I had to go to a Christening on Sunday for some obscure cousin of my wife. I wasn't particularly looking forward to it as that side of the family is terminally dull. However I noticed, as you do, that a couple of the cousin's friends had nice billowy short skirts and one had a toddler with her.

After the service outside the church I walked out round the churchyard while all the dull relations chatted inanely but I noticed the young mum walk out with her toddler. She unfolded the pushchair she had leant against the wall clearly getting ready to deposit the young child inside. Not realising anyone was behind her she bent over to scoop up the kiddy, placed him in the seat and strapped him in. All the time he was kicking and screaming and all the while she was bent over with her dress riding up showing the dark tops to her tights and her pert buttocks either side of her thong !

I had numerous other views throughout the afternoon of her and the other young mums, including a couple of great down-blouses. Not such a bad afternoon in the end.

Not quite oblivious
 

I was at a large outdoor art fair/sale with my wife one year. As we were walking along a section of sidewalk that had benches along both sides I noticed a cute mom breast feeding. My wife then said "look at that creep". A couple of guys were sitting directly across from the mom videoing her. I didn't say anything because I was to busy hoping for a better peek myself. As we passed through them I got a good look as the mom was switching breasts. Then we both heard the guy talking to his friend say "This is so cool, my wife's boobs are out in public" The mom gave him one of those I can't believe you are doing this looks as my wife and I started laughing and kept on walking.

Tits at the pool
 

I was at the neighborhood pool over the weekend. It was crowded with tons of kids there. There was a mother about 30 who lives down the block from us. She was wearing a one piece but it was strapless. She leaned down at the edge of the pool to speak to her toddler and her tits almost popped out. She spoke for a minute then went back to her chair. A few minutes later she went back over and picked her child up out of the pool. In the process, her suit slipped and both tits popped out. she was quickly blocked by the child. She then sat the child down beside her chair and her tits were still out. She got him a drink while still being basically topless. After about a minute, a female friend told her to check her top. She realized what happened and quickly covered up. She laughed, made a comment about flashing the neighborhood, and didn't seem too upset about it..

A great week at the beach, lots of MILF's and lots of hot women of all ages. I was there with my daughter, her husband and children, my wife hates the sand, burns easily and begged off from this trip. For several days, near where we set up our umbrella and chairs on he beach, was a MILF with her husband and children, a 3 yo and an 8 y/o, guessing at the ages.

The 1st morning we were all out there, momma was holding the 3 y/o in the shallow waves and tried to put her down to wade, the 3 y/o wanted no part of the waves and started screaming and climbing up mom, grabbing her modest 2 piece and peeling down her top and bottom. Mom was yelling for hubby to come help her and he came and held the 3 y/o while she got decent. Even though there were about 2 dozen people in the immediate area, mom never panicked, just laughed at her predicament. I thought that was s classy and sexy, sexier than her nudity.

Older up skirt panty.
 

Yesterday morning while sat in the coffee shop of a local leisure centre waiting for daughter to finish a dance lesson I noticed and older woman in her 60's siting down opoisite me with a pleated skirt on. She was plump and looked frumpy but for some reason my senses urged me to keep watching her. As she went to sit down she had to slid across the fake leather seatand raise her leg to get past the leg of the table to which she was going to sit at. As she did this her skirt rode up enough to show me her full cut white pantys which seemed to cling very tightly to her.

MIL walks in on me naked
 

About 8 years ago my MIL was staying with us as her home was being built. On a day off I decided to wash all the screens and windows. My MIL had stepped out and the kids were all at school while my wife was downtown at work. As I was spraying the screens I was getting soaked so I decided to take off all my clothes to save myself from having to keep changing. With the thought of replacing the second floor screens and washing the windows naked I began to have thoughts of my neighbours seeing me naked and I got a hard on. As I walked into my MIL room and began to put the screen up my MIL walked out of her washroom. She had come back home while I was in my shower spraying the dirty screens. Here I was with a 3/4 hard dick and I'm staring at my MIL as she was staring at my dick. My MIL asked what I was doing and I said I kept getting my clothes soaked so I took off my wet clothes so not to wet the floor. I thought I would play it cool and continue to put clean the window and put the 4 screens back into the window in the nude. Since this was my house I could do as I pleased.
As I was putting the screens back into the window, I had a hard time with 2 of the screens. My MIL walked over and said "let me give you a hand". She knelled down in front of the screen and my cock that was no more than 6 inches away. She pulled the bottom of the screen back in as I pulled the top. Mission complete so we go to the last window and as with the previous window she knelled down in front of my cock and pulled on the screen. As I looked up at the top of the window I was pulling the screen in. I tried to force the screen and I accidentally pushed my cock into my MIL's face. For a second there I thought my cock had accidentally slipped into her mouth because I felt a bit of suction when I looked down I saw the head of my cock was wet and my MIL looking at me with a smile.
With the windows done in her room I said thank you and started to walk out of the room. She said no problem and asked if I wanted her to help with the other windows in the house.

Trophy Wives and Yoga Pants
 

The town I live in has a relatively wealthy population, with a disproportionate representation of men on their second marriages to relatively young "trophy wives". Example: Just a few months ago I stood on line in the pharmacy while the thirty-something behind me made an appointment for a "full-Brazilian" on her cell phone (I guess hubby likes it smooth). Anytime I'm walking down the main street in town I'm likely to see a late twenty or early thirty-something maneuvering a very young child about, usually into or out of a massive Lexus or Mercedes SUV.

We had some of the absolute best weather we could have this weekend (warm but not hot, not humid), so there was a lot of activity in town. I was in town to run a couple of errands, and as I was walking down the sidewalk toward where I had parked my car, I happened to glance up to see an amazing sight. There was a late-twenties trophy-wife mom in the process of strapping her one-year-old into her car seat; the difference this time was that the car was a low-slung sedan instead of the customary SUV, meaning that the TWM had to get down low to secure the child. This hottie was wearing yoga pants (the trophy-wife weekend uniform), and instead of bending at the waist, she had squatted down low to facilitate reaching into the car. The squat she was in had caused her yoga pants to ride down, exposing a full inch and a half of butt-crack in all its glory for me to enjoy. I couldn't believe my eyes. I wanted so badly to stop, pull out my cell phone and snap a pic, but I didn't dare do so - the local gendarmes are very aggressive; they overstepped their bounds in another situation where someone was legally taking photographs less than a year ago that got some publicity. But the picture of that exposed butt-crack is seared into my consciousness for me to recall at any moment. God bless trophy wives!

My own sister is in her late 30s and I never thought about seeing down her shirt as she is my sister and all, and she dresses like a super prude anyway, so even when I lived with her in my 20s I never saw anything, ever (but I didn't try, either).

She was over this weekend and we were outside trying to help the kids ride their bikes. She bent over to help her kid and I reached over to grab the bike and our heads almost collided, and when I moved out of the way, I got a perfect view down her shirt and into her bra. I felt weird for a second, but in a millisecond I thought, "what the heck" and I looked. And I saw that she had absolutely no breasts but her tiny pale areolas were really, really puffy.

Later, my wife asked me why I was acting so weird, and I told her "um, I saw my sister's nipples this afternoon." My wife laughed and said that she caught a glimpse, too, and we talked about it, and it didn't really seem that weird after all.

Ha! Made me laugh. Boob are boobs though, we just can't help ourselves.

Love moms...
 

I love the oblivious mom. We had new neighbors move in next door to us with a couple small kids. Since they were new to the community, I thought I would stop by one day and say hello. The mom is very conservative and very religious, though I get the feeling that she had a wild streak in her early 20's. She's mid 30's, long brown hair and probably B cup tits. Nice bod. I stopped by during the day to say hello and she opens the door wearing a tank top and a pair of jeans, no biggie. Her kids rush to the door to see who's there and the little girl tugs at the tank top exposing her full bra cup. A tan satin bra held her tits firmly in place. Not the most flattering of colors, but since then, I was hooked. Her husband doesn't really do much so he's always in the garage, this gives me enough opportunity to "play" with the kids every time she's out. I always position myself in prime viewing angles to score some downblouse action. I've mostly seen the top of her tits covered in a bra but there's been a few occasions where i've scored the money shot. The best was a couple days ago on a very steamy day, the kids were out playing with the sprinklers and she was out too. I could tell from her bra strap that she was wearing the same loose fitting bra that I've had success with in the past. The opportunity was there so I grabbed some really cold water from the fridge and loaded up some water guns for the "kids" to play with. Everyone was squirting each other and I made sure to get the mom soaked. It took a while but it was soon time for her to take the baby out of the kiddie pool, i offered to help and positioned myself just right and scored! She bent down to tend to the kid when her tank top opened, the cold water did its trick and I was greeted by a very erect nipple that was begging to be sucked on. I've jerked off to that image for the last few days and can't wait for another opportunity to see more of her.