Second time was in a park [Cheating] [MF]

This petite MILF I had been friends with and slept with once [(see previous story)](https://www.reddit.com/r/gonewildstories/comments/ablqbp/my_first_time_with_a_married_woman_mf_cheating/)

The next time she was out with her divorced friend. I was just finishing work (had to work late). My roommate and I both worked at the same place. After work i brought him along as Mary and her friends wanted to meet.

We met at a park (I can’t remember why we chose that). Mary showed up wearing a tight top and a skirt as it was the heat of summer. Her friend, Lisa, was thin with big boobs. Definitely a MILF too. We decided to go for a walk through the trail. It was late at night and dark so nobody was walking the trail.

I grabbed Mary and pushed her against a tree and started making out with her. The other two got ahead of us. After making out and groping for a bit we figured we should find them. We followed the trail and we came to a spot where we could hear them. They were in the bush a bit and as we neared we could see Lisa on her knees sucking my roommates cock. So we left them and found a clear patch in the trees.

21 [F] had my first big dick experience, and I cant stop thinking….

A few things to get out of the way; first this is a throwaway, since most people know my reddit account. Second, this is all 100% true.

I work as a nanny a few days a week for a family; there is the dad, mom, and I watch their toddler. The parents are in their mid 30’s I think. I get along well with them, and have been working for them for about a year. This story involved the dad. He has never said anything suggestive to me, he has always been super professional and accommodating. He is just a normal, suburban dad. I wouldn’t call him hot, but he is in good shape. The toddler is about a year and a half old. For those that don’t know, at this age, toddlers are racing around at top speed all the time, and tend to get into everything.

Most days, its just the kid and I, but once in a while, the mom or dad will work from home in their home office. They generally stay out of the way and do their work while I do my nanny duties.

Fun on the road [MF]

Wife has really opened up lately. We’ve been together for 4yrs married for 3. Today was the first time she ever gave me road head. For Christmas i get her a remote control vibrator and we decided to try it out. She slid it inside her and we took a drive.

After a few mins of me playing with the wave settings while driving some back roads she unbuckled her seat belt and leaned over and pulled my dick out and took the head into her mouth. I was instantly hard as soon as i felt her warm wet mouth wrapped around me. I told her to stay down as a truck was about to pass us. We are in an Altima so it was easy for the other driver to see a head bobbing up and down.

Soon after that truck she began to moan as the vibrator made her cum. I switched to a lower setting but a steady vibration with the little clit teaser going crazy on her clit. Another car came towards us and she popped up and the driver definitely saw that she came up from my lap. She began to stroke me and edge me till we got back home.

The time my husband watched me over a Skype session with another guy [FM]

He was a well off single dad and I had felt conformable around him from our first meeting at a work conference I attended during a trip. When I had talked to my husband about him when I got back he suggested I stay in touch with him and try to do something. We talked some more with the other guy and came up with the idea of my husband watching us over Skype. During that time a trip came up to his town and we agreed to meet up. Since he does not live alone I was to go over in the evening once everyone was asleep as he was not able to get out during my trip timeframe. I arrived at his house and he led me into the bedroom. I knew he was recently divorced but he still had some family photos in the house and bedroom. This made it seem like a very real and taboo experience.

Neighbor watched [MF]

My Wife (F29) and I (M41) have been together for 4 yrs. The last 3 yrs have been pretty basic in the bedroom. She is pretty vanilla and I like a lot of kinks, one is voyeurism. Lately she has started to really open up. We started taking pics and video during sex. She will taster her juices off of me and she has a new love for anal.

The other night we were fooling around and i bent her over this ottoman we have that’s next to the sliding glass door. We are higher than our neighbors behind us so we can see into their back yard and on their patio. They can see into our sliding glass door when its dark and we have the light on. Well as she was bent over I said it would be hot to fuck in that position and she definitely agreed.

Neighbor wasnt out and our lights were on but the color was red. (Monster color changing lights are awesome). As we were stripping off all of our cloths she covered up really quick saying the neighbor just walked out on the porch for a smoke. I said lets give him a show. She immediately gave me a grin and said are you sure. I grabbed the back of her neck and bent her over the armrest of the ottoman so she was facing the back door. I entered her from behind.

The Countdown [MF]

“It’s almost time, Violet,” said Evan Jose intently. “Are you ready?”

“Almost,” replied Violet, his equally excited wife. “How much longer do we have?”

“Fifteen minutes,” he told her. “Hurry up! I’m ready to end this year with a bang.”

“You and me both, my darling.”

Evan was already breathless, feeling an energy and excitement he didn’t usually feel so close to midnight. Both he and his wife weren’t big on late night activities. They hadn’t been since college. Getting older, getting married, and building successful careers made it challenging to enjoy the kinds of midnight antics that once defined their reckless youth.

However, for one special night, they made an exception. On New Years Eve, just before the clock struck midnight, he and Violet went out of their way to preserve a special tradition that began shortly after they started dating. It had a simple premise, but carried a great deal of meaning for their relationship and their love.

“I found it!” Violet said as she rushed into the living room, carrying a mid-sized box in her arms. “It was stuck between that oversized TV box I told you to throw away…twice, if I recall.”

A Collar for Kitten – Chapter 1 – Happy Meow Year. (BDSM, orgasm control, collar denial, sub training, respectful multiple orgasmic experiences, based on true events, cheating, ass worship, proper stretching, hotness)

We met on Reddit, oddly enough not r/bdsmpersonals but on r/dirtypenpals – I was looking for a submissive editor for some erotica I was working on and she was looking for some answers. It was Thanksgiving week. It just so happened once we got to know each other some, we found we not only had an affinity for each other but for BDSM and other niceties in that bandwidth. Something kept drawing us closer, like an unseen force and the connection was undeniable. She even knew about Buddhism and well yeah.

She was breathtakingly beautiful, natural blonde hair, nice DD cups, and enough meat on her bones to where she wouldn’t break if things got rough. Me, I am not much to write home about but have a 9 inch cock with the girth to match, so got that going for me. We were exchanging pics and stories and before long what started as flirting was turning into something else all together.

Unexpectedly pleasant, the passion was evident in all our interactions. Of course the obligatory sharing of personal information not privy to others along with more sensual talk. The phone sex was amazing and anytime we’d video chat was an instant hard on.

[M] Temp worker sex in server room

I cheated. My wife has severe emotional and anger issues. It pushed me away. The bitch was a temp worker. She was into tech and I was the IT admin. I fixed her phone and she jokingly said she would repay me with a blow job. I just laughed. She had a crush on me. She always needed assistance and made excuses for me to climb under her cube. She used this time to make sexual jokes, ask me if I like her heals, telling me there is something else she needs help with while I’m down there, stuff like that. It made me so GD horny. This chick was very thin, short, brunette that loved looking sexy. She come to figure out I had a thing for heels. So everyday new heals, short skirt, flirting, etc. Trainings would consists of her staring me dead in the eyes, sucking a sucker, her eyes begged me to fuck her. Eventually she came into my office and was being really sweet and said that she really liked me, she knew I was married, she just couldn’t help herself around me and it was uncontrollable. The visits kept happening. One evening she came in and asked me to hug her, I did, she smelled so good. She looked at me, got closer to my neck and ear and started whispering in my ear. I backed off and set down in the chair. She climbed on top of me in her skirt and heels, I could feel the heat from her exposed pussy on my dick thru my jeans, she kissed me on the lips a couple of times and then started putting her tongue in my mouth. It got super hot, the kissing became intense, we both got super hot. Her wetness was on my jeans. Another day the office was quiet end of day and I had to do some cleaning. She stayed back until everyone left. She came in and set on my lap and proceeded to tell me how she was going to rape me. She fucked me in that office chair, I bent her against a server rack and fucked her little pussy until she screamed and came. I know she came 7 times. I pulled out, removed my condom and came on her ass. We fucked a few times more after that. She used me and seduced me. She started all of it. I just didn’t resist. I was to weak too. The hottest sexual experience I’ve ever had so far.

The Layover (MF, ageplay, risky, mild-public)

Annabelle slid the cherry-red panties over her shapely thighs, letting the elastic rest against her hips as she admired her round behind. Pale cheeks, like a half moon eclipsed by red, flaunted roundness in the mirror’s reflection. Confidence brewing, she gave her ass a shake before pulling up her stockings, dropping a black dress over her shoulders and smoothing the fabric over her hips. This was meant to be the dress she wore on New Years, celebrating a fresh start in her new apartment she leased with her best friend.

Across the country, her belongings already brought in the New Year, nestled in boxes and bags. Perhaps if Annabelle had rented a car she wouldn’t have gotten caught in a swirl of bad weather, heavy snow drifting around the airport hotel. She wasn’t the only one stuck and separated from festities and loved ones, family and friends. The hotel was filled with delayed passengers. The stranded.

Wife tied and blindfolded and tricked into threesome. (MF)

I’d known Jack since we were teenagers, although for the last 12 years he had lived on the other side of the country. He had recently moved back to town because of his job and we had been out for drinks a few times but my wife Sara never came along because she wanted us to catch up on old times without boring her. Jack had come to our wedding but as he lived away Sara still had only met him a few times. So she knew when Jack and I got together it always ended up us talking about times and people didn’t know, so she knew she would be bored.

Tonight I’d invited Jack over for a few drinks and to watch some old videos of us from when we were younger that I’d been converting over to disc with my computer. It was footage of us as kids, at parties, acting stupid the stuff no-one else is interested in. I’d set up a projector and was playing the movies onto the wall straight from my computer, we’d been at it for a couple of hours when Sara joined us. I’d moved on to more recent stuff of Sara and I on vacation and friends parties, I showed jack some footage of Sara on the beach in a bikini which I’d taken last year. “Wow Lee your such a lucky man, Sara looks hot in this one, Sara you should be on Baywatch.” Jack said to us both.