[MF] losing my virginity

I was 21 years old and quite shy and a bit withdrawn and only had a few friends. One of my friends was Ellen, a girl i knew since her parents moved into the house just across the street. I was 5 at the time. We always got along quite well. We played alot and went to school together. When we got older and went to high school i realy liked her more than i dared to admit but was just to shy to tell her. She had boyfriends but it never lasted long. It made me sad as she talked about her boyfriends. She told me everything, also about her having sex and how nice it was. She sometimes threw hints at me but I never got them and laughed about her sexy remarks.
Fast forward after few years like this. We where both 21 and went out with a few friends to celibrate our friends birthday. Both of them left rather early leaving us behind. We chatted about lots of things. Ellen mentioned her ex bf said her boobs where uneven and asked if I noticed that. Red faced me answered something like, nah never noticed that. Well she said, you want to see if it is true? I said maybe some other time, I am a bit tired and want to go home. So we walked to her house. On the way there she kept throwing hints but I was just to shy to notice it and also afraid of losing her as friend if we got closer than we where. So at her place i gave her a hug and said goodnight. She went inside and I Walked home.

How I lost My virginity to my college roomate during a blackout [M]

Hi, this my first post here so I might as well share the first time I had sex with my college roomate and lost my virginity.

So let me give you a bit of background, my name is Josh (21M) I was 18 when I went to Calvin College in Michigan to major in Psychology. My roomate was a very attractive girl named Samantha (20Yo) but I called her Sam for short and she was majoring in Photography so it’s safe to say we were a pretty good match in terms of profession.

A few months after I move in the dorm with her, we hit it off. We hung out, watched movies together, played video games, and started to become good friends. To be honest, there were days where I thought Sam was kind of attractive and to my surprise I found out Sam didn’t have a boyfriend but I didn’t want to break the barrier of friendship quite yet because we were starting to know more and about each other.

Let me describe Sam to you. She was a smart, funny, and head strong girl who I always had a crush on despite the fact we were just friends for the first year.

Innocent conversation leads to some parking lot antics [cheating][public][MFM]

Hello all. First let me apologize because the tag is probably incorrect, it was MFM then MMF and then who the f knows.

Let me say that when I travel for business I have only two rules from my wife, don’t get someone pregnant, don’t bring anything home, don’t talk about it. This goes both ways for her when I’m gone. So here I am telling you…

Was traveling for stuffed shirt boring meetings and took a quick smoke break to get away from corporate dick shaking. Ran into a girl that works for a company in the same building, not for us. She was super cute, laid back and had amazing eyes. Not a knockout or anything, just fun to talk to and sexy in her own way. We both ended up taking a lot of extra time just shooting the shit. She did however notice the wedding ring and later I learned was constrained in what she was going to suggest at the time.

M]y Wi[F]e Lucy and My Earliest Fantasy

Quick story for you guys, that happened last weekend after the kids had gone to bed. We watched a movie and had a bottle of wine after dinner, then got a little frisky on the sofa. Lucy got up and took my hand with that devilish look in her eye that told me she had no plans to call it a night so early. She lead me to the bedroom and told me to strip off that she had a surprise for me, I quickly did as I was told as she rummaged around in our box of toys. She returned with some handcuffs and a blindfold, she crawled on top of me and firmly grabbed my hands and fastened them behind my head around the bed frame. Then she placed the blindfold over my eyes and hopped of me and I heard her walk into the bathroom, the door closed with a loud clunk and I was left in silence. I could feel my cock rising to attention as I waited eagerly for Lucy to return, about 5mins later the door opens and I hear the unmistakable sound of her heels walking towards me.

Fucking my Boss’s Daughter (pt. 2) [MF] [Office] [Barely-Legal] [Sex] [Doggystyle] [Blowjob] [Deepthroat] [Throatpie]

The next day at work I arrive early, the first time I’ve been excited since I joined. I’m already getting hard just thinking about Isabel before she walks in the room. When she finally does arrive, I take in her new outfit. She has a sexy black dress clinging tightly to her teen curves. She manages to pull off the perfect mix between professional and slutty, only hinting at her naughtiness. My boss’s daughter greets me and shoots me a sweet smile before closing the door to my office. She walks over to me and I get up, we instantly press our bodies together and start kissing passionately. Her arms wrap around me and I grab her hips firmly while our tongues taste one another.

I move her backwards, walking us both with our bodies still rubbing together. She moans softly as I guide her back and she lets out a cute squeak when her butt hits the wall. I press her into it, pinning her against the surface as my hands explore her barely-legal body and I taste her deeper and deeper.

[FM] I made him cum with my bestie in the same bed!

My bestie and I have a pretty close relationship and she spends the night at my apartment sometimes. I thought things would be weird when my bf moved in. But they’ve both been very chill about it. They’re completely comfortable being scantily clothed when she spends the night.

About a month ago, my bestie got locked out of her dorm at 2 am. So she called me up asking if she could spend the night with us. Obviously, I said of course! She would be over in a couple. My bf had just finished fucking me so we were falling asleep naked. I got up, put on some panties and a t-shirt. And threw some boxers at him. He said he didn’t want to put on clothes. I told him he had to. It would be inappropriate if she spent the night in bed with us and he wasn’t wearing any. I promised I would give him a reward if he put them on. So he did. My bestie got home. Explained how the RA on duty wasn’t answering. She went into the bathroom and came out with her jeans and her bra in one hand wearing only the shirt she arrived in and some yellow panties. She got into bed at the edge so my bf and I had to scoot closer to the wall. She noticed my bf was only wearing boxers and although usually she never says anything about it, she did ask him to not lay on his side facing her. Apparently, she felt his morning wood up against her ass the last time she spent the night. I thought it was pretty funny. I think she was just in a bad mood cuz of her situation.

Late night in the office turns into late night at my boss’s house [M][F][Blowjob] Oral

My favorite part has always been slowly pulling the belt out. Hearing the leather slide against itself, hearing the metals clash against each other, and all that anticipation before finally seeing it made my heart beat just a little bit faster. Inch by inch I slowly pulled down his black jeans down to his knees and finally, there it was.

It was the biggest I had ever seen. It was so big I couldn’t process exactly what I wanted to do to it first. I wanted to stare at it, I wanted to kiss it gently, I wanted to shove it deep down my throat, I wanted to slowly touch every inch of it (and god there were a lot of inches), I wanted to do everything I could possibly do and more. I don’t know if it was the sheer size of it or the endless ideas erupting rapidly from my deepest fantasies but I was stunned into a vegetative state where I couldn’t even move. Luckily, he was there to gently guide me through our journey. He looked me deep into my eyes and grabbed the hair on the back of my head and started pushing my head down, my knees naturally bent and when they touched the floor they were caressed by the red plush carpet of his room. I was so close I could smell the distinct musk of a real man and it radiated from his body and danced around my nose, **oh god**. He lead my mouth into his penis and instinctively, I opened for him.

[M]y ‘nerd gets the cheerleader’ story. Ep. 3; [F]ree use fingering

I’m glad you all like my [first story](https://www.reddit.com/r/gonewildstories/comments/d9dzw1/mf_my_nerd_gets_the_cheerleader_story_long) and [second story](https://www.reddit.com/r/gonewildstories/comments/dct731/mf_my_nerd_gets_the_cheerleader_story_ep_2), hope you enjoy it as much of the rest!

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• Feburary 2018,

April and I are hanging out in my dorm blazed out of our minds watching the Eagles and the Patriots go at it in the Superbowl. We lay in a spooning position on my futon as my hands run along the length of her body. April perks her head up at me looking deep into my eyes before I lean forward and kiss her. It starts innocent at first before April slips in some tongue as I start to do the same. My one hand starts to run my hand along her inner thigh and start to tease her through her black leggings. I start nibbling her ear as my hand goes in circles above her pussy as April huffs a bit letting out a giggle or two also. I decide to go for broke and slide my hand down her leggings to play with her for a bit. “What are you doing?” April says teasing manner.

Prom Night Anal [MF]

So, back on track, chronologically, everyone in the story is still over 18. Apologies for the delay in the story itself, but along with some crap at work, I was called in for jury duty, which is oddly enough worthy of another story entirely ;)

After the thrill of that after-concert romp, we realized it was a bit much to risk things like that in public, especially in school, so we cooled things off in public, but in the safety of our houses, when we were alone, we continued to fuck eachother’s brains out. Eventually, as time rolled on, prom was approaching. In the past I wouldn’t have really thought about it, wouldn’t have likely even gone, but things had changed a lot this year, and more importantly I actually had someone to go with. So one day after class, when we were at her place and both her parents were gone, I asked her.

“So, Prom is coming up, got any plans?”

“Not at the moment, why?” She asked back somewhat frustrated

“You wanna go together?” I asked

“If I say yes, will you go back to fucking me?” She replied, still a bit frustrated (In hindsight I think when I stopped to ask she was about to cum)

[MF] The first dick I ever tasted (18F)

If you’re a guy, then obviously, you’ve seen a dick for quite a while. Unless we have a brother (I didn’t), us ladies usually don’t have that luxury. We just grow up wondering what they look (and feel) like. We get curious, we want to explore them, see what they are and how they react, whether they really grow and how much they do, etc. Sure, I could see some in books, or on the internet, but trust me, seeing a picture and seeing it for real are two different things. As puberty hits, curiosity goes into overdrive; it just seems so… different for us, you know?

At the time this story happened, I was very young (18) and up until this point, had only seen one guy naked. As in, seen in person, in front of me, with my real eyes. It was a bit before this story happened: he was my boyfriend, we were making out, he became hard and offered to “show me if I showed mine.” At this point, I had been wayyyy too curious for years and there was no way I was passing on this. We were at his house in his basement, supposedly watching a movie (we kinda were), and his parents were wayyyy too protective of him (I know strange for a boy, they were like listening from upstairs or something) and we had very little time alone. He dropped his pants and his dick was small, semi-erect. My face flushed with red and I asked, me being way too curious, to touch him, to see what it felt like.