(F4M) The most degrading and sexiest night of my life

Background – I babysat for a coworker of my Moms when i was a teenager. He lived up the street and was married with his wife travelling a lot. We got really personal over the years, spending a lot of time together when he would come home from work. I absolutely looooved teasing him and was usually out on his patio in my bikini tanning when he got home from work. Over time, we got really comfortable with each other and somewhat inappropriately discussed his sex life with his wife, my sexual adventures as a horny teenager, kinks and fantasies, etc. Eventually I turned 18 and we started having pretty regular sex when his wife was out of town, or maybe a quickie when he got home from work occasionally. By this point in the story I'm about to type, we had already explored our kinks and done LOTS of really rough and dirty stuff, but nothing as dominant/submissive as this!!

He invites me over on a Saturday evening, his wife having left earlier in the morning for a weekend trip out of town. He arranged for a babysitter, telling his wife that he had scheduled to particiate in a charity golf outing for his work, and that I wasn't available on such short notice. He spent the afternoon texting me, telling me how he couldn't wait to turn me into a total mess and that he was already bulging though his shorts thinking about it.

I shower, shave myself smooth, and slide on a little white dress with my butt cheeks almost hanging out. Black heels and a black top, double checking to make sure my boobies look nice and full before leaving. Kinda similar to this Feeling confident and sexy, I walk up his sidewalk and knock on the door. He meets me wearing a muscle shirt and mesh shorts and just has a smirk on his face. He leans in like he's going for a kiss so I close my eyes, but he detours and bites hard on my neck while tugging on my hair… I melt a little bit. He pulls me inside gently by my hair and I prance in my heels to the middle of his living room. With his hand in my hair, he walks around me, eyeing me up and making little "Mmmmm" sounds, telling me what a slut I look like. "Touch your toes" he requests. I oblige and as soon as I bend over, I feel a WHACKKKK against my ass cheek and almost fall over. He grabs me and physically picks me up and carries me to the couch. He bends me over his knees and lifts up my skirt… First he massages, then light spanking, then harder and harder. The slaps become hard whacks, followed my a massage, then another harder whack… I can feel my ass cheeks jiggling and I just can't hold back my "mmphh!" noises. I feel him bulge through his shorts, his other hand wrapped in my hair, yanking my head back occasionally with a hard butt cheek slap. He takes me right to the edge, tears in my eyes and starting to flinch. "Now you have some handprints to show off to your friends."

I stand up and he pulls down my skirt and has me take off my top, stripped down to my black underwear. Just a bra and little thong =) We are standing face to face, looking each other in the eye and he just spits in my face. I.GOT.SO.HORNY. I was really caught off guard and he asked "Aren't you gonna say 'thank you'?" I thank him and he positions me on the floor – My ass on the hardwood, my back against the couch. He slides off his shorts and I instinctively go to grab him. "No hands. Hands behind your back." I pull my arms behind my back while he puts on foot up on the couch cushion beside my head, his hard cock right in front of my face. "Open up and say ahhhhh." Before i can make a noise, he's down my throat. Not my mouth….my throat. Long, slow thrusts turning into faster paced pumping action. I try to relax my throat, feeling him push past my tonsils. He readjusts his position so he's thrusting at a more downward angle and I try my very hardest not to gag… It's no use. He hears my gulping noises and starts going harder, feeling his big balls slapping my chin in a rhthym while he starts encouraging me with "oh yea, that's what I'm talking about… let's test that gag reflex."

He starts talking aloud to himself… "I'm gonna make this bitch barf on herself haha." A trail of slobber from my lips, down my neck and between my boobies, and down my abs. All of a sudden he stops, balls deep in my throat, and pinches my nose shut. I can't freaking breathe so I start to squirm and he laughs it off, eventually pulling out leaving long strands of spit between my lips and his cock. I start gasping, trying to catch my breath while he stands and looks down at me. "You look so classy with sweat marks on your chin from my nuts" he says somewhat sarcastically with a chuckle. I feel myself SOO turned on by the way he's treating me basically like a piece of meat. It's just so different than the usual guys kissing my ass and fawning all over me that it gives me a huge rush!! I catch my breathe and realize just how slobbery I am. He crouches down in front of me so we're eye level and tenderly pushes strands of my sweaty hair out of my face and readjusts my ponytail before putting both hands around my neck and choking me unexpectedly while locking eyes… "What would Jason say if he saw you like this?" (Jason was my boyfriend when I first met him and I had talked about him over time). Before anything registers, he spits in my face with his hands around my neck. I start thinking about my ex seeing me like this and get a flood of emotions, unable to answer him with a lump in my throat.

"Stand up, whore." I stand up and look down at myself, covered in slobber and trying to make sense of how turned on I am by his taunting. He puts me on the couch, upside down with my head hanging off of the cushions. I know what's coming, so I open up as wide as I can but he just lays his hard cock across my face, his balls across the bridge of my nose. He starts slapping my tits and reaching down to massage my kitty through my underwear and I start to feel my whole body get warm. Then he starts again… Deep down my throat til his balls were over my nostrils, my stomach clenching as I gag and gag and gag, this time back over my face and into my hair. He uses my boobies as handlebars to go harder before stopping and dragging his sweaty nuts across my face. "Be a good girl and clean them for me." I slurp every inch of his balls while reaching down to play with myself. He goes back down my throat a final time and says "Let's put your gag reflex to work some more." I try really, really hard not to gag but it's impossible. This time, it's loud squelching noises and I start to feel exhausted. My abs were literally sore by this point!!

He stops and picks me up off the chair and says his hips are getting sore, so I get on my knees while he plops down on the couch. Before I start sucking again, he slaps me across the face a few times, which really stung because my cheeks were already all wet from gagging so much. I feel a warmness come over me and can't decide if I should have an orgasm or cry =P He puts his hand on the back on my head and my head starts bobbing up and down on his dick. "You're such a good little cocksucker" he repeats a few times while I suck, taking his dick down my throat. At this point, hardly anything left to gag. He pinches my nose shut again with his cock balls deep down my throat and I really squirm, rubbing my clit through my thong the entire time. "Do you think your Mom would be proud if she saw her little Princess like this?" he asks… So many different feelings hit me at once… Shame, humiliation, disgrace, but it also makes me totally SOAKED. He pinches my nose a bit longer, then pulls out of my throat.

Before I can catch my breath, he says "Time to eat ass, whore" and pulls up his legs while simultaneously pulling my head towards him, using my ponytail. I hesitate and pull back just a little to catch my breath and I can tell he's NOT happy about it. "Just for that little stunt, get on all fours right now!" I get on all fours and he pushes my face in my slobber on the floor. "You do what you're told, WHORE." He puts his bare foot on the back of my head while I arch my back and put my bubble butt in the air for him. Trying not to cry, but so incredibly turned on by just totally letting go of all control. My face in my drool, he starts slapping my already red ass cheeks in a rhthym before sliding two fingers in my ass. I feel them slide deeper and let out a little moan. I feel them wiggle out of my ass, then seconds later he yanks my ponytail and brings me back to my knees. He PLUNGES his fingers down my throat and slaps my hand away as I instinctively go to stop him. "How your butthole taste, whore? huh? This would be a great conversation piece someday, you and your husband and kids can sit around the campfire chatting about the time Mommy was a sweaty gagging mess, tasting her butthole. Wouldn't they be proud of you?"

Again, a total flood of emotions and feelings hits me like a brick wall and I feel just total shame in myself while touching my kitty. He pulls his fingers out and pulls me between his legs and says "start slurping, slut" and I start lapping up and down his ass crack to his balls, over and over and over again with tears rolling down my face and the crotch of my panties completely soaked.

Edit: Part 1!!

Source: reddit.com/r/gonewildstories/comments/395dny/f4m_the_most_degrading_and_sexiest_night_of_my

37 comments

  1. Is this the end? It can’t be.. Great writing and an amazing story.

  2. Had to log in to tell you that despite having already rubbed one out when I read your story this morning, I was oozing precum on my way to work. I love your confusion- why did you get so wet you dirty girl?

  3. Ohhh my god I wish I could meet a guy to treat me like this… I’m so turned on just from reading and imagining myself in your place

  4. that was one of the sexiest stories I’ve read in a while. My wife and I like to play a little bit like that, but haven’t taken it to this extreme…. yet?

  5. Ha! That’s the catch, isn’t it? You need a guy who will treat you like an equal, independent person most of the time, but then treats you like absolute garbage in bed. That’s the dream.

  6. Wouldn’t you think this would be something to send via PM instead?

  7. Haha well, I’ll just answer here… Definitely A LOOOT of confusing and conflicting emotions both during and afterwards. A lot of different things played into feeling super horny though!! Part of it because he was married and a little older than me, so it felt wrong which was sexy… and mostly though I think because like all through school and just in general, guys are always kissing my ass, trying to get in my pants by being cheesy and overly nice, guys always trying to come off as hopeless romantics and desperados and stuff like that… and then to be treated the complete opposite was SUCH a huge rush. And it just goes against like…. pretty much everything I was ever taught haha

  8. Thanks for the reply! The main thing I was trying to convey was that your story was exciting and I wanted to encourage part 2! I also find the taboo extremely erotic. And yes, I’m sharing cause I’m like that. Also see user name (as pointed out by throwpaulaway) I hope he gave you some cuddles after that thorough humiliation ;) I wonder how my babysitter would respond…

  9. Haha, after I showered and cleaned myself up, he would usually hug and massage me and be all cute with little kisses on my forehead and snuggles =)

  10. I’m going to have a mental hard on for days thinking about this story.

  11. Out of curiosity, do you find older men as physically attractive as young men? Does grey hair, baldness, bellies, and wrinkles turn you on or does the older man have to be fit and not have any of the classic signs if age? Always been curious why a tight smooth aesthetically perfect girl gets real horny for a wrinkly hairy old man. It’s not wrong by any means, I am just curious about it, I will likely take advantage of this myself when I’m old, no worries.

  12. I definitely don’t like wrinkles, balding, classic signs of aging, etc… I mean some of that stuff is totally okay but I’m not into like 80 year old =P I like fit guys for sure!! I can’t pinpoint exactly why!! They just don’t fuck around and know what they want I guess and are less likely to be whiny "nice guys." And a big part of it is that the age difference does feel kinda wrong =P which makes it sexy!! I guess if there’s an older and a younger guy and both are in shape I’d choose older =P both would preferably be pretty hung tooooo hahah =)

  13. So to re-iterate, there are two fit men, both hung, one is around your age, and one is too old for you, you pick the older right? So from the rest of your explanation, I gather its not for the physical aesthetics of an aged man, but for the gangster-ness they bring to the table? Or the perceived likelyhood of higher chance of gangsterness. So I learned that its not that the old men are visually appealing, its just that guys your age are bitch made? So, would it be fair to assume that if guys our age were not all bitch made (never going to happen, sorry, it takes more than you can imagine to get boss at our age, few are willing to put in the work), and were gangster mentally, then you would go for younger guys? This is fascinating, because to me, regrettably (I’m not proud of this), any girl over like 29 is no-sexually viewed by me. I don’t see them as potential sexual candidates, and interact with them as a friend with no possibility of sexual thoughts. So I have been toying around with how girls are not limited, and see everyone, including people their dad’s age as a contender, whereas for me I have a small tiny section of the population onto which I apply sexuality

  14. I would choose the older guy =) and I wouldn’t put it in your exact words, but older guys just know what they want… Like I’m fully aware that MOST guys I interact with are prob trying to get in my pants… Older guys are just more upfront about it. Like guys around my age are more honest now that I’m older and not a teenager but having guys be super nice and agree with m on everything is so desperate and annoying!! Like I’m flattered with compliments I get but if I’m being a bitch, then call me a bitch!!

  15. No no, I’m saying if you get a guy who will call you a bitch and keep the personal boundaries like an older man, then you still pick the older guy? A in, the behaviour is identical, only age/looks/wrinkles are not

  16. Haha I know!! I’m with some friends watching a basketball game!! Might be pretty late til I’m there!

  17. More like a douchey move! Sleeping with a married guy? Fuck him!

  18. Wow! I love how hard you came – like you were one with the dirty little anal whore universe! It’s so sexy when a girl gets off on being dirty ;)

  19. Hahaha that’s a funny way to put it but yeaaa that kinda stuff drives me craaazy

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