The following is a true story…of my friend fucking my stepmom.
My friend David and I grew up together in the same rural neighborhood. David is 3 years older than I, but we still would hang out at each other’s houses because there just weren’t that many guys around. David eventually graduated from high school and went off to college across the State. We would still hang out on a regular basis when he was home for the summer and on break. My stepmom (Lena) liked him because he took care of me in high school and wouldn’t let anyone pick on me. I think David hung out with me because he liked my stepmom.
David would be considered the alpha male of our high school group we hung with. David is 6’1” tall and very well built. He always got the girls, while I was always the little guy in the neighborhood. Whenever I got obnoxious David would say, “Evan, you have a smoking hot stepmom. Someday I’m going to fuck her with my 9” dick, Just to piss me off. I didn’t say anything because I feared he might hit me or something.
David always had a thing for my stepmom (now 37).
Lena (my stepmom) is Japanese and has a beautiful petite lean body, long black hair, pretty Asian featured face, sexy shapely legs and nice tight heart shaped ass, very curvy, 5’4” tall,125 lbs. and likes to Fuck.
My dad brought her back from Japan and married her. My dad was 40 something at the time and stepmom was very young. She says 18 but I wonder about that. Lena was his Trophy wife after his 1st marriage. When dad was healthy all I ever heard coming from his bedroom was the sound of him fucking her constantly. I guess it was part of the deal. Come to America with the older man and fuck your way to a green card. It worked for both of them.
Before he passed away 5 years ago he bought her a big tit boob job and they were huge for her tiny slim frame. I would say a little bigger than a softball. They stuck out from her chest and where torpedo like with big areola. I think 20 of her 125 lbs. are tits. LOL. She drew attention everywhere she went. No matter where she went guys would hit on her even when I was just a kid.
I did catch a glimpse of them now and then and they were big and round and her nipples were big, about 2.5 inches diameter I would say. I have to admit I jerked off a few times thinking of them, but lately I have been fantasizing about what David would do to her.
Lena dated some after dad passed but she got creeped out by the old men with Asian fever in our small town who just wanted to fuck the Japanese woman with the huge tits. Also I think because she was protecting me, as I continued to live with her after dad passed.
David would boldly flirt with her in front of me just to bug me, and it appeared she liked the attention David gave her. Stepmom didn’t work and dad had left us enough so that she didn’t have to. She always said her job was to take care of me and get me through school. So she just worked around the house and catered to my needs.
She liked to be comfortable around the house and always wore skimpy clothes even when David is around, usually wearing a pair of tight fitting short shorts and a crop top or something similar with no bra and thong panties if any.
I often wondered if she was teasing David on purpose. When he was around she seemed to wear stuff with low cut cleavage showing or almost see thru to the point where you could see her big brown nipples. When I would have a group of guys over she covers up a bit more, but David didn’t seem to bother her and she would dress the same as when it was just me and her.
David, now 21, was the ideal smooth talker and was always chatting up my stepmom. He could talk a girl into doing just about anything. As time progressed, I imagined what it would be like if David fucked my stepmom. I could picture his big frame and arms with my smaller framed big tit stepmom. I jerked off to the idea several times. Yes, I am weird… so what? When David was over and Lena was around I could see a bulge in David’s shorts and he didn’t bother to cover it up, like he wanted her to see it.
He wore these white swim trunks most of the summer that he must have cut the lining out of because many times I saw the complete outline of his hardening cock through them. I’m sure my stepmom saw it too a few times.
David continued making comments to me, calling my stepmom “a hot piece of ass” and “a MILF”. One time he showed me his dick and asked me if I thought my stepmom would like it. It was big. Really big, and thick around! He told me it was 9” when he was hard. I continued to get turned on by his comments and his fantasies about my stepmom. He was so assertive and I was a little twit that let him say whatever he wanted about her.
My auntie lives about a half mile away through the woods and sometimes I hang out over there. This one hot summer afternoon I was there and was playing video games with my cousin and David texted me asking what’s up. I told him I was at my aunts and wouldn’t be home until later. This was about 4pm. I had planned on staying for dinner and coming home about 8 or 9.
As things turned out I headed home before dinner about 4:30 through the woods and going in the house through the back door into the kitchen. I let myself in and at the same time heard the doorbell ring. My stepmom didn’t know I was home yet and went for the front door. Low and behold it was David asking for me. He knew damn well where I was. What the hell was he up to? I heard my stepmom say I wasn’t home and David faked disappointment. Then he asked if he could come in and hang out with my stepmom for a while because he was bored. My unsuspecting stepmother invited him in. I knew right away what he had on his mind.
I snuck back outside and went up the balcony stairs and re-entered the house quietly into my bedroom window. Our old house has floor vents that if you position yourself right you can see what’s going on down below. As a kid I would do this all the time. I even watched my stepmom and dad fuck a few times. I crawled quietly on the floor to the vent above the living room. Stepmom got David a drink of ice tea and they were making small talk, stepmom in a chair, and David on the couch.
David was wearing his usual pair of nylon swim shorts and a cut off T-shirt, stepmom wearing her usual tight fitting white terrycloth short shorts and crop top with no bra, which hung out over her tits like a tent and exposed her flat tummy. You could just see a hint of the dark brown nipples through the material. As she walked you could see those big tits bouncing around like Jello under her top with her nipples almost popping out the bottom.
I could see a growing bulge in David’s nylon shorts and he probably wanted my stepmom to see it too.
The chat turned to stepmoms work out regiment and she complained about her soreness. I thought to myself Oh boy here we go.
Just what I thought David offered her a massage.
She refused at first but as I said, David is a smooth talker and soon enough, stepmom was getting up from her chair and planting herself on the couch with her back between his spread legs giving him full access to her bare back under the short crop top and no bra strap to get in the way.
Lena was making little cooing noises and thanking him for the much needed massage. She was getting pretty relaxed and enjoying herself. It went on for about 10 minutes and Lena was in a relaxed daze.
Lena felt pretty relaxed around David as he had been hanging out at our house for so many years.
David then made an adjustment to his shorts and pulled his hardening dick out the side of his shorts and it was standing straight up. My stepmom had no idea what was behind her and at this point I was getting hard too in anticipation of what I thought was about to happen.
David kept the small talk up asking her where she needed more massage and asking her how it feels. I could see his hands making their way around the sides of her back under her arms where her big tits began to bulge out from her sides.
Lena’s tits were so big you could see them when she had her back to you. David was testing the waters and wasn’t getting any resistance. She was tranced out and closing her eyes in enjoyment.
I thought for sure Lena felt his hard dick on her back, It was too big for her not too, or maybe she was so entranced with the message she didn’t notice.
I could tell it was coming as David kept moving in on her tits from the sides and she was not saying a word or tightening her arms against her sides to protect them from his probing hands.
And then it happened. David reached around from the sides of her tits and under her crop top and grabbed a big tit in each hand and started fondling and pinching her nipples and kissing her neck.
Lena was so dazed and shocked that she didn’t move for 10 seconds and just stayed motionless. Then she realized what was happening and she tried to get up but David kept a firm grip on her tits holding her in place for a time while she struggled and protested telling him to “Stop it David”. “What are you doing?”
She was no match for his size and strength. David was in complete control of her. I could see his hands kneading her tits through the gauzy material and her nipples were starting to puff up and I could see the brown outline of them through her top.
She would struggle for a moment and then seemed to have to rest while he fondled her tits unable to do anything about it because of his strength. Pleading with him to stop, then struggle again while whimpering for him to “Please stop”, and then rest again while he continued to work on her big tits and nipples. He continued kissing her neck while holding her in place. She was completely over powered.
She finally wiggled free or David just let loose of her. I’m not sure which.
Protesting and saying “David you can’t do this” Flustered, she got up backing herself toward the living room wall when she escaped his clutches.
David sat there with a little smile as he stared my stepmom straight in the eyes. His 9” dick at full view, I had never seen a dick that big. It was thick around and long with a huge circumcised head and starting to drip with precum.
Lena stood looking at him in silence. I could see her glance down at his hard cock and her mouth dropped open as her hand went to her mouth. She tried to say something but no words came out of her mouth. His cock length was impressive but the thickness and size of the head were shockingly huge.
Then David got up off the couch still staring into her eyes, he stepped toward her and stood in front of her just inside an arms reach, both of them looking at each other and saying nothing, Lena kind of nervously biting her lower lip as she looked down at his cock and then up at his face, David’s dripping cock almost touching her.
Gripping his cock with his right hand David said: “It’s big isn’t Lena? You’ve been making it hard like this for ten years or more and I think it’s time you got a good look at it.”
“Lena, I am always thinking of you when I masturbate. I even have a few pairs of your panties that I found in your laundry that I rub myself with.”
I wasn’t sure what she was going to do? Start yelling at him? Kick him out, slap him? The silence was amazing. I was afraid they would hear my heavy breathing.
David then reached up and grabbed both of her tits, rubbing and squeezing them through the gauzy crop top material still looking into her eyes. Lena in silence, just looking at him, arms down to her sides as David felt up her tits.
I couldn’t believe it but she was just letting him do it.
David then kissed her gently on her lips and she then pulled away looking down not making any eye contact. David lifted her chin with his right hand and kissed her again and Lena actually closed her eyes opened her mouth and let him stick his tongue in this time. David’s lips and tongue were smearing her pinkish red lipstick all over their faces.
I could see her eyes welling up as she whimpered softly to him. “David, please don’t” “David, Please”
Every time she whimpered David would start kissing her again and she would kiss him back opening her mouth to accept his probing tongue and now wrapping her arms over his neck.
As they were kissing David grabbed a nipple with each of his finger tips and began to pull them, gently but firmly. He was rolling them in his thumb and forefingers and pulling a little hard. It went on for a few seconds until she broke the kiss. Whimpering, David please stop, it hurts. David didn’t stop, He just put a little separation between them and kept looking at her and fingering her big nipples as she stood there. Again whimpering. David please stop. A few second pass and David then full handed her tits and moved up to the shoulder straps of her top. Both of them looking at each other David took the shoulder straps of her top and pulled the top down to her waste exposing her huge swelling tits. Her nipples were brown and puffy from him pinching them, and coming to a point all puffed up.
He was whispering to her, but I could only make out a few words of, complimenting her on her body and the few words I could hear were, ” Oh Lena these are the most beautiful tits I have ever seen.” and “I want to fuck you Lena” and I could hear her say a weak voiced “no” “you can’t” as her breathing became different.
He then went in for a kiss again and she turned her head away, so instead he went for her neck and started kissing and sucking it.
I kind of laughed to myself. If he kept it up my stepmom was going to have a high school girl hickey on her neck. When she realized that was what he was doing she gave a slight protest and said David “please no hickies” Then he found her lips and sticking his tongue in her mouth, she then completely responding with hers.
She now had her right hand on his side and he guided her left ring hand to his hard cock. She still wore her wedding/engagement ring and her small hand looked beautiful almost wrapped around that big throbbing cock. She looked down at it and David said. “Look how hard you’ve made me Lena” She held it and looked at it with a shocked look on her face like she had never seen anything like it.
“Move your hand up and down on it Lena”.
David then reached down and put his hand on her pussy, rubbing it through her terrycloth shorts and kissed her again. She began to squirm and involuntarily parted her legs as he rubbed her mound.
Looking into her eyes. whispered, “Your pussy is hot and wet Lena. You want me to fuck you, Don’t you Lena?
“No David Please.”
Take your pants off Lena”
She just looked up at him with a pouty look still holding his dick in her hand.
“Take off your pants Lena. I want to see your pussy, I can feel it getting wet through your shorts.”
She stepped back and released David’s cock. She was biting her lower lip and kind of put her hands on the waist band of her shorts, but just stood there. Then David reached out and untied the draw string and put his hand square on her pussy again.
“Take them off Lena”
David instructed her as he rubbed her pussy through the material.
Then she slowly pushed them down over her sweet bubble ass and hips exposing her glistening wet pussy to him. She wasn’t wearing any panties. Her pussy had a nice triangle of thick black hair and nice big pussy lips with folds of shin protruding between them. Even from my slightly distant vantage point I could see her pussy lips glistening with wetness.
David stood admiring her for a minute and then reached for her pussy sliding a finger up the crack between the folds of skin and rested it on her clit. He must have hit the right spot because all of a sudden she started to quiver and I could hear a muffled “Oh No” a squeal and some moaning coming from her. As she let out the moan her knees were starting to shake and buckle I could see liquid gushing out on David hand a soaking the inside of her legs. She had her arms over his neck so she wouldn’t collapse.
Once the squirting stopped David put his fingers to his mouth and tasted her pussy.
“Your pussy is on fire and soaking wet Lena. It needs to be fucked right now Lena.
She just stared at him and said.
“David I’m sorry. I couldn’t help it. Please, we have to stop” “ I’m begging you David”
“Your hot squirting pussy says different Lena.”
“Come with me Lena, We are going to your bedroom.
No David please. What are you going to do to me?
You’re going to Fuck me, aren’t you David!?
Yes I am Lena “You can see how hard you’ve made my cock and I can see how wet your pussy is. You and I both know what your aching wet pussy needs. Now you need to do something about it.”
Your pussy wants to be fucked. Doesn’t it Lena.
Again he firmly asked her. “Doesn’t It Lena?”
With her head down and that pouty look on her face and looking at his cock she whimpered a quite “yes”
He took her hand and led her to her room which is on the same 1st floor level. She followed with her tits bouncing as she tried to cover them with one arm and the clothing she had picked up off the floor as they walked.
She knew she was his, although she was putting up token resistance she was ripe as a midsummer tomato for picking. I had to crawl slowly to the upstairs vent over her room.
I could hear whimpering pleads from my stepmom “please don’t do this” “David please don’t Fuck me, Your cock is too big for me”, and then “Please don’t to tell anyone” “Please don’t let Evan find out”. Haa. She had just given in.
By the time I got to the other vent, my stepmom was sitting on the edge of the bed. David removed his shorts and approached her with his dripping cock at face level as she looked up at him.
“You know what to do Lena. “Take both your hands and hold it.” That’s it. Now put it in your mouth.”
She looked up and said “I don’t do. I never did” but never finished the sentence as David gently with his hand on the back of her head guided his cock head into her mouth. With his cock head barely fitting in her mouth I could see her looking up at him with her obvious inexperience, he instructed her on how to suck him and she was doing exactly what he told her. Tonging the head and bobbing up and down on it like I had seen on the internet.
Finally it looked like David was about to exploded in her mouth when he pulled out and said “I’m not ready to cum in your mouth yet. We’ll do that later”.
He pushed her down on the bed and spread her legs apart and began eating and fingering her pussy. Stepmom was moaning and saying words in Japanese I never heard before. He kissed his way up her flat belly to her tits, and sucked on them for a while and then started kissing her mouth again, with 2 fingers still in her pussy.
David’s cock was thick and hard and drops of precum were falling all over my stepmom. Still kissing and fingering her he moved his big cock to her face. She looked up at him and he just nodded his head to her. She opened her mouth and took the precum dripping cock head into her mouth again.
“You learn fast Lena”
I then saw something I never heard of or saw before. David, 2 fingering her pussy she started to shudder and moan loudly while squirting liquid from her pussy in 2 foot streams. When she started that David pulled his cock out of her mouth went for her neck again and started sucking on it while she screamed and writhed in a squirting orgasm.
He left 2 big hickeys by the time she was done shaking. I knew what David was doing. He was leaving his mark on her so I would know he fucked her.
Now it was time. David got on his knees between her legs and took her hand and put it on his cock and said. “Guide it in Lena. It’s time you had me inside you”. She rubbed the head a few times over her clit and then put the head at her entrance. He slowly pushed as Lena gave a little moan. He lay on top of her and slowly pushing all nine inches in a little at a time.
Once all the way in her just held there kissing her and telling her how beautiful she looked. With his big frame hovering over her and his 9” cock buried deep in her pussy. He pinned her arms over her head and kissed her mouth both of them tonging each other, then went after her neck, tits and under arms sucking and leaving his marks again.
She squirmed and protested trying to get him to stop, but with her legs spread and his cock buried deep inside her and his big frame holding her down she had no chance.
“David please no” Evan will see them. He left her with 2 more on that side of her neck, one under each arm pit and one on each of the inside cleavage of her swelling tits.
Then he slowly started to fuck her. A slow steady pace at first with not much stroke, just short slow movement as he looked down into her eyes. As she got wetter he increased the stroke sometimes almost pulling out and giving her 6 or 7 short strokes at the entrance to her pussy and the driving the entire 9 inches into her. Then just a steady stroke sometimes slowing and sometimes speeding up, sometimes kissing her mouth and others sucking her big tits. I could see her pussy skin wrapped around his big cock as he would withdraw and slide back in.
David really knew what he was doing. He had my stepmom moaning and speaking Japanese all at the same time.
Finally he couldn’t hold out any longer and neither could I. He started pounding away really hard with full strokes and I could hear the slapping noise of him pounding into her. Stepmom with legs in the air and toes curled knew he was going to blow. She just looked up at him with the little tears still leaking from her eyes and moaning David’s name, and “Oh Fuck, Oh Fuck”
He pulled out and moved his cock up my stepmom’s body to her face erupting like a volcano on the way, spilling cum all over her tits, face, hair, just all over. As he pulled out of her I heard him say “Open your mouth Lena” I’ve never seen so much cum. He put his dick in her mouth and pumped the remaining last shots of cum inside and then collapsed on her and kissed her cum filled mouth.
I lost it in my pants as well. They lay there kissing for a while as David rubbed his cum all over her tits like a lotion. Lena with a slight smile panting “It’s been a long long time David.”. I never expected this to happen with you.
They rested and then went for the shower. When Lena got up from the bed I could see globs of David’s cum on her face, in her hair and all over her tits. She stood in front of her bedroom mirror for minute and looked at herself all covered in cum and hickies and said “OMG David what have you done to me. How will I explain these marks to Evan ?”
I could smell the room heat and spunk smell coming up through the vent. They showered together and David came back out first and sat on the bed relaxing.
Then I felt a vibration on my cell phone. It was a text message from stepmom asking me when I would be home. I texted back at about 9pm. It was 6:30 now.
Then I saw her come out of the bathroom with a glass of water for David. She gave it to him and handed him a blue pill telling him “We have 2 hours.” Then told him she was going to dress up for him and put make up on and would be out shortly.
Stepmom came out in about 10 minutes with a sheer white babydoll nighty on and all made up with black eye liner and bright red lipstick, ear rings and black high heels.
The hickeys David had put all over her added a touch of sexiness I can’t put a finger on it. She was stunning.
David said “Lena you are one gorgeous woman”
David was hard again and never did get dressed after the shower. He got up and with his phone and took a few pictures of her as she modeled around the room for him.
Then he put the phone down and met her in the middle of the room and again grabbed her tits and pulled her into him, kissing and fondling her he firmly pinched her nipples. She whimpered a bit about him hurting them but you could see the effect it was having on them. The areola had become big and puffy and the nipples were sticking out about 3/4’s of an inch so that you could see them through her shear top.
He picked her up and laid her on the bed and never bothered to take her nighty or high heel shoes off. He stuck his dick back in her and they fucked for the next 2 hours and David never got soft.
I actually think the Viagra stepmom gave him made his dick bigger and harder. I had watched my stepmom and dad a couple of times, but it was under the sheets and never anything like what I just seen. I saw them in positions I would have never imagined my stepmom doing with dad. Watching my stepmom lying flat on her stomach with her tits sticking out from the sides and her heart shaped ass pushed up and David pulling his thick 9” glistening wet cock in and out of her pussy from behind was amazing.
After David ejaculated inside of her he did something else I have never seen, even in porn movies. He went down on her and ate her cum filled pussy with Lena’s hands on the back of his curly haired head moaning loudly.
It was getting late and stepmom told David he had to leave soon. As they kissed goodbye I could hear David instructing her that from now on when she knows he is coming over that she is not to wear any bra or panties and to wear shear see through outer wear so that he could see her body. He also instructed her to buy a string bikini and start tanning because he wanted to fuck her with tan lines on her tits and bottom.
Lena protested some saying “I can’t. Evan will see my body and the hickies you left on me”
David said “don’t worry about Evan.
I never figured her for the submissive type, but David was in full control of her. He obviously had her number.
At 8:30 when David left I went down the back stairs again and waited for a while before coming in the front door. Stepmom greeted me and asked how everybody was and if I was hungry. She fixed me a sandwich and I asked her about the marks on her neck. She said she went for one of those Asian cupping massages and they would go away in a few days. I just smiled. I went to shower and go to bed and as I passed my stepmom’s room I could smell the sex musk coming from it. I jerked off 3 times that night. Next morning I noticed that stepmom wasn’t wearing her wedding ring.
David spent a lot of time in our home that summer and I spent a lot of jerking off time watching them from my secret spots upstairs. David and I were having so many sleep overs that stepmom made the office room next to her bedroom down stairs into a bedroom for him. LOL Stepmom also got a lot of those Japanese cupping massages over the summer too. When David and I would have a sleep over stepmom would always have a few the next morning. She must think I’m pretty naive not to figure that out.
The bathroom is one of the rooms I can’t see into, but once I saw her bolting out of the bathroom covered from neck to ankle in shaving cream with David in pursuit and another time watched David pour a whole bottle of olive oil on her while she was wearing one of her sheer babydolls. I never saw stepmom happier that summer.
Before I knew it we were having a big deck built on the back of the house with nice lounge chairs and a rather large spa/pool on it. Lena was soon wearing bikini’s and sunning herself on the deck.
As summer was coming to an end I was getting ready for my 1st year of college and David would be heading back as well.
I got used to stepmom walking around the house with her tits hanging out looking like a half dressed slut always covered in suck marks from her most recent fucking. She didn’t even bother to try and hide them anymore. She had defiantly changed. David on the other hand had a perpetual boner on. The only thing I could think of was that stepmom gave him a stash of Viagra and he would take one before he would come over. He would arrive at the door with a hard dick just to hang out with me.
Source: reddit.com/r/eroticliterature/comments/ioqf25/stepmom_taken_by_my_best_friend