I found a couple that wanted to try an MMF threesome. It took a long time, a quite a few nights of chatting and sexting to get them to meet up. After that, it was several meet ups, drinks, talks, all this lasted for months.

She is a timid house wife looking woman, around 40, short hair, pretty ugly, but with a great body. I honestly thought it will be uncomfortable, and odd (I have never done this before either), and that it will be one big mistake.

Oh boy, was I wrong.

She is the nastiest woman on the face of the earth. She was a bit careful, at first, but after that...

She licked my ass, form behind, while her husband was fucking her doggy style. We did DP, slapping, name calling, you name it...

And they keep coming back for more.

And I am no stud, just a normal guy, normal size, normal stamina...

I think I just hit the jack pot.

My DP partner and I got invited to a house party last night for NYE with about 50 people there. We got there around 6 already buzzed and so was most of the party. Unfortunately we saw someone there we had DPd before with her new boyfriend. It was really awkward at first but she came over and introduced him to us. We shook his hand and she pulls me aside and asks us if we'll fuck her again while he watches. Uhhhh yeah sure I guess I respond. I give my buddy a heads up and she leads us to an unoccupied bedroom with a fouton. We're in the middle of DPing her and I feel a tap on my shoulder. It's her boyfriend and he's got another couple from the party that wants to join us. I see that the it's the couple that owns the house and they tell us that Brianna(the woman we're already fucking) told them about her experience and it's always been something that they wanted but didn't want to use Craigslist or a stranger. Mind you we DPd Brianna only for one night and I got her pregnant(didn't keep it) because I didn't wear a condom when I came(I took it off and the reason for the awkwardness). I told the couple that we will come inside her and they needed to be okay with that and they were. I pulled out of Brianna's ass to watch the wife undress and as soon as her panties hit the floor she's mounting my cock. She was so much tighter than Brianna and she knew how to work my cock without me doing anything. Her husband is just standing there stroking his cock and I motion him over to put it in her asshole. This guy had a giant cock and I could feel it slide inside her already cramped pelvis(she was easily only 5 feet tall and 100 pounds. She came in the first 10 strokes and holy shit did she gush everywhere. After about ten minutes of him just punishing her asshole she started working both of our cocks together and I tell her that I want her to sit on her husbands cock while I try to make him come while fucking her pussy. I know that he's on the verge of cumming so she fits his cock inside her ass and leans back to present her beautiful pussy to me. I immediately started to fuck her as hard and fast as I can and after about 2-3 minutes she has a quivering orgasm which makes him and me cum. I pulled out and before she can get off of her husband my partner is inside her. I sit down on the fouton to recover and I'm just watching all of the fucking going on. Brianna and her boyfriend started fucking next to me and she starts blowing me to get me hard again...it works.
I got behind her and started fucking her asshole which made her boyfriend cum. She's disappointed because she's almost there so she slides him out and I slide in. I remembered that I wasn't about to cum in this girls pussy again and risk her getting pregnant again but she felt so good that I didn't care and I fill her up. I hear my buddy cumming inside the wife and Brianna notes that it's 1130 so we go watch the ball drop. Brianna cleaned up before but Andrea(the wife) just pulls down her miniskirt, fixes her top and hair and heads out full of cum.
We watch the ball drop, enjoy the music and I'm watching Andrea look sexy as fuck. I call Ryan over and tell him I had a great time but I didn't get to try out her asshole like everyone else did. He tells me to go upstairs and he'll send her up. I tell him to send her over and she can lift her skirt up in the back. He smirks and goes to tell her. She comes over and she tells me that she doesn't like the idea but I assure her that if she looks like she's just dancing with me, my buddy and her husband no one will notice. She complies and I slide out through my zipper and into her asshole. The two other guys run blocker as she proceeds to work my cock until I pull her hips to leave a balls deep creampie. She started to slide her skirt down and my buddy is inside her for the next 15 minutes. The husband wants a turn but she says she's too soar so he fills up her pussy instead. Finally she's able to pull down her skirt and we can see our cum running down her legs as she makes her way to the bathroom. We say goodbye and tell them thanks and to tell their friends. Here's to hoping for new and exciting holes to fill up this year.
Anyone else have any other stories?

It's not a like super big confession or anything but I think I had a hand in getting my friend addicted to anal.

Basically a few years back me and my wife and my good friend, let's call him Ben. We were drinking and one thing led to another and we ended up with the idea of a threesome. Now this was everyone's first threesome but my wife is no stranger to anal as it is a part of our sex life so we thought DP would be fun. So I took my wife's pussy and we let him take her ass. He was all for it because he never tried it before and well she was all for letting him.  She wash on the pill so i came in her ass, he couldn't really get a good position during the DP so I him finish off in her ass solo and he seemed to really enjoy it.

Fast forward to present day, my wife is good friends with his fiancee. I guess I'm not supposed to know this,  but she told my wife in confidence that Ben is like addicted to anal. She says she doesn't mind as she can get off from it but that she never seen anyone like the ass that much. 

So that's basically that, i think my wife ass opened the anal gateway for him. 

Part 1        https://mlos.pika777.eu.org/VA17A062

Part 2        https://mlos.pika777.eu.org/V11351CB

Part 3 of gyno story

The doctor was seriously waiting for my ass to get tighter. He said that my anus is turned inside ouf after fisting and it wouldn't be fun.
After about 5-10 minutes, when I had calmed down a bit, he came and said "I finished my coffee, now we can start".
He put his gloves back on and started lubricating that 40"inch colon tube that starting with 1" diameter and gradually increases to 3" in diameter with two 3,5" retaining balls before end.

The doctor started pushing that thing in my asshole. The first few inches weren't that painful, but after about 10 inches the pain started to increase sharply. I started screaming through the gag and started shedding tears. He didn't care, he just kept pushing deeper and deeper.

About 15 inches from the end, he couldn't push it any deeper. I kept crying and snot flowing when I was in pain.

 He was pulling out and pushing deeper inside little by little. It got bigger and deeper in my body and it hurt more and more. It was probably a soundproof room because it was impossible for anyone to hear my crying and screaming.

When he thrust the entire 40 inches into me, including the larger 3.5" ball part, nurse connected it to the hose from the water bag.She turned it on and my stomach started to get bigger as my anus filled with water. He slowly pulled colon tube out of me. 

When he pulled it out of me, he quickly thrust 9" long huge 4" diameter butt plug in. He couldn't push the end in anymore, so he pushed with all his strength to get it in. It was an extreme pain, that I could feel my pelvis expanding.

I cried so much that my whole body was shaking. I was so tied up that it was impossible to get out of that chair. 

After a while, they pulled plug out of my anal and told me to empty it all into a bucket.

The doctor said we're going to finish but he still wants to try the new DP fucking machine with "horse" dildos. The nurse brought the machine in and spread the lubricant all over dildos.
The doctor came in and stuck one in my ass and the other in my vagina. Set machine to 30min with full insertion. It was really painful in both holes, but I felt a pleasant sensation in my vagina a little, but still it hurts a lot.

After 30 minutes, both huge dildos were pumped fake cum in my holes. Doctor pulled out dildos from my pussy and ass. Cum started to flow out of both holes. I was relieved that it was all over.

He looked at my tearful and sobbing face with a gag in my mouth for a moment and then said "One last time". He put all 5 fingers together and shoved his hand into my ass with all his strength. I started screaming and moving around with my whole body (not much because I was strapped to gyno chair)

When he finished fisting my asshole, he quickly pulled out his hand. It hurt terribly but at the same time I felt relieved. My ass was turned inside out. 

He shoved a tampon the size of a penis up my ass after the hole was a little tighter and then gave me a diaper. It was so humiliating.When the doctor finished his work, he told the nurse to "clean up and untie her" and he sat down at the table. He began writing papers evaluating the performance of experiment.

When she untied me, I wiped away the tears and snot, that were both all over my face after this 4 hours hell. I didn't say a word, I just kept sobbing and crying. After this "experiment" of theirs, I was almost unable to walk. When they saw me, they gave me crutches and helped me get into the taxi that they called. Thanked me and waved at me. When I got home, I was glad it was over.

Ok, this is probably the weirdest thing that has ever happened to me and I have to tell somebody about it but would never tell any of my friends. I am a single guy and have been active in the swinger scene for about four years. I am 26 and in shape so I get a lot of action from married ladies in their 40s and 50s that are hot and wanting a young guy while their husband watches or sometimes gets involved. These ladies can be very horny and kinky and it is a lot of fun. I am not bi or gay at all but a lot of times the woman wants more than one man and that is cool, its all about her.

Last weekend I was with this one really smoking hot 57 year old lady who wanted DP. I was on top of her fucking her ass and another guy was on the bottom inside her pussy. Her husband is watching and starts rubbing her tits and then trying to rub her pussy between us and I can feel my ass is getting some of the lube he is trying to get on her. Suddenly he comes up in back of us and his cock is pushed inside my ass. At first it hurt like hell and I was telling him he was in me not his wife. I was so into her hot tight ass that I ended up cumming and so did he. It ended up not feeling that bad but I was pretty freaked out about the whole thing.

From now on I want to be on the bottom of any DP action so my backside is protected. I never could figure out if the guy was actually trying for my ass but I think he probably was.

Did yesterday my first dp

hey guys, tonight i'm training my wife to take two cocks at once. i'm thinking of using toys, maybe taking some pics.
anyone know of any great DP or MMF scenes they can direct me to? i'd like her to watch a few while i train her.
i downloaded tori black's first DP from tori black is pretty filthy 2. GREAT SCENE!! and i'm looking for similar or better ones.