Tag: Anal
[m/f] my weekend with A: day 2 (warning: extremely long) (pics)
TLDR: a day of spanking, sex, switching, and sightseeing
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This is the second day of my weekend with A, a 30-something woman I’d met online and was spending a weekend with in a cabin somewhere in the western US. [On our first day together](https://www.reddit.com/r/gonewildstories/comments/54yxt7/mf_my_weekend_with_a_day_1_warning_extremely_long/), I spanked her until she cried, covered her with come, gave head to a squirter for the first time, and fucked her until the mattress was soaked. That night, after dinner, the power went out and eventually we went to bed.
For those of you who need to know, I’m 6′ tall and was about 280 at the time of this story. A had long dark hair, dark brown eyes, C or D cup breasts, was about 5’6 and 150 pounds, and was divorced with children who were at their dad’s. She had nice hips, a great ass, and one hell of a pain tolerance. I was in my mid-30s, and she was about 30 herself.
Anyway, as I was saying, the power came back on just before 1:00 in the morning. Let me tell you how I know this.
[F] My first anal experience ?
So I’ve never posted in gw stories before but I’m kinda drunk and a little horny and I wanted to talk about the first time I had anal sex lol. At the time I was 17 and in high school and my boyfriend like desperately wanted to put it in my ass so on his birthday that year I told him to do it while I was on top and even tho it hurt so bad since he had a pretty big dick the pain like kinda turned me on. It started to feel better maybe after 10 minutes but it still hurt. It probably took 30 minutes for him to cum in my ass but i still loved every second even tho I was crazy sore the next day lol ? Feel free to message me if you want ?
Tried to do a DP at my first orgy the summer before junior year in college [MMFF]
Long time reader, first time poster. I’ve got a bunch of sex stories that I’ve been hesitant to write, but fuck it right? Ok, to the story…
This was many years ago during the summer going into my junior year of college. I was back home getting drunk at a good friends house as we often did during the hot days b/c she has AC. This was the north east and it gets muggy and hot. We basically had 15 people over, but most everyone left by 1:AM and she had gone to bed. Her parents weren’t home either, which is why so many people were over.
So it’s me, my best friend Jake and two of our close friends Kat and Mel. The four of us had been friends for a while, but I had never thought about either of the two in a sexual way. Kat and I had actually hated each other earlier in HS, but somehow came to be able to stand each other’s company while with friends. Mel had always had a thing for Jake. In fact, every girl had a thing for Jake. He’s no taller than I, around 5’8. But he’s cute and nice. I’m not sure how I would describe myself. I’ve always battled with self esteem issues, but have been called attractive. I am athletic (I was on the track team and played football) but very opinionated. So I didn’t always get along with everyone. Kat was cute, more of an average girl, a few extra pounds. Mel was a butter face. Great body, good personality.
My Freaky GF ({public, M/f} {F/m, prostate massage, rimming}) (Two short stories in one)
I can not believe that it has been almost 3 months since I shared this: https://redd.it/4n1bua story with you all, work has been hectic so I haven’t been able to write as much as I had hoped.
Eve (from the story above) and I have decided that we are no longer FWBs and are dating now (we didn’t want to say we were dating at first because of how much I travel for work).
That Year [M/F] [BROTHERS] [LICK] [WATCHING] [ORAL]
Every year I go to my brothers to celebrate his birthday up in the Hampton’s. The ride is nice for me and allows me to get away for a while. I usually spend the whole weekend there, just kicking back and drinking with my bro talking shit. However this year is different because he finally got a girlfriend named Sandra. Up until now I had never met her but he told me she was perfect for him. On the outside I was happy for him but I knew that this would put a kink into his birthday celebrations that we have by the boat yard. On Friday, I drove through the night and finally reached his house which had a vineyard that he took care of himself. My brother is smart, witty and more of an international type than any of us in the family. He told me awhile back that he met Sandra at a party which is typical for him. But something is different, I can tell my brother is a little more serious about this girl, Sandra.
The real story of how we met. F(24) M(28) read it from both points of view!
So me and my girl friend for fun decided to recall the true story of how we met from both of our view points. Anyway here it is!
His version:
So a little background I had just broken up with a girl and was pretty much done for a while with “relationships”. I was simply in the market for some guilt free sex. Now while I was with said girl we had experimented with some more kinky things like bondage as well as some slapping and choking. She was also my first anal sex. So going forward I knew I needed a girl with similar interests in the bedroom as my thirst for the kink had only grown since then.
A Shower [MF] [SHOWER] [ANAL]
The heat from the water made me smile as I turned slowly, standing right under the spray of rain that hit all over my body. I took a little longer in the shower because I felt that he might be home now. I smiled as I thought about his sexy face with those wolf like brown eyes. Every time he looked at me, it would send chills down my body and he knew it. Sometimes he would catch me in mid dream and touch my lips with his. Standing side by side we could feel this fire of desire and of course obedience. He knew I paid attention and I always made sure to follow the rules. Not rules like school, but rules like my love is bond to you in this way. Standing in the shower, I start to think about how he would make me pay attention. One night, I laid in the bed and then I heard the door close, “Hey what you doing?” he said. I ignored him as he stood by the bedroom door and got up walking right past him. He followed me into the kitchen and said, “I am talking to you!” with a voice like a daddy. I stood in the kitchen and looked at him as if I do not care. He stood right in front of me blocking my path and looked down at me like a giant gazing over a fairy. I looked up at him staring and he grabbed me up then placed me on the stove. His finger trailed down my chest, popping 1 button, 2 button then three. My breasts fell into his hands as if they were so precious. No candy, could be this good he told me as he sucked each of my perky nipples, swallowing them into his lips. Slowly I wrestled his shirt from his jeans and pulled it over his head. Nothing could distract him from this moment but his lips slowly moved against my ear and he whispered, “A pussy this wet needs attention.” My skirt came down slowly as I wiggled on the stove and he put his face deep inside. The warmness of his tongue touched me in the deepest places and I moaned. Legs spread wide, he kept dipping his tongue deeper inside and I trembled as I moaned louder. Then that voice came back to my ear, “It’s all mine now bend over for this dick.” I grabbed ahold of his beautiful structure as I became one with the floor again. Quickly I turned around with my ass gliding into his body. Two cheeks were an abundance in his hands as he massaged them slowly moving them closer to his hard dick. Both my cheeks spread wide as his hands guided them and he pushed his dick slowly inside. Each stroke tickled my anal causing me to moan as he pushed deeper while rubbing my hard nipples. Then suddenly, “Hey how long will you be in the shower?” his voice echoes through my body as I clear the soap from my nipples. I turn off the water and step out the shower and he is there standing by the door. He says, “Come I want to moisturize that whole thick body of yours.”
Chained to the bed by a young man (f/m)
This is my first post on Reddit! This wild story is part of a real encounter with a young man who I met recently. More to follow if you guys like this one:
Memories [M/F]: Best ExSex ever. Light role play and all!
So this happened about a year and a half ago. I have been lurking for a bit but wanted to share in the fun. I was 25 at the time, have brown hair, blue eyes, 6ft, Athletic but slimmer build 190lbs. Im a good looking guy and my exgf at the time was extremely hot. Long brown hair, eastern european look, sexiest green “fuck me” eyes and a bubble butt to boot. About 5’8″ athletic 115 with full C breats. If only she wasnt such a crazy bitch…
Anyway we had been broken up for a month, after a year of dating she became so controlling, arrogant, and demanding and I had just had enough. I suspected she was cheating on me due to the fact that she was constantly worried that I was running around on her. Funny how that works.
I broke it off and didnt hear anything for about 3 weeks. I was busy working and I just assumed she had moved on. One day I get a text from her asking if I had seen a pair of earrings she was apparently missing. I didnt fall for the bait, said I hadnt seen them and went on with my day. Another week went by with nothing.