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This community will be the death of me 😅 But I live to please, so he's my latest adventures as part of the bingo challenge.
Part 6) Fucking with a Couple
Relevant challenge:
- Unicorn adventure: proposition couple for first time
My hobby of homewrecking is well-documented, so this one was made for me.
Picking someone specifically advertising for a unicorn felt like a cop-out so I made the most of the extended daylight and headed to a beer garden. The warm weather let me keep my clothing as minimal as I could get away with. The place was absolutely packed, so I could make a real show of looking for the right spot, while actually assessing which gents had wandering eyes. It wasn't hard; I was showing more skin than anyone else there. But I had to keep an eye on the ladies. You don’t want a prude who disapproves. Nor one who’s jealous from the outset - I had limited time to break down defences. No, you want the ones who think it’s funny; who will underestimate me.
Two cute girls were practically sitting in each others’ laps and watching me closely (friends? lovers? “we make out at parties but it’s totally not a thing?”). I was tempted but didn’t have time to get distracted. So I kept looking, but made a mental bookmark to come back another time to reel in gals like them.
The couple I settled for were obvious. Sitting at a table that definitely had a little space. Whispering to each other conspicuously. She was smiling, and his eyes were locked onto me. I swear you could see his pupils expanding in real time as I walked over, introduced myself, and made some excuse about how there’s no room to sit for a single gal and these heels are killing me.
The secret to these kinds of things is to focus on the gal. The guy is easy, and keeping him at bay usually makes him crave me more. Whereas at the early stage you want her to feel desired and safe. I laughed at her weak jokes and made her the focus of conversation. She was pretty, easy to talk to and loved the attention. She, Katie, works some office job while he, Dan, works in construction (honestly he was a bit dim and she was much too smart for him). He was conspicuously trying not to flirt too hard and fuck things up. I didn't have the same constraint and was dropping her compliments wherever I could. And then it was time to turn to her shoot my shot:
"Okay, so this is a bit bold of me, but you're really hot. Would you two ever consider playing with another girl like me?"
They were floored. Lots of "Oh, um, I mean we've talked... But never like...". He was doing everything he could not to scream "Fuck yes!"
I let them emphatically not say no while also not being able to say yes without confirming with each other privately. So I left her my number, and told her to message me if she was interested, knowing full well that meant he'd be waging a campaign to convince her.
It took less than two hours for that rambling, emoji-laden yes message to come through. It's all too easy.
The next evening I arrived at a lovely suburban house. Not fancy, but tasteful. She invited me in, her excitement trying to mask her nerves. She'd made an effort with her make-up and lingerie under a slinky dress, bless her. She tried to lead me to the living room with a little platter and champagne waiting (adorable!) but I explained that I was there to fuck and cured meats & sex rarely go well together, so we should save that for later. She gestured for Dan to follow and led us to the bedroom.
I made out with her. She was a surprisingly good kisser. Dan was standing there not knowing what to do with himself and I enjoyed the lust and jealousy on his face. I invited him to come and "feel us up", correctly predicting that his hands would be all over me and not her. I love the feeling of a guy getting harder with his cock against my lower back. After experimenting a bit with torturing her nipples as I fingered her, it was time for us both to get some cock.
The oral was essentially a game of do-as-I-do. I knelt, she knelt. I worshipped the balls, she worshipped the balls. We took one side of the shaft each for a while, and then took turns bobbing up and down for a similar number and depth of strokes. This was already getting him close, so I made sure we switched enough that he wouldn't cum and ruin my plans just yet. As I ramped up the intensity we started to find her limits, but she kept trying to keep up. Perfect. I made sure to model the things I knew she couldn't do, and right on cue she ripped her head back, choking, gasping, trying not to empty her stomach.
"Oh sweetie, it's okay. Just rim him for a bit while you catch your breath."
You could see that rimming was not something she was into, but she didn't want to make a scene, and so, defeated, she moved behind him. Exactly where I wanted her. Now all he could see was me, and I really put on a show; the sloppy, hand-and-mouth coordination that no guy can resist. I paused at the edge a few times because I wanted to sear this into his brain; to make sure he wouldn't forget. And then I took him over the edge and swallowed every drop. She tried to kiss him afterward and he almost did, but balked when he rememebered the rimming. He didn't decline me though.
I wasn't finished, but we needed time to reset, so I got us spooning and sandwiched myself in between. She was in front and I played with her, again testing the boundaries of pain vs pleasure, while his hands roamed my body and he gently humped me as he got more and more excited. When he was ready, I propped her up on some pillows and started eating her out. She loved it, and I get the sense it's not something he ever does. With my back end sticking in the air, it didn't take long before I felt his hands on me, and then his cock sliding in. I didn't want to have to arrange mop-up orgasms and needed her to start getting off to her man cumming in nother woman, so I told her that if she wanted to cum, she had to beg him to cum in me at the same time. At first she missed the "in me" part and just begged him to cum, but he got the idea and was egging her on, rubbing in how good I felt. I was getting close too. And, I must say with some pride, I managed to thread the needle and get the three of us off roughly at the same time.
I told them I had earned a massage from whoever had the strongest hands (obviously him). She popped upstairs to the bathroom or something, and I took the opportunity to whisper to him that his cock felt incredible and if he wanted me on his own sometime, I wouldn't tell. I made sure that when she returned he was eating me out, just to sear in how much more he cared about my pleasure. We chatted a bit and arranged girls' drinks for later. And then I packed up and made my exit. We never did get to that cheeseboard, but this leg of the bingo challenge was done.
Part 7) Sluts on Tour
Relevant challenges:
- In a registered landmark / monument
- Go out to club or party and say yes to everything that comes your way
- Group of strangers (three or more) [first of two times]
While I don't date girls, Hayley and I have been chatting a lot since Part 2 and Part 5. She's hooked on debauchery now, but still doesn't really know how to initiate, so she's been relying on (read: pestering) me to help. The landmark/monument challenge meant I needed to get out of town anyway, so I suggested we take a slutty overnight trip and she quickly agreed.
I drove and she played a slut playlist she'd compiled, which was actually quite good. I had her strip and leave her clothes in the back seat. She had a small blanket she could use to cover herself if necessary. Every so often we'd stop somewhere secluded, and I'd bend her over the front of the car and give her 5 spanks for every time she'd used the blanket. After the first stop her arse was bright red and she struggled to sit still for the next leg. The blanked got used a lot less after that. Probably too much less, because I'm certain we passed a lot of traffic cameras with her tits out for all to see.
We arrived at the castle around midday, and stayed there for a few hours. It was quite busy so we couldn't be too obscene, but we played games where we'd quiz each other on trivia from the signs in the museum, and whenever someone got to ten points the other ate them out in the bathroom. I think the staff started to notice us constantly going to and from the ladies room, so we headed out into the courtyard and experimented there. I had her sit in my lap and fingered her under her dress. After a long search for a surface where it'd stick, I suctioned one of my dildoes to a stone bench and bobbed on it slowly (although sadly wasn't able to do enough to cum). Satisfied that I'd done enough to live up to the challenge, and having actually learned more history than I expected, it was time to move on.
Back in Part 5 I'd noted that "Much as I would have loved to teach her to spread her legs for anyone who buys her a drink, I knew she'd only have so much stamina for the evening, and I had bigger plans". Clearly the slut deities were watching, and it was time for Hayley's education to progress. We arrived at our hotel, quickly tarted ourselves up for the evening (with a bit of foreplay for good measure), packed some essentials and headed out to a club that the internet seems to think is the place for hookups in that city. There was plenty of grinding on the floor, but I wanted guys to buy us drinks first, so we took a seat in a booth and I made eyes at everyone who went past. Soon enough we had a long island ice tea each and a guy on either side. She was a bit nervous about being boxed in on both sides, but I squeezed her leg, calmed her down, and told her to enjoy herself.
It was almost impossible to talk, and the guys' strategy seemed to be to keep suggesting shots until we'd be physically unable to talk anyway. We let them do one off my tits and one off Hayley's belly, and finally they got the idea and asked if we wanted to fuck. I said as soon as humanly possible. They led us toward the smoking area, rather than the bathrooms, and I soon saw that there was a dead-end alley off to the side. Honestly it was a gross and sketchy, but it was out of the way enough that no bouncer was nearby to throw us out. After a boozy smooch for good luck, we knelt and got to work. I deliberately took the more shy of the two and finished him easily. With post nut clarity he didn't stick around. Hayley was trying her absolute best with the other guy, who seemed to be enjoying making her work for it. He slapped her face with her cock when she caught her breath, and she winced with each blow, but didn't once complain.
A new guy arrived and was disappointed to have "missed out". I told him my throat needed a rest, but asked whether my arse would work as a consolation prize. He didn't reply, just got his cock out and bent me over. I stopped for a second to make sure I had enough lube, and tried to pace him as he slid in. As he fucked me, I was being pushed into the wall, and had to push back to avoid my face getting smushed, which just made every thrust deeper and harder. It was really fucking hot and I came not long before he did.
Hayley's guy, upon seeing this, suggested fucking her arse. I'm tremendously proud that she looked at me, channeled her inner harlot and said "okay". She's come a long way and I've been training her for this moment; I knew she could do it. He was about the right size but I did not want him fucking this up, so I helped get her nice and lubricated, and gave him stern instructions to go in easy. He seemed a bit afraid of me, and I suppose I looked some mix of disheveled and crazy by this point, so he did as I said. Hayley winced a lot at the start, but as the guy got into the swing of things (and I topped up the lube), she seemed to be really enjoying it. He came before she did, so she fingered herself while I played with her arse some more.
By this point word had got out and more guys were waiting. Two tried to DP me which really doesn't work in an alleyway, so they just had to take turns, which was frustrating for everyone. Hayley got her cunt used, but after not too long the staff had heard about our little impromptu orgy and kicked everyone out. They were much nicer with us girls, and we played the drunk and dumb card. I think they wanted to talk to us more about it but I slipped off my heels, grabbed Hayley's hand and we run away as soon as we were at the entrance. She’d never been kicked out of anything before, and was quite taken by the scandal of it all.
The next day was much tamer. I just made Hayley do a little video diary of her adventure as usual, we played with each other until check-out, and took a lazy drive home. Since then she'd been proactively asking me to play with her arse, so I think she's gotten a taste for it, although we still need to pace her. In any case, only one bingo square left.
Part 8) Defying Danger
Relevant challenges:
- Group of strangers (three or more) [second of two times]
- Seduce and fuck someone you absolutely should not - terrible idea that will not end well
After a few awkward attempts to fuck a cop I needed to switch strategy. I headed to a pub known for being a bit rough, but annoyingly everyone was super respectful. I'll spare you the frustratingly lengthy and fruitless initial attempts, but eventually some ex-military guys came in who looked at me like prey, and while nothing escalated then and there, my flirting got me invited as guest of honour to their BBQ later that week.
They had a little fenced off back garden and were drinking beer in the sun when I arrived. I'd hate to be accused of being coy, so I was wearing my usual summery come-fuck-me attire (minus heels, because grass) and a choker with SLUT stitched into it. There were four of them: two beefy and two lean, all very much in shape. I knew if they all went 100% at the same time they'd tear me apart, so my strategy was to pick them off one by one. They were still being overly polite though; offering me a seat and not being the slightest bit lewd yet. So when they asked me how my day was going, I explained that it was "fine, but I was kinda hoping one of your cocks would have been down my throat by now".
They laughed, and one of them got his out. I got on my knees and did what I do best. I get the sense that they've fucked women together before, because there was no stage fright nor shame. Nonetheless, my strategy was to get them to cum quickly, so I gave it my all and while he tried to hold back, my mouth was soon full of cum, which I washed down with another beer.
The second guy was wise to this and made me work for it. He called me a dirty slut and made me beg for his cock. Then he took control and facefucked me, while another of the guys held my hands behind my back. I could handle it, but this was the point where I realised that I was already powerless, and he was going to be ravaged whether I liked it or not. So I just let them do their thing and focussed on the high of being useful and used. When he came, he jerked backwards and glazed my face, and after blinking it out of my eye (which hurts like a motherfucker) I made a show of licking it up.
Now that the ice was broken they stripped me. I had my princess plug in and had had Hayley write "I ❤️ anal (use lube)" on my lower back; it's impossible to do it yourself and in any case, I want to be a role model. That got them really excited and they lay me on one of the outdoor tables, which was about waist height, and tried tying me down with the garden hose before going inside and getting some proper rope. It was a nice touch but with the four of them on me it's not like I could go anywhere anyway.
The next few hours are a bit of a blur but suffice to say that my holes enjoyed all of their cocks, plus the odd stray beer bottle neck. They realised I was game for anything, so they tried the usual combos: choking, slapping, putting their foot on my face. When we took breaks they'd make me touch myself while telling them how much I need to be used. They didn't particularly care whether I came, but I did, several times.
Throughout they kept talking to each other about how "Stubbs would fucking love this". And toward the end, when I thought we were all done, Stubbs arrived. Tall, broad and fucking menacing looking. This guy was a whole different level. He didn't even try to be polite with me (although to be fair, I was totally naked and had been fucked for quite some time by this point). Unlike the others, he didn't wear a condom and I was too afraid to bring it up. His huge hands wrapped around my neck as he fucked me and I couldn't speak, all I could do was hope that he'd cum before he crushed me. Honestly, it was terrifying (but then again, I'd be lying if I said I hadn't cum to the memory in the shower immediately afterward, and several times since). Thankfully he didn't have multiple rounds in him, and the homeowner, back to polite mode, let me use his bathroom to clean up before I slunk home to recover.
Thanks again to all the other sluts competing, who have really helped me up my game!
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