This story is from that era 15 yrs. ago, before the time when cellphones were all smart. Anna was the daughter of my wife’s best friend from HS. She was a preacher’s daughter and a good girl. She had been our babysitter off and on for about 4 yrs. Now she was 18, a HS senior. I watched Anna mature and fill out and mostly kept my lusty thoughts to myself. She and I had developed an unusual rapport. It started when I noticed she was reading the Harry Potter novels while babysitting. One night when driving her home, I asked her how she liked it. She turned ashen. She begged me not to tell anyone she read them. I pulled into a park to talk to her about that. I told her she could read anything she wanted or watch anything she wanted (as long as the kids were in bed.) and if she had any questions, we’d talk about it here. So for the next year that’s how it went. As I took her home after babysitting, we’d talk about anything she wanted. I saw her grow into a lovely young woman, but because of her age I never made a move.
Category: gonewildstories
Fooling around with [M]y Mom’s [F]ormer Boss Part 2
*Thanks for the love on the first part of this story! This will be shorter because I originally wrote it with part 1 and thought it made the story too long. Just an FYI because I didn’t mention it in the first part, all the names are changed.*
Alex slid herself off the end of the bed, doing her best to keep my load of sticky cum on her small chest and toned stomach and off her bedspread. I followed behind her as she led me into her enormous bathroom. She opened the glass door of the stand up shower and started to run the water, sticking her foot out to test the temperature. I couldn’t take my eyes off of her perfect little ass. When she was satisfied she stepped inside and turned around before I could follow, wrapping her small fingers around my still softening cock.
“Come join me,” Alex laughed pulling me towards her by my shaft until I was close enough that we started to make out again under the hot water. We ran our hands all over each other and when she turned around and wiggled her ass at me I gave her a playful spank. My cock was pressed against the small of her back and rather than continuing to soften at this point I could feel myself getting hard again so I reached around her body and slid my hand between her soft legs while she washed off her tits.
[MF] The only thing she wanted is to not want it.
Warning: This story is entirely about casual yet wholesome rape.
This small collection of stories is a love letter to my favorite sex toy. I met her when she was 22 and all she knew of sex was slow missionary and the ineffectual humping of a puppy-dog college boyfriend. She was shy, sweet and oh so bashful about anything naughty until I tied her hands to my headboard and forcibly ate her out at the end of our first date. She tried to say no, but the sound that actually left her mouth was a groan. She came in fourteen licks, while I was still warming up my tongue, and when she caught her breath afterwards all she could do was look at me and blush at how hard she had gotten off. That’s how we met, and that pretty much set the tone for how sex would be for the rest of the relationship.
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My first time being naked with my Mother-In-Law and wife, preparing for our nudist holiday together [MFF]. Part 2 of our cuckold admission.
After my last post got so much attention I’m back with the next instalment as promised! My wife and I loved reading everyone’s comments and messages so thank you everyone who left a reply and enjoyed our experience :)
So the weeks after my mother-in-law found out about our cuckold lifestyle I experienced a mixture of emotions again, I still felt a lot of shame and awkwardness at times when we saw her but I also enjoyed being able to talk openly about our relationship with her too, it was strangely exciting revealing all the things we had done! We have a good level of humour between us all which helped ease the awkwardness for me, being able to make jokes and laugh about it certainly helped us all I think.
As I mentioned previously she isn’t exactly shy and I’ve heard stories from my wife about how they have been to nude beaches, nude resorts and spas together, which I always found very hot to imagine in my head!
I 19 [f] moved in with a stranger in exchange for sex
I was going through a tough time and was basically homeless. I met a guy online who said he would let me move in with him in exchange for sex. It turned out it wasn’t a good situation to be in. He was a freak and a jerk and basically just used me as his slave. I kind of knew what I was getting into but didn’t realize how bad it would be.
He would do whatever he wanted. And sometimes he would make me have sex with other guys as well. But I had a place to live and food to eat so I put up with it. And eventually I was able to get my life together and move out. I was there for about a year total and I moved out a few months ago.
I just wanted to get this off my chest. You can message me if you want to talk about it.
Dancing with myself [T], part 2
Read part 1 [here](https://www.reddit.com/r/gonewildstories/comments/u18jek/dancing_with_myself_t_a_rave_journal_pt_1/?utm_source=share&utm_medium=web2x&context=3)!
For at least thirty minutes I crawled and climbed over the table, pushing the toy in and out of my ass, riding it, twerking on it, cumming straight onto the floor as I ran my hands over my damp, smooth skin. After standing back up for a quick breather, an idea hit me. I took a bong rip and another shot (yes I like to mix my chemicals haha), tide my hair up into two tight buns on the side of my head, grabbed my bottle of Astroglide and began pouring the slick substance all over me, working it on to every inch of my exposed body.
It was at that moment that I truly desired someone else was there with me, because the feeling of flesh sliding effortlessly across flesh sent me over the edge. If I got sticky I simply spritzed myself down a bit and kept touching myself, my hands gliding down my shoulders and arms, grabbing my waist and ass, my legs snaking together, my skin aglow and reflecting the psychedelic laser light display. I had a cup of ice cubes (both real and little plastic ice packs that wouldn’t drip)that I put to good use on my body as well, letting one melt on my tongue while the others traced cold lines across my skin. I didn’t even need to touch privates, my entire body was an erogenous zone, and while I didn’t orgasm in the bodily sense, my mind was cumming out of control.
She put a spell on me, Then I lost her (Naughty Photoshoot) [MF]
She put a spell on me, Then I lost her. I had an amazing day of fun…I was talking to a lady FWB and another new lady friend. They both agreed to meet. This would have been my 1st 3-some with 2 ladies which is on my bucket list. It almost happened but one had to cancel.
So, I met a friend at the hottubs for lunch. We kissed and made out. Played with her pussy making her and cum hard a few times. I would lick her pussy then suck her clit into my mouth driving her crazy and cumming hard. She sucked on my cock which felt amazing. I pounded her pussy deep and hard. Several times her pussy would push my cock out as she squirted! She came about a dozen times. Her bush is all natural which causes my cock to get a bit rare with all the pounding, but It was fucking hot!
The night before I was chatting with another lady. She wanted a sexy boudoir photoshoot. She was very fun and sexual. We started sexting and then sharing naughty pics. We both got off that night on cyber.
[MF] using my assistants perfect pussy to relieve stress.
It’s been a long couple of weeks. Im now on day 17 of no time off, between work, MBA, starting and charity and design coaching im a bit burnt out.
I was in the office today kind of zoning out when my assistant suggested we get lunch. The place is almost empty due to covid so we could take out time. We got into my car and we had hardly pulled out of the parking garage before her hand was rubbing my cock through my pants. I tried to pay attention to the road but she wasn’t keen on heading to lunch. She started talking so dirty. Telling me how desperate her little Cunt is, how she has hadn’t had a proper Fucking. How she misses my cum and nobody has the balls to hurt her in bed.
Re-connecting with a student at an international conference [MF] [Student/Teacher]
Disclaimer: My Reddit username is a pseudonym, not my real name.
I’m currently a professor in a STEM field. I interact with about 200 students each semester. Some of these interactions are more memorable than others.
This is a story from only a few years ago where I ended up seeing one of my favorite students at a conference in our field years after she graduated.
I may have gushed a bit much in this one. Sorry if that’s not your cup of tea. I loved having her in my classes and I guess I can’t help but get mushy when talking about her.
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Conferences are fun. I get to spend a week immersed in my field listening to people give talks about the latest research happening. They tend to be in other countries so they are my main mechanic to travel. I usually go to two or three a year, it’s great.
They are also big social events for academics. After each day has ended, everyone converges onto a hotel or nearby bar for drinks. Some people say this is where the “real” conference happens – everyone discussing research, creating new collaborations, and pseudo interviewing people for jobs.
Slutty fe[m]boy cumming in public park next to a older guy. True story
This is one of the sluttiest thing I’ve done. Im a brown femboy which a smooth cute ass which I love to show off. I love wearing booty shorts because reveals my ass so perfectly. Specially one size small and pulled all the way up so my ass pops out perfectly.
I love going out mostly at night wearjng a booty short and a short tank top. The thought of someone looking at my ass give me such a rush that nothing can. I love the breeze on my ass its like someone is grabbing my by my ass. I mostly soak the from of my shorts with precum in minutes.