Craigslist Meet - Sluttyest Night of my Life
A very dirty night
So a couple of days ago whilst playing with my boi pussy in the bath, I decided I want to have a 3way. As I usually do I posted an ad on Craigslist and made it very clear I wanted more than the one cock. I then came from the pleasure I was giving myself and forgot about the ad. Fast forward two days until today and as I’m sorting my emails, I see the responses that I’ve gotten and quickly get horny at the thought of been used by a couple of hard cocks. I delete the obvious spam and reply to the half dozen that look real. No sooner have I sent the responses do I get one back, he tells me his name is Tony, he’s well hung, loves rough sex and would love to show me just how much of a sissy I can be. He also attaches a photo of his cock, after looking at what could only be described as a beast! He’s used a coke can for reference and he’s easily as thick as the can and more than double it’s length! I tell him that I enjoy been used and with a beast like that I don’t want him to hold back at all, no matter how rough it gets. And does he have a playmate as I really wanted a 3way! All I could think about was how could his cock would feel! He tells me not to worry he’ll make sure I get one and that he’s free from now all night. I ask for his address and ask if he wants me in hold ups and heels. He gives me his address and tells me to be a good sissy slut and wear them.
I pack a little bag with my white hold ups and my 7in heels and jump on the 4pm bus to his. After a short walk from the bus stop I arrive and knock. Tony greets me, and tells me it’s a shame I didn’t wear them to his. And points me to a bathroom to get changed and tells me to join them in the living room once I’m ready. I head up to get changed and slip on my hold ups and heels, I run my fingers back to make sure I’m still smooth and clean. The thought of having a 3way nearly stops me leaving the bathroom, but I take a deep breath and exit. I walk downstairs and try to enter the room as sexily as possible.
I enter to find 5 very naked guys waiting and pause, Tony walks up to me and slaps me hard across the cheek causing me to fall to the floor. He grabs me by the throat and starts to choke me. Tony tells me not to be a rude sissy and I told him it could be as rough as he wanted. With that he slaps me to the ground again l, before pulling me up by my hair to the laughter of the others. Tony then forces his cock as deep as he can down my neck, leaving me with no choice but to choke, gag and drool all over his cock. He pulls out of my mouth and leads me to the sofa and bends me over, his friends come over to hold me down. Tony remarks that with the “lube” sorted it’s time to fuck. It dawned on me as his head rubbed against my hole that the lube he meant was simply the drool I left on his beast. He rubbed his head against my hole again and very brutally forced himself inside, I try to twist as I scream in pain from the beast but they keep me pinned. Tony then pulls out before lining himself up again, this time I felt his balls against my ass as I screamed yet again. Tony then starts to fuck me hard, the pain from such a large cock is unbearable as tears start to roll down my cheeks. One of Tony’s friends notice and tells him I’m crying like the sissy bitch I am which fuels the brutality of his pace and style. He starts to pull out completely before ramming himself balls deep over and over again, destroying my ass. My screams now turned to moans of pain and pleasure every time he re-enters. His pace quickens becoming unbearable as my body struggles to keep up, then with a thrust I thought would split me in half, I feel his cock twitch as he unloads into my ass.
Tony pulls out quickly leaving my hole with a sizable gape and cum beginning to dribble out, one of his friends lays on the floor and I’m forced across to him and told to ride, I nod slightly to avoid another slap as my cheek is still glowing from the strikes. I guide his friend into my ass, glad that he was normally sized. With Tony’s cum having lubed my ass and still gaping he slid in with ease. I start to ride as I’m pulled down close to his friend and before I have a chance to protest, I feel a second cock force it’s way into my ass. At the same time one is forced into my mouth. They all start to fuck me finding a rhythm quickly, I use my hands on the floor to steady myself before those to are guided to cocks one of them Tony’s to keep them pumped. After what felt like an age I feel the cock in my mouth start to twitch as he does so pulling out so my face is lashed with warm sticky cum. This triggers the two in my ass to also cum as I feel both of them unload deep inside. As the first pulls out I sit up to gather my senses.
Tony slaps me hard again, knocking me to the floor. Tears start to roll again as the slap with agonizingly painful. I’m told that a good sissy stays on the floor until needed, and with that I’m dragged my the hair onto the only one yet to fuck me, I start to ride and lower myself ready for another double in my ass, so I can avoid been slapped. I hear Tony’s voice telling me I’m a good girl as I do so, a cock appears in front of me so I open wide in anticipation and start to suck. I feel the second cock lining up for my arse as I realise it’s tons beast, however having just been dp’d and with 3 loads already taken he forces his way in with ease. My scream muffled by the cock in my mouth, I reach up to find the two cocks I need to keep pumped as they mention what a good sissy I am learning so quickly what to. The guy in my mouth pulls out to blow his load on my face, I stick my tongue out ready for the load. He swaps with the guy in my left hand.
After what seemed like an age of been used with everyone in this position, the guy I’m riding asks if be ever been choke fucked and been used whilst knocked out. The one in my mouth pulls out just long enough for me to answer no. With that he wraps both hands around my throat and tells me I will have by the time I wake up. As I black out Tony tells me not to worry they won’t stop and I’ll be filled with so much cum I’ll want to burst, and with that I pass out.
I wake up after god knows how much later from the pain in my ass, I look back to find myself riding one guy, another straddling me pounding away with Tony on his knees also pounding away. I try to protest from having 3 cocks in my ass but the pain quickly turns into pleasure, so my moans just encourage them to be harder. I can’t see the other two guys, but as I go to wipe cum from my eye I realise just how heavily covered my face is and decide against it, just riding the pleasure instead. After what must have been easily half an hour of pure pleasure, one of the guys unload inside my ass which sets the other two to unload as well. As they all pull out I slide onto the floor from sheer exhaustion. Tony’s two friends start to get dressed and leave as I lay there on the floor trying to remember anything after been choked. Tony seeing the look on my face tells me what they did and then tells me they all came on my face 5 or 6 times, but it was my ass that took the real beating with each guy going 8 or 9 times. I start to sit up and ask the time and immediately clench repeatedly as I feel how much cum is in my ass.
Tony’s tells me it’s nearly midnight and that I’d been out cold for nearly 6 hours as every time I started to wake they choked my back out. He starts to get dressed and I notice the holes in my hold ups and the cum over my heels. He looks at me and tells me he will give me a lift home if I keep my clothes in my bag and get into the car with just my ripped hold ups, cum covered shoes and with all the cum on my face still. Tony helps me to my feet as I struggle to stand, I look in the mirror and see that my face is completely covered in half dried cum. I try to take a step but struggle so I agreed. He let me regain my balance and we headed to his car.
I walk around to the passenger side as a car drives past me, naked apart from the hold ups and heels, the horn blares as I get in. Tony having already placed a towel down for the inevitable leakage. We set off and as we get close he pulls into a very well known dogging spot and tells me if I want a lift the rest of the way, I’ll have to get fucked or blow anyone here. I nod to him and step out, I see a couple of parked cars with guys in them, so I start to walk towards them, feeling the cum start to dribble down my legs as I do so. A couple look interested in me so I motion for them to come over as I start to walk back to the car. I approach his bonnet and bend over it, showing the guys what I want them to do. After only a few seconds I hear someone’s jeans drop as he enters me with ease. I start to moan as tells the others what a good slut I must be to have this much cum in me. After a few minutes he adds his load to it and is quickly replaced by another and then another after he is finished. I stay bent over for another minute just in case there is more. I turn around to see and empty lane and Tony motions for me to get in.
We set off again before stopping at the top of my street, I turn and ask him if we could do it again but sadly he tells me they only like to break a sissy the first time. I nod, upset I probably won’t have another night like that again and wait for him to turn into the street. He doesn’t move and when I look at him, he tells me to complete my sissyness I need to do a walk of shame. And he’ll watching to make sure I stay in the heels and hold ups. He also tells me if anyone wants to fuck me before my front door I have to say yes and keep fucking and walking until I’m home. I step out of the car, grab my small handbag and start walking down the street. It seems quiet so knowing Tony was watching I start to swing my ass with each step, feeling the cum start to dribble. I make it past the houses which are all quiet, however as I start going past the blocks of flats which are known for been rough, I hear voices. But I keep on walking, when suddenly I hear “hey bitch, if your that slutty I’ve got another for you here” I remember my last instruction, so I turn to find 3 lads stood in a huddle at the entrance to a block. I try to walk up to then as sexily as I can and kneel before the one who shouted. He starts to get his cock out, as he does I start to feel the other two guys bulges. As I start to suck him off, he nudges his buddies and points out the very heavy facial I’ve already got. Before been told I must not know how to say no, I continue to suck him off and wank his two friends. Very quickly he pulls out to add to my facial with his friends also adding quickly after.
I pick up my bag and set off walking, I look around for Tony’s car but it’s long gone. I make to the main door of my block without interruption. As I buzz myself in a neighbour exits, takes one look at me, grabs my ass and tells me what a good slut I must be, he pulls me back outside the door and bends me over. Very quickly he’s inside me as I start to moan, a good five minutes later he cums inside. I head inside without a word, and make it cleanly through my front door.
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