Preface: this was back when I was just 18, was slim and hairless. I had been dating my next door neighbour [F] for a few months and had some wild sex, but was curious and wanted to experiment with guys.
It was late one night, sat in my room in the computer. Feeling very horny I fired up a porn site and started stroking my 9inch cock. My viewing wandered into the gay section and an add caught my attention for a free hookup site for men. I clicked and signed up using a fake name, created a profile and put a picture of my cock up. I didn’t know what position I wanted etc so just said I was new to it and happy to experiment.
Almost immediately I got bombarded with messages. One caught my eye, he was rugby player build, close to me, sent a message about taking it slowly, and had the most mouthwatering big cock, it must have been only about 8 inches long but so thick. I was a little daunted by it since I’d never even held someone else’s cock before but intrigued.
He asked if I was up for a meet about midnight to “play” and I found my cock dripping at the thought and agreed, but neither of us could host which was a damper on the plans, then he suggested outdoors, I was a little wary as what if we got caught, but the teen hormones got the better of me and agreed to meet in a wooded area 5mins from my house. I quickly but quietly washed and got dressed careful not to disturb my parents who were asleep and snuck out the house.
I met him in a clearing and snuck deeper into the woods. He didn’t want to kiss, instead pulling my clothes off of me so I stood there naked in front of him. His rough hands roamed across my body, stroking my cock. He pulled his hard monster out and rubbed them together before dropping to his knees and engulfing mine. I was trying to be silent but a moan escaped my lips as he expertly worked my teen dick. He then quickly stood up taking his top off. He put his hands on my shoulders and pushed me down to my knees, his cock level with my mouth and started forcing it in.
It was too big for my mouth but he kept forcing it further in. I tasted his precum leaking out, the soft meat taste of his cock skin, his hand on my head slowly using it to fuck. I was drooling but loving it, my cock so hard as I tried to take more of him until I started gagging, he pulled out and slapped me round the face with his hard wet cock before going back to fucking my mouth.
He face fucked me loudly for a while, I was worried, sure it felt like I was being watched and would be caught.
He pulled out of my mouth, I was sure he was about to cum and was thankful for it to be over, but the. He pulled me up and grabbed me by the legs picking me up, told me to bite his nipples and as I was his hand awkwardly rubbed something cold and wet on my arse, lube. Then he dropped me slightly impaling me on his hardness. A scream of pain and a little pleasure left my mouth. He gave me about 30 seconds to get used to it before he started thrusting, filling and stretching me, it hurt as he was so thick.
The pain started to lessen but just as it was starting to feel good I felt him stiffen and his cock pulsing inside me, only then did I realise he hadn’t put a condom on, his cum shooting in me coating my insides. He seemed to cum for ages, then pulled himself out leaving my hold gaping, dropped me to the ground. Quickly pulled his clothes back on and left without a word.
I felt used but also dirty and sexy, I lay there, eyes closed, feeling his cum dripping out of me and stroked myself hard.
I heard a branch break, my eyes shot open and I saw my girlfriend stood there, short plaid dress and black hoody (she was emo so think dark colours and heavy black fringe, pale skin).
I went to get up and start explaining my way out of it but she commanded I stay laying, she saw the whole thing having seen me sneak out and curiously wondering where I was going. She started calling me a dirty slut and why didn’t I tell her I wanted a big cock in my arse as she would love to watch and join in. As she walked towards me she was rubbing herself, she had nothing else on other than the hoody and skirt. I could hear how wet she was as she touched herself.
She stood over my face giving me a good view before lowering herself for me to lick her wetness. She lowered her head to my cock saying how she could taste and smell the man on me. Raising my legs her tongue went to work on my sore hole, it felt amazing as she licked and sucked, I continued licking her until she quivered and moaned. She turned around and sat on my cock, being so wet she just slide all the way down. We started fucking slow and she leaned forward and dribbled the cum she had licked from my hole onto my face which seemed to turn her on further. We both came so hard, me filling her pussy with my own cum as she moaned and dig her nails into me.
We cleaned up and quietly snuck home.
We only lasted 2 years but during that time we had several MMF and FFM fucks and tried lots of stuff like pegging and exhibitionism.
Source: reddit.com/r/gonewildstories/comments/axkulj/into_the_woods_mmf
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