Your 5 best moments in one line
 

1. My wife accidentally handing naked pics of herself to my best friend.

2. My partner standing naked in a full hotel window in NYC while I can see her as I'm buying snacks from a deli

3. My wife crossing our residential street naked at 2am to stand under the tree opposite my house.

4. My friend's wife showering in my house but not closing the sliding door to the second position (I added the first position for the hook just for that moment) leaving a 1/4" gap with a full view of her drying her tits.

5. Persuading my wife to let me have a blurred screenshot of her swimming naked as my phone screensaver

3. My wife crossing our residential street naked at 2am to stand under the tree oppos
 

i thing we need more informations from this!!!

We had not been dating long. We were slightly stoned. She wanted to impress me so she did it on a well-lit street. Smiling and swaying as she walked. She's not really the person she was pretending to be that night but it worked!

1) My girlfriend at the time taking a three hour naked drive

2) The same girlfriend posing for a naked picture on an outdoor hotel hallway.

3) Getting my sexually repressed girlfriend to masturbate for me on camera.

4) The same girl flashing me.

5) Having a girl give me her panties on the subway ride home, and exposing her on the walk to my place.

In no particular order:

1) My 8 months pregnant wife Emma chatting over the garden fence to our new next door neighbours whilst wearing thong bikini bottoms and nothing else.

2) Emma spending the day gardening topless in full view of two guys working on the roof of next door’s house.

3) The husband of one of Emma’s best friends walking into our back garden to be greeted with the sight of her sunbathing topless.

4) Countless “Pizza Dares” that she’s done.

5) Any time she agrees to swallowing my cum after it’s been shot up her bumhole.

My 5.
 

1. Seeing my wife have sex with another woman, who is now a godparent to one of our children.

2. The first time she flashed in public.

3. Taking my friend’s wife up her ass for her first time on my wife’s side of the bed.

4. Feeling my wife’s tongue in my ass then kissing her passionately.

5. Seeing another man’s sperm inside my wife then adding mine.

In no order of importance:

1. SIL spooning me in bed then reaching for my cock.
2. Watching my wife submit in every way to her Dom.
3. The first time for both of us, having my GF begging me to put it in.
4. Seeing the look on a strangers face when my wife 'accidentally' flashed her trimmed pussy.
5. My wife called me when she was on a trip, she asked if I really wanted my fantasy of her having sex with another man to come true.

So many to choose from so I'll keep them to just interesting experiences that involve the wife. In no particular order...

1. Wife tied up in an "X" at sliding door overlooking road with lights turned on
2. Our first time at an SM themed love hotel, with all the trappings, showed me her true colours
3. Wife masturbating at large window with leg up and a car & people stop outside to check, she doesn't stop
4. Wife legs spread, masturbating with multiple orgasms on cam with about 2000 people watching at peak
5. Wife masturbating totally naked in passenger seat of car with trucks going by

best top 5
 

1. Wife and I in hotel and wife agrees to do some topless pics in hallway.

2. Wife agrees to go to local nude beach but only goes topless. Huge turn on when she runs into a guy and starts chatting with him and her tits are exposed for him to see

3. At nude beach and wife agrees to go nude and allows a stranger to take pics of us.

4. Wife meets a guy from a website who is really attracted to her. She goes commando when she meets him and not only does he see her pussy but gets to play with it.

5. Skypes same guy when we are having sex and gives him a detailed description of what's happening and what he can do to her. Load is blown all over her face and tits while other guy is watching and she loves it

My top 5
 

1) My girlfriend vacuuming in her shared flat without bra and a loose shirt, while her male flatmates were around (see a former post of mine)

2) My flatmate not realizing her bra sliped away and her boobs were exposed in her see through shirt (see a former post of mine)

3) My girlfriend losing her bikini infront of some of my mates while playing ball in the sea.

4) My dad accidently finding the printed topless pics of my first girlfriend, who got pretty nice 75D boobs even though of her young age.

5) My girlfriend walking around in a major touristic city in a yellow little see through shirt without a bra on.

1. Getting my reserved wife naked and fucking her on my backyard lawn.
2. Twice getting my reserved wife naked and fucking her in the woods.
3. Getting her to say "Fuck me in my c*nt." That was a total surprise.
4. Getting her to pull her shorts leg over and masturbate for me on a small lake beach.
5. Having a woman co-worker give me my first total blow-job and coming in her mouth. My wife would never do this.
Honorable mention - getting her to describe in detail what her doctor does to her during her annual checkup.

3. What’s the story behind this one?

1. Wife flashing her boobs to my best friend and groomsman
2. Wife went with a male friend on vacation alone and making topless photos with him
3. On a long road trip in the summer it was so hot and the AC was broken. So she just undressed her top, sitting in the car topless for about a hour on the highway
4. In greece, 3 young men were staring my wife at the hotel pool. So she just undress her bikini bra and showered under a free standing shower to give them a good view.
5.very drunk in Munich at the crowded Oktoberfest, she refilled my beer glas with her own yellow "brewage" and I drank it.

1. Wife in a short sundress, sans panties or a bra, going into a totally nude juice bar with me, and being stripped and fondled by the dancers, right on chow line.

2. Another night at same bar, letting the guy sitting next to us play and fondle her tits in the parking lot, as we were leaving, while I took pictures.

3. Before we were married, going to a buddies band's Halloween party, dressed as an old hooker. Dressed in a skimpy dress, again with no underwear, and an old lady mask. Her boobs kept popping out on the dancefloor.

4. Flashing the band in bars. She's friends with the guitar players fiancee.

5. Telling me fantasies, of sleeping with, or just giving BJ's to different men and women we see when out. Trying to fulfil those fantasies, but she's not quite there.


Here's a pic from the titty bar parking lot.

1 - My wife getting really drunk and giving a quick flash to our friends.

2 - The first time we had sex with her tits pressed up against a window

3 - The first time she drove topless

4 - The third time we went to a swingers club, where she wandered around in see-thru lingerie or naked

5 - Take photos and messing around in a hotel playground at night.

Magic moments
 

Highlights of years of exhibiting:

1. Getting naked and masturbating for our landlord who got his cock out and shot his load over the kitchen floor.

2. My first time exhibiting. Only showed off my tits but got such a buzz from it.

3. Being unexpectedly fingered from behind by a guy while I was giving my husband a blow job in the car.

4. Wanking off a complete stranger who had the thickest cock I'd ever seen.

5. Having guys wanking off as they looked at me on a nudist beach.

Top 5
 

In random order.

1) The first threesome with my second wife.

2) My first FMF threesome, with my buddies girlfriend and her friend, buddy was out of town.

3) The first threesome with current wife.

4) My first wife swap. We stayed at the beach and swapped for the whole week.

5) Current wife's first group sex, we had eight men and myself.

@ 5 best moments
 

1) Wifey sucking breasts of massage girl.
2) Wife getting drunk and dancing without a panty with my friend. Later in the bed she confessed to me that she was fingered by my friend and her ass groped several times.
3) Wife's ass touched and rubbed my friend's son at the summer cottage
4) Wife getting banged by her 24 year old friend/bull.
5) wife pussy getting massaged by 4 hand massage center in Thailand.

1. Meeting a girl at a friend's party. Shagging her on the washing machine at the same party about 2 hours later
2. Spending the night at the above girl's flat a few weeks later. Her jerking me off whilst on the phone to her (live-in) boyfriend (who away that weekend)
3. At the age of 22, having sex with my 20yo girlfriend on the beach at midnight
4. Getting caught doing the above by a dog walker - middle of the beach, nowhere to hide. She was topless and riding me
5. Spending 2 weeks on holiday with our best friends. Spent 2 weeks staring at my wife's best friend's naked tits, applying sun cream to her back at one point :)

tough to narrow it down to 5
 

1. Wife deepthroating really big black cock then he fucked her
2. Another BBC insisted on jerkling only but gave wife a huge facial
3. Wife sucked muiltiple cocks at a porn store glory hole
4. wife getting it on with complete stranger we picked up hitch hiking
5. wife having multiple orgams in a bar while wearing remote controlled vibrator

Oh man so difficult to list only five from among so many fantasies that we have. Anyway here it is:

1. Wife and I in 69 while she is being fucked by her lover.

2. Lick cleaning both the wife and her lover after he has cum in her.

3. Wife getting fucked by her lover on our wedding night.

4. Being pissed upon by wife and lover and using their pee as lubricant to masturbate.

5. Accompanying wife and her lover on our honeymoon where they act as the couple and I am just a tag along

Such a great thread!

So much so, that I hope the OP doesn't mind that I've done a top 5 of the top 5s so far! Well, my top 5 anyway.
It was really hard to narrow it down and I didn't include situations that I'd already pretty much done myself. So here's my top 5 in order with 1 being the best!


5. Borracho100
An ex who I was with in my late teens who rang me whilst I was with friends and who then proceeded to make herself cum twice whilst on the phone to me.
COMMENT: I've had phone sex, skype sex, text sex and email sex, and I've had a female stalker breathe heavily down the line, but never had a woman instigate the phone sex and finger helself to two orgasms! That's wicked!

4. BaconBot
Having a girl give me her panties on the subway ride home, and exposing her on the walk to my place.
COMMENT: I've had a girl ride across from my on a train and show me her pussy deliberately as exhibitionism. But taking off the panties on the train is next level! That's awesome!

3. SixPointFive
Spending the night at a girl's flat ... Her jerking me off whilst on the phone to her (live-in) boyfriend (who was away that weekend)
COMMENT: I had an ex girlfriend ride me whilst talking to a company worker and also my wife riding me whilst talking to a friend, but never a boyfriend! Damn. She must have really gone off! Would have been great to see her eyes as she was doing it

2. cpl4fun309
wife having multiple orgasms in a bar while wearing remote controlled vibrator
COMMENT: This is on the to-do list!

1. Juliets
Having guys wanking off as they looked at me on a nudist beach.
COMMENT: We've had this happen online, but never like this in real life. This is about as close to my No#1 fantasy as it gets. Wife hasn't said no, but she hasn't said yes either. I want to take her to a Couple's Cafe (as they are called in Japan) where you can perform sex or just be naked in front of others. When the wife is super horny and masturbating I ask her if people were watching her in person now what would she do and she'll open her legs as far as she can and say look at me. Soon after she gets a massive orgasm

5 best moments in one line
 

1. Fastest boner of my life caused by classmate in her black swimsuit accidently showing her crack while bending over at the lake's pier.

2. Giving it to Half-Mexican Aureen at her home in San Antonio Texas while on a US road trip. (Followed by a worst-of-moment when she slept like a dog and her neighbour nearly killed me mistaking me for a burglar.)

3. Shag-happy petite young Polish girl draining my balls for days in Berlin hotel. Cancelled all meetings.

4. Wifey telling about horny veterian at the party chasing her the whole evening, finally having his foot in the restroom's door, verbosely revealing how thouroughly he would lick her from head to toe.

5. Veterian's face when he realized that this actually was my wife.

My wife's best 5 things
 

First, when she was 18, I took analog nude photos of her that had to be developed in a laboratory. When I looked at the photos, I "accidentally" dropped them and some other customers could see them (topless, naked, masturbating...) She turned red and what was very pissed off.

Second, when she was asleep on a blanket in the outdoor pool, I secretly took off and hide the bikini-top. She had to stay topless for two hours, her boss saw her like this - also my sister's friend. She was just a little pissed ...

Third: Showed vacation photos to friends and 'accidentally' smuggled in nude photos - very delicate - by sex. That was a huge annoyance!

Fourthly: on her own at vacation she was most time without any undies under deep necked tops and miniskirts. At balcony, stairs, bending over and terrasses... And often she pushes up tops and skirts. Anyone who went by could see her pussy and breasts ... (It was an adults-only-hotel without children) Pica are here in the forum). Sometimes she masturbated at the window open - in front of everyone. But then she was older...

Fifth, she stripped naked on the beach where it was not allowed and, naked as she was, had to listen to the instructions of a lifeguard while a stranger took pictures of her. I had a really good time and laughed at her.

It was a crazy time in my life. I'd just come out of my first serious relationship and was on a real mission to bag as many women as possible. I met Rosy at a party and we hit it off (literally) within minutes. I'll tell the full story on the "Exes" thread but that morning after I'd stayed at her flat was something else. We were just lying in bed when her phone rang, so it's not as if we were in the middle of anything but as she started to talk she also started to play with me. I think it was her way of getting back at her cheating boyfriend......and who was I to argue? :p

5 Fab moments from many.
 

In no particular order....

1) Me and mate with random Ibiza girls. Fucking one each and then his girl starts to snog me while he's inside her.

2) MFF with 2 girls I had been seeing in secret and discovered they had arranged the situation

3) Ayia Napa holiday, random pretty blonde, nice gf type, away from bf, begging me to "spunk inside and fill me up"

4) While married to ex,(& by arrangement), watching her get chatted up ,snogged & fingered by random at a hotel

5) On a temporary split,getting turned on by discovering ex wife had been having a secret affair with a younger lad.

PS. I've added a couple of photos of ex (cropped for obvious reasons as our split was amicable, eventually)

Five that stand out amongst a bunch of great ones....
 

1. Fucking my African American goddess of a girlfriend ( young very busty Pam Grier look a like) in nearly every position, having her suck kiss and lick my cock and balls, taking her over my knee and spanking her...just totally savage sexing our way through a hotel room... when fucking her doggie style she noticed a guy in an adjoining room on his balcony watching us through our glass doors. After a brief startle we just continued with me fucking her even more. He just whacked his cock watching us probably never seeing such a Nubian goddess before.

2. In a poolside outdoor steam shower at a palatial home in Southern California with my sapphire eyed Linda Carter look alike girlfriend on her hands and knees sucking my cock as I sat on the cool but steamy tile bench.Her skin was glistening form the steam and she was working my cock like a pro.

3. In a New Orleans hotel room on a lazy Sunday afternoon with my curvy high powered executive blonde girlfriend and mother of three sucking my cock as I laid sprawled on the bed when she surprised me not only with her actions but her obvious skill and experience by tickling, stroking and then finally inserting her finger in my virgin ass. I came like a fire hydrant!

4. Meeting a rather chubby but very pretty woman in a Ft Lauderdale bar and ending up in a hotel room with her where she proceeded to tell me what a lame sex partner her boyfriend was then she gave me pornstar quality blow job and titty fucked me between her huge breasts like I've never been blown before.

5. On a first date with a woman who was wrapped in jackets and scarves and have her and I spend hours just talking. Not expecting sex or anything. She told me how the men at her teen daughter's volleyball games all hit on her. I didn't really see it although she had a beautiful face. Before I knew it she had stripped off her clothes and underneath all those garments was the body of the most beautiful goddess ever. As we were fucking I couldn't help but think these men trip over themselves to get nearly where I am and here I am in a few hours doing the most unspeakable things to her.

Not necessarily in rank order
 

The second time I had sex with this certain centerfold - FANTASTIC!

The first time I visited a swingers club. Watching others and being watched was exhilarating.

An unplanned encounter in a communal shower at a CO resort. Helping three strangers with bathing and shaving.

Having sex with a HS friend after not seeing each other for 25 years and not having done it previously.

First time skinny dipping with a crowd. I always think of it when nude with others.

There are quite a few instances that almost made the list also.

5 moments
 

Perhaps not in this order...

My wife getting a sensual massage and fucked by the masseur.

My wife hooking us up with another woman she met at a hotel hot tub.

My wife fucking one of my friends after watching a football game.

My wife letting our elderly neighbor get some down blouse shots of her big tits.

Eating out my wife's lesbian lover.

Bonus: The first time my wife told me she wanted to be restrained and have her ass spanked with a paddle (hard!).

Most of these I have posted details earlier on OCC.

First time being on a nude beach, in Spain.
Snogging strangers, shagging partner at a foam party. All good clean, dirty fun!
Naked bike rides - both WNBR, and other solo times.
Stripping off at the office (in the loo, for selfies), then going naked under coat, to visit partner at a hotel.
Braless / pantieless, under a dress at the office / parties. Stockings & shoes only.