hear them all talking. I eased down the hall from my office to where I could hear them. I heard "P" say, "Wow you weren't kidding about coming braless today! You can see those babies bouncing all over the place and your nipples showing through." Then "L" said,"Well they do hang just fine and look plenty shapely." Then "D" laughed some and asked,"Well why haven't yall taken yours off yet?" Then "P" said,"Ok I'll go first. Do yall mind giving me a sec and close the door." Then "L" said, "Why, we might as well take em all off together if we are going to do this." I snuck up to the other door that was partially cracked that nobody ever uses to go the the main back office. It was dark and used as a storage room. I looked through the door and could barely see them standing there. "L" & "P" started fondling behind their backs and then reached up under their shirts to pull their bras off. "L" ended up lifting her shirt a lil high on one side and one of her tits fell out! Holy shit her tit looked incredible. Way better than I expected! Nice and round with just a small amount of sag, nipples were dark reddish brown and about as big as the tip of your finger with areola about the size of the bottom of a a pepsi can. They all giggled and "D" said, "Damn "L" yours are pretty nice. They hang well too! You ain't got nothing to worry about!" Then she said, "Yours are pretty too "P"!" I had not seen that "P" was still trying to undo hers from hanging up in her shirt somehow and both her tits were on display. I was so focused on "L" and her big tits. Then I heard "G" saying, "OMG I can't believe yall are doing this." At which "D" replied,"Come on, aint nobody coming in the office since we are closed to the public due to the virus BS. Plus "J" is always in his office or shop. I'm sure it won't offend him, if anything make his day. So no take yours off. If us 3 are doing, you have to as well." Then "G" said, "No I can't, my husband would kill me if he finds out." Then they all laughed. "G" giggled nervously as I hear "D" say, "Ok hold her arms I'll help her get it off." Then I heard them all giggling as they stepped back into view of the door crack I was looking through. Then I heard "G" say, " OK OK OK, here." I looked as she was stepping into view and the other 3 had their backs to me. She reached behind her back and undid her bra and was very careful not to expose herself as she slid it off from under her black silk shirt. I heard gasping as all 3 of the other women made comments about her tits being so huge. "P" told her,"Damn "G" I knew your boobs were big but damn, when you take that bra off they are HUGE! How do you even find bras that fit?" I could hear "G" being nervous and shy giggly type as she shrugged it off. Then "D" said, "OK we've seen "P" & "L" boobs, you gotta see mine and we gotta see yours!" "G" said, "No way!" Then I watched "D" from the side as she pulled her shirt up and her incredible huge tits fell out! They hung nice! Her tits had only a slight amount of sag and were round and full, nipples hard as a rock, brown areolas about the size of a 50cent piece. "P" said, "Damn, "D", I always figured your for implants the way you always carry them around, glad to know they are real! They are incredible!" My dick is raging hard, and I start to rub on it some. They keep picking at "G" to show hers and then "D" grabs her shirt and they kinda laugh and play wrestle with it before she spins "G" towards me with the other two with their backs to me while "G" is laughing and begging to stop in a playful way.. Then "D" wraps her arms around "G" arms blocking her hands and pulls up the front of "G" shirt as she screams and laughs to stop. Holy shit, "G" HUGE tits fall out of her black silk shirt. I thought they would be nice, but holy shit, they were the most perfect pair of tits I've ever seen! HUGE and round and full, barely any sag at all! Nipples the size of the end of my thumb and about a half inch sticking out, areola dark reddish brown and the size the bottom of a pepsi can! THey all got silent while "G" was laughing and tryin to pull her shirt back down. I instantly started cumming. I was watching as the other 3 women were enjoying the view. Then "P" said, "are those all natural?" "G" replied to her laughing that they were 100% real and natural. Everyone of them were just in awe. "L" asked how big they were while "D" still had her arms blocked and shirt lifted. "G" replied back,"they are 36Gs." "P" pulled out her phone and "G" was like, "What are you doing?" and "P" snapped a pic. She told her she had never seen natural ones that big and perfect for anyones age and wanted a pic of just her tits, no face involved. Then she reached over to squeeze them. "G" was laughing and telling her to stop. Then "P" grabbed "L" hand and told her to feel how firm yet soft they were. "L" said,"OMG they are soft yet firm. Never would have guessed they were this huge! Her bra has been smashing them down to hide them." All this was like casual conversation at this point between them. Then "D" reached up and started pinching and playing with her nipples. "G" was trying to make her stop but just leaned her head back and closed her eyes. "D" told her she had the most perfect nipples shes ever seen and couldn't resist playing with them. Then "P" reached her head over and said,"I've always wanted to do this, can't believe my first time will be with you"G"." Then she sucked on her nipple and started licking it. "L" said," oh what the hell, I might as well too." She proceeded to suck the other nipple. "D" lifted her shirt back up and her huge tits fell out and she lifted one up and said,"I guess I will suck my own." Then started licking and sucking one of her own nipples. "G" still had her eyes closed as "P" & "L" sucked her huge tits. "G" still had her eyes closed as they were sucking and licking. They all had their eyes closed for a sec and "P" picked her phone back up and took a picture without them noticing it. Then "G" said,"Okay I'll play too since yall are being so naughty and gonna get us in trouble. She reached down and pulled both her huge tits up and started licking and sucking on them back and forth like no tomorrow. The other 3 were like damn you are something else. "P" was either videoing or taking pics while "G" had her eyes closed. I just can't believe what I am seeing. Never in my wildest dream would I have thought I'd see anything like this. Then "L" said, "I can suck my own too." Then lifted hers up and started sucking them. "P" told them to stand together and let her get a pic of them all sucking their own tits because hers were to small to suck herself. They all protested for a sec, then stood together. She was videoing and filming. It lasted maybe 20 seconds before "G" said, "Ok yall got me wound up all ready, I need to go cool off, or stop before "J" walks in on us." As "G", "L", and "D" were putting their tits back in their shirts, "P" told them lets all take one together flashing for memories sake. They all agreed to. "P" told "L" to lock the door near her so I wouldn't walk in on them. She did. Then they all got together, "P" placed her phone on the filing cabinet with something to hold it. They all stood with their shirts lifted taking a few pics letting them hang natural, holding them, the ones who could suck their own did so.. Then "P" said lets all take an ass shot together. They all got completely naked and did some just standing, then ben over. The whole time the door I was at had a perfect view from the storage room that connected. Today was the best day at work ever! They finally got dressed, still braless. All day long I watched their tits bounce around with hard nipples. Overhead "L" telling "P" she couldn't believe they all got worked up with excitement like that about being braless together this morning. Lunch time came and the ladies all went home for lunch. "P" left her phone unlocked connected to her bluetooth headset on her desk. I waited several min before going to check it.. I opened her gallery and they were in there... I almost cummed. I had to hurry and copy them.. there were 23 pics and 3 videos.. pics of them all flashing, pics of them sucking their own tits, sucking "G" tits, ass flashes, even bent over ass flashes spreading their wet pussies. I still have them on a USB stick in my safe so I don't lose them. I cannot tell you how many gallons I cum daily to them. After lunch that day, "L" told "P" she didn't know what came over all of them that morning but wanted her to delete the pics with her in it for fear of someone seeing them. "G" agreed she was super turned on that morning and did something she would never do again and felt it best to delete them. So "P" deleted them and showed them she had done it. "D" was gone home for the day. "P" came in around 3PM to my office and said she was having problems with her BT connection and had a phone conference with the other 2 ladies and insurance stuff and left me her passcode and told me to see if I could get it to stop disconnecting every few min. I looked in her gallery and the pics and vids were gone. I happen to see a screenshot in her gallery from "D" telling her the deleted pics and videos on iphones was still in her gallery under deleted items. I looked n they were still there. I looked at "D" messages to her.. Holy shit, "D" is a complete freak. I started from lunch where she was texting her due to all the previous messages were normal stuff as well as the other 2 ladies messages to her. "D" was asking her to send her copies of the pics of all their tits and asses, especially "G" and them sucking on them and "G" sucking her own. Which "P" sent to her and told her not to say nothing or show anyone because they felt guilty after lunch and wanted them deleted. Then "D" told her she went straight home because she was so wet and turned on from all the tit play this morning.. she said can you guess what I'm doing now? "P" replied masturbating? "D" sent her a pic positioned from the phone on the bed with a dildo in her pussy and ass while sucking on her tits. "P" was like wow you are a freak "D" and that was hot as hell. Then a few texts down "D" sent a pic of how big her dildos were. It said these 10in hammers have been fucking my pussy and ass non stop at the same time since lunch because yall had me so turned on. I screenshot and downloaded those pics as well. Then a short video of her using them on herself, then one of her sucking her tits. "P" finally told her she had a phone conference that was going to be hard because "D" had her so horny sending her all that. "D" told her in the last text that next time she came over and her hubby was gone, she was gonna use the 2 hammers on "P" hot lil pussy and bubble butt. "P" responded back that she didn't know if her tiny pussy and tight ass could handle all of them both at the same time, and don't threaten her with a good time. After I screenshot and downloaded everything, I deleted them from her deleted items gallery so she wouldn't know I did anything. I got her BT to work finally before the call she was on was over. I cummed all night til I passed out looking at all of it. To this day I don't think they have any clue I watched all that and all. They act normal like always. Def the hottest thing I have ever experienced anywhere. I hope this next year brings the same or better on national no bra day. I would love to share the pics, but there are too many things in the backgrounds that has company names and logos plus their faces in them.

[patriot41]

Originally Posted by jakehates666

I've got a pretty good ongoing experience and it got way better this past October.

Pretty interesting article I must say.

[mattwiseuk1985]

An entertaining story, to be sure, but there's no way this is "non-fiction".

[driftwood3791]

Thanks jake, that is a great story! Would you ever consider posting some of those pics for us, with the faces (and identifiable background objects) blurred?

[gbdick]

A few years ago I went to a department store to buy some new clothes. My husband and I noticed a young man following us around trying to sneak peeks at me. I never wear a bra. I quit wearing them in the 70s. I have always loved showing off my braless tits and I love to see a bulge in a man's pants that I caused. I had on a tight knit thin nearly see through top and kind of a vest over it. When I moved a certain way the vest moved out of the way and my nipples were clearly visible. While I was holding up blouses the young man was really getting an eyeful. After a lot of being stared at I told my husband what I had planned. I took off my vest, handed it to my hubby to hold, grabbed a couple of blouses, and walked over to a mirror near where the hansom young man was. My husband watched while this guys eyes nearly came out of their sockets. The poor fellow was now standing about 6 feet from me panting. I suddenly turned around and stepped in front of him, held the 2 blouses up on either side of me and said, "Which one do you think will look best on me?" The poor guy could barely speak. My knit top was now stretched tight across my tits clearly showing everything. I looked down and the young mans dick was tenting his pants pretty bad. I winked at my husband, grabbed the guys hand and pulled him into the changing room a few feet away. There was hardly anyone else in that part of the store so no one saw us. Hubby kept watch. When I closed the curtain the young guy was moaning and staring down at my barley covered tits. I moved up to him and said, "It's OK to touch them." He still didn't move so I pulled my top up and put his hands on them. He started panting and moaning harder as his hands squeezed my tits. After a moment I pulled his head down to suck on them. As he started sucking on my nipples I reached down to rub his hard dick and take it out of his pants. Just after I touched it and rubbed it he groaned real loud around the nipple he had in his mouth, and pumped his hips in little jerks. I knew right then he had cum in his pants. The poor guy stood straight up with a sad shocked expression on his face and turned and ran out of the dressing room. After a moment I put my top back down and turned to leave. My husband stuck his head in and asked, "What happened?" I pulled him into the dressing room, sat down on the seat, pushed my husband to his knees, pulled my skirt up, spread my legs, and said, "Eat and I'll tell you what happened." My husband has a very talented tongue and since I rarely wear panties, he had a easy time getting to my now very wet pussy and making me come. We never saw the poor fellow again. Too bad he missed out on a nice blow job I was going to give him. I love showing these off.

[Erii]

Apologies, not that great a story. But I have old photos of a party my wife hosted while abroad. There were loads of men we are still friends with there. I was not.
The photos arent that great quality, and are black and white. But you can clearly see thevtop ages wearing is see through and she isnt wearing a bra.
The really weird thing is no one, not one of those guys, has ever mentioned it. Those photos are just sat in a draw and the night, and my wife's breasts, have never been mentioned by anyone. I've never been sure if I should bring it up, with my wife or our friends.

[Gnome72141]

We had new neighbors move in last summer. I noticed on moving day that the youngish wife (young wife, old husband scenario) didn't have a bra on. I didn't mind watching her bring in boxes. I would have helped, but pandemic and all that at the time.

Then a few days later, they were moving in more things. Still braless.

Talked to them in person a day later. Braless.

See her from time to time in the yard. Braless.

We now talk to them almost daily. Always braless.

I don't know why, but it's really intriguing. Probably because she comes across as the type that would always wear a bra, yet she doesn't.

But she is certainly aware of it because whenever her husband's parents stop by, she puts a bra on. But that is the ONLY time.

Can't explain why, but the way her breasts move, their shape, her mismatched personality. So lovely. Even my wife checks her out when we see them. Sigh.

[blahqazwx]

Originally Posted by Gnome72141

We had new neighbors move in last summer. I noticed on moving day that the youngish wife (young wife, old husband scenario) didn't have a bra on. I didn't mind watching her bring in boxes. I would have helped, but pandemic and all that at the time.

Then a few days later, they were moving in more things. Still braless.

Talked to them in person a day later. Braless.

See her from time to time in the yard. Braless.

We now talk to them almost daily. Always braless.

I don't know why, but it's really intriguing. Probably because she comes across as the type that would always wear a bra, yet she doesn't.

But she is certainly aware of it because whenever her husband's parents stop by, she puts a bra on. But that is the ONLY time.

Can't explain why, but the way her breasts move, their shape, her mismatched personality. So lovely. Even my wife checks her out when we see them. Sigh.

My wife is the same way. She’s always braless at home and doesn’t mind going out for a walk like that. But of course if we are expecting company, then she puts a bra on. But she doesn’t mind opening the door with braless for the mailman or talking to our neighbor braless.

She was wearing a pink tank top recently that made her areolas really visible. When we went for a walk, a delivery driver drove by and just stare at her tits the whole time.

[gbdick]

I'm such a sl*t. I love to show off. I like to watch men react to either a view of my nipples or my bare pussy. It's easy to see if they are enjoying the view, you just look for the tent in their pants. Sometimes I would put on my special sweater vest. It's very loosely woven and is suppose to be worn over a blouse but without the blouse on underneath my nipples kind of poke through the holes. It only ties in front with one little yarn bow. If you look at me in it it's quite easy to see both of my nipples. When I paired it with high heels, and a short skirt with no panties, I became a regular tent maker in men's pants. I used to like to go in the mall shopping dressed like that in the middle of the day when all the kids were in school. If a man was brave enough to follow me and his tent looked nice I might let him follow me into a dressing room for a little fun. I would untie the bow and let him feel them and suck on them. Most of the time I would drop to my knees and start undoing his pants. I would look up at him with a big smile on my face as his pants and underwear hit the floor, put my finger to my lips and say shhhhhhhh! I should mention that I am a fabulous dick sucker. I would use one hand to jack his dick as I bobbed my head back and fourth and my other hand would be on my wet pussy frigging away at my clit. Usually they came pretty quick and I swallowed every drop. Can't leave a mess can we? If it was an especialy nice big dick I might stand up turn around and bend over. With my bare pussy in view they knew what to do and it's neat watching yourself get fucked in the dressing room mirrors. I had a lot of fun poking my nipples out.

[oztn]

of me through time - I love not wearing a bra, I love the attention, especially when I go grocery shopping and guys follow me through the store, or when they stand on the other side of the freezer whilst I lean forward to get something so that they can see my tits swaying. I have fairly small tits and putting them on display puts me on a more even footing with girls with huge tits.
I do have more photos if anyone is interested