The Truthful and Veracious Story of an Epically Real MILF Gangbang (MMMMMMF, oral, anal, DP) | 2016

It's been a while since the last time I've written up my adventures, but if you take a gander at my subs you'll see that I'm a bit of a...libertine, let's say. I get around. Lately I've been exploring the cuckold/hotwife bull scene, but I've been feeling a little stuck in a rut and wanted to shake things up. I've been in gangbangs before, but not many, and it had been a few years since the last one, so when I saw an ad on Craigslist Thursday morning titled "Wife looking for her first gangbang," I couldn't resist replying. CL is always a crapshoot - lots of fakes, lots of people that back out at the last minute, but this couple communicated well (told me what motel they'd be at, that they had done threesomes before, etc.) and we traded a few e-mails back and forth that night and into Friday morning. As the day wore on it seemed pretty apparent that this was happening! I did a little AMA to get in the right headspace, and around 8pm the guy sent me the room number and I headed over.

Now, I've written a lot of semi-whitewashed super sexified stories in the past, but I thought I'd go warts and all (not literally, thank god - nobody had warts!), gonzo journalism style, with this one. I would do it again in a minute - I love this stuff, love the rush, love the risk, love it all, but guys, it's not like a porno. First off...you have to find the room. This is always harder than you'd think. You get a txt that says, "In room 155, around back." Well, what does "around back" mean? Are the rooms consecutively numbered, or are odds on one side and evens on the other? Nothing's more frustrating than finding room 154, and then realizing that 155 is on the other side of an entirely different building. I have to think that the hotel staff always have a laugh when someone sets up a gangbang like this, watching random guys wander around their parking lots looking confused.

I finally find the door (along with another guy who arrived at the same time...we were both wandering around together, kind of suspecting we were going to the same place, but you can't just ask that in a motel parking lot, now can you?). I knock and the husband (Rich, we'll call him) lets me in. The other guy comes right in behind me. I'm running a little late, so the action is already ongoing. Now, let me tell you something. Every gangbang (that isn't exceptionally well curated by a picky couple, anyway) has the same guys. I've been to three now, and I swear this is true. There's the young college guy with a decent cock ("College"). There's a fat old guy with a small cock ("Grandpa"). There's a fat, shy guy who's voraciously horny but doesn't know what to do with himself ("Short Round"). There's the old, skinny guy who can't keep a hard-on ("Droopy"). And there's the guy (often black, not always, but he was a black guy last night) with a huge horse cock who just makes everyone else look bad ("Donkey"). And there's me, of course.

So I walk in, and Donkey was the guy coming in right behind me. Rich offers us a beer, and I take in the scene on the bed. Rich's wife Jean is sandwiched between Grandpa (on bottom) and Short Round (on top), and they're trying to do DP. I don't think it's working - both of the guys are too pudgy and their cocks aren't big enough. Jean is sucking on College's cock. Donkey goes in the bathroom to take a piss, and I strip down and move over to the bed.

I think Short Round must've came, even though he didn't really do much other than just rub his cock in her ass crack, because he's disengaging as I get there. Jean rolls over and Grandpa gets between her legs and starts pumping as fast as he can. Jean takes my cock in her hand and starts stroking it as she continues to suck on College's nice (~7" or so) uncircumcised equipment. After she rubs me nice and hard, she switches to sucking my cock, while stroking College. Grandpa lets out a little moan and pumps into her hard, and then pulls off and is done.

For a few moments I have Jean's full attention on my cock as College goes to grab a condom. She sucks my balls and licks the shaft before taking it back into her mouth. College comes back with a condom on and gets between her legs. I reach down and spread her open with my fingers as College slides his cock between her lips. Rich comes over with his phone and takes a picture of College sliding home - he's staying dressed, playing the MC, just watching and enjoying the show. College pumps her hard, and Jean clearly likes it - he's the biggest cock she's had so far. She's still sucking my cock, but here's a pro-tip, guys - Chinese finger cuffs looks great, but it's a shitty way to get a blowjob. She's going to be distracted, and the other guy pumping on her pussy makes it impossible for her to use any kind of good technique. The view's great, though.

College gives her a good ride, but he cums after three or four minutes and pounding her and pulls away. I figure it's my turn now, so I grab a condom, slide it on and get between her legs. Donkey's out of the bathroom and stripped down now, and she's stroking his cock and sucking him as I position myself between her legs. Jean is a good looking woman - she's in her early 40s, auburn hair, not skinny but not obese either. She really truly looks like a MILF - not the stuff you see in porn these days (actresses still in their 20s? seriously?), but like she could have been your high school buddy's mom - not someone you'd expect to be stuffed full of cock in a gangbang.

Grandpa is back now, and he helpfully spreads Jean's cunt open for me as I hold my cock steady and slip between her lips. She's shaved bare, and her pussy is swollen and a little red from all the pounding she's taken. Another pro-tip, folks...the bald look can be good, but (and I've made this mistake myself a few times) if you've got sensitive skin...sometimes it's best just to trim. If you swing enough you see this a lot...the in-grown hairs. Never a good look. She's got more than a few up on her pubic bone, so I try to avoid grinding against her there...I know they can be sensitive (like I said, experience!). Now that I'm in I grab her legs and pull them together in front of me and start to pound her hard, while Grandpa watches closely and plays with her tits, and she continues to suck Donkey, getting his fat, long cock nice and hard. I haven't cum yet, so I don't last all that long, and soon I feel my balls tightening and I shoot a nice load into the condom.

As I pull out and head off to clean up, Donkey grabs a condom and slides it onto his cock and moves to take my place. I drop the condom in the trash and wash off in the sink, then walk back over to watch. Right around this time Droopy shows up. He's a talker - the guys that can't keep it up always are. Everyone else is dead silent. In the action, you don't really notice it, but after you've cum that first time, standing around, the awkwardness of realizing that you're standing bare ass naked in a room with a bunch of guys you've never met before and never will again sinks in.

Short Round has put his underwear back on - I guess he's self conscious that he's definitely NOT a "show-er," if you catch my drift (same here, but I've lost my self consciousness about it...mostly). College is back to getting his cock sucked, while Donkey is railing away at Jean's pussy. Grandpa is hovering around the action, watching, occasionally rubbing Jean's nipples, and stroking his cock, trying to get hard again. Droopy has pulled his pants down and Jean is sucking his cock now, while College has moved to the side is is stroking too. He and I share a look - we're the youngest and fittest guys in the room, other than Donkey (who's pretty busy right now), and I guess he's wondering what he's doing here. He sort of shrugs and moves back towards the action.

Donkey is flipping Jean around now, wanting to take her doggy style. I stand behind and watch his balls slapping against her clit as he pounds her harder and harder. Jean is alternating between sucking College and Droopy now. Donkey's been going at it for a good ten minutes or so, and there's a definitely and unspoken feeling in the room that maybe he's been going long enough, now, and he aught to stop showing the rest of us up. He finally slams home and cums with a few loud grunts, and pulls away. I expect Droopy to take a turn now, but he's still not very hard.

Grandpa and Short Round don't move in right away either, and so Jean just lays there for a moment, and the action has an awkward pause. College and I share a look again, and then he grabs a condom and slips it on. He takes her from behind like Donkey had been doing, and the action starts up again, like putting the needle back on a record. Everyone back to their place, watching, getting sucked, stroking our cocks. I move back in front of Jean to take College's place at her mouth, and she trades off sucking me and Droopy. Droopy starts up his running commentary again, encouraging College to fuck her in the ass. He obliges, pulling out from her pussy and working into her ass as Droopy and Grandpa hold her cheeks apart. Jean seems to enjoy the new sensation, moaning as he pumps her. Droopy moves around the bed and reaches underneath College's balls to rub her clit. College is going at her ass hard now, and he seems to like it too - pretty soon he's cumming, pulling out and done.

Donkey has hit the road (he had to go to work), and Grandpa and College are getting dressed now to head out as well. Droopy asks Jean if she wants a DP, and she says yes. Short Round has finally gotten up the nerve to get back in the action, and he asks her to ride him again. She sits down on his cock and he touches her tenderly, trying to have some kind of connection, I guess, in the middle of all this. I break the moment by shoving my cock in her mouth. Droopy has a semi now, and he gets behind her and tries to slide it into her ass, but he's just not hard enough to make it work. He jumps off and looks at me and says "She needs some cock man, get that thing in her ass."

I'm hard and ready to go, so I slide a condom on and stick it in. It's easier going than I expected - College has stretched her out, and she's very clean - must have done an enema in prep for the show. Her ass feels great, and she takes my cock like a champ, but - pro-tip #3 - DP is so damn hard to get right. It looks great, but to get everyone in the same rhythm is just not so easy. I end up fucking her ass while she sits on Short Round, because every time he tries to thrust he pops right out. He's laying there, staring at the ceiling with dead eyes. Droopy is fucking Jean's mouth now, hard, watching me pound her ass, a steady stream of filth coming out of his mouth. Finally he manages to cum (I don't think he ever really got hard), and she takes it all in her mouth and swallows it down. The perversion of the whole thing finally puts me over the top, and I cum again, shooting my second load into her ass.

I grab the condom and pull out, tossing it on the growing pile in the trash. As I clean up, Droopy just pulls on his pants, shakes Rich's hand and hits the road. Jean is giving Short Round the individual attention he wanted all along, riding him while he stares into her eyes. I pull on my clothes too and thank Rich for the invite, and then I'm out the door and gone.