Ha, so this is not my proudest moment, but both my husband and a bunch of people here wanted me to write it up when I mentioned it in a comment over on ARAD. This all went down a few weeks after I started college. I went to a small college that emptied out over the weekends, and after the first weekend of sitting alone, I started inviting friends up to hang out. After the first month my cousin Jimmy was messaging me and asking what I do all weekend on campus, etc. And he said that he was going to go to this show of a band he really likes that was about 10 minutes from my campus and asked if he could crash in my dorm since my roommate would be gone.
Sure! I had no other plans and was bored. He got me a ticket and that night he picked me up. Jimmy is older than me, he’s 23, I’m 18 at this point, but he’s always been a bit of an awkward dude. He’s average height and an obsessive runner, half latino with short hair and not bad looking. We were always really close growing up and I spent a lot of time hanging out at his house when my family was being shitty.
So, we get food and eat, and then we’re drinking vodka mixed in coke bottles waiting for the show to start and busts out two tabs of molly knowing I’m always down for that kind of thing – at least I was back then. We take them, go inside and the show starts and they’ve got like nine opening acts that are getting increasingly worse and worse.
At this point I’m getting antsy because the come up is taking forever and we go to the lobby where Jimmy buys us some beers and we run into the main act of the night who are sitting in the lobby talking to fans and complaining about how they won’t even be going on until 1am because of the dick venue that booked so many opening acts and tried to make it into some festival to boost drink sales – it was 8:30 pm. But I’m like, yeah, fuck drink sales, fuck the man, then I sip my $12 bud light in a 12 oz plastic cup. But, the main act, who are these pretty cool hippy dudes it turns out, are legit talking about walking and doing a make up show for free somewhere the next night – like they’re calling venues and stuff.
My cousin asks him what the odds are they’ll play, and they say slim. So we’re doing the buzzed-coming-up calculations on this and looking at the long list of opening acts and just say fuck it. I say, let’s rush back to the dorm, I’ll put on some music, we can party, the campus is empty so we can just be crazy and run around all night. We bounce, buy another bottle of vodka on the way home, and by the time we get there it’s been about an hour and NOTHING. We’re ready to declare bunk and take another tab, but then Jimmy is like, wait, I have to take a shit and heads out – which is often a good sign.
While Jimmy is in the bathroom I change out of my club gear into running shorts and a tank top, happy to be out of my leather pants and binding shit. As I’m pulling on my shorts I realize I’m a bit wobbly and then I kind of swoon for a second and I’m like OHHHHHH Yeeaaahhhhhhh, and I suddenly feel it very faintly. I get dressed and sit down at my desk and start going through spotify on my laptop and making a big playlist. Jimmy comes back in and says he’s feeling it hard and is giggly. He says he’s bummed about having to be in jeans and stuff, so I dig through some of my clothes and find some of my ex’s workout gear he left a few weeks ago when we went for a run – some old work shirt of his with the sleeves cut off and basketball shorts. I watched Jimmy changed and laughed my ass off because he is covered in tattoos and he looked so out of place in those clothes.
We’re mixing drinks and listening to music and just vibing on the more chill atmosphere and enjoying it. Jimmy says it’s cool the school buys us brand new macs, and I laughed because I bought it with my own money, and he gets a bit shocked by this because we’re broke and were growing up. So, he’s asking if it’s loans and I’m blowing it off because the real answer is kind of shady and I don’t want family knowing, but we’re already rolling and I’m like fuck it.
So I tell him straight up that as soon as I got to school and realized I was broke I started doing some camming and video chat stuff with guys – this was seven years ago, so it was a bit of a different scene then. And he’s crazy interested and said he has paid for a few video chats with girls he found online and is just grilling me.
To be honest, it felt really nice to be able to just talk about my “work” with someone who was interested and being cool about it and not a judgmental dick about it, SARAH. But, yeah. So I explained how I started doing open shows and got called an anorexic bitch, etc, and I mean I was pretty much at the time. I weighed like 90 lbs and was 5’3 with zero tits or ass and was just called a kid all the time by everyone including my professors.
I explained how there were a lot of girls in their early 20s with big fake tits and huge asses that were more forward than me and made a ton of money, but I found this group of really close clients who were very much into my body type and became basically super fans. I just kind of set stuff up on the side with these six dudes and it paid for everything and I would just text with them all the time, video chat, and I was like mailing them my panties and they’d buy me sex toys and stuff off my amazon wishlist when I needed it and it was pretty relaxed because they were all pretty cool and relaxed – and they were all married and just having their little bit of fun on the side. So, in my 18 year old brain, I just justified it as super cool and legit.
Out of the whole conversation he was like, wait, they send you sex toys? And so I kind of run through each of the dudes and talk about how they have their own fetishes, etc. And he’s like, honestly, I’ve never even seen a sex toy. So, I grab the tupperware from under my bed which is just full of them and open it up and his mind is blown, and he’s like, wait you use these, and he’s obsessed with this foxtail buttplug which was my newest thing I’d gotten from a guy, and I told him I hadn’t even used it yet.
So, he’s like, Wait wait wait, dudes pay you to just use these and send them pics? And I’m telling him, sort of, but with these dudes, it’s more about like friendship and being nice to them. I’m more like a therapist who will sit naked and listen to them rant about their wife and kids hating them – which was 75% of the job.
He straight up asks if he can read a chat with one of them, so I get my phone and show him and he’s scrolling through reading and I can see his brain exploding. Then he laughs and turns my phone around and it’s a dick pic and I warn him to stop scrolling if he didn’t want to see more. He gets a super shocked look, mouths OH MY GOD, and then turns the phone around to show me a picture of myself sitting in the exact chair he’s in with my legs spread and getting off with the vibrator he still had in his lap.
I put on my fake shield of confidence that you have to develop when you’re talking about this stuff and laughed and shrugged and said I warned him. He says, holy shit, and then he had another picture up of me on my hands and knees with a jeweled butt plug in my ass. And he says, if you weren’t my cousin, I’d be hard as fuck right now. I say, oh yeah, you into a total lack of tits and ass like those dudes? And without looking up from my phone he just says, fuck yes! I laughed him off and poured us more drinks as he was swiping through my phone at full speed smiling like a kid at a car show.
I point out that he was actually hard as fuck and it was really visible through the thin gym shorts. He awkwardly laughs and repositions himself a bit, but is definitely not ready to hand over the phone. I turned my attention to my spotify list on my laptop and let him have his fun. Every 30 seconds or so he’d say holy shit, and show me either a picture of one of my clients dicks or a picture of me. Then he went full jaw drop and I heard my own moaning coming from the phone and I turned to him and he showed me the phone and it was a video of me and my ex. My ex had me bent over a classroom desk and was fucking me hard from behind and I was just trying to hold on to the sides of the desk. I took the phone and clicked it off and told him one of my clients paid me a shit ton to make that video for him, that’s why I invited my ex up a few weeks ago.
He goes into how amazingly hot and sexy that was and then starts asking me how much I made. So I tell him it was $200 and how the guy loved it and was begging for more, which made me wish I had a boyfriend because the money was nice. I turn back to the playlist and Jimmy stands behind me and is rubbing my shoulders and tells me he has a plan. We can fake a video, send him pics and stuff, and bam, free money. I’m instantly like, yes, this could work, knowing how shitty live streaming was then and all of that.
Jimmy says, let’s send him a picture! So We both get on the bed, and I tell him to take his shirt off, and I wriggle out of mine and we snap a topless pic and I text it to Ben with no context, the dude who paid for the video. I get an instant reply, Got company? And we both laugh. So, we send a fake kissing video. It’s just us kind of pushing our faces together. Ben writes back, can you hop on skype?
So we do. I’ve got the laptop on the dresser next to the bed and Ben is asking us questions about how we met, and we’re both still rolling balls and Jimmy is just like making shit up about being my RA and all this stuff and Ben is loving it. Ben asks us to makeout again and we’re like fake kissing and then Jimmy slips his tongue in my mouth and I back away a bit and Ben is saying yeah go for it, and I lean back in and then we’re real kissing for a minute and it feels electrical.
Ben asks to see my ass, so I do a little dance for him and I’m showing off and I see Jimmy just staring. I’m between Jimmy and the camera and he makes that rubbing fingers together money sign and winks and I have to try not to laugh. I pull my shorts down and I’m flashing the camera and Ben says to take them off, so I do and sit back down next to Jimmy.
Ben then tells Jimmy he wants to see his cock, which is straining the shorts at this point, and he obliges and slides his shorts off and I’m a little shocked at the size. I had seen him naked through the years, but never hard, and he was definitely a grower at like 8 hard inches. I mouth him a wow and a wink, and he stifles a laugh and I kind of realize I’m naked on my bed with my cousin and being watched by a guy who pays me to fuck myself.
He asks if I got the new toy and I say yes, and how grateful I am, and how nice he is to be so thoughtful, and I hold up the buttplug with the foxtail. He asks me to model it for him and for Jimmy to put it in, which I looked over not knowing how he’d respond and he already had the bottle of lube off my dresser in his hands. I get down on my hands and knees facing the camera and it suddenly feels a bit medical until Jimmy starts pushing the cold metal bulb against my asshole and I wince. Jimmy says something like, dude, at least warm a lady up first!
And that’s when I had my cousin wiping his lube covered finger in circles around my asshole and then sliding it in and out and it felt fucking amazing while rolling. I get totally obsessive over ass play when I’m rolling and this made me soaking wet instantly. After fingerfucking my asshole for a minute, Jimmy slid the plug inside of me and it popped into place. I got up, feeling the fur tickling my ass cheeks and thighs and really loved the feeling. I did some dancing for Ben who had gotten naked and had his cock out. When I looked back at Jimmy, he had his cock in his hand also.
Ben was telling me how sexy I am and praising me, and Jimmy is nodding and smiling and Ben suddenly tells me to suck his dick. I think mentally I wasn’t ready for all of this but I was also rolling and not thinking well and I just closed off part of my brain and leaned over and took my cousins dick into my mouth and listened to him start moaning. I was honestly shocked he stayed hard while rolling since most guys don’t.
Ben had a nice view of my plugged ass and me bobbing my head on Jimmy’s dick and he was saying holy shit. He said to also take pics, so Ben grabbed my phone and was taking pictures. When I stopped Ben said he only had like five minutes before he went and wanted to see something amazing. I asked like what, and he said he’d pay big to see Jimmy cum in my ass and I was a bit taken back, but Jimmy was all in at this point and started pulling out the plug. I looked back and he smiled and I bent over on the bed and grabbed the pillow, it’d been a long time.
Jimmy was slow and careful and I could hear Ben cheering him on. My everything was on fire, and I was holding on for dear life as he slid the head of his cock inside my asshole. I felt it part and then slide in and I gasped. He was about halfway in when I heard Ben say he was going to cum and then he shut off his skype quickly.
I looked back and Jimmy was staring down at me, the laptop had gone blank and his cock was buried half in my ass. He started pulling out and I reached back to his thigh, no no no. He stayed in place and I slowly backed against him and he pushed. Slow pushing turned into grinding and sliding and it turned into him full on fucking me in the ass. That turned into about ten minutes of him changing angles and fucking me harder and harder until he pulled out and came all over my ass and back with a loud moan. I collapsed on the bed and he fell next to me and said, what the fuck, girl.
I was sitting there not having cum and said I wanted to shower and I went to the bathroom, still rolling hard, and masturbated under the warm water until I came hard falling to my knees and panting. When I got back to the room Jimmy was gone and so I crawled into bed still feeling it. A few minutes later he came in, having showered himself, and laid next to me. He started talking but I shushed him and said I was tired.
At some point in the middle of the night he woke me up kissing me and touching me, and he slid down between my legs and went down on me. I came incredibly hard. He then rolled over and pretended to sleep again. I did the same.
Source: reddit.com/r/gonewildstories/comments/hzy9bf/how_i_made_500_fucking_my_cousin_fm
Was it awkward after this between you and Jimmy?
Did you ever do anything like this with him again?
Please tell me there’s more between you and your cousin?!
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