So back a few years ago i would have been about 25 at the time, I had just moved to a new city and I had been out a few times and not knowing anyone it wasn’t that exciting, so I turned to a social meeting app and started talking to a few girls in the local area. I got to talking to a woman, probably in her early 40’s that travelled to the area regularly for work and we were getting pretty flirty sending pictures and videos, for her age she had a pretty tidy body on her, blonde, slim, nice ass and great boobs. It started out with some pretty innocent body pictures and progressed to full nudes but never showing each other our faces, the mystery added to the excitement. It got to the point where I knew she was in town and she was sending me videos of her playing with herself with her dildo, it was hot knowing that she travelled with her toys.
So it was late Friday night and we were chatting and told me she was heading out on the Saturday night with a few friends to a popular nightclub, I suggested that we should finally meet up for a drink and see how things go, she agreed and said that she was also pretty eager to finally meet. Still not having shown our faces we simply told each other what we would be wearing, I told her I’d be in jeans and a red tee shirt, not a very obvious outfit which was helpful if I decided to back out at the last minute, she said she would be wearing a floral top and a black skirt just above her knees, she even sent me a picture of her outfit that got me excited, I asked what she would have on underneath the skirt and she said either a red or black lace g string which turned me on even more.
As Saturday passed we chatted and she said that she and her friends would be at the nightclub around 10pm. The evening drew closer and I started to get ready around 8 and headed out for a few drinks to calm my nerves. I was at the club and we were messaging each other and she said they were on their way. After they arrived I quickly figured out which girl she was and we were making eyes at each other as we passed in the club.
We were passing each other on some stairs, I was heading down and she was heading up them, she put her hand on my torso and said “Hi” as she went the step above me my hand went just up under her skirt and grabbed her ass as I replied “hey”, moments later she sent me a message “was that you in the stairs?” I replied with a winky face. About 15 minutes later I was at the bar ordering a drink and felt a hand on my ass and a whisper in my ear “hello stranger” I turned around and her hand brushed on my crotch which made me hard and we started chatting, we had a few drinks as we danced and our hands were constantly grabbing each other’s bodies.
We went out to the outside area to grab a drink at the bar and a rest from the dancing and I sat down, she sat sideways on my lap as we chatted, I whispered in her ear “so what colour did you pick?” And she replied “black” my imagination was starting picturing her black lace g string on her sexy pale ass. I felt her hand come down beside her body and start rubbing my semi hard cock through my jeans, my hand slipped up under her skirt and started rubbing her pussy through her g string.
I finally suggested that we leave, we were walking back to her hotel only a couple of blocks away, as we walked up an allay way she flashed her ass, we stopped and started kissing as my hand went up under her skirt again, this time pulling her g string to the side and rubbing her wet pussy. We started walking again, when we got back to the hotel walking up the stairs behind her my hand went under her skirt trying to rub her pussy as she walked, she slowed down as it felt good.
As soon as we got into her room I wasted no time taking her top and bra off and started sucking on her nipples as I played with her breasts, I pushed her back onto the bed laying between her thighs and pulled her g string to the side and started to eat her pussy, rolling my tongue over her clit as I slid my fingers inside her pussy, I couldn’t believe how wet she was, she instantly started to moan and ran her fingers through my hair as she pulled my face into her pussy, I guess she was enjoying it as much as I was at this point, I continued to eat her pussy until her body started to shake, her moans were that loud I thought the people in the rooms either side would complain, her body went stiff and arched her back pushing her pussy into my face as she came.
After recovering from her we started to kiss as her hands unbuckled my belt and unbuttoned my jeans, sliding my pants off she took my cock in her mouth and started to suck, oh wow could she suck! It was amazing, I tried to pull her on top into a 69 but she said she didn’t like being on top so I rolled her over and got on top, shoving my cock into her mouth as I began to eat her pussy again, I was thrusting as she sucked, throat fucking her as I enjoyed the taste of her pussy again.
We moved and she got on top on me and lowered onto my cock, her pussy felt amazing as inch by inch my cock went inside her. My hands on her hips as you started to grind back and forth on my cock, I sat up slightly to take her nipple in my mouth as she rode me, grabbing her ass and squeezing it, it felt amazing having this older experienced woman riding me.
I lifted her off me and laid her next to me then laid between her legs again eating her beautiful pussy for a few more minutes before I move up, lifting her legs up and sitting them on my shoulders as I slid my cock deep inside her and began to fuck her hard and deep, feeling your tight pussy gripping my cock as she began to cum again, resulting in me pounding her pussy as hard as I could, hard deep and fast just going wild on her, it felt like I hadn’t fucked in months I was going that hard on her. I stopped and got on top of her again in a 69 and started to fuck her throat again as I ate her beautiful pussy some more, I made sure she sucked every drop of her cum off my cock before getting her into doggy style and pounding her again.
The alcohol had made it hard for me to cum which was good, we had been fucking for over an hour. Remembering that she traveled with her toys I stopped and reached for the top draw in her bedside table, there it was, I took it from the draw and let my cock slide out of her, I slowly eased the vibrator inside her and turned on the vibrate and spin up to full, I grabbed her phone from the bedside and start to film me fucking her with her toy, after a minute or two she grabbed the toy and took control as I watched, it was so fucking hot, watching her fuck herself as I sit there stroking my cock filming her, in the heat of the moment I leaned in and stuck my tongue on your ass, flicking back and forth a few times before moving up and pressing my cock against her little asshole, slowly sliding in.
So here I was 3 hours after meeting this woman, I’d eaten her pussy, throat fucked her, pounded her pussy as hard as I could, watched her fuck herself with a toy and now I’m balls deep in her ass as she still plays with her toy and I’m still filming, as I felt her ass relaxing I began to fuck her ass harder and harder, as I heard her cum again, she started to take the toy out but I reached down and slid it back in as I continued to fuck her ass, in all honesty the vibration felt good for me also. This continued for another 20 minutes as she had three more wild orgasms, I could feel mine getting closer and closer and as I felt myself about to blow I pulled out and rolled her over blow rope after rope of my cum all up her belly, over her tits and neck onto her face, I had never cum like that before, there was cum from her nose to her pussy, she lay there and scooped up the cum from her belly and put it in her mouth as she looked into my eyes, it was amazing, I had never before or since experienced a night of pure lust like this, it was the best fuck of my life.
I am open to messages for feedback and questions or any similar experiences you want to share with me, I look forward to hearing from you.
Category: gonewildstories
Sex, Drugs, and a Craigslist Swinger Party [group]
A few years ago I was dating a lovely young woman, for the sake of this story, we will call her Carolyn. She was my ex’s best friend. It was never said beforehand, but we knew we had chemistry. Needless to say, when things ended with my ex, Carolyn swooped in and claimed me for her own. I definitely wasn’t complaining. Carolyn was definitely petite, coming in at 5 foot 2 inches, 95lbs. The thing that got me was her 28H breasts and the tightest, tiniest pus1sy I’ve ever experienced. She was a goddess and little did I know she was a freak too.
Once during the my ex, she told me a story about her and Carolyn getting drunk together in the hot tub. According to my ex, Carolyn started asking ‘weird questions’.
“Don’t you think girls’ bodies are so sexy?” Followed shortly after by, “Have you ever considered being with a girl?”
After more of these questions, my ex got a little nervous. She then felt a hand on her inner thigh. She didn’t know what to do, so she started talking about something trivial. As she talked, the hand moved up her thigh and under her swimsuit and began rubbing her clit. My ex-girlfriend freaked out, got up, and left, and she and Carolyn never spoke of it again.
A quick pre-convention drop-in for pleasure [FM]
Now that it’s summer I’ve got a fair few events that I’ll be heading to in cosplay, and this weekend was one them. I’m currently back at home now uni was finished, so what would previously have been a reasonably local event saw me jamming some cosplay into a case, jumping on a train and heading to a cheap hotel near the event for a few days.
Although I knew a fair number of people there to hang out with, none of my direct friends came along to share hotel costs so I was left to my own devices for the duration – of course, this in turn gave me plenty of time to seek out new adventures. The first day of the event was pretty dead however – as it was located somewhat out of the way most people were at work and there didn’t seem to be anyone from the event on Tinder, so it was a fruitless evening’s swiping. The second day brought a fair few matches, but nothing interesting – a lot of outright idiots, or conversations that just drifted away into nothingness.
Secretly Fingered GF While Streaming [MF] [hold the moan]
I must have been the most sexually aloof guy during high school. Far from prude, I just never treated sex and relationships as a priority. I barely spoke a word in classes, let alone tried to flirt, and the only way I caught onto the fact that a girl I shared the bus with for 3 years liked me was when she literally placed her hand on my crotch. Even still, I ignored her. Yeah, I was **that** distracted.
That’s what made Kris a special girl. I mentioned her before as a bubbly video game streamer with multi-colored hair and tats who shook up my strict, rigid world at age 23. As social as she was on her stream, she wasn’t the typical camgirl flirt. She took her first-person shooters seriously, childishly laughing at the explosions, and ignored the compliments poured on her by her viewers.
Unwanted Creampie [FM]
So, yeah. My girlfriend Alexis started making this rule that I could only cum inside of her just before or just after her period so that we could be responsible. She’s on the pill and stuff, just a rule that she has that I respect. Kinda.
Anywho, Alexis and I went out to dinner last week to celebrate a promotion she got at work. We weren’t planning on drinking, but that promise got broken pretty quickly once we got there when we found out it was ladies night. Alexis started ordering drinks left and right and I was going step for step with her. Before you know it we were pretty drunk.
We started talking about our weekend plans and what we were going to do for the holidays, when I suddenly got the urge to touch her. I placed my hand on her leg while she was talking and slowly moved it up her thigh. She has such think, juicy legs. And since we were sitting in the back of the restaurant no one could see us. She slapped my hand and said, “Stop. You’re gonna get some later.” I can only hope our server didn’t see my hard dick when she came to check on us a few seconds later.
[MF] A lazy day gone wild with new fwb (part 1)
Hi, first time posting. i have had a lot of encounters in NY as i have a cool beard and girls seem excited from beards. i am thinking of keeping my beard until i get married to a lucky girl.. ?
so i met a girl who is my friends friend. we both were introduced the day before this happened. from the beginning i knew she was digging my beard. i have an accent as i am an immigrant. she was also digging that. i liked her. she was cute and had a good deal of sex appeal in her. i was imagining how i was bending her and treating her in bed. i imagine a lot so that i can execute the fuck very well.
we met, we ate and decided to take a stroll in the city. she gave me her number and web parted our ways that evening. we did not have a sexual tension going on. i knew it was just me dreaming of bending her and ramming from behind. i started texting her and the next day she made plans to go out for dinner. i was laying at home in bed. feeling super lazy, but didn’t say NO. one thing led to another, i was supposed to go to her place, pick her up and go out for dinner.
20 – My [F]irst Challenges!
[Context](https://www.reddit.com/r/BogotaBound97/comments/6nffng/first_challenge_thread/?utm_content=title&utm_medium=front&utm_source=reddit&utm_name=BogotaBound97)
So, first, congrats to u/il_CasaNova and u/DPP_SS! You two managed to make my first challenge! Now, for what you’ve been waiting for!
The two of them arrived around 7:45 p.m. and we took some time to chat and get to know each other. Neither of them were particularly attractive, and both were a bit on the chubbier side, but nothing that could be considered revolting! Being the nutjob nudist I am, I wasn’t dressed from the minute they walked in, and eventually I could start to tell they were ready to go. I invited them to my bedroom, and they were more than happy to come.
Neither of them had any sexual experience beyond kissing, and one had had a couple handjobs, but they were not experienced by any means! I started things off with a double handjob, just to get them ready. Nothing but a little spit and rub! Then I got into the fun stuff. Now, thanks to u/il_CasaNova, I might’ve freaked them out a little when I chipmunked a dick in each side of my mouth, but they didn’t say anything. Their dicks were definitely rubbing together in my mouth, mostly because I’ve a pretty small mouth (blowjobs have never been my strongsuit and I usually can’t do them for long). It did manage to kill my jaw (thanks guys! :( ) They obviously weren’t going to last long, so I didn’t want to waste any time. I told the older one to move around to my bum, and kept the other in my mouth! The older one was pretty awkward, and obviously had no clue what he was doing, so I reached back and guided him in.
Fun in the Philippines part 1 [MFF] / [MFMF]
Warning, very long and detailed. Tl;dr; wifey and I had an amazing evening with a lovely new girl friend and one of her swinger buddies. Pictures are at http://imgur.com/a/kORgR
Wifey and I spent a couple of weeks together in her home country, the Philippines. We had an amazing time, lots of great sex, went to islands, snorkeling, diving, sea kayaking, awesome fun! The last evening in Manila was also a great time.
We met our new friend Irene through a swinger website called TheAdultHub. I have to admit that we never used it much, I think I subscribed to it a few years ago but never really looked at it. But recently I got an email reminding me about this site, so I thought why not try it and I subscribed to the paid tier. This allowed me to answer a few message and send a few more, amongst which Irene’s profile caught my attention.
Two [FF]or one for [M]e
This night started out like any typical Saturday night while in college. Some buddies came over to do some pre-drinking (do they still call it that) at my apartment before we went to the bar for the night. My live in girlfriend was out of town visiting family so naturally I hosted. I always had some friends that were girls that I flirted with in case things didn’t work out with my girlfriend, and this night it all went a little far……..
I had been texting this one girl for most of our pre drinking as I was starting to loosen up, and jokingly suggested that I may come see her for a night cap after we left the bar. She was staying in that night and said if I wasn’t too drunk to remember to come on over. (Never too drunk to forget pussy). So we go to the bar and have a good time as usual. After the bar closes one of my buddies and I drive over to her house. I left the car running and tell him that I will be back in a few minutes. I knock on the door and hear a voice say come in. I slowly open the door and don’t see anyone so I said her name. She said she was in bed, I mean it was 2:30am so I walked back and walked in to find her laying there naked in the candlelight rubbing her solid C cup breast with one hand, arching her back, and circling her clit with her other hand.
One [MF]
Dreaming of warmth
Wet
Soft and slick
Around me
Sucking
I start to awake from that soft dream state
In wonder
Her mouth is wrapped around my small flaccid penis
A hand gently caresses my inner thigh
A breeze or a breath.
A hand cups my balls.
A twitch…
Another
as blood start to engorge me
Still in her mouth, she feels it growing too
Sucking a bit stronger now.
Pulling life and energy into my hardening cock
It doesn’t fit in her mouth anymore.
She moves to glide her tongue down and back up
Gently running her lips just behind the head
That most sensitive of spots
I moan and a breath escapes me
Now her hand grips and slowly pumps
Up
Down
Again
Then nothing. I’m left in a numblike half awakeness
Until
A drip. A single drip on my shaft.
I wonder, but only for a moment, until I feel her wetness on me.
Her wet clit is gliding up and down my ever hardening cock
Warm. Slick.
Just as I can no longer take the thirst for more, she guides me in
Just the tip at first. A pause as our bodies adjust.