Her hand was small enough that I really think she could have fisted me, but she didn't put any more than three in. She just took them out, added more lube, then put them back in. After repeating the lube, finger, lube cycle a few more times, she began to finger fuck me hard and fast. I started moaning around Tom's cock.
Cindy continued to finger fuck my while Tom grabbed the back of my head and forced me further down onto his cock. I started gagging again but was able to control it a little this time and thankfully didn't throw up (something tells me that would have ruined the evening). He kept my head down low on his cock, ALMOST to the bottom, then moaned loud and then let me up for some air. As I gasped he looked at me and said, "I want to fuck you're ass sooo bad. I'm going to make you scream into Cindy's pussy while you eat it I'm going to be fucking you so hard."
At that point he pulled me up and Cindy took her fingers out of my ass. Tom picked me up (he was surprisingly strong for his size) and threw me onto the bed. He pulled me up onto my hands and knees and started rubbing his cock against my asshole. I looked back and saw him rub lube up and down his cock, then smear the rest of it into my ass crack.
I looked forward again and was surprised to see Cindy in front of me already. I hadn't even heard her get on the bed!! She smiled at me and slid down a little so her pussy was right in front of my face. I could feel Tom teasing my ass with the tip of his cock as I began to lick Cindy's pussy. I started by slowly sliding my tongue into her pussy since it was gaping a little from Tom pounding it earlier.
As I slid my tongue into her pussy, Tom began to slide his cock into my ass. It was as if I could feel every single inch slowly pushing in, stretching my asshole in ways it had never been stretched before. True to his word, I moaned loud into Cindy's pussy as she moaned from the attention I was giving her. I began to lick all around right inside of her pussy, then I pulled back a little.
Tom was still slowly feeding his cock into my ass, at this point I'd guess he was about 4" in. He stopped for a moment to allow my ass to get used to his girth, which I was very thankful for. I began to suck on Cindy's "lower lips." After doing this for a few seconds I moved up and began to lick around her clit. As she moaned, Tom suddenly thrust the rest of the way into my ass causing me to moan as well. I felt his balls slap against my ass and he kept his cock there for a minute as I went back to licking Cindy's clit.
After he allowed my ass to get used to his cock, Tom began to fuck me, very slowly at first, with long deep strokes. He would pull his cock out until just the tip was still inside of my ass, then push it the whole way back in until his balls slapped against me. At one point he pulled his cock the whole way out and shouted almost triumphantly, "Look at that virgin ass gape!!"
"mmmhhhmmghhm!" was my reply as I was a little preoccupied with Cindy's pussy. It wasn't that I couldn't feel my ass gaping, or his cock pounding me, but I really wanted to get Cindy off. It's always my goal to make the girl I'm with cum. At this point I was literally sucking on her clit as if it was a little cock and fingering her pussy which was driving her wild. She was moaning even louder than I was!!
As if angry that I was giving Cindy a better time than he was giving me, Tom began to pound my ass harder and faster. He was still fucking me with deep long strokes, but the were much faster and his balls were slapping against me much harder. I felt like if anyone even touched my cock I would cum a gallon.
Soon, Cindy pushed my head away from her pussy as she came in my face. She didn't squirt, but she definitely gushed! She looked at Tom and said, "I want his cock in me RIGHT now!!" In response, Tom forced his cock all the way in and pulled me back onto him so that I was riding him. Cindy positioned her well lubricated pussy over my cock and slid down onto me.
Something about her pussy, I'm not sure what it was, drove me wild. She wasn't too tight, but it definitely wasn't loose. When she got to the bottom of my cock I said, "Cindy, I'm really about to cum, you should ride me quick if you want my cock before I blow!"
She responded by riding up and down which forced me up and down a little on Tom's cock. The sensation of having his large cock inside of me and Cindy's amazing pussy wrapped around my cock was too much. I began squirting stream after stream of cum deep into her pussy. I could feel my ass contracting around Tom's cock as I came, which in turn became to much for him and he began to cum in my ass!
Cindy slowly got off of my cock, careful not to spill any of my cum, and walked back around to the head of the bed where she was earlier. Tom, true to his word, didn't remove his cock from my ass after cumming and continued pounding me hard. I couldn't believe his stamina!
He forced me back into doggystyle which put my face right back into Cindy's recently creampied pussy. There was already a little of my cum leaking out which I hurriedly licked up. I started tonguing her pussy again, trying to get as much of my cum as possible. I could feel Tom's cum squelching around in my ass as he fucked me and the idea of it turned me on more than I would have ever imagined.
I continued slurping my cum out of Cindy's pussy until she said, "I think you've gotten most of it. Remember what I did to you earlier? It's time for you to return the favor."
I didn't even have time to respond before she'd rolled over onto her stomach and thrust her ass into my face. I'd never eaten a girl's ass out before, so I was a little tentative...until Tom thrust his cock in extra hard which forced my tongue into her ass. "In for a penny in for a pound," I thought to myself and began licking around her asshole. Surprisingly (or maybe I was just ignorant), it didn't taste horrible, it was just like licking anywhere else on her body. I began to enthusiastically rim her, again determined to get her off.
Tom started pounding my ass hard, and I realized that I was hard again. I wanted to get Cindy's ass nice and lubed so I could pound it. Tom kept fucking me harder and faster until all the sudden he came in my ass HARD. I could feel his cock spasming deep in my ass and I swear I could feel the cum leaking out into me. He moaned and slowly pulled his cock out, but not before reaching over the side of the bed and grabbing something. Once he'd pulled the whole way out he pushed something back in and I realized that what he'd grabbed was a butt plug.
"I'm just gonna take a little break...this has taken more out of me than it normally does," Tom said exasperatedly while he sat back in the chair that he had been in while I sucked on his cock. I turned back and continued eating out Cindy's asshole until it was soaked with my saliva. I then backed away and lined my cock up with her asshole.
I started teasing her ass while I reached around and began rubbing her nipples. I slowly began inserting my cock into her ass until I was balls deep. Then I began fucking her hard. I knew that I wouldn't be able to las long with the butt plug pressing on my prostate like it was and I wanted to make the most of the time I had in her tight ass.
Given the way she was reacting, I'm fairly sure Tom didn't spend much time with Cindy's ass. She was extremely tight and was definitely fairly new to the whole anal thing. I decided to make the most of it and began pounding in and out, hard and deep. I began playing with her clit with one hand while I spanked her with the other, then began pinching her nipples. Soon, she began to cum. I could feel her ass begin contracting around my cock and I couldn't hold it in any longer. I began to spray cum deep into her ass in what was easily one of the most satisfying orgasms of my life.
After I'd finished cumming I pulled out of Cindy's ass and collapsed backwards as she fell forwards. We were all exhausted to say the least. Despite Tom's boast of cumming at least 3 times in my ass, he couldn't move to fuck me and I was too tired to get up. Without realizing it, all three of us fell asleep.
I woke up the next morning spooning with Cindy, my cock nestled between her ass cheeks. Tom was still asleep on the chair as my cock began to stir. Cindy woke up as it poked her right in the ass. She looked back at me and said, "Again?" with a wink.
.....to be continued....?
This was my first story so any constructive (read positive AND negative) would be greatly appreciated! Also I'm considering continuing along this story line, but I also have a few other ideas I'd like to hash out, so if anyone would like to read more like this or something a little different (probably something strictly straight, maybe with Cindy) let me know!
