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- Anything Goes -
Straight Male / 32

Best Friends Mom

I joined the Army right out of high school, left like a week after graduation and was gone for like two years before taking some leave and coming back to the area I grew up. My parents had sold the house and moved to Florida for retirement, after seeing them for a week I headed to my best friends place that was two houses away from the one I grew up in, we did everything together. His mom set up the downstairs for me, it was a finished basement and pretty nice really. The second night I was there she woke me up in the middle of the night and I was like Oh, Hey what is going on? thinking there was some problem. She said to be quiet and started pulling down the covers, she pulled my boxers right down and I felt her mouth on my cock sucking it. I just laid there in complete ecstasy enjoying the blow job, I attempted to reach down and feel her breasts but she batted my hands away so I got the hint and just let her do her thing.
Two nights in a row, amazing blow jobs at like two and three in the morning, I am laying there trying to go to sleep wishing she would come down right now. I finally fell asleep thinking if she wakes me up again I am going to try and give her oral also and maybe fuck her, sure as hell I wake up to her crawling onto the bed. I start rolling her over and she is wearing her usual night gown thing, I push it up past her ass cheeks and start kissing them, she is moving them around and letting out little moans. I slid my hands under her and started cupping her breasts and she lifted herself up some giving me access. She had a full bush, that think was in my eyes when I planted my face on her pussy doing what I could to make her orgasm. She finally did but not without some coaching and forcibly moving my head and telling me what to do with my tongue. She laid there letting me caress her body and play with her breasts some more then she took charge again and sucked my cock again. When she was done swallowing my load again she came up and gave me a look saying Not a word of this to anyone, understand? I told her yes Ma'am and she about killed me with her eyes, saying do not ever call me that again. I did not know what to say after that and she left going back upstairs. My last night there I completely anticipated her coming down again, was sleeping naked and ready for her anytime but I woke up around six am and no sex. I went upstairs and she was making breakfast, told her good morning and asked if anyone else was up. She said Up and gone, they play golf every week, his dad had come by and picked him up. She smiled at me and said she thought she would let me get a good nights sleep and asked if I was hungry, I ate breakfast and then had some of the best sex of my life even until now. We were the only ones in the house so she was very vocal and we fucked hard. I left later that evening for my flight thinking that I am for sure coming back here again but it never happened.

1
# 76277 - by Jarod / January 22, 2025
    • - Anything Goes -
    Straight Male / 35

    Never Told My Friend I Had Sex With His Grandmother

    He would mow her lawn and do anything else around her place she wanted done, half the time I was there with him helping out and I always thought she was just hilarious. She would swear and tell us jokes that would make us turn red, I watch her huge breasts bouncing up and down when she laughed trying to figure out what her bra was made of because it had to be strong.
    He went off to college out of state, fall came and I went over to her place to clean up the yard and give it a final mowing. I am in the back yard on the mower and turned back towards the house and there in see her in one of the windows. She was topless and shaking them when she knew I saw her then she pressed them against the glass a few times, had this huge smile on her face and kept bouncing them until I got like ten feet from the house and stopped just staring at her. I was just amazed and stared, huge nipples and breasts bouncing around and pressing flat on the glass just had me in a daze. She finally stopped and then with her hand motioned for me to come in there, she turned around and pulled down whatever she had on for bottoms and I was staring right at her ass cheeks. I turned off the mower and walked in the back door, sat down on the floor to remove my boots and when I looked up she was standing there in the kitchen completely naked. She was in her early sixties then but was in great shape for sure, I got up and she turned around walking back to her bedroom and I followed right behind her watching her body sway back and forth. I bet we were in there for an hour having sex, I learned a whole lot that day about women and what they want done to them for pleasure. We did it in several positions with doggy being the last one and me standing there just pounding her until I came deep inside her. She laughed and told me fucking an older woman is great, no worries about babies at all.
    She told me initially to come over anytime I wanted for sex, I thought she was joking around until like two or three days later she called me and asked why I had not come over yet, joked around saying surely a young man like yourself needs it a lot. I told her I figured she would not want me coming over every day and her response was get your ass over here now. I showed up and I knocked as I came inside, she was sitting in this chair in her living room naked, she told me come over here and get my cock out. She would talk dirty all the time, she leaned forward and sucked on it until I came then asked what else I wanted to do, had another nice long session of sex and when I was leaving she asked if I was coming over tomorrow after work. She winked at me and said You know I get up early if you want to get sucked off before work in the morning. I showed up at like quarter to six, I walked in and she was already sitting on this foot stool, I literally unzipped and she sucked me off then told me to have a great day. I walked out feeling like I was using her for sex but she wanted me to come over for it all the time. This went on for several years, multiple times a week, weekends were just incredible and I had some of the most toe curling blow jobs you can imagine.

    0
    # 76275 - by Bob / January 22, 2025
    - Anything Goes -
    Straight Male / 52

    My Friends Sister

    When we were all teenagers his sister had a crush on me, I thought it was funny and would just let her do whatever and try not to encourage it but also not just ignore her. One day when I was like sixteen, she is two years younger than us, I found that impossible to do.
    My friend said he had to go to the bathroom, badly, would be a long time if I wanted to take off he would catch up with me later. I told him nothing much to do so see you in a bit, I was just sitting in his room flipping thru a magazine when I hear his sister say Hey in a whisper.
    She was standing in his doorway with her shirt up flashing me her boobs, she had nice ones that were like a B cup with large puffy nipples and I just stared at them thinking HOLY SHIT she is crazy. I gave her a thumbs up though not wanting to say anything to loudly then she started walking over towards me with her shirt still up, I turned and faced her as she stood not even a foot in front of me. I brought my hands up and started touching them and she just stood there smiling as I did so, I leaned over kissing and licking them then kissed her deeply saying she looked absolutely gorgeous or something like that anyways. So then this became her thing, anytime she thought it was clear she would show me her boobs or ass and let me touch her.
    One day like mid summer I am sitting around the house and hear this knock on the front door, I go over and it is her and I asked her to come on in and what was going on. She told me nothing much, my mom went out with some friends so I told her I was going for a walk. We started kissing and she was naked in like a minute and we were in my bedroom, I had never done anything with a girl to that point with her being my first for everything. I started licking her pussy and was just going completely off instinct and all the lies I had heard and read about sex from friends and porn magazines. Some where in all of it she lets out this gasp saying Go back! Yes, right there keep licking! Good news was she had a huge orgasm from it all. She practically ripped my shorts and underwear getting them off and started sucking on my cock like crazy, I had no idea where she learned to do that but I laid there watching her do it and came, felt absolutely incredible.
    We were sort of dating but trying to keep it under wraps as she was afraid to tell her mother about it, one day like three months later I asked her mom if she would be okay with me dating her daughter. She told me yes and I had better be on my best behavior or she would cut my dick off, I believed her and hoped like hell she did not already know the stuff we had been doing.
    When I got a car we were always riding around and finding places to make out and give each other oral, a lot of the time she would tell me she was fine and just wanted to suck my cock to make sure I was taken care of as she would put it. We never stopped dating and got married after she graduated high school but I will never forget her flashing me her body right in the house and sometimes her mom was napping in her bedroom. She has always been very sexually fun, still dances and gets naked even today like she is giving me a lap dance and even wants me to stick money in her underwear and bra.

    2
    # 76272 - by Bob / January 22, 2025
    • - Anything Goes -
    Straight Male / 49

    Getting Pegged

    My wife has always wanted to try pegging with me. She’s always thought it was sexy and kinky plus she likes the idea of taking my anal virginity since I took her years ago

    So for Christmas I got her a strap on with a few different size dildos. Gave it to her in our bedroom so that our kids did see it obviously. She loved it and was ready to strap up right then.

    The day after Christmas she went and got some lube because she planned on trying it that night. Quite honestly I wasn’t sure what to expect. Part of me was turned on and the other part of me was nervous

    That evening my wife and I disappeared into our bedroom. Our kids would never notice because they are always on their phones and computers talking to friends.

    So I let my wife fuck me or peg me. Whichever you want to call it. It was weird at first. It hurt going in but because somewhat pleasurable as she figured out hip thrusting. We started in missionary but she saw my dick was rock hard and said you look like you enjoy this too.

    She got me in doggy and decided to fuck me like I fuck her. I ultimately said fuck it and started to jerk my dick since I had no other idea what to do.

    I reached an orgasm. My god.. it was intense. The sensation of cumming while my wife was pegging me was great.

    She pulled out of me and was instantly hooked. Said we are definitely doing this again.

    3
    # 76254 - by Matt / January 21, 2025
    - Anything Goes -
    Straight Male / 29

    Craving Her Toes Again

    Sadly My girlfriend has very ticklish feet and barely lets me worship them…. So lately I have had day dreams of the girl who got me into foot play.. It all started when she came over with some friends and “fell asleep” with her face in my lap but i could feel her rubbing my hard cock with her cheek. The next day she was waiting for me outside work and we went to my house. Once we made it inside I threw her down on the bed and slapped her ass till it was red then buried my tongue in her pussy and ass while she spread her ass cheeks. Before long I couldn't take it anymore and grabbed her hair and was fucking her deep and hard. Soon i could take feel my cock pulsing with cum ready to explode so i pulled out and flipped her over to taste her wet tight pussy. I love seeing a girl under the control of my tongue so I licked and rubbed her till she squirt in my mouth while i sucked it up. Thats when I got so turned on I felt the need to breed her. I grabbed her hip and throat then slide my cock inside while stroking deeper and harder when I noticed the dark red toe nails. I started licking the bottom of her foot before i slide her toes in my mouth which made it so i could feel her pussy tighten around my cock. She asked if I had a foot fetish and I told her only if they are this beautiful. (She had perfect toes that spread right around my cock and high arches that gripped it tight.) I then proceeded to fill her pussy while sucking her toes and staring into her eyes, i rubbed her clit some more before bending her over to fill her again and watching it drip out onto her sexy feet. I really wish i could suck her toes and lick those arches again. Nothing better than sucking some toes while filling up a pussy or ass with cum!

    0
    # 76252 - by Toesucker_J / January 21, 2025
    • - Anything Goes -
    Straight Male / 29

    Homeless Blowjob

    Homeless Head
    One day when i was driving back from the bar someone yelled at my truck so I spun the block. It ended up being a homeless lady who thought i was her friend and she needed a ride somewhere. Could have been the beer, Could have been her massive tits hanging out but i said hop in. After conversation for a few minutes she said she would repay me for my good deed and i said Oh yeah how so? So she pulls her big DD tittys out and puts my hand on them. Then she grabs my already growing cock and asks me if im a good boy or a naughty boy. I told her to pull it out and find out. While im driving she starts giving me some great head while i play with her ass. Before long i pull over and am fucking her throat while she complains about my cock being to thick. Before long i tell her to bend over and fuck her silly before i pull out and cum all over her tittys. I dropped her off down the street and gave her a fake name and phone number to call. I shoulda gone back to fuck her 19 year old daughter like she said though!

    3
    # 76251 - by Toesucker_J / January 21, 2025
    - Anything Goes -
    Straight Female / 51

    My Brother And I Have Always Been Really Close

    Even though he is almost five years older than I am when we were growing up he would do things with me all the time. The early parts were dolls and games, he would join right in with whatever fairy storyline I had going on and I loved it. I was probably eight or so and decided one day to jump on him to wrestle, he would play right along letting me win most of the time otherwise he would tickle me into submission sometimes tickle torturing me as I laid there squealing and barely able to take a breath begging for him to stop. All playfully of course, never hurt me at all and would just love watching me try to put my arms down as he ran his fingers thru my armpits and sides.
    I started discovering myself around ten or so, would run my fingers all over myself, plenty of touching my vagina, nipples and pretending that he was the one doing it. I would engage with him wrestling just craving his touch and when he started to tickle me I would always hope it would go further but it took time. The summer came and once again we had the house to ourselves for like nine hours a day, I was maturing faster than I could even believe myself, twelve years old and had B cups already on the verge of going up to the next cup size. My pubic hair as well as other body hair was coming in thick, of course being a brunette it showed very well on my legs and arms so I was a little self conscious about it.
    My sexual play with myself was in overdrive, I had actually used a few phallic objects I found around the house on myself and I was making myself very available for my brothers attention by wearing just a t-shirt or clothes I had outgrown a few years ago, like gym shorts and a few tank tops I had still. One day all by own making I started wrestling with him wearing this crop top and a pair of shorts that were about to rip open with any body movement, they were pressing against me do much it kind of hurt. My brother is letting me crawl all over him, I think he might have been thinking that he better not do anything sexual with me because it would get him into big trouble, we are rolling around and on purpose I am sliding my body against his pushing the shirt right up and finally one of my breasts popped out of the bottom of it.
    He had not seen it yet but I sure felt it, seconds later as he is rolling me around he stops and says Oh, sorry, uh your, yeah, boob is out and lets go of my arms so I can straighten my top out. I just lay there still under him somewhat not pulling my arms down at all and smile at him, he took the hint and pinned my hands back down and started tickling my armpits, I was laughing and also waiting for him to touch more.
    He finally did it, his fingers traced around my breast and nipple, once he realized I wanted it he pulled my shirt right up exposing both of them and was tracing his fingers all over me just like I wanted, I was gasping and moaning, told him several times how good it felt and keep going, I practically pushed one of his hands right down to my midsection and he started pulling my super tight shorts down. I was enjoying every second of it, kept my arms stretched out above my head and my legs apart making myself completely available anywhere he wanted to touch me.
    Some where in the moving around he had undone his pants and took them off, his penis was hard and sticking out of the front of his underwear, I just put my hand around it and was amazed at how hot it felt. He got up on his knees and was pushing it towards my face and I just opened up and started sucking on it while his fingers were rubbing me like crazy, moments later he was turned around with my legs pressed down under his arms and started licking me as well. I melted, it felt so amazing that I know I let out a gasp of pleasure, felt nothing like my own fingers or some object, so warm and wet running all over me. I kept on sucking on him even though he had already came once and continued to do so right thru my orgasm shaking my body down deep. Once he came again he rolled over onto his back telling me this was just absolutely crazy for us to be doing, reinforced to me that our parents could not know any of this was going on. I told him of course yes but I was enjoying it all and loved it, wanted it, told him if he had not noticed I have been wanting it for weeks now.
    Our sexual play continued for a few years, even when I was in high school and him in college we would have amazing oral love making knowing exactly what the other one wanted done to them. Summers were just truly great, the house to ourselves I would often walk around naked making myself completely available for him to play with any way he wanted. Our dad passed away before I graduated high school, my brother had graduated college and was living about an hour away working. I would go visit him and clean his apartment when he went to work, make dinner for us and we would sit around just talking sometimes for hours. I still love him to this day and everything we did together

    1
    # 76247 - by Janet / January 21, 2025
    - Anything Goes -
    Straight Male / 28

    Fun Times

    I am have been seeing this older gal for a few years now. Mostly off and on but recently more on if that makes sense. She is almost 10 years older than me. She was my 7th grade teacher she as brand new had recently graduated from college and landed at our school. Miss Gooden we always called her Miss G. She got married during our 8th grade yeah but we still called her Miss G she was a short brunette who the boys liked to see her run and jump. She would play basketball with us or what Eve rapper we where doing the time and she shook in all the right places. 5 foot 4 stacked chest nice proud rump. Pasty white skin and thick lips that were always bright red. She had no idea until recently how much we jerked off to her. Fast forward past high school and am a junior in college and back for the holidays. It’s the Wednesday before thanksgiving and I’m home and out with buddies at a few local bars. Ran into old friends old girlfriends and Miss G. She was out with some friends as well still looking good and still sporting a ring. She remembered me and we sat and chatted for a while. Her husband was supposed to meet her and there friends here but for some reason had not shown up and they the group she was with was going to hop to another bar. She tried to call him again left a message and since we where enjoying each other’s company she told her group that she was going to stay and wait for her husband she had called him and left a message and said she would wait for him here. A few drinks later a while later she is feeling good at this point she has still hasn’t heard from her husband and she asked me to take her and try and find her group and maybe hit another bar. We get to my suv and up against the door she backs up and I kiss her. I open the door slide her in she slides to the drivers seat so we aren’t going anywhere my cock makes an appearance and I feel her big puffy lips and warm breath on the tip of my cock. Then she engulfs it choking down on it. It felt amazing and she was getting comfortable and set her phone on the back seat. I can see it I have my phone out and am recording she sees this winks and keeps going. I see her phone light up I reach back and send the call to voicemail for her pick. I grabbed it before it could ring and made sure it was on silent. It had a picture of her and some dude so I assumed it was her husband. She sucked and sucked and I told her I was getting ready to cum trying to be nice I didn’t just want to blast down her throat. She sucked harder and swallowed the majority of my shit. Some spilled and I felt her tongue licking it up and cleaning me up. She thought we where done we kissed it’s my cum and she is hot as fuck so I don’t care her shoes where off her leggings and came off sweater I have her in my front seat in her thong and white socks. She says I forgot how much fun young guys are and I felt her opening and felt the warm wet walls of her pussy. After a few pumps she bottomed out and stayed still twerking literally twerking on my cock and I felt her tense up and she let out this cry that if anyone heard you’d think she was getting beat. She came on me and instantly started pounding away in her she kissed me stopped to twerk a few times that brought her to orgasm. We where there a while. When I shot my load inside her she leaned on me and we fell asleep. The seat was reclined all the way back so we both dazed off. It was close to 3 in the morning when her phone buzzed and she woke us up. It was her friend from the bar. Her husband had gotten pulled over earlier after leaving the bar with his buddies on the way to meet her and her friends. The call that I had sent to voicemail was him trying to get a hold of her. She was in. On way shape to drive I took her home she kissed me and said she would call me later that week. I heard back from her a couple of days later and hooked up again. Then again then I left back to school and she would come and visit I’d come home to visit and we would hook up. It got so bad that we stopped sneaking around and i started bringing miss g around my friends. Her husband by now knew what was happening and ended up kicking her out then realized he had hardly any income because of his dui. He begged her to come back she did not. A couple of years later we got serious and this is how i ended up getting to fuck Miss G. Flat out freak that’s addictive ass mouth pussy she says is open for business. She even took me to our old classroom for my birthday and gave me a treat there that I will never forget. Even with the small age difference we both know some feelings you just can’t control.

    0
    # 76245 - by Junior / January 21, 2025
    - Anything Goes -
    Straight Male / 29

    Her Cute Feet And Tight Holes

    Sadly My girlfriend has very ticklish feet and barely lets me worship them…. So lately I have had day dreams of the girl who got me into foot play.. It all started when she came over with some friends and “fell asleep” with her face in my lap but i could feel her rubbing my hard cock with her cheek. The next day she was waiting for me outside work and we went to my house. Once we made it inside I threw her down on the bed and slapped her ass till it was red then buried my tongue in her pussy and ass while she spread her ass cheeks. Before long I couldn't take it anymore and grabbed her hair and was fucking her deep and hard. Soon i could take feel my cock pulsing with cum ready to explode so i pulled out and flipped her over to taste her wet tight pussy. I love seeing a girl under the control of my tongue so I licked and rubbed her till she squirt in my mouth while i sucked it up. Thats when I got so turned on I felt the need to breed her. I grabbed her hip and throat then slide my cock inside while stroking deeper and harder when I noticed the dark red toe nails. I started licking the bottom of her foot before i slide her toes in my mouth which made it so i could feel her pussy tighten around my cock. She asked if I had a foot fetish and I told her only if they are this beautiful. (She had perfect toes that spread right around my cock and high arches that gripped it tight.) I then proceeded to fill her pussy while sucking her toes and staring into her eyes, i rubbed her clit some more before bending her over to fill her again and watching it drip out onto her sexy feet. I really wish i could suck her toes and lick those arches again. Nothing better than sucking some toes while filling up a pussy or ass with cum!

    2
    # 76225 - by ToeSucker J / January 20, 2025
    • - Anything Goes -
    Straight Female / 40

    Granpa Was Huge....

    When I was 16, My younger brother, cousin and I were camping with my grandparents. My grandparents were in the RV and the boys decided to ditch me and go into the woods. I think they had stolen a few of Papa's beers

    So I'm sitting on a picnic table bored and pissed off so I go into the RV. When I open the door, I see Papa sitting on the sofa, shorts around his ankles and Grandma on her knees giving Papa head.

    Grandma raised up quickly and I could see Papa's hard cock and it was huge. At that age I knew a hard cock when I saw one, but this one was really big. We all just froze for a moment and all I could do was stare at Papa's cock.

    Granny was still holding it and sliding her hand up and down slowly. Papa told me to either close the door or go back outside. I was still in shock, but I decided to stay and close the door.

    My Grandma asks me if I'd ever see one this big, as she laughed. I could hardly speak due to the lump in my throat. My Papa told me to come closer telling me it wasn't gonna bite. I watched with my heart pounding as Grandma began to bob her head up and down slowly on that huge cock.

    Then out of the blue, Papa asked me if I wanted to give it a try. Grandma encouraged me to try it and my hand was trembling as I held it in my hand. The head was wet and the rest of it was all veiny. I had never seen anything like it before.

    I knew how to give head, but this was a real challenge. I could only get about half of it in my mouth. Granny and I took turns going down on Papa's big cock. The more I did it the more fun it got. Grandma told me I was doing fine and it took her a long time before she could take it all in her mouth.

    Granny climbed up on Papa's lap and started to fuck him cowgirl style. Papa pulled up my T-shirt and was playing with my boobs and kissing me with his tongue in my mouth. Papa came real hard and his huge cock was covered with cum. Grandma told me to clean Papa up and I tasted the last few drops that dribbled out.

    Grandma then told me I'd better get back outside before the boys got back. The next time I visited the Grandparents, I asked Grandma if we could do that with Papa again and we did, more than one more time. I was so proud when I could take his whole cock in my mouth without gagging and choking on his cum.

    3
    # 76217 - by Cheryl / January 20, 2025
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