LONG STORY
So my girlfriend, let’s call her Sarah, I have known each other for 7 years but only have been dating for 2. During that 7 years we had an ongoing FWB relationship and often would bring in other women for threesomes. She also likes watching women suck me off or ride me while she just masturbated. We had an amazing sex life.
I finally asked her to be my girlfriend and she said yes, and that I could continue to fuck other women, with only two exceptions. The first girl I wasn’t allowed to fuck was her best friend, who we’re going to call Brittany, a 5’5″ 130 lb mixed race knockout with a big ass and DD tits. She’s a kinky and flirty girl but I never had trouble swerving that shit. The second was my longtime best friend who’s 6’3″ 180ish, massive tits and a pretty nice ass, and for the sake of confusion I’m gonna call her Jennifer. I’ve never had a shot with my best friend because she likes men taller than her and I’m 5’9″. My girlfriend felt insecure about these two women because of how close we all were.
So for the rule breaking… Jennifer was dating a guy and it was going great, and after 9 months they got engaged. It was a long engagement and he broke up with her out of the blue just 2 weeks before their wedding. She called me bawling and I answered and put her on speaker so Sarah and I could console her. After about 4 minutes of hearing her crying my girlfriend told me I needed to drive over and give her a shoulder to cry on. I gave Sarah a quick kiss and was at Jen’s house about 30 minutes later.
She and I talked for a few hours and she said she was really depressed and I suggested a hot bath might make her feel better and I’d order pizza. I called Sarah after ordering pizza to give her an update on everything and she told me to stay as long as Jennifer needed me to. When I hung up Jennifer yelled my name, saying she didn’t have a towel to lay her head on and asked me to bring her one. I called through the bathroom door and she said come in. I jokingly said I didn’t need to she her naked and she told me she was covered by bubbles and it was fine. I opened the door still trying to make jokes, so I had the rolled up towel over my eyes (anything I could do to make her smile during a rough time.) I made my way to the bathtub still doing this act and she laughed at my teasing and said to give her the towel already. I handed it towards her and opened my eyes and HOLY FUCK!
No bubbles were in the bath, and Jen had her right leg propped up on the side of the tub with her hand between her beautiful legs rubbing her pussy. She took the towel but also grabbed my hand, pulling me towards my knees beside the tub. Explaining that an orgasm would help her relax and calm down a lot. I told her it looked like she was well on her way just fine but she protested, saying she wanted my help. I caved pretty quick and started rubbing her arm, she relaxed her grip and I slid my freed hand beneath the water to rub her submerged thigh. She very quickly removed her hand from her pussy and pulled mine to her clit, saying she wanted me to make her cum like all of the other girls (I keep no secrets from her about Sarah’s openness and she’s heard most of the stories from me or Sarah.) I start to rub my fingers hard against her hood, and move my other hand to one of her nipples. She lets out a moan and reaches up to pinch the nipple I’m not tweaking, so I know I’m on the right track. I move my fingers to her clit and back off of the pressure, going up and down on her most sensitive spot.
After a few minutes she starts pressing against my hand so I press harder onto her clit and pick up speed with one hand and start to really squeeze the boob I’ve been teasing. She begins moaning and rocking her hips into my hand, and lifts up to kiss me. At this point, I’m going to town on her clit, pinching her nipple and tit hard, and start making out while she’s moaning into my mouth. She suddenly stops squeezing her own boob and grabs my hand hard between her legs locking it in place and her whole body starts spasming. When Jennifer finally calms down she breaks our kids and lays back, releasing my hand from her pussy. For the first time that night she smiled and said thank you, then glanced over the tub to see the raging hard on still tucked into my jeans. “You should stand up and let me thank you for coming over tonight.” she says. I respond my standing and immediately unzip and unbutton my jeans letting them hit the floor. She reaches up and pulls down my boxers to find my cock pointing up over her head. Jen grabs my dick and strokes it a couple of times and says that if she knew I was packing she would’ve done all this a long time ago. She sits straight up in the tub and takes half of my cock into her mouth, sucking from halfway down the shaft to almost letting the head out. Once she starts back down we heard the doorbell ring, I had completely forgotten about the pizza.
I quickly pull my jeans and boxers back up and jog to the door, zipping and buttoning as I go. I pay for the pizza, hand over a tip and close the door. By now I’m to horny to think about food so I toss the pizza on Jen’s couch and walk back towards the bathroom pulling off my clothes. By the time I’m in the bathroom Jen is out of the tub and dried so she pulls me into her bedroom instead and pushes me back onto the bed. She walks around to the side of the bed and I get to really watch her long legs and an ass I’ve had dreams of getting to see for the first time. She crawls onto the bed to straddle my face and leans down, taking my dick back to her mouth. The feeling of my cock slipping past her lips breaks me out of my trance of getting to stare at one of the sexiest pussies I’ve ever seen up close.
I take her hint, and pull her to my tongue. How long I’ve wanted to taste this pussy, or to even see it and her cunt certainly didn’t disappoint. I feel my dick being fully engulfed as I reach my tongue out to lick her from her clit to her opening. After doing this a few times I dart my tongue inside of her, and she moans but also lets her teeth gently drag on my cock as she glides it in and out of her mouth. I have her ass a firm smack and told her to be careful with that. She responded with a loud moan and ground her pussy onto my face, and then paused her up and down motion to gently bite my cock so I bit ever so slightly into her pussy lip, and pressed my thumb against her asshole threatening to stick my thumb in her ass, and she hates anal.
She lets go of my dick and rises off of me and I thought I had maybe made her mad but she was just ready to fuck. I started to get up and she pushed me back down with her hand on my chest then lowered herself, letting my cock sink into her wet pussy. I’m in heaven, she’s so damn tight and I have her huge boobs swinging in front of me as she slides back and forth, grinding my cock into her…
We fucked for nearly three hours that night, I came on her tits, in her mouth, and on her ass and back. When I finally got home I got a text from her thanking me for the comforting and the pizza.
About 4 months later Sarah’s friend Brittany broke up with her long time bf and started coming by our house to smoke two or three times a week. She liked that weed took the stress away, and since my girlfriend who was oblivious to my encounter with Jennifer trusted me, told Brittany she could come by just with me around. Now as I’ve already mentioned Brittany was flirty even when she had a bf. I was already hoping maybe I could make something happen because my night with Jen was some of the best sex of my life. Brittany wasn’t as subtle as Jen, and one of the days she came over she smoked and then sat beside me, laying against my shoulder. She started rubbing my thigh. I’m in my own house so I’m only wearing a t-shirt and basketball shorts . Her hand keeps rubbing and squeezing and my bulge starts to grow, she notices and makes sure to rub high enough to touch it. My dick continues to grow, and she begins to rub more and more of it each time until I’m scooting my cock towards her hand. She’s got jokes and tells me I’m a bad boyfriend as she’s full on grabbing it now and kissing my neck and shoulder. She spins off of the couch and drops to her knees in front of me, sliding the leg of my shorts up and pulling out my hard dick. She leans in and puts her mouth on just the tip, and makes eye contact before dipping her head down to the base with the head actually slipping past her throat.
She only sucks on my cock for a minute or so slipping her leggings down with her hands while her mouth was occupied, then pulls my shorts off with me raising of of the couch to help. She turns away from me only allowing me time to line my head up with her amazing pussy and begins to fuck herself up and down on me. Watching my cock slide in and out of her light brown pussy was amazing, but what she did next floored me. She rises up a little higher and reaches down, aiming my dick for her asshole. She rubs the head on her ass for for a few seconds lubing it with the pussy juice she left on my cock then slowly sinks down letting my dick inch by inch into her shitter. When she finally gets all the way down I reach around and rub her clit with one hand and squeeze her tits with the other. She leans back against my chest, letting me play with her brown tits as my cock is sunk into her ass. She starts slow but once she’s adjusted to my girth and length picks up her pace. When she gets close to cumming she tells me and hearing that, seeing her ass voice and grind on my thick white dick and feeling her start clenching sends me over the edge and I let her know. She simply slams down onto my lap, burying my dick in her and I cum deep in her asshole. She climbs off and turns around to kiss me on the cheek before heading into the bathroom.
As far as I know Sarah still doesn’t know, and I’m very sure she would be screaming her head off.
Sorry for spelling and grammar errors. I’ve never told anyone this and this is my first post on this sub. Lots of stories to tell but this is probably the best to me.
Source: reddit.com/r/gonewildstories/comments/7f57f6/my_first_story_broke_the_only_two_rules_with_my_gf
This is good. I like you. Bravo sir.
This was such a hot story, I got so hard reading about them, especially Jen. I love having huge tits in my face while a woman is riding me. Thanks for writing!
Great post, thank you! Should probably tag with [cheating] though
> She’s got jokes and tells me I’m a bad boyfriend…
I mean, she’s not wrong.
Tdlr: give him an inch and he’ll take a mile.
You’ve got a chilled and trusting girlfriend. Yet, you still fucked her over not once but twice. You’re not a man. You’re a pussy and a coward.
You’ve got a chilled and trusting girlfriend. Yet, you still fucked her over not once but twice. You’re not a man. You’re a pussy and a coward.
You’ve got a chilled and trusting girlfriend. Yet, you still fucked her over not once but twice. You’re not a man. You’re a pussy and a coward.
You’ve got a chilled and trusting girlfriend. Yet, you still fucked her over not once but twice. You’re not a man. You’re a pussy and a coward.
You’ve got a chilled and trusting girlfriend. Yet, you still fucked her over not once but twice. You’re not a man. You’re a pussy and a coward.
You’ve got a chilled and trusting girlfriend. Yet, you still fucked her over not once but twice. You’re not a man. You’re a pussy and a coward.
You’ve got a chilled and trusting girlfriend. Yet, you still fucked her over not once but twice. You’re not a man. You’re a pussy and a coward.
You’ve got a chilled and trusting girlfriend. Yet, you still fucked her over not once but twice. You’re not a man. You’re a pussy and a coward.
You’ve got a chilled and trusting girlfriend. Yet, you still fucked her over not once but twice. You’re not a man. You’re a pussy and a coward.
Well played ma man