Girlfriend Archives — Page 1039 of 1305 — NSFW story

[M]y first experience with another [M]ale.

This is my first time posting on here and I’m not much of a writer, but after reading some of these I wanted to tell my story.

Before I begin, here’s a bit of back story. I am 24 5’11” guy 220 pounds (need to lose some weight) I have been with my girlfriend/wife for 7 years and for the most part I’ve been happy. Something was missing. I have always wanted to experience another guy penetrate me, well I finally got my chance almost a year ago. I was away on a business trip for two weeks, I was so horny all of the time and masturbating to gay porn wasn’t cutting it anymore, so I decided to look for some guys on a discrete app. After a couple days of flirting and sharing pictures of our goods I finally found someone.

I for the life of me cant remember his name, but one thing I do remember was his dick. We talked for a few days and he agreed to come to my hotel. On the day he decided to come I lay there in bed heart beating out of my chest, waiting for him to get there. All the while thinking “I can’t believe I’m about to do this!” I was jolted out of my thoughts when my phone went off, I looked down at my screen “I’m here come bring me up.” Read more »

Update: How swimming in [m]y underwear got me a handjob, a threesome, and solo sex with my friend’s girl[f]riend

Hey guys and gals!

I’m back with another fun (and looong) update. Andy (u/dinerwolf) ended up posting the last update about our latest threesome, but Melissa and I just had a great night together just the two of us, so I’m posting about that here. Here is my last post (https://www.reddit.com/r/gonewildstories/comments/8ojeli/update_how_swimming_in_my_underwear_got_me_a/) which has links to my previous posts so that you can get the whole background on what’s been happening. Read more »

[MF] Both of our first times

Compared to some of the stories here this will be super vanilla, looking back now its sort of cute, but anyway here is a sort of timeline of my girlfriend and I’s sexual encounters for lack of a better word. (Wow this came out super long, sorry)

First a quick description. I am 19, 6’1″ a little chubby with a 6in penis. My girlfriend, we’ll call Kate, is a gorgeous 18yr old 5’6″ petite redheat with perfect little B cups. We are both virgins coming into our relationship, infact, she never even masturbated, until after we got together, and even then only if I’m watching. Read more »

I’m a Model turned Corporate Whore [MF] [AMA]

I’m a 28 year old Model, who is a Corporate Whore. Or an Escort. Or a Prostitute. Or whatever you want to call me, I’m essentially a slut. I’ve been doing this for a few years. 5’8″ Brown hair, Hazel eyes. White. 32C.

I work for a boutique Wall Street type firm, and I sleep with whomever they ask me to. Technically I don’t really work for them, I’m considered an outside ‘consultant’. The men that I fuck – could be potential clients, existing clients, a competitor, a recruit, an influencer, etc…

I won’t bore you with all the office details, unless you want them. But my typical day involves going into the office like 1 or 2 days a week, attending meetings/calls. Most of the time, I’m asked to help close a deal. I’m the ‘icing on the cake’ so to speak. It’s as easy as offering myself to the guy(s), for whatever they wanted. Sometimes, the process is a bit harder, involving research, a cover and back stories. Also, there have been times where I’ve fucked a guy, yet we still lost the deal. Lastly, I have a girlfriend, who is also a model, that I whore with as well. Read more »

Boat ride with an old acquaintance gets wild [MF] [Long]

So to preface this, my folks live on the water, and I’ve become friends with a couple who also has parents on the water, a couple miles down the way from us.
I grew up out there, and still spend every weekend I can during the summer there.

So last weekend the friends I have down the way are throwing a party, and invite me over.
Rather than drive my truck there, I take the easiest route, and drive my boat over (2003 Mastercraft Maristar 210vrs for anyone who cares)

I arrive at the party, and dock the boat. A few people flock down to me, and there’s a beer in my hand right away.
I head up to the house, and instantly notice this short little gal, who wearing a bikini, and a Mariners jersey left unbuttoned.
She has huge tits for her frame, which is only about 5’2” and maybe 110lbs, tan skin, dirty blonde hair, blue eyes, a nose ring, and a tight little ass.

I check her out up and down, nonchalantly, and eventually introduce myself.
She seems embarrassed, and almost laughs when I tell her my name. Read more »

[MF]The ti[M]e I [F]ingered my best friend on a camping trip between our two friends

Hi r/gonewildstories this is my first time posting here. I have been a long time fan and I usually fuck myself over because I get stupid horny after reading stories. So please forgive my writing if its bad. I have split the story up into [context], [camping], and [fingering]. I would have gone into more details but I wrote a lot before this post and somehow the browser fucked up with all the writing so here we go. Also as a DISCLAIMER I am not trying to flex in this story I am a very humble person and I just wanted to give the same satisfaction of turning you on as well other peoples stories have done for me. AND THERE ARE A FEW FUNNY PARTS.
[Context]
So I am a 5’6 thin Asian guy (tattoos, 6″ dick, high labido yada yada). I have been friends with this 5’2 firm double D and ass latina/white brunette girl since high school WHO WE WILL CALL ABBY. We have been strictly platonic until last year when her boyfriend was deployed in japan for the marines and we had both messed with different people and each other at the time. We had messed around a bit while he was gone, mostly just groping and teasing at the time when hes gone. We are both getting out of our messy relationships and we had planned to go on this camping trip SIX months before her birthday.
[Camping]
So first night there was a lot of tension after I said I was going to help out with getting the food with them but I had my ex girlfriend over late at night to have sex. So anyways when we hit the tent she asks me to cuddle with her but I was uncomfortable because she chewed me out on the matter. She cuddled with the only other guy but she ended up putting her ass to me on the air mattress( which is fucking uncomfortable to the point i kept tossing and turning). Once this happens I go to the old habits between us and start groping her huge tits and feeling her nipples. She just lays the still and would sometimes move closer to me.
[Fingering]
Alright here’s the fun part after we had spent about 3-4 hours hiking on this trip. On the second night Abby and I are talking about random sexual experiences while our two friends are sleeping in the tent and we are both high and drunk. After a few questions go by she tells me that shes ready to go and knock out in the tent which I go and follow her in. Our two friends are on both ends of the tent leaving Abby and I for the middle. We both lay down and she has this habit of feeling her breasts up when shes tired (she displayed this to both our guy and girl friend after the hiking trip). I am very hesitant to do anything because its dark and I can hear her slapping her breasts right next to me. Eventually she asks what do I hear and I move my body over hers and start feeling her breasts. She puts her hands down and lets me feel her up. I went on to grope her Double D tits for awhile until she turns over to her side with her ass towards me; which leads to me to let go and hold her close to me and my hard cock. I am grinding my cock against her ass cheeks which is in yoga pants and start to breathe on her neck and ears while pulling her as close as I can. Eventually I start to feel her ass with my hands and run my way down to her underwear and feel her smoothness of her ass. Its soft and I grab a handful, I am extremely hard and I grind hard as fuck. Shes laying and pushing her ass towards me. I move my hand to her pussy and immediately she reacts with pleasure through her body and I can feel the wave of it. My fingers feel around her pussy which was cleanly shaven (I am used to feeling a trimmed bush at the time). She exhales a breath of relief and as I am rubbing around I can feel the wetness. I stick the two middle of my fingers in and let it ride. I am still vigilant on our friends waking up but its fine because they both snore. I begin to pump into her and she turns over to her back and lets me ride my drenched fingers into her. She lets her limbs go into a full relaxed mode until her hands started grazing the nose of our friend who screamed “THERE IS A RACOON IN THE TENT” and we quickly put our hands to ourselves. We had a big laugh about it and we all knew she was deathly afraid of raccoons after one stepped onto our picnic table. It took awhile for the friends to fall asleep but after that. She was laying her ass on my direction again and I stuck my fingers down there in which she said “omg u/pm_spread”. She let me ride my fingers again and more intensely for a couple minutes until I started feeling sleepy. She said she was sort of disappointed that I let go but for the rest of the night we cuddled. The next morning I felt a huge wave of guilt and couldn’t face her but we both ended up fine after. WE have mentioned it at all and its been a year now. Read more »