Anal

True Story

The friday after thursday night football

That morning I took a long hot shower. I couldn’t shake the memory of Heather dominating me like no BBW has dominated me before. I also kept thinking that I really needed to get my sunglasses but I was worried that it was going to be awkward.
Since it was Friday and I could wear jeans I really didn’t put to much thought into what I was going to wear. I got dressed, packed the kids up and dropped them off at daycare/school. As I was pulling away from the school I gave Heather a call. No answer. Shit I thought, I really need those sunglasses or I am going to go blind with the sun today.
I tried her number a few more times on the way to the office but no luck.
About 10:30 I was sitting in a meeting with my VP and a few Directors and my phone went off. Realizing who it was I politely excused myself to take the call.
Me: Hello?
Heather: Hey baby, I saw you called?
Me: ya, I was just hoping to grab my sunglasses on my way to the office this morning.
I could hear a voice in the background but couldn’t quite make out what they were saying
Heather: Hang on a second…
I could hear a commotion, it sounded like Diane but I couldn’t really tell. Someone grabbed the phone..
Person on phone: Listen, you need to come get your sunglasses. Can you do it in the next hour?
Me: who is this?
Phone: Its Diane sweetie. You need to come get these glasses now, we have things to do and places to go.
Me: Ok, well I am in a meeting until noon, can I come for 12:15?
Phone: NO! be here in 30minutes!
And with that she hung up.
Fuck. I thought to myself, how the hell am I supposed to get out of this.
I walked back in the meeting and sat down. I whispered to my boss. “Sorry, but one of my kids is sick and I need to run out and pick them up and drop them off at my folks place. Do you mind if I run out?”
No worries. I’ve got this covered.
And with that I took off to get my car. I arrived at the hotel about 15 minutes later and made my way to the room. I knocked on the door. Waited… no answer. I knocked again. The door opened a crack. An arm extended out and pulled me in, slamming the door behind me.
Heather quickly locked the door.
Heather: I am very sorry. Diane is really pissed about last night.
Me: What do you mean?
Heather: I can’t explain, here are your glasses. I will text you sometime ok?
Me: “uhh…”
I was cut off as Heather quickly kissed me and started to open the door.
“Wait one god damn minute!!!” yelled a voice from the washroom as the door opened.
“Don’t you dare go anywhere”
Heather tried to get the door opened and push me out as Diane charged out of the washroom, grabbed me and pulled me back in.
“You piece of shit. How dare you sleep with one of my girls! That wasn’t the deal” she yelled as she threw me on to the ground.
Me: What the hell is going on here. I just came for my glasses
Diane: No, you slept with my girl last night. You owe me atleast $150!!!
Me: excuse me?
Diane: What, did Heather not explain to you what her job is? She is a fat dominatrix, she works for me! NO FREEBIES! Pay up or youre not leaving.
Heather: Mistress, please come down. He didn’t know and that’s my fault. Don’t make him pay
Diane: Quiet bitch, he is paying, or he is paying the price
Me: I don’t have any money; I can’t even get some out of the bank…
Diane: WHAT… like hell you can’t.
She screamed as she came across the room. Diane grabbed me by my arm and pulled me up. She pushed me into the bedroom and threw me on the floor.
Diane: Heather! Get in here and get him ready
Heather timidly entered the room and pulled me up. She took one of those black straps with the red ball and put it in my mouth. It was so friggin tight. Then the two of them put me on the bed and hand cuffed me to the lamps on the wall.
I was freaking out. I was scared out of my mind.
Diane grabbed heather and forcefully kissed her and said, “get my tools servant”. Heather disappeared for a few minutes then returned with a blue gym bag. She handed it to Diane and sat on the bed.
Diane: Smother him… NOW! She screamed.
Heather quickly climbed up on the bed and lay on top of me. Her stomach was on my face. I could hardly breath. I also couldn’t see anything.
Eventually heather got off me… I could breath! There standing at the foot of the bed was Diane. She looked possessed.
Her and Heather slowly undressed me. I was helpless, I couldn’t even scream.
Diane: You want a free fuck big guy? I’ll give you a free fuck!
Heather remounted my face, this time smothering me with her pussy. I could feel Diane crawl onto the bed. Someones hands grabbed my ankles and lifted them into the air. I tried screaming, no luck! How could I? my mouth was plugged and this big girl was straddling my face.
Within seconds I felt Dianes slender fingers caressing my ass and putting some type of lube on to my anus. I knew exactly what was coming. I tried my best to relax cause I didn’t want it to hurt bad. Diane pressed what felt like the biggest plastic cock of all time against my anus and immediately started penetrating.
I tensed. I couldn’t help it. Heather was pushing down harder and harder on my face as Diane went deeper and deeper. Eventually she stopped and didn’t move. Heather climbed off and removed the strap from my mouth. “shh… stay quiet” she said as she grabbed my cheeks. I nodded and she remounted my face this time putting her clit right on my lips. I tried my best to focus on her pussy and not the lady trying to destroy my ass with a fake cock. As I started to lick, Diane started to thrust.
Eventually the pain turned to pleasure. Heather was grinding her clip on my face as Diane was pumping away on my ass. I was essentially deaf and blind. I couldn’t see anything due to a BBW on my face and her thick thighs pressed against my ears
After god knows how long of going to down on my ass Diane slowly pulled out. Heather continued to hold my legs up in the air. A few seconds later I felt Diane apply more lube and the head of the cock pressing back into my anus.
This time I pushed back against it. I’ve been fucked before and enjoy anal sex from time to time. I figured in this situation, with Heathers soaking wet pussy on me I’d let this broad fuck my ass. It didn’t take long and we would going full speed again. A few minutes after that Heather slid down off my face to my chest.
I could hear kissing. I was getting really turned on at the thought of both Diane and Heather making out. That was until diane appeared next to the bed.
Diane: Clean this… she said as she forced it in to my mouth.
What the hell was going on. I thought. Who the hell is fucking me?? At this point Diane motioned for Heather to get off. As she got off all I could see was this buff, built black man towering over my ass.
I immediately tensed up and tried to fight it. He grabbed my legs and held them while diane climbed on my chest to keep me down while I cleaned her strap on. Heather came next to me and whispered…
“Its ok sweetie. Just let him finish and I’ll take care of you. Its just Diane’s way of getting you back” She kissed my cheek.
Diane: Since you like free sex with my staff so much, I thought you’d enjoy this smart guy. Darnell is going to show how we roll around here”
He immediately started pounding my ass like it had never been pounded before. To my amazement it actually felt pretty good and I was getting quite the hard on from it. Darnell had stamina like I had never seen before. I can’t even guess who long he went for before he erupted inside my ass.
Glob and glob of his steaming hot cum were filling my ass. I could feel it smoshing around has he plunged his cock deep inside me. He stopped and pulled out. He came up and slapped his MASSIVE meat right onto my face.
Diane: Clean it so he can be on his way. I obliged. Partially because I had no idea what she would do to me if I refused.
Once Darnell was clean him and Diane left the room. Heather climbed up next to me, uncuffed me and kissed me.
Heather: I am soooo soooo sorry baby. I never meant for any of this to happen
Me: who the fuck are those people
Heather: Diane is my boss and Darnell and I work for her
Me: like escorts?
Heather: yes, kinda. Its hard to explain
Heather kissed me again and we cuddled. She was starting to fall asleep. I gently rubbed her back for a few minutes until she was gone. I slid off the bed and gathered my things. I quietly left the room.
To my surprise Diane and Darnell were still in the other room
Diane: Where are you going?
Me: back to work.
Diane: I hope you learned something today kid… don’t mess with my business
Me: I never meant to… I had no idea, I swear.
Diane: Don’t worry about. Just don’t let her fall for you… I won’t be happy about that
Me: OK. Uh… I’m going to go now
Darnell: Hey man, you did good in there. Not many first times can take me like that
Me: That’s not my first time. I said as I smiled and walked out of the room.

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True Story

Childhood Friend

Throughout 8th grade, I had a very good friend named Maddy. We were best friends, we talked every day to eachother.Sometimes we would even go to eachothers’ house.Secretly, I had sexual thoughts about her.The first time I experienced this was when I was at the pool with Maddy one day.As she jumped into the water, I finally noticed how wonderful her body was.As I played games with her in the pool, I felt a stirring in my swim-suit. I knew I had to get rid of this erection.I ran out of the pool and to the bathrooms, keeping my throbbing cock in the waistband of my swimsuit. I sat in the bathroom stall for 10 minutes rapidly stroking my cock, thinking of Maddy.I returned back into the pool as if nothing happened.
One day as I was talking to Maddy, I noticed she started talking about sex a lot. This, of course, made me horny. So, any time my dick got too hard, I would go to the nearest bathroom and jack off till I came everywhere. Everytime it went fine and smoothly until one day.Maddy asked why I always go to the bathroom when I’m with her, embarrassed and clueless, I just said, “I don’t know”. She then asked, “Are you masterbating?” I said nothing. After I didn’t say anything to her for around 30 seconds, she said “I don’t care if you do.” So, I came clean and told her yes. For the rest of the walk home, we were both silent.
By the end of the school year, my sexual feelings for Maddy were full-blast. I even developed a foot fetish. Whenever I would hang out with Maddy, I would try to catch glimpses of her feet and ass. The day before the last day of school, Maddy asked me if I could come over to her house on the last day of school. At the school district I went to, every last day of school was a half day; so I figured her parents wouldn’t be home for about 3 hours after the school day. This made me hesitant, yet somehow excited. So, I went with her to her home after school. As soon as we got to her house, she kicked off her flip flops. Just seeing her bare feet got me hard, so I flipped my erected dick into my waistband as I almost always did.After about 10 minutes of talking,we both sat in front of the TV and played Playstation.
As Maddy played the video games I couldn’t help but look at how nice her ass looked, not noticing that my cock was getting stiff as a board. For a 14 year old boy, my dick was pretty big; around 7 inches when I would get hard. I was beating Maddy easily at the game. In frustration and playfulness, she hopped on my lapped while shouting “Screw you!” Little did she know, I had a complete hard on. As her ass hit my cock, I saw her eyes get huge. She paused the game and looked back at me. Slowly, Maddy crawled off my lap. She said, ” I’ve been noticing changes in you.” I swallowed in fear and looked at the TV so she couldn’t see my face; red with embarrassment. Maddy then sat down on my legs and looked down. Out of nowhere, she grabbed at my shorts, and I squirmed away from her hand saying “This is so wrong Maddy we are only 14!” She then put her hands on my shoulders, holding me down, and said “14 is just a number”, and slipped off my shorts. As my shorts came off exposing my boxers, I dick flung up with no resistance. Maddy slowly slipped off my boxers so my dick flew out. In awe, she said “It’s bigger than I thought!” I just blushed; I didn’t know what to say cbeause I was never in a situation like that before. Maddy then pulled off her shirt and her bra to show her beautiful round teenage tits. She slowly bent down and put the head of my cock in her mouth, and teased me with her tongue. I grabbed the back of her head and abruptly pushed her head down and up my cock. I came one got load in her mouth and another all over her face. She happily licked it all off, giggling. While I sat admiring her tits, she pulled off her constricting jean-shorts, showing her wet orange panties. I lifted my body up and kissed her in such admiration. Maddy moved her panties to the right, showing her beautiful wet camel toe. Withoit any hesitation, I grabbed her hips, and pulled Maddy down onto my cock, as she screamed in pleasure. I slowly cranked my dick in and out of her smooth pussy, and she moaned every time I went in deep. Maddy told me that we have to tell eachother when we are going to cum. After about a minute and a half of her riding my cock, Maddy screamed out “Oh my god I’m gonna cum!!!” I was close to cumming but not on the edge like MADDY was. Finally I was going to cum. I pulled out and MADDY asked me what I was doing. I didn’t reply and came all over the soles of her feet. Maddy was nevertheless surprised. She then took her wonderful feet and put them against my cock. I told her how to give a foot job, and she gave me one like a pro. As I was about to cum, Maddy pulled away her feet and bent over. I asked “What are you doing?” She didn’t reply; she just grabbed my dick and put it in her asshole. I fucked her this way for a minute then I went home. It was the best sex I ever had.

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True Story

Fun with Mary, part 2

After I got over my shock of sweet innocent little Mary being such a wild slut, I could barely wait to see her again. Later that week I needed to go on a day trip to a school about 2 hours away to do some work, and the next time she called and we talked, she volunteered to go along and “help”.
I picked her up that morning at her parents house, where she was dropping her kids off to be watched. She was wearing some jeans and a kinda snug shirt with no bra, and I was hard by the time we were back in the van. She immediately gave me a nice kiss and felt my cock as we drove along, and I returned the favor, lightly pinching her nipples.
Being broke and with any money they had going for the kids, Mary had very little in the way of clothes. What she did have was all either used or bargain stuff that was bought for price and not style or fit. We had discussed this before, so when I offered to take her to a mall to buy a few new things, she lit right up and said yes. She ended up getting a really hot pair of ultra low cut jeans (size double zero), a pair of very sexy platform sandals, and a couple of shirts from a children’s department of one of the stores…. she was THAT small.
We get back out to the parking lot, and she promptly starts taking off her clothes in the van, to change! Unlike the time before she didn’t have on cotton panties, but a black stringlike g-string that you could see right through the front. I just about died, both from horniness and the fact that people walking by the car were staring in disbelief at her total disregard for any modesty. She finished changing once we were out on the highway, and my God she was hot. It was like a total and instant transformation. She still looked way young, but instead of looking like a prudish 15 year old she looekd like a hot slutty 15 year old. The g-string was visible above the top of her jeans, and the shirt was so thin and tight that she might as well not have had it on.
My cock was aching from being so hard for so long, so i unzipped and she moved over between the seats, smiling and stroking me lightly. I reached down and began rubbing one of her nipples between my fingers, and sensitive as before, she came after a short while, moaning loudly and jerking about. As that distracted her from the attention to my cock, I didn’t cum, which was fine. I was enjoying getting hornier and hornier.
We stopped for lunch at a McDonalds and went in. Talk about getting looks. With a 17 inch difference in height (well, 14 with the shoes), with me looking every bit of my age and her looking younger than her actual 20, with her dressed like a total slut and snuggling up to me, holding my hand, and kissing me on the arm while we waited for the food, people’s mouths gaped open. The guys looked jealous. The women looked at her with hatred and disgust.
Arriving at the school, I went to the office to find out where I needed to go to do my work. This was a middle school, for kids age 11-14, and when Mary walked in with me, they looked at her and said that she couldn’t go to class dressed like that. She was all over me while I told the secretary that she was an adult and there to help me. While we were there and she went to the restroom, another teacher intercepted her in the hall and told her she’d have to report to the principal’s office because of her innapropriate dress. I felt so damn pervy it was wonderful.
I finished and we got back in the van to head back. Out on the highway, she proceeded to strip down, completely nude, putting her feet up on the dashboard, leaning back, and masturbating herself as we rode along. Anyone in a van or SUV as tall as our van could see her plainly, not to mention the truckers, who blew their horns as we’d pass. Just like the previous Sunday, she screamed and thrashed around, and when i leaned over and began fingering her (DAMN she was wet), she began jerking so violently that I actually thought for a moment that she was having some sort of seizure. She begged me to fuck her, so I pulled off at the next rest area, and we headed for the back.
It was acargo van, but even if you’d have to look inside of the read windows to see us, NO ONE could walk by without hearing her. I licked her, enjoying the fresh taste of young pussy, and she leaned over and sucked me. I could have gone on like this for some time as I enjoy forplay, but Mary was all about being fucked, and she demanded it right then. I put her on all fours, and prepared to mount her doggy. She insisted that I enter her as hard and fast as I possibly could, so i got as low as I possibly could because of our difference in size, lined up, and slammed my cock into her as brutally as I could. Unfortunately, I missed.
She was so small and timy, and the distance between her pussy and asshole was so small, that I accidentally had shoved the entire length of my cock, lubricated only by the short blow job she’d given me, to the hilt up her ass. She immediately fell forward and passed out. Talk about scared… I went soft right away as she laid there on her face, blood trickling down out the bottom of her ass crack. I’m not that long, but i’m pretty thick, and I’d split her ass open when I went in. I tried to wake her up and she came to slowly, as if in a daze, asking what had happened. When I told her, she groggily asked why I had stopped, asking me to keep going. When I expressed my concern that I had hurt her, and told her that her ass was bleeding, she didn’t seem to care. Reaching down and finding my cock soft, she pushed me back and went down on me.
This was the only time in my life that any woman has ever done ass to mouth on me, and while it was kind of disturbing and spooky, I got hard again anyway. Once I was, she got on her back, raised her legs, exposing her bloody asshole to be, and demanded that I fuck her in the ass as hard as I could. This bothered me, and I told her, as I didn’t want to hurt her. That’s when she told me that she liked pain, and that the more it hurt, the better she’d like it. She also told me that if she passed out again, I was to keep fucking her hard. I got up, put the head of my cock against her ass, and sank it in hard and deep again. her eyes rolled up, she may have passed out again, but I pounded her as hard as I could. She screamed as if she was about to die, but when I started to slow down, she screamed even louder for me not to stop. I was so horny though, that I didn’t last long, and pulled out, shooting all over her belly.
Once my cock was empty, I leaned down and licked each glob of sperm off of her belly, then kissing her and transferring them to her mouth, one at a time. She loved it!
Soon afterward while we were finishing dressing, a bang came on the door, and a highway patrolman was there, hand on his gun, asking what was going on. People HAD heard Mary scream, and from the sound of it had called the police thinking some sort of violent act was taking place. He checked us out, didn’t believe she was 20, checked her driver’s license and called that info in, and finally told us to find a better place to do it instead of a rest area.
Back in the front seat and back on the road, I saw Mary twisting her butt and pushing it down into the seat. When I asked her why, she said it still hurt really badly when she did that, and she liked it. As we got closer back to home, she changed back into her more conservative clothes, and I dropped her off back at her parents.
The 2nd time hadn’t been quite as hot as the first… in many ways it was sort of disturbing, with the anal/thing and her insistance on being in pain, but it was still wild and good. I was looking forward to our third time, that was for sure, and with Mary, there were more surprises to come.

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True Story

The Last Fuck

We had broken up again; in the 3 ½ years we had been together we had broken up around 15 times. For the last year the only reason I took her back was for the sex. Twila is 44 stands 5’3” and weights 108 lbs. She has 34 A tits that look like they belong on a 25 year old woman, a very nice little ass and a tight pussy that that can only take 2 fingers. The mother of 4 her body in no way looks like she had 4 kids. This blue eyed blonde is the kind you don’t notice unless she is wearing her tight jeans and then that nice ass comes out. But as good as her body is her head is all kinds of fucked up. She tells me all the time how much she loves me but puts her kid’s most simple needs or wants in front of my most dire needs.
This time her ex-husband was sick. He was going to move to Florida but got sick and decided to stay. Twila broke up with me to go take care of him. At 48 he looked 15 years older because of the drugs and drinking he had done his whole life. Anytime he had a need Twila would drop me and her kids to run to his side. Now the years of doing heroin had caught up to him. Twila stayed with him and was by his side for as long as he let her. Then when he had enough of her being at his house he woke up one day and screamed at her to, “Get the fuck out of my house, bitch.” The next day she called me to talk.
By this time I had hit the personals, because of the time I work at my 2 jobs I don’t have much time to get out. I had 3 or 4 very nice, good looking women that while their bodies may not have been as nice as Twila’s, 2 where very close; they defiantly had their heads in the right place. I was also fucking her youngest daughter’s 18 year old best friend. The girl is a hot little slut that likes older men. It was looking like I was going to hit it off with one of the women from online when Twila called me up wanting to talk. I know what she wanted and she already started the same old shit.
“I’m sorry, I made a big mistake, will you come out here and talk to me so I can make it up to you.”
“Well, I’m busy right now what’s on your mind, Twila.”
“I love you so much, and I miss you. Please come out to see me.”
“Ok, I’ll be out in a little while.”
When I hung up my cell phone I smiled, payback time, now you pay bitch. I had been thinking about this for weeks, I knew just what I was going to do. I jumped in the shower and got ready to give Twila a day she would never forget. I got dressed and went out to my truck, off to Wal-Mart first to pick up a few things. The first thing I grabbed was a tube of KY. I then walked back and found a thong to fit her size 4/5 but made out of cotton so it wouldn’t rip as easy. I paid for my things and had the CSM with big tits come over and rub her tits on my arm; I slid a hand inside her vest and grabbed a handful of the side of her tit. Her face got red and she pulled away from saying “You know I’m married.”
I looked into her big brown eyes and said “Yes, but I told you if you rubbed your tits on me again I was going to cop a handful.”
She smiled and walked away “I see how you are; if I ever get divorced I let you nail me.”
After paying for my things I drove straight to Twila’s place. My cock getting hard just thinking about what I was going to do. Twila says that she doesn’t like it when I fuck her ass yet when I fuck it she will cum 6 times, even though I don’t last over 3 or 4 minutes while I fuck her. I can fuck her pussy for 20 minutes and play with her clit while I’m doing it and she won’t cum over 3 or 4 times. She loves it up the ass but can’t let herself act or even think that she does. Sometimes when I am fucking her and she can’t cum all I have to do is start talking about fucking her ass and she will cum hard within seconds of my talking about shoving my cock up her ass.
When I got to her place I walked in her apartment, a voice called from the bathroom.” Is that you?”
“Yes, what are you doing?”
“I didn’t think you would be here so soon, I just got out of the tub.”
I walked back to her bathroom, the door was wide open and she stood there in the nude. She does this all the time; “I just got out of the tub.” I think she gets done then sets around in her towel until I get there, then runs back and gets herself wet then drains the tub. This happens every time we fight or break-up. I grabbed her clothes and took them away giving her the new thong to wear instead.
“What are you doing?”
“Giving you something new to wear for me.”
“I think we need to talk before we do anything like that.”
“Put the thong on and then we will talk.”
“What about my clothes?”
“I don’t think you want to wear them, or that you need them.”
She smiled and then put the thong on. I walked into her bedroom and got the vibrator out and stuck it under her pillow. She walked into her room and turned around to give me an all around view of her in her thong. My cock went hard, I was going to tear that ass up today in a way that in 3 ½ years I had never done. I was the first one to fuck her ass and it took me 4 months to get her to give it to me. After a while when I wanted head she would give me her ass instead. I would always start out by fingering her ass with KY to get her in the mood and loosen her ass up as I lubed it up. One night I had put 4 of fingers up her ass but most of the time it was only 2 or at the most 3 fingers in her.
“I’m so sorry about what happened. I love you so much; I just don’t know why I did what I did.”
“It’s ok, I’ve missed you so much.” I said as I pulled her to me and kissed her. Opening my mouth I kissed her again harder, then again. By the time I kissed her the 4th time she had opened her mouth and I slid my tongue into her mouth, kissing her hard. I felt her nipples go hard as I kissed, I reached down and grabbed her left tit. Twila moaned deeply as I pulled on her nipple and pulled my mouth away from hers to drop down to her tits.
“Oh god, there’s that kiss that I missed so much. Mmmmmmmmmmm” as I sucked first one then the other nipple into my mouth. I reached down and rubbed her pussy through the thong as I sucked on her tits. She moaned and speared her legs as much as she could as I rubbed her clit. I could feel her start to get wet I hit all the right spots to turn her on. I pushed her down on the bed and slid down between her legs I pulled the crotch of the thong to the side exposing her tight little pussy. I pulled back and looked at one of the prettiest pussies I ever saw then leaned forward and licked her from her clit to her pink ass hole. She moaned as I shoved my tongue as far as I could up her pussy to try to get every drop of her I could. Twila has one the best tasting pussy that I have ever had.
“Don’t do that, that’s nasty.” She said as I tried to shove my tongue up her ass, but at the same time she was pushing her ass into my face and grinding on my face as the pussy juice started to run down to the crack of her ass and the inside of her thighs were getting wet. I licked my way back up her slit until I got to her clit and sucked it into my mouth sticking my thumb in her tight pussy I rubbed her g-spot while I took the knuckle from my other fingers and ground it into her asshole. She moaned and pushed her ass down onto my knuckle. She was getting very wet now as she started to cum for the first time.
“I’m cumming.” She called out as I sucked on her clit as hard as I could; fingering her with 2 fingers now I still hadn’t slid one up her ass, just pushing on her rectum with my knuckle. After she got off I dropped down and licked her pussy to get all the pussy juice I could. I then went to sucking on her clit and fingering her to make her cum again. When she got off the second time I pulled off of her and told her to roll over and get on her knees. She rolled over and I pushed her face down on the bed and had her on her face with her ass up in the air. I dropped down beside the bed and moved her thong over to side again. I licked her pussy then went after her ass.
“Stop that.” She moaned out as I licked her asshole as I spread her cheeks with my hands. I then reached over and grabbed the vibrator from under the pillow and fished the KY out of the Wal-Mart bag.
“What are you doing?”
“I’m going to make you cum hard.”
“Don’t turn it on high, I can’t take that.”
I shoved the vibrator in her pussy and turned it on high, I then pulled her thong over the vibrator to hold it in place as I got ready to take her ass. Sliding the waist of her thong around it went over her pussy but would lie to the side of her asshole. I opened the KY and put a big glop of it on my finger and rubbed it on the outside of her asshole. She was telling me to turn the vibrator down when I pushed my finger up her ass. I asked her then if she wanted me to turn the vibrator down, all she would do was moan. I worked my finger all the way in her ass. After 3 years of taking my fingers and cock up her ass it was still tight, but not as tight as it was. She was moaning now and cumming one right after anther, the crotch of her thong had a wet spot that was growing the more I fingered her ass.
After a minute I pulled my finger out and put more KY on 2 of my fingers and shoved them back in her ass. She took my 2 fingers easily and was pushing her ass back into my hand to take them deeper. I pulled them out of her and lubed up 3 fingers before putting them up her ass. She moaned and asked me how many fingers I had in her.
“2, I just don’t have them bunched up like I did.”
“Oh, it feels like more then that.”
“Do you like it?”
“Oh god, I’m cumming!!!!!!!”
“I’ll take that as a yes.”
I pulled my fingers out and lubed all 4 of them up and slid them back into her ass. She moaned and pushed her ass back into my hand as I rammed my hand into her ass. I would pull my hand half out of her ass and then pushed it back into her, picking up speed as I did so. I then put KY on the top of my thumb and the back of my hand and got ready to fist fuck her ass. I put my thumb into the palm of my hand and cupped my hand, pushing forward I shoved my whole hand into her ass. She called out in pain as I got my hand into her ass, her rectum closing around my wriest.
“What do you have in there now?”
“My fist.”
“No you don’t.”
“Reach back here and feel.”
She reached around and felt my arm up until it disappeared into her ass. She felt all the way down my arm and felt her ass. She started to cry out in pain as she realized that I was fisting her ass.
“Take it out it hurts.”
“Shut the fuck up and take it, BITCH.”
“Ok.”
I fist fucked her ass at an increasing speed and hardness as she started to cum very hard and fast. I would pull my hand out until it got to my knuckles then would shove it back in, harder and faster. Twila was soaking her thong and her thighs were wet all the way down to her knees as I fist fucked that ass. When I got bored with fisting her I pulled my hand out with a plop and watched as her ass closed back down but stayed open about ¾ of an inch. I pulled my cock out and shoved it up her ass. Sliding all the way in to my nut sack on the first thrust. I started out pounding her ass as hard as I could. When I started to feel like I wanted to cum I slowed down, if it still felt that way I pulled out. I spent as much time as I could in her ass, meanwhile the vibrator was still on high in her pussy. She was cumming so much she was going dry. I pulled the vibrator out of her and shoved my cock into that pussy.
“How’s that feel, do you like it when I tear your ass and your pussy up at the same time?”
“Just cum in me, I can’t cum any more.”
I looked down at her asshole, gabbed wide from my fist and cock. I hooked my finger into her ass and fish hooked her asshole while I pounded her pussy. After a minute I pulled out of her pussy and shoved my cock back up her ass. She cried out in pain and begged me to hurry up and cum in her as I went back to fucking her ass as hard as I could, I could hardly feel her ass it was so stretched out. When I pulled my cock out of her ass it would stay open the same size as my cock. The whole time we were together I had never seen her ass gap at all. Now if I fucked her pussy for 5 minutes her ass wouldn’t close at all.
It reached the point that I had to fuck her pussy to get off, her ass was just to loose to get me off. I pulled out of her ass for the last time and started to fuck her pussy again, looking down at her ass it was gapped so I could easily see up inside her ass. Looking up her ass like that I got off deep in her pussy very hard. After I got off Twila rolled over and lay on her back with her legs spread wide moaning.
“I felt you cum in me.”
“Did you like it?”
“Don’t do my ass like that again, it really hurts.”
“Don’t worry I won’t ever do that again. As a matter of fact I’m not going to fuck your ass ever again. Or you for that matter, GET THE FUCK OUT OF MY LIFE.” Then I walked out the door and drove away I heard her crying in her bed.

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True Story

The woman in me pt. 3

Part 3
I now went to that Public washroom more often than before, looking for Arnold, but I didn’t met him. Instead of meeting Arnold again I ran into Leo….
I had to notice him as he stood at my side by the urinal. My eyes popped nearly out of my head when I saw what he had to offer.
A few Minutes later the red station-wagon stood near me and behind the wheel was the red-haired man. He looked at me, laughed and let the antenna of his car-radio go in and out. I had to laugh too. It was a very outstanding way to tell me what he had in mind. I got into that car. It was no question what would follow.
„Hello, I am Leo“, said the red-haired man with a grin. „Oh, the lion“, I replied before I said my name. We didn’t talk anymore. In silence we drove to Leo’s place.
In the stairway I couldn’t get my hands off Leo. I grabbed his dick through his trousers. He had a nice hardon. “Do you let fuck ?” Leo asked with his nice Italian accent. I nodded enthusiastic. Yes, I loved to get fucked up my ass!
„Do U tak Poppas ?“, Leo asked me. I just didn’t know how to answer. I have heard about poppers but had never taken some. „Hm, U hav to. It makes u extra horny!“, Leo said as he opened the door.
He shoved me through the door. “The bed-room is right there.”, he said, pointing to a door opposite of theentrance, “go in there.”. I looked around. Opposite from the bed was a big mirror.
„Come, undress !“, said Leo and opened his pants to get his monster-cock out.
“Come here, lick, u little pig!”, said Leo and offered me his cock when I sat naked on his bed. “Damned, that thing was big ! It was a beautiful cock, long and very thick, slightly bent upward, crowned with a small cockhead, uncircumcised and surrounded by red hair.”
I let my tongue swirl around the nice head. The cock smelled good and tasted even better. Hmmmm, I had to have this cock in me !
Leo then held a cotton-clad in front of my nose. I guessed it was the poppers, that he had talked about earlier. I just smelled on that cotton, but Leo put one of his fingers against my nostrils, held that cotton under the other and told me to inhale deep, then hold my breath for a few seconds and then exhale through the nose. He then did that again with my other nostril. After the first deep breath my heart began to hammer. I felt as if the whole world was turning around me, well to be exact turn around my anus.
Never before I had felt that empty back there.
„Please, fuck me.“, I pleaded. I was horny like never before.
Well, Leo did what I asked for.
He fucked me and filled my ass with his hot cum. He used me. He told me to kneel on the bed and to lift my ass. Then Leo mounted me. He fucked me until he came and he spilled his spunk in my bowels.
He didn’t care if I came or not, if I was satisfied or not.. He used me as his little fuck-toy and I liked it. I liked to be used, treated like a whore. I loved my asshole stretched and fucked rough until it gaped a lot. Every time I had an itch for a hard ass-fucking I went to Leo, and it was quite often.
„Wud U like more than one cock ?“, Leo asked me one day when I showed up at his place to get fucked. Sure, I liked more than one cock ! I wanted it bad.
I undressed myself in the living-room , knelt wordless on the carpet in front of Leo who sat motionless and watched tv. I fished out his big, hard cock and started sucking. I tried to get as much cock as possible down my throat. The big cock tasted so wonderful. I loved to go down on him. I always had a hardon when I knelt naked in front of Leo, making love to his magnificent cock, licking his big hairy balls. My nipples always got hard like pebbles. Goosebumps covered my whole body. When Leo asked me about more than one cock I looked up at him and nodded yes, his cock still in my mouth.
Leo grinned while he put his big hand on my scalp and pressed my face deeper in his crotch and his cock deeper in my mouth. With his right hand he fished for the small brown bottle. He opened it carefully. A sharp aroma filled the room. I became addicted to that stuff.
Leo placed the little bottle upright and took a paper-hanky, put it over the opening of the bottle, pressed his index-finger against the paper-hanky and shook the bottle. The he held the piece of paper under my nose.
„Please, Leo, fuck me !“, I moaned and inhaled deeply, held my breath for a moment and then exhaled.
„U no what to do, don’t u ?“, asked Leo and looked at me until I looked down and nodded yes.
Yes, I knew exactly what he wanted!
I crawled on all four in the middle of the room, wiggling my ass in lewd invitation, lifted my ass high in the air and bend my upper half down until my hard nipples where touching the rough carpet, then I pulled my ass-cheeks with both hands aside so Leo could see my little dark hole, my stiff cock and my shaved balls. My little dick was rockhard from anticipation.
„That’s right. “, said Leo, got up, spat himself in the hand, rubbed his saliva on his cockhead and thrusted his big hard dick deep in my ass.
„Ouch!“, I gasped.
„U need it a little ruff !“, said Leo and grabbed my hips. “Up with ur hot little ass !“ Leo fucked that still tight hole. Again and again he thrusted his big hard cock in that little rosebud. Yes he hurted me, but I enjoyed it. I enjoyed to get used, to get abused and the feeling of my stretched backdoor getting filled totally. Again Leo held the fabric under my nose and again I inhaled.
The room seemed to spin around me, around my stretched ass. The pain subsided and Leo could take me like he would have taken a female. I enjoyed his hard, his powerful thrusts up my ass. Suddenly it was over. Leo filled my ass with his sticky seed, then he withdraw and went into the bathroom to clean himself. It was like every time he used me and I came back for more.
I was hot ! I wasn’t satisfied. I picked the small brown bottle, soaked a hanky with that liquid und inhaled the aroma. With my left hand I pulled and twisted my hard nipples while I masturbated with my right hand. It didn’t take long for me to cum – on Leo’s carpet.
In this moment Leo came into the livingroom and saw the surprise.
He was on me in a flash, grabbed my neck and and twisted my arm, pinned me to the ground. “You are hurting me !”, I protested, but Leo was much stronger than me.
„U lick now ! The whole mess !“, he ordered me and pinned me down. Sure I had the chance to fight him but secretly I had dreamed of this situation often.
Sure, I tasted my own semen often to enjoy the taste and texture of it but no one had ever watched me doing this. Nobody ordered me to do such weird thing and nobody had forced me to lick my own cum – until now
I stuck out my tongue to licked all of my ejaculate. It was so humiliating! I loved every second of it.
Leo got another hardon emidiately and so he fucked me again, before he ordered me to leave.
I felt so humiliated, so abused but I loved it and I knew that I would be back for another hard fucking.
Another day when I was horny as hell again I went to Leo to get fucked, but when Leo opened the door I noticed that he had a guest. He didn’t introduce me to his guest and he didn’t tell me the guests name, but after a while out of the blue he asked his guest: „Would U like to fuck him ?“
Leo’s guest just nodded his approval. “U want to get fucked, or not ?”, Leo then asked me. I nodded. “Then undress !”, Leo said and began to unbutton his shirt.
I followed his example and were naked within seconds. Leo’s guest was next and then Leo was naked too.
„Come here, take that cock in your mouth !“, Leo said. I obeyed imediately. I needed a big hard cock in my mouth and there it was. I wanted even my yaws stretched. I noticed how big the cock of Leo’s guest was. I havent seen some cock that long until this day! It was a good eleven inches long and two in diameter. I had to open my mouth wide to get it in. While I sucked that long cock enthusiastically Leo had soaked two cotton-clads with poppers and stuck them up my nose. With a big cock filling my mouth I could only breathe through my nose. Whenever I breathed through my nose I had to inhale the drug and a few seconds later I felt as if my body was on fire. My head was in a daze and the room seemed to turn around me. I felt like drifting on a wave of pure lust.
„Sucks good, didn’t I tell u ?!”, Leo asked his guest. The guest nodded agreeing and closed his eyes to enjoy my sucking-skills.
It seemed to me that these two horny guys had talked about me.
„Don’t talk so much, Leo, fuck me, please !” I moaned. „Come on, then spread those cheeks for me!”, Leo growled. I pulled my ass-cheeks apart with both hands and presented Leo my tight puckered hole. Leo put his knob at my tight entrance and thrusted in while he pressed my head merciless in the crotch of his visitor.
The long thick cock of the visitor went deeper in my mouth as I would have dreamt about in my wildest dreams. I felt as if I had to vomit, but I took the whole thing deeper and deeper down my throat. I tried to breathe through my nose, but sll I smelled was the smell of poppers. My rectum opened easily and Leo went balls deep in my ass with one mighty thrust. I felt like split in two but to be honest I loved it.
Then Leo began to fuck me. He fucked my ass for all he was worth and it didn’t take him long to fill my ass with a big load of cum. Nobody knew about AIDS back then.
I was in a daze with those two poppers-soaked cotton-balls up my nostrils. Leo withdrew and then I had to sit with my back to the visitor on the visitors fat cock. Well, I did so without hesitation and soon I impaled myself as deep and hard as possible on his hard cock while my own hard cock jumped with each thrust in my ass.
Now Leo saw his chance to stick his cock that has just been deep in my ass deep in my mouth. I guess he waited long for this chance.
„Open ur fucking mouth !“, Leo commanded me.
Naturally I opened my mouth and Leo stuck his cock that had just been up my ass in my mouth. The taste of cum and my own ass wasn’t that bad and I liked it. Luckily I had cleaned my ass, before I went to Leo, like Arnold tought me to do. When I was alone in the bathroom I usually put the nozzle of the shower agains my spincter and let the warm water fill my bowels. I then pressed the water out and cleaned the bathtub after this procedure.
„Ah, u pig!“, Leo said and rammed the fat cock down my throat.
Yes, I have been a horny bitch my whole life and I liked it this way ! I wanted to get treated like the whore that I was.
Yes, I sucked that fat cock that seconds before had stuck in my ass with devotion. I cleaned the whole thing, licked up every single drop of cum that was left on it
Yes, they should use me, abuse me as they liked it !
With one cock in my mouth and another even thicker cock pounding my ass I felt like in heaven. I feared to suffocate but because the lack of air I widened my throat as much as possible so Leo’s nutsack could slam against my chin. Tears were swelling in my eyes.
I couldn’t remember how long they fucked me this way but after a while they ordered me to lay over a table with my head hanging over one edge and my ass over the other edge. Now Leo again fucked my ass and his visitor stuck his monstrous cock deep in my mouth. More than the fat cockhead I couldn’t get in but I sucked it with lust.
„Change the holes, gentlemen!“, Leo announced, pulled his cock out of my ass, stuck it back in my mouth and rammed it down to my tonsils. I gagged but with one big cock thrusting deep in my ass and another cock deep down my throat I had no chance than to cum. My whole body began to tremble, goosebumps where all over my body, my nipples where hard as pebbles, my head was in a daze and then fountains of semen, prostatasecret and pee shot out of my stiff cock and splashed on my abdomen. I felt the big cock in my throat twitching and I hadn’t to swallow. Leo shot his load right down my throat.
Leo wanted to withdraw but I grabbed his ass-cheeks and pulled him to me and his cock back down my throat while the other guy fucked my ass. Again another load of pee shoot from my cock and landed on my abdomen and I started to moan. While I came the guy who fucked my ass came too. He shot his load deep in my ass. I felt his cock quiver.
Motionless I lay on the table. Leo had his cock still in my mouth and I sucked on it like a baby on a pacifier. The guy who filled my ass with his cum hadn’t withdrawn yet. He waited until his cock slipped out of my gaping asshole. Now sperm ran out of that hole and dribbled on the table.
„Came good ?“, Leo asked and made three drinks.
I nodded. Yes, I came like never before.

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True Story

Craigslist Chronicles Ch. 04: Alex

Hey All, thought I’d start a new series based around my early 20’s… Thought i’d get it all written out before I hit my 30’s. 😉 Most of the chronicles I’ll be releasing are based on real life experience as I explored my sexual urges with other men. Again, feedback on writing is enjoyed! I love some constructive criticism.

True Story

My vacation with family

I was up in Oregon with my family. It was our yearly vacation. It was me (14) my sister (12)  my dad (42) and my mom (38). A week earlier I had walked in on my dad and my mom having sex. My mom say me and winked at me. The next day my mom walked up to me and started to get naked. Me being the horny teenage happily followed her lead. My mom is about 5’8 130 pounds and nice D cup perky tits. My mom went down on me and started to suck me. She was a pro because she made me cum within 5 minutes. On the ride up to Oregon I couldn’t play with myself at all. I sat right next to my sister jani who is the most beautiful red head I have ever seen. She barley has bumps for tits but has a nice ass from her baby fat. I have always wanted to fuck her little pussy. I have seen it before when I walked in her showering but I quickly walked out. About 3 hours into the trip she fell asleep and her head was on my lap. I was hard and i didn’t know if she felt it. My mom looked back and she saw me hard and kinda giggled. Jani was wearing a pajama skirt and it rode up and I saw her my little pony underwear. I could see the outline of her pussy and I was harder than a rock. We got to the beach house after 2 hours of torture. She woke up and grabbed her bag and went to our room. I followed her with my bag and when I walked in the room she was naked putting on her bathing suit. I almost fainted right there. She walked out and I quickly got naked and started jacking off. Right when I started cumming I looked over an saw jani staring at my dick in amazment. I tried to hide it but she begged to see it again. My being horny I pulled it out and she asked if she can touch it and I said go for it. Her soft tiny hands felt amazing and she started to suck it. I asked if she ever did this and she said she tried it on our dog who is now dead. I felt my balls aching, wanting to fuck her I started to rub her pussy through her one peice swimsuit. She started to get wet and I slowly undressed her. I stared at her preteen pussy that was pink and juicy. I started to rub her clit and she moaned in ecstacy. I probed her little hole with and finger and gently slid it in. She moaned pretty loud and I thougt for sure mom heard. I sucked on her little nipples and they got hard. I asked if she wanted to become a woman. She nodded in agreement and I told her it would hurt tho and she said it’s ok. I laid her down and started to eat her out. I slide my tounge in her hole and it was a tight fit. I had no idea how my dick was gonna fit but I wasn’t gonna stop now. I started to finger her ass while I ate her out and she started to shake. I knew she was nearing her first orgasm and I kept up the speed. She started to moan loud and I knew mom would hear. After she squirted her juice I positioned my dick in front of her little love hole. I started to slide my dick in where I heard the door open and mom saw me about to deflower her little girl. She said to continue and without hesitation I rammed my dick in jani and she screamed in pain. 1 because I was to big and 2 because I just popped her cherry. My animal insticnts took over and I rammed my dick in her like it was the last day on earth. Right before I came I pulled out and cummed all over her face. She laid there cum covered bloody and in tears but had the biggest smile on her face. That’s when I knew I had a great family. I took a shower with jani so I could wash her off and maybe get some more action. I rubbed her nice ass and I guess she liked it cause she bent over to give me a full view. I got on my knees and started to lick her little ass hole and finger it. My dick got hard and I felt a tiny hand grab it. I thought to myself that I was the luckyiest guy in the world. I spat on her ass and got my dick and started to push it in. Jani started to whine but I wasn’t gonna stop. I was to close to my prize. The head popped in and she started to whine louder. I slide my dick half way in, thinking that she would never be able to handle the whole thing. I started to pump her full of my dick when I forgot to not go all the way and I shoved it in till I got to the hilt. She screamed and I covered her mouth and told her everything is ok. She reached back and grabbed my balls and started to rub them. This pushed me over the edge and I came deep in her ass. She collapsed on the shower floor and I got out dried off and then picked her up and took her to our room. I put her to bed and kissed her goodnight. I went outside and stared into the stars. My mom walked out and said that I really gave it to jani tonight. I laughed and told her she was the best thing he ever had. My mom sat on my lap and said that she could make it better. I smiled and grabbed her ass. I reached up her skirt and started to finger her and she grinder against my pants. I quickly pulled my shorts down and inserted it in her pussy. For giving birth to 2 kids she was still very tight. I fucked her in every position and cummed in her 3 times. I never knew I had so much cum before. Right when I finished dad came out. He was wearing a towel and I thought to myself, this is gonna turn out good.

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True Story

Fucking a good friends girlfriend.

“Hey Tracy,” I said, as I was walking up to my friends house. “Where’s Mike?”
“Oh, hey Jon, he just went to work and his parents are working too, I’m staying at his house this week since we’re on vacation from school.”
Now, Tracy was tiny, she was about 5 foot and skinny. Not really skinny, but healthy. She had a nice ass though, even if she was small. She had nice small tits, but it seemed like they were perky. I always see her nipples poking through her shirts. She was wearing jeans and a t-shirt. She has brown hair that comes a little past her shoulders. She also wears glasses; in fact, I don’t think I’ve ever seen her without them.
“Oh, well, I just needed to grab something out of his room, do you mind if I get it quick?” I ask, looking down at her legs.
“No, go right ahead, I was actually just about to jump in the pool.” She says.
I follow her into the house and head for the stairs, out of the corner of my eye I see her take off her shirt and jeans, unveiling a white bikini. She walks into the kitchen towards the back door as I go up the stairs. I go into the room and quick grab what I need and look out the window. There’s Tracy, sitting by the pool with her feet in the water. I go back downstairs and go out to sit with her for a bit.
“Hey Tracy”
“Hey Jon, did you get what you needed?”
In my mind, I’m thinking to myself, no, I want my hard cock in your tighter than hell pussy. I want to cum all over your face and have it drip off your glasses.
“Yeah, thanks, figured I would keep you some company.” I said.
“Oh well thanks, care to join me in the pool?” She asks.
“I would, but I didn’t bring my trunks.” I reply.
“Well just strip into your boxers, no ones looking” she says with a giggle, and jumps in the pool.
My heart starts racing, this is wrong, I shouldn’t be here. But that body, oh God that body. That small body that I can pick up and fuck till my hearts content. That small face that would look so beautiful covered in cum. My cum. Fuck it, Mike’s a douche bag anyways, he doesn’t deserve Tracy.
I slowly take off my shorts and shirt and jump in the pool.
“Hey, you finally decided to make it Jon!” Tracy says as she splashes me.
“Why wouldn’t I?” I reply, laughing.
We swim around for a couple of minutes before I realize she’s getting closer to me. Before I can react, she has her ass against my dick and grinding it. God, her ass feels so good on my crotch. I start to get hard and she does it a little harder before turning to me and placing her lips on mind.
“Jon, I want you to fuck my tight pussy, Mike hasn’t been fucking me lately and I need a good, big, cock to fill my holes.” She whispers.
That’s all I needed to hear. I grab her ass and start grabbing at her chest.
“Not out here, lets do it inside, more privacy” she says, pulling away.
I watch her get out of the pool, her ass looking incredible. I quickly get out and follow her into the house. Up the stairs we go, into Mike’s room. She quickly turns around and gets on her knees.
“Fuck my mouth Jon, I need to feel your cock down my throat. God, its making me so wet just thinking about how good your cum is going to taste. I need to swallow it, I need it Jon.” She moans.
She pulls down my boxers and starts licking the tip of my cock. Her tongue feels so good against the head of my penis. She slowly goes in deeper and then stops.
“Tracy, why did you stop, it felt so good.”
“You’re much bigger than Mike, and I have such a tiny throat. I don’t know if I can take the whole thing, I may gag a lot. I mean, you could always force it down, I’m sure I can get used to that.” She says with a smile.
I grab her head and slowly force more and more of my cock down her little throat. She starts gagging but it feels too good to stop. I force it all the way down until its down all the way. I pump in and out of her throat continuously, feeling each time my cock hitting the back of her throat. She looks up at me with her tiny pretty eyes. I pull out and she gasps for air. She then grabs my cock and starts sucking it again.
“Tracy, I’m going to cum soon!” I yell.
She just pumps harder and harder until I can’t take it anymore and start cumming. She lets her whole mouth fill up and some slowly leaks out of the corners of her mouth. She gulps it down and rips off her bikini, bending over in the process. Her tiny pink asshole and her wet tiny pussy waiting to be fucked by my cock.
“So much tasty cum, all for me. Thanks!” She says smiling. “Now fuck me! Fuck me as hard as you can. I want you to ruin my pretty little pussy.” She says.
I go up behind her and slowly stick my cock in her pussy. Who would have ever thought of a pussy being this tight. Even with her wetness, its still tighter than hell. She screams out in pleasure or pain, or both. I don’t care, it feels too good to stop. I pound away and away at her tight cunt, grabbing her hair in the process for leverage. I turn her around, pick her up, and slam my cock in her pussy. She screams again and digs her nails into my back. I stand there, fucking her pussy hard for quite a while. I put her back down and pull out, lining my cock to her asshole.
“Do you want me to fuck your tiny asshole Tracy?” I ask.
“Oh God yes Jon, I’ve been saving it for someone with a big cock like yours. Not even Mike has fucked my ass before.” She says.
I slowly guide my cock into her asshole. I can barely get it in, its just so tight.
“Oh God, it feels like you’re tearing my ass in two Jon, it feels so good.”
I slam my cock in deeper, until my balls clap against her skin. She screams my name and I keep going. I’m destroying Tracy’s asshole. I pull out just to see how stretched it is. I quick slam it back in and tell her I’m going to cum soon.
“Cum all over my face Jon, I want to feel that hot, sticky cum on my face.”
I quickly pull out and she turns around and gets on her knees. I cum load after load after load on her face. She moans as it sticks to her glasses and slowly drips off onto her cheek. We get dressed and I start heading for the door, a smile spreads across my face knowing that I just wrecked Tracy’s holes.

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True Story

Anal escapades with my mum’s dildo

I was 14 when I had this experience. I was small for my age, only 5 foot, but very muscular and tanned. I had a medium sized cock, about 4 inches when erect, only and 2 when placid and had never got further with a girl than kissing. I should say now that I am straight, however I enjoyed exploring the concept of anal. I had fingered myself before and even put a tampon inside of me. I had always been intrigued by the idea of incest and found myself often thinking sexual thoughts about my mum. She was in her early 40’s, short black hair, had breasts around a 34B and was on the chubby side. I would fantasize about having sex with her and would seek out her dirty knickers for a sniff or put on one of her bra’s and masturbate, however I would always feel disgusted with myself afterwards. We were a very respectable middle-class family, my parents had good jobs and my brother and I both had a private education. I always feared what would happen if anyone found out about my fantasies.
It was late afternoon, my dad was at work and my mum and brother had gone shopping. I was extremely horny. I decided, as I had a few hours alone, to go to my parents bedroom and investigate my mum’s drawers. I had done this on previous occasions hoping to find condoms or lube, anything that indicated towards my parents sex life. I had never found anything though and once again my search through her drawers proved fruitless. I was prepared to give up, go back downstairs and masturbate to some porn when I noticed that the bed my parents had, had drawers attached to the side. I had never noticed these drawers before and my young cock soon sprung to attention as I imagined what delightfully naughty goodies my mum may have hidden within.
There were 4 of these drawers, 2 on each side of the bed. I opened the first and was disappointed to find only an array of my mum’s winter jumpers. My erect dick started to droop somewhat, perhaps this search would also be frivolous? The next drawer however soon got me fully erect again, and drops of pre-cum started to form on my 14 year old 4 inch penis. Inside were a small selection of sexy thongs and lace bras. I picked out a crotch less pair of panties with a small heart where the strings met in the middle. I decided to try them on. I also took a light pink bra. I went over to the full-length mirror in the corner of my parents bedroom and undressed myself. My dick was now very hard and the pre-cum was starting to drip down the shaft, congealing in my boxers. I placed the bra around my chest and slipped the panties on, watching myself in the mirror, feeling myself get hotter and hornier, wanting desperately to relive my aching balls. I stroked my shaft slowly, spreading the pre-cum over my cock. Ohhh it felt so good. I decided to keep looking, not yet satisfied with only lingerie. I went to the other side of the bed, my dad’s side and opened a drawer. Again the first drawer was empty of sexual things, the second however held something I never thought my parents would ever own. A dildo. A vibrating rabbit dildo.
I stood for a few seconds stunned by my discovery. It was bright red and about 6 inches long. At the base were 3 buttons letting you control the direction the shaft swivelled, the intensity of the vibrator and the pace at which it rotated. Lying next to the vibrator was a tube of lube. Once again my balls ached and I was ready to squirt my load then and there, looking at the device which had no doubt driven my mother to orgasm after orgasm. I imagined her naked on the bed, legs spread wide, her hairy pussy being rammed with this machine. The feeling of ecstasy as she had her orgasm. I wanted to feel it too. Ohh it was getting too much to bear, I had to release my load, thinking about my mum cumming made me want to cum so much!
I reached out and took the vibrator, pulled it up to my face and sniffed. It smelt quite musky and you could see bits of her dried juice smeared over it. It had obviously been used recently. I tentatively stuck out a tongue and licked the shaft which had once been deep inside my mother. It tasted strange, quite bitter and I wasn’t sure I really liked it. None the less, I was hornier than ever tasting my mum’s cum, something I had wanted to do for a very long time. I leant down and picked up the lube in my other hand. Suddenly a wonderful idea came into my head: the vibrator which had recently penetrated my mum, could penetrate me. I liked fingering my ass and the lube would help make it more pleasurable. I squirted some onto my had and lay down in front of the mirror and placed my legs in the air. I rubbed the lube around my hole, fingering myself to loosen up for this dildo. Once again I was close to cumming. I turned on the vibrator and slowly pushed it against my crack. “Mmmmmm Ohhhhhh Ahhhhhhh” I cried with pleasure as it pulsated against my ass. With my other hand I started stroking my cock, slowly at first, teasing myself, making my moan more as I pressed the dildo into my bum. It was too wide however and my young teenage ass couldn’t take it, it wouldn’t go in. I was determined however to penetrate myself with this magnificent machine and instead took the vibrating rabbit which was significantly slimmer and pushed that slowly into my bum. I wriggled it around slowly before suddenly it sunk all the way in, all 2 inches of the rabbit were deep inside of me. I groaned loudly and moved my hand faster over my cock, feeling my balls get closer and closer to release. I looked at myself in the mirror, saw the dildo moving in and out of my ass, imagining my mum lying on the bed, pleasing herself with it. “Ohhhhhhh Ahhhhhhhh Mmmmmmmm Ohhhhhhh” I screamed out loud as I neared orgasm. Ramming the rabbit in and out as fiercely as my little hand would go. Wanking furiously I felt my balls tighten, my legs tingled, my ass clenched and I squirted the largest load I ever had right into my mum’s panties. “Ohhhhhhhhhhhhhhhhhhhhhhh” I cried as I watched the white goo erupt from my still hard young cock into the black satin of the knickers. I collapsed onto the floor, the rabbit still rammed up inside of me, and sat there for a few minutes, my young body still quivering after my biggest ever orgasm.
Slowly I stood up and extracted the dildo from my butt. I looked at it and once again imagined my mum, this time lying helpless on the bed after a furious orgasm. I put the panties and bra(unwashed) back into the drawer, a little present for my mum. I also put the dildo back into the drawer unclean, dirty just the way I had found it. I thought of my mum fucking herself with it, only this time she’d have some of me left on it. This made me horny again and before I knew it I was stroking my still hard cock once again. I ejaculated quicker this time, still wiped out from earlier and the little squirt that came out went into her panty drawer. Slowly I dressed myself again and went downstairs, just in time, as a few minutes later my mum and brother returned home. I said hi to my mum and looked at her bra, just visible above her top. I could feel my cock getting hard once again, thinking about that sexy lingerie I had found, imagining her in it, penetrating herself with the dildo. I hoped that she and my brother would have to go shopping again soon.

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