Before I get into this story, I would like to cover an administrative detail. Many of my readers have been unable to locate my other stories. The following is a list of the story titles and they can all be found under Prolific Authors / Twonight:
Black Dorm World's Hottest T-Girl The Awakening Star Cruiser The Inmate Shocking Encounter Olympiad Turning 18 The Gamblers The Realtors The Kidnapping The Fluffer First Encounters Confessions of a Male Escort Fathers and Sons The Swallower
Please send feedback to twonight@excite.com. I really enjoy hearing about your first sexual encounter so tell me about it.
Ok, on with the story:
I napped most of the afternoon, recovering from the ass pounding I had gotten earlier. It had been great, but I couldn't help but wonder what the night was going to bring. At about 5PM, my mother woke me and asked me to follow her. We went to my parents bedroom where she had some sexy clothes laid out on the bed. There was a red miniskirt with white fishnets and sexy garters. Red "fuck me" heels completed the ensemble. There were also some fake boobs and a red bra. I didn't understand why Mom would need fake boobs since she had a nice pair of D-cup tits already. She asked me if I thought the outfit was sexy and I said that it was really hot.
"Good," she said. "I want you to wear it."
"Huh?"
"I want you to wear it. I want to see you get fucked like a cheap whore in this dress."
"I don't understand. You want me to dress up as a woman?"
"No, I want you to be a woman, just for the night."
The conversation continued this way until she finally persuaded me to try it, with a promise of new dicks to suck and get fucked by.
We started with a body shave which was actually very pleasurable with Mom giving my balls special attention and me sucking those big tits every time she paused. Mom got so horny she made me fuck her ass and then swallowed my cum. She came twice as I fucked her rear sheath. Eventually she had my body completely smooth and began to dress me. She finished it off with sexy makeup including cherry red lipstick which made me look like a total whore. With a blonde wig and my naturally full lips, I looked pretty sexy and feminine. The fake boobs were very convincing with very little cleavage showing. The back of the dress dropped all the way to my ass crack. The focus was definitely on my legs and ass. The outfit was obviously made for crossdressers because it had a pouch to hold my cock in place and out of the way. Just as we finished, my Dad walked in and smiled a very large smile. It was more like the look of a starving man that had just been offered a hot meal.
"You look amazing," he said. "You look so hot. Bend over a little."
I bent over and let him see my exposed ass and the garters holding up the fishnets. In seconds, he had some lube and was sliding his hard cock up my ass. Mom tried to stop him, telling him not to mess up the outfit, but he was too far gone to stop. His cock felt so nice in my butt that I wasn't about to stop him. His hands gripped my waist tightly as his taut ballsac slapped against me with every thrust into my rectum. There is no better feeling than this. I could tell he was getting close and I knew he wanted to fill my ass with his cream, but Mom had other plans.
"Don't you dare shoot your jizz up his ass, dammit. I spent an hour getting him fixed up and I don't want his ass dripping cum before we get there. Give me that cock."
With that she pulled him out and wrapped her hot tits around his cock. As she held her tits in place around his rod, he began to titfuck her. I almost came just watching it. As he reached the breaking point, she took him deep in her throat.
"Oh fuuuuuuuuck, I'm cummmmmmmming!," he screamed.
Sperm poured into her mouth and dripped from the sides. Then he pulled out and squirted her face and tits with the rest of his load. She lay covered in sperm on the floor and Dad licked every drop from her tits and face leaving her smiling on the floor as he went to shower. She joined him in the shower and the last thing I heard as I left the bedroom was the sound of her moaning as he licked her snatch in the shower. They were insatiable (Thank God!).
Terry, Angie, and Bobby oohed and aahed over my outfit as we sat in the living room waiting for Mom and Dad to join us. No one would tell me what was on the agenda for the evening so I decided to go with the flow. Mom and Dad came down just as Keith and Hutch arrived to join us. We got in two cars and a van and drove to a nightclub in the area. The club was a pickup joint for locals and it was very dark inside. We sat at a large round corner booth with me on the outside seat and watched the locals dance and drink. We ordered cocktails and I drained mine in no time. It was obvious that the guys in the room had noticed me and they were soon ready to make a move. A hot-looking stud walked up and began to make small talk. I introduced myself as Samantha and he introduced himself as Trent. I introduced him to the group and everyone smiled and acted very friendly. When he asked me to dance, I told him to wait for a slow song. He smiled and we continued to chat.
When a slow song came on, he escorted me to the floor and held me close. The pouch in my dress kept my cock from growing hard, but not for lack of trying. He ground against me as he held me close and I leaned in and kissed him with tongue. His cock was rock hard in his pants and I reached down and squeezed it.
"I guess he's happy to see me," I said.
"He sure is baby. Damn, girl. You are red hot aren't you."
"Would you like to find out?"
"Fuck yeah! Let's go to my place."
"I'm not ready to leave just yet. Let's just go to the restroom and I'll suck your dick."
Trent was halfway there by the time I finished the sentence. He went in and checked things out, but there were other guys in there. We waited for an opening, but it was just too busy in there. I got tired of waiting and just dragged him in there. Guys just stared as I pushed him into a stall and closed the door. He was hesitant at first, but when I unzipped him and pulled out his cock, he forgot about his reservations. I was all over his cock immediately, taking him all the way down and licking his balls. His moans forced the other guys in the room to peek over the top of the stall. I smiled and winked at them as I continued to suck him off. They began to cheer me on and I could tell that a couple of them were jerking their cocks.
I was getting really horny and I knew it was now or never. I asked Trent if he would like to fuck me and he immediately said yes. I told him that I was having my period, so he would have to fuck my ass. He jumped at the chance and I pulled some lube from my purse and coated his cock with it. He reached under my dress and fingered my rear hole with lube. I was afraid he might explore further but, thankfully, he didn't. As his cock entered me, I moaned and asked one of the audience member to feed me his cock. He jumped over the wall of the stall and sat on the toilet seat, giving me easy access to his dick. I was in heaven with a cock up my ass and another in my mouth.
Trent had a nice fucking rhythm and he was really getting me hot. I was really afraid that I would cum in my pouch. Fortunately, the pouch kept me soft and that seemed to keep me from cumming. My other stud had a quick trigger and I could tell he was going to shoot soon. As he moaned and groaned, I took him deep and left it in my throat as I tongued his balls. That was his magic button and he unloaded instantly, pouring mansauce down my throat. I pulled back so I could taste his jizz and it was steaming hot. I've never felt such hot semen. I laughed when he pulled his spent cock out and I saw the lipstick coating his shaft. It was very sexy. Trent suddenly buried his cock to the hilt and began to fill my insides with his own creamy load. He shot a huge load before pulling out and wiping his dick with TP.
"I'm here every Saturday if you want to get together again, Samantha."
With that, he and the other guy left.
"Anyone else horny in here?," I yelled.
Two guys responded immediately and I was soon impaled at both ends again. I took two more loads and invited two more guys to join me. On and on I went until I had taken six loads up my ass and six more in my mouth.
"I think you got all of them," a familiar voice said. It was Dad. He and the other guys from our group had been observing the gangbang and were now ready to bring up the rear or, more specifically, bring it up my rear. All five guys took a turn at my ass with Hutch finishing me off with his huge cock. When I finally stood, cum poured from my ass and ran down my thighs. The guys cleaned me up and escorted me back to the table. I noticed that Mom and Angie were gone and Dad said they were in the Ladies' room licking the pussies of the horny, drunk girls and fucking them with strap-ons.
We sat and had another cocktail and then Hutch brought a guy back to the table.
"Hey Samantha, would you like to help out my horny friend here?"
"What did you have in mind?"
He told me to get under the table and he had the guy slide to the back of the booth. I got the picture and had his cock out in no time. He tried to be casual as I sucked his dick, but he had trouble talking to our waitress when she asked for his order.
"Hon, you're either going to have to speak more clearly or I'm going to have to ask that young lady to stop sucking your dick while you order."
He was stunned, but everyone else laughed. She had obviously seen everything in this job and nothing fazed her.
He finally got his order out and then I went back to work on his dick. It was a nice cock and I wanted it in my ass. I decided to be more daring and I climbed out from under the table and sat on his lap. He was upset at first, but the feel of my naked ass on his cock got him even harder and I reached under my ass and positioned his cock at the rear entrance. As I pushed back, his cock slid easily up my well-fucked hole. He groaned deeply as I began to writhe and bounce on his long, hard cock. A couple of minutes of that was all it took and he began to shoot his load in my ass just as the waitress returned with our drinks. She laughed as she saw what was happening and asked me if he had given my ass a good fucking. I told her that he had and she smiled again.
"So, do you like to eat pussy like your two friends in the bathroom? Those two bitches have eaten half the pussy in this joint and they're still at it."
"I love to eat pussy," I replied. "Would you like me to show you?"
She immediately made the guys move and slid to the back of the booth. I lifted her skirt and was surprised to see that she wasn't wearing panties. I buried my head in her crotch and worked her cunt and clit over with my tongue. She writhed and moaned, placing her hands on my head and grinding her snatch against my face. Cuntjuice coated my face with its pungent aroma and she soon exploded, flooding my mouth with more of her nectar. Mom was going to be pissed that she missed out on this one. She started to leave, but I pulled her back and continued my oral assault on her crotch, bringing her to two more orgasms before I let her go.
"Sweetie, if you ever want to do more than eat my pussy, just let me know," she said.
"What did you have in mind," I asked.
"I'd like to taste your dick and get it up my ass."
I was totally stunned. She knew.
"Don't look so shocked sweetie. I've seen it all in here and I am very open minded. I just wanted to see if you licked cunt as well as your friends in the bathroom. Man, they can really eat a pussy, but you're damn good too."
Everyone at the table laughed as she walked away. We continued drinking until Mom and Angie returned, smelling of pussy. Angie made me tell her all about my time in the bathroom and she stroked her pussy as I told her all about it.
"Fuck, I wanted to see that."
"Me too," Mom added.
We chitchatted for a while, until the place began to shut down. We even stayed after everyone else left and the waitstaff left. I wondered what was happening until a huge black guy approached the table and said hello. He introduced himslf as the owner and said his name was Herman. He seemed to know everyone and was anxious to meet me.
"I heard about your party in the Men's room," he said. "I was wondering if it was too late to get some of that ass for myself."
I looked at the others and they all seemed anxious to see me get fucked. I stood up and leaned over the edge of the table, wiggling my ass invitingly. I looked back in time to see him pull out the biggest cock on the planet. It was limp and it was over 11 inches long and very, very thick. It looked like a third leg. I turned and went to my knees in front of this giant of a man and stroked the monster, watching it grow in my hand. As it stiffened, it grew to its full glory - at least 15 inches of massive manmeat. I tried to suck it, but it wouldn't fit in my mouth, so I licked it up and down. Herman moaned and told me to lean over the table again. Dad and Keith rubbed lube on his cock and put some up my ass. Herman began to work his big fingers in my ass, three at first, then four and five. My ass was straining to handle it, but I knew it was necessary. Finally, he positioned his huge cockhead at my anus and pressed forward. He just wasn't hard enough to penetrate me, so the guys began to lick his cock and balls. That did the trick and he was soon pressing against me again. This time, he managed to get a couple of inches inside me. I thought I was going to faint.
His cock stretched me to a point I didn't think possible. As I tried to regain my composure, he slid four more inches inside me. Each time he slid more in me, he stopped to let me adjust, but there was really no way to adjust to such a huge tool. Finally, after several minutes, he bottomed out in my ass. I was amazed that I could get all of it inside me. He began to slowly fuck me, pulling out just a couple of inches and working his cock in a circular motion to loosen me up. Angie crawled up on the table and slid her cunt in my face. I tried to eat her pussy, but it was hard to concentrate. She finally took matters into her own hands and grabbed my head, grinding her cunt against my face and moaning loudly. That actually helped, taking my mind off of the huge cock that had begun to ream my poor ass. Herman steadily increased the pace, filling my hole with his massive log, then pulling it way out before slamming it back to the bottom of my butt.
Suddenly, Herman reached under my dress and found my cock, straining against its pouch. I was afraid he was going to kill me but, instead, he pulled my cock out of the pouch and began to jerk me off as he fucked me. My cock grew hard and long as his massive hand stroked it. About that time, Angie came all over my face, causing me to get even harder.
"That's more like it," he said. "I like my bitches to cum when I fuck 'em."
In less than a minute, he got his wish as I started to cum. Angie had already crawled underneath and dove on my dick to swallow my load. Herman now had both hands free and he grabbed my waist and began to plow my hole hard. I squeezed his cock with my ass and sent him over the top. Shouting as he unloaded, Herman sprayed my ass like a firehose. It went on and on until he collapsed on my back. Mom pulled his cock from my ass and cleaned it with her tongue. At the same time, Angie licked his cum from my ass.
"I haven't had any ass in years, boy. Nobody's been able to take my big cock in so long. I've had plenty of pussy, but there's nothing like fucking a guy up the ass. Thanks, Greg."
He knew my name. Now I realized that this was one big setup, but I certainly didn't mind. I had gotten all the dick a guy could want and I had really enjoyed fooling all of those studs in the bathroom. On the trip home, I just relaxed as the rest of the crew sucked each other off in the cars. It had been an amazing night.
The next few months at home followed a familiar pattern. Weekends were spent fucking and sucking with friends and family. During the week, I would fuck around with Mom and Dad. My favorite thing was fucking Mom's hot ass while Dad plowed my rear with his big dick. I found some new friends in town with similar interests and was soon getting lots of dick during and after school. There were weeks when I got screwed so many times, I could hardly walk straight - but I never complained. I started dating a hot girl but, in less than a week, Mom had her eating pussy and Dad was fucking her right along with me. Now she's part of the group. It's a wonderful life.
As always, send comments to twonight@excite.com. Check out my other fiction stories, Visiting Dad, Confessions of a Male Escort, Olympiad, The Gamblers, Black Dorm, The Awakening, The Inmate, Turning 18, The Gambler, The Realtors, The Kidnapping, The Fluffer, First Encounters, Confessions of a Male Escort, Fathers, and Sons, The Swallower, and Star Cruiser - and my nonfiction Shocking Encounter and Tess' story - World's Hottest T-Girl.