Tag: Oral

[MF] Nailing My Fantasy MILF

Written many stories and fantasies to women (a lot to this one( but never posted a story such as this. This could be the first story of what could be many depending upon how this is received. This one goes back a few years but feels like yesterday…

Shortly after I moved to a new neighborhood I started to meet neighbors. One day I meet Molly. She’s the kind of woman you notice right away, about 5’6”, sandy blonde hair, great smile and killer body. Petite, 105 soaking wet, size zero, long tan legs and sexy ass. She’s that woman you follow around the grocery store and ask dumb questions that you clearly already know the answers. We make eye contact and wander towards each other before striking up small talk…I’m new here, how long have you been here, etc. Over the course of many months we saw each other often and always had easy talks with lots of laughs. So while my eyes undressed her and thoughts of her naked and sweaty go into my spank bank I kept reminding myself “married!” Read more »

The [f]irst ti[m]e I ever cheated

This story is a bit older, from 2016. but I just love how naughty it is and love remembering it, so I finally decided that I’ll write it out here for you guys.

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My boyfriend and I were together for just over 8 months and it was early June. People were celebrating the end of the school year, there were lots of parties and it was finally warm enough for swimming.

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I was partying for a few days prior to this, so I decided to take things easy and invited and old friend John to go and relax with me near the river. I would’ve normally asked my boyfriend, but he was on a trip for 3 weeks at the time and there was another week before he’d come home. Even if he was home, he wouldn’t mind if I went with John because they knew each other and he knew how much John meant to me.

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We decided to meet at 7pm, which was a bit late, but we agreed not to stay too long and get some rest. He said he’d bring something to drink and I had to bring snacks and cards, in case we got bored. Read more »

[MF] anal breakthrough last night

I’ve been super interested in eventually pegging my husband, but he’s not there and may never be. We had an… incident a couple months ago. I’ve started occassionally rimming him as part of foreplay and spend a lot of time using my mouth on other than just his dick, and his reactions are always so sexy and I’m usually dripping wet only a few minutes in. One night, I was going at him with my mouth and tongue and tried to escalate it. I grabbed some lube and worked my finger in, but was unsuccessful in finding the prostate.

I ended up just thrusting my finger in and out of his ass while giving him head, and for awhile he seemed to be enjoying it but eventually said it was starting to hurt. I pulled out, washed my hands and climbed on top and finished that way. Well, a day or 2 later, he ended up with a massive extremely painful hemmeroid. Like, limping and walking funny, miserable, couldn’t sit down or stand up, moaning and groaning. I called it his”man cold of the ass” because he was so over the top about it. I have had hemmeroids off and on since our first was born, and he’s 12. Roids are not a big deal and should not impact your life to the extent it did for him. Read more »

My [F]irst Affair: The Soccer Player (Part II)

[Note: With the exception of changing his first name, everything else in here is 100% accurate, with absolutely zero embellishment or alteration.]

Link: [Part I](https://www.reddit.com/r/gonewildstories/comments/aal4lb/my_first_affair_the_soccer_player_part_i/?st=JQA6E22M&sh=007106dc)

It felt surreal to be back in my house, as the reality of what I had done hit me. I had just jumped into the deep end of cheating, having full-on sex with someone. I was impressed with myself that I’d been able to go through with it, even if it didn’t exactly go how I had fantasized. I wondered whether I should take it personally that Dylan couldn’t stay hard for me. His guilt seemed believable enough, and I did feel a little guilty myself…

I was worried my husband would smell sex (and latex) on me, but he was watching a movie and my arrival home barely registered as a blip with him. I told him a couple of gossipy stories about co-workers from the post-work thing and then went to bed by myself while he stayed up finishing his movie. As I lied in bed, I ran through the crazy events of my evening and found myself wondering what Dylan could do with another shot. Read more »

What an amazing day at the office [MF]

I’m going to describe something that happened a few weeks ago, but first, I need to provide some biographical context.

I’m male, 6’ even, 175 pounds, pretty fit. I have a wiry frame so it’s hard for me to bulk up but I have pretty good muscle definition. I’m in my mid 50s, have been told I look like I’m in my mid 40s and have the same sex drive I had in my 20s. I know it’s a running joke here how everyone has an above-averaged sized cock. My wife wanted to measure mine one day and when fully erect it’s 7.5”. Girth is pretty average, I’d guess. I doubt anyone wants to see a pic so I’ll omit that. If interested, PM me and I’m happy to share.

I’ve been married for many years to a beautiful woman I love deeply. The challenge is she has some significant health issues that make sex very difficult for her. If it were up to me we’d fuck every day. As it is, I’m lucky to get laid once a month. And even then, we have to be very gentle to avoid hurting her. It’s frustrating for both of us. She knows she’s not satisfying me sexually and has basically told me to feel free to find other ways to satisfy myself sexually, just be discreet and safe about it. Read more »

My [F]irst Affair: The Soccer Player (Part I)

[Note: With the exception of changing his first name, everything else in here is 100% accurate, with absolutely zero embellishment or alteration.]

As I approached 30, I had made the decision to get out of my marriage. My husband and I had grown apart. We weren’t getting along well at all, there were old resentments that constantly came up, we did almost nothing fun together, and we had gone from nightly sex to maybe once a month. I felt completely taken for granted by my husband and the relationship was dying, so sit seem

I’m fairly curvy with big boobs and ample ass. Through running and yoga I had gotten myself into phenomenal shape that spring in anticipation of being back out on the dating market by the fall. I looked good and I knew it.

In June I was out with friends for a bachelorette party when a guy approached me. Dylan had dark hair, green eyes, and very obviously was in great shape. He was funny, confident, and flirty, and I loved his Irish accent and his Dutch soccer jersey. So we chatted for a while. Dylan mentioned he was a teacher at a suburban high school about 30 minutes away. Eventually my group of friends was moving on to another bar, so he asked for my number. I didn’t want to give it out in front of my friends, so I told him I was married. Dylan visibly was crestfallen to hear this, but smiled mischievously at me as we said goodbye. Read more »

Chained and Spanked Mother, Ch. 5 [inc, M/s, BDSM, water-sports, slow, mdom, spank, rough, oral]

Chained and Spanked Mother
[minor water-sports event]

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Chapter 5

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Robert sat frozen in disbelief. He’d seen his mother change from an unwilling victim to a bitch eager to suck cock. At least, that’s what it looked like! He didn’t know she just wanted to end her torture quickly. While watching his younger brother drive hard prick meat into their mother’s face, Robert got as hard as his brother! He bolted from the couch. “You really put it to her, Tommy. It’s my turn.”

“Yeah, she sucked better than any of those books ever said.” Tommy made room for his brother, despite the room spinning from his orgasm’s intensity. He hugged a wall to keep from stumbling. “Mom, I bet you even liked it.”

“I hated it!” Joan complained.

“Sure you did, Mom.” Robert stepped up to his kneeling mother. “I saw you go after Tommy’s dick, like a pro. You were born to suck cock, weren’t you?”

His mother worried if he told Robert the truth, that she just wanted to get over with it, he might punish her. “No, Robert. I swear. I just did what he told me.” Read more »

Staying home to look out for my sister – [F] watching [FM]

Last Christmas, I had to put up with my sister incessantly going on about her boyfriend, and ultimately inviting her over while I was home, meaning that I couldn’t resist seeing what she was up to (https://old.reddit.com/r/gonewildstories/comments/7mhknu/being_a_nosy_sister_f_watching_fm/). This year, I was prepared for another festive season of my sister being insufferable about her relationship, and while I’ve had to contend with plenty of that – I had to give up the “down a Christmas drink every time my sister mentions her boyfriend” drinking game to protect my liver – something was also a little “off” about her behaviour since my arrival at the family home last week.

While she’s very open about texting and talking to her boyfriend around the house normally, this time around she was having a lot of secretive phone text chats – snatching her phone to her chest or covering it with her hand if I so much as glanced in her direction. Of course, this just made me curious (and a little worried – she is my sister after all), and so I escalated trying to sneak a glimpse of her phone, and she then escalated hiding it from me, finally getting to the point where she moaned to my parents about me and I got told to “give your sister some space”. Read more »

RAOMD [Success] [MF] Part 3 – The Christmas party that almost wasn’t. Album in comments.

Happy holidays Redditors!

If you want the backstory on “Kelli” and I, check our post history for part 1 and 2. Although we’ve only known each other for about a month (seems crazy to both of us), we’ve had some pretty fun times in that short span. This is the story of our “Christmas party” that we started planning after our first hook up. If you want to skip to the good stuff, scroll down to the line___________ Now, onto part 3…

After stretches of time with both of us being out of town, the time was finally near for us to have our Christmas party. As the days went by leading up to it, we chatted a lot and a ton of complications came up. Unexpected visitors, schedule conflicts, it seemed like the world was against us! She gave me the latest news (we would have to cancel altogether) a few days before and I was bummed, to put it mildly. I had been looking forward to this for weeks, bought all these outfits, made all these arrangements, and it wasn’t going to happen. Fuck! Read more »

First threesome [MFM]

When I was in school we travelled a lot for tons of different reasons. One time I tagged along with my bf when he went to a tournament in Vegas. He was supposed to be just going with one of his friends, but I tagged along.

During the morning, my boyfriend Jimmy and his best friend Matt were at their tournament and I spent the day making use of all the amenities at the hotel. They had a spa, which was pretty awesome and I was getting a steam and massage – no idea it would later add charges to the room. Then I went for a swim and laid out in the sun by the pool.

Back in the room I was bored out of my mind, so I dug into the big bottle of vodka we bought and mixed it with some soda water. I was a few drinks in when they came home, all sweaty from the day of fighting and whatever the hell they do at martial arts tournaments. Read more »