Anal Sex | Neighbor | School and Work | Mother-in-Law | Step-Mom | Friend's Mom | Masturbation

Sex With Your Friend's Mom

Working Mom

Fucking my best friend’s mom was the very last thing I could think of when I went to his home. I rang the doorbell and she answered the door. I asked her if her son, Tom, was home. She said I had just missed him, as he had left with some girl and they were going to hit the shopping mall.

She said I didn’t need to leave, as she had just made a pot of coffee and invited me to a cup. She worked at one of the city’s hospitals and was still in uniform. I asked her if she had worked another double shift. She smiled and said without a second paycheck to help pay the bills, she needed to work all the hours offered to her.

While I sipped on my cup of coffee, I commented to her that her feet must be killing her. She said she was in a hurry and left for work in her stiletto heel boots. I told her that every male patient must have appreciated seeing her, though. She said that it would have made her day if that was the situation, but with the exception of an OD, all of her patients during the shift were women.

Something suddenly popped into my head. I offered to give her a foot massage. She said I didn’t need to and thanked me for making the offer. I told her that I had seen a special on foot massage on the public cable access channel and would be willing to give it a try. She walked to the living room where she sat down and unzipped her boots.

I told her that it would probably be better without her pantyhose. I was a bit surprised when she lifted her uniform and allowed me reach under it. I hooked my fingers around the waistband with both hands and pulled down. I didn’t realize it until the pantyhose were around her feet, that I had removed the bikini panties that she was wearing as well.

She stretched out on the sofa, with me sitting on the very end and her feet resting on my groin. I gripped her left foot and began massaging it. It was my first attempt ever, and from the soft moans, I knew that she was enjoying herself. After about 10 minutes, she suddenly pulled her foot free of me and said I should stop, especially since her feet probably smelled a bit funky. I told her not to worry, as I said her new leather boots left her feet smelling wonderful and demonstrated by bringing the sole of her foot to my nose. I also kissed and licked the sole of her foot. It was a total surprise for her. She let out a loud moan as if she might have experienced an orgasm.

She said, “Oh God, I’m getting wet!” and said I should leave. I told her that I was more than willing to help her. She switched positions on the sofa, so instead of being stretched out, she was now in a sitting position, with her butt on the edge of the cushion. I moved to where she was sitting and had her legs rest over my shoulders. And with my hands under her buttocks, I began to explore her pussy. True to her words, her pussy was well saturated with her vaginal secretions; but it wasn’t my first time eating pussy, and I soon gave her something to really moan about. I licked and tongue-fucked her for about 10 minutes when she experienced her first orgasm, but this was just the start. I began finger-fucking her with my right hand, while my tongue was licking at her clitoris. She experienced one orgasm after another.

I was between her legs for nearly a half-hour when she screamed for me to fuck her. “Oh God, fuck me!” she said. I kicked off my sneakers and pushed down my jeans and underwear in one motion. She reached forward and, for a moment, sucked my cock, which was fully erect, before letting me penetrate her. It was a savage fuck, as I was so excited as this wasn’t some girl that I knew, but this was actually a woman, and I wanted to demonstrate to her that I could do a good job. She didn’t really care. She spent the next 20 minutes moaning and gasping in between curses of how great it felt, until I pulled out and, like in a porn movie, splattered her face with my cum.

At this point, she invited me to take a shower with her to clean up. But we weren’t through just yet. It was while in the shower that I got a look of her totally nude, and she was a real sight, with 38C breasts. As I was rubbing my hands over her body, my cock got hard again and it caused me to desire her again. I did so by pinning her against the tile wall and penetrating her from behind. I fucked her while holding on to the handrails and, while she appreciated what I was doing, she turned off the water and invited me to continue on her bed.

We dried off a bit before she and I climbed onto her bed. Then we got in the 69 position before she straddled me and took a wicked ride. She fucked herself silly before slipping off me after she had climaxed twice more. I kissed and licked her pussy from behind before fucking her yet again. She and I rested a bit before fucking for another hour. Then I finally got cleaned up. She made it clear that this wouldn’t be a one-time deal, as she invited me back the next day.


Couch Surfing

I was over at my friend’s house watching a movie with his mother on the living room sofa. I was there to pick up my notebook computer from my friend, who had borrowed it. He called a half-hour later and said he was still up in Lake Tahoe, and because of poor weather conditions, he would be staying overnight and apologized for not getting my computer to me. I told him that it was OK, as I was enjoying a great movie with his mother and I’d see him when he got back.

Since it was getting a bit late, his mom said for me to take a bit of my own advice and she invited me to stay the night. I thanked her for her offer and commented that the sofa was very comfortable. She kissed me on the cheek and said that I didn’t need to sleep on the sofa. While she was probably suggesting that I take her son’s bedroom, I took her offer to mean that I should share her bed. I pulled her to my lap and thanked her for the offer before kissing her on the lips. Then I began rubbing the crotch of her slacks.

She moaned and gasped, and while she wasn’t very responsive at first, it didn’t take much before she moaned for me to fuck her. I groped and fondled her breasts through her sweater for a moment before pulling it off. And while her was a petite woman, it didn’t stop her from having what were perfect C-cup breasts. Then, as she undid her Victoria’s Secret stretch satin underwire bra, I took off my clothes in record time.

She let out a gasp when she saw me naked and pulled me to her before sucking on my cock. She was quite the accomplished cocksucker, and because of how small she was, I was able to do something that I had only tried once. I picked her up, flipped her upside down and began eating her pussy, while she continued to suck on my cock. We were in a vertical 69 position, and from the amount of secretions coming from her shaved pussy, I could tell that she was getting quite aroused by what we were doing. I was right, as she experienced the first of three orgasms.

I lowered her on to the sofa, as she was getting a bit too limp for me to hold her safely. Once I had her on the sofa, I penetrated her immediately from behind and began fucking her doggie-style. She moaned and gasped with every stroke of my cock. I really enjoyed this position, as it allowed me to reach around and finger her clitoris. It brought her to yet another orgasm. I couldn’t hold off much longer, and with perspiration streaming down my face, I orgasmed and fired jets of cum into her.

We rested, with my cock still lodged in her pussy, but it wasn’t long before I was sliding my cock back and forth and fucking her yet again. When I did slip my cock out, she rolled onto her back and this allowed me to fuck her in the missionary position. She was such a petite woman at just over five-foot that I was able to really pummel her and control the pace of the lovemaking. I felt almost if I was masturbating when fucking her.

When we finally stopped, she and I washed up before going to sleep in her bed. I asked her when she invited me to spend the night, was it her intention then to sleep with me or to simply use her son’s room. She kissed me and simply said, “You know what I wanted.” I didn’t care, as I had a beautiful and sexy woman in bed with me. What’s more, I was hard again and ready for more action.


Doing Her With an Audience

One of my best friend’s mothers is about 42 or 43 years old and is absolutely gorgeous. She is about 5’ 7”, with long, smooth legs, and perfect breasts that are not too big not too small. They are natural looking, so they look perfect. She is a gardener and takes extra care of her bushes in front of her house and her gardens in the backyard.

Well, my friend’s mother is just absolutely a knockout, and people never understood how her husband ever got her cause he was kinda goofy and whatnot. My friends and I have always dreamed of fucking her, and she used to garden in a skimpy bikini top and bottoms just to taunt us, because in the back of her mind she knew we used to watch her and she found it amusing.

Now if anyone knew her, I mean the sound of her voice makes you wanna just start fucking her on the spot. And then to see her bend straight over in a bathing suit while doing gardening stuff makes that double.

So the best day ever came one day when my friend’s family had a cookout, and the family came and went. But finally, around 3 p.m., the whole family left and just her and her husband were out back lying around sunbathing. Well, her husband is a very big drinker, so he chose the bar for the night, which left her alone. So I went out back to see if my friend was home, but really knowing he wasn’t, which was part of my plan. She replied in that sexy older women voice, “No honey, he went to his girlfriend’s house.”

So I said, “Have a good cookout today?”

She replied, once again in that sexy voice, “Oh yes, good food and catching some sun.”

So I said, “I can tell you caught sun—you look tan, but not too tan, like perfect tan.”

She replied, “Thank you. Do you like my bathing suit? It’s new.”

I replied, “Yeah, it’s nice, but then again, everything looks nice on you. You’re gorgeous.”

She just giggled, sexy as ever, and said, “Oh my God, you’re such a charmer. If I was twenty years younger, I would snatch you up.”

I got turned on hearing that, thinking, Well, now is now, why not go for it? I replied, “Well I’m here now and you only get better looking.”

A little confused, she said, “Well, I do notice you looking at me a lot, especially because you live across the street.” Then, still a little confused, she replied, “Come closer, I would love to try out a young man like yourself.”

Now me, I have nice hair, cut nice and trimmed, trimmed up goatee (unlike all my friends). As I moved closer, she tried to grab my hand, but instead hit the target, which was growing as I took more steps. She said, “If you wanna fuck, we gotta do it now or my husband will come back.” At the sound of that, I kneeled in front of her (keep in mind she’s laying on flat ground on a towel on the lawn). I slid down her bikini bottoms and let lose my hard dick from my shorts.

As I grabbed her thighs and thrust them toward me, she let out a little moan and I entered her. She said, “Oh my God, I haven’t done this in a while, and with such a young dick!” As the juices are flowing more rapidly, she starts to turn her head and make fuck faces. Grabbing her beautiful, round tits, I put both her legs up on my shoulders and keep banging her harder and harder. In the heat of the moment, she takes off my shirt and I rip off her top without blinking. She moans louder and louder, putting a towel over her mouth, but sure enough the neighbors peek over the fence and see me, from across the street, banging out this sexy MILF—both of us butt-naked in broad daylight.

One…two…three…four -- now five of the neighbors and friends come over to the yard and stand over us as I continually fuck the shit out of her. She screams out, “I don’t care if they watch…just don’t stop fucking me!” That turned me on 10 times more. As five people are watching me fuck this sexy movie-star-like mother of 43 years, I flip her over on her stomach and start pumping away as she lets out shuddered screams: “Oh fuck me! Oh shit, keep going! Goddamn, deeper, don’t mind these people. Fuck me, baby, I love your young dick”. As I grab her waist and hoist her to her knees, I grab her breasts with both hands and keep fucking her as she’s moaning with joy.

Finally we stand up and continually kissing and slobbering, we hug/walk over to the fence. I put her back up against the fence and reach down and finger her for a second. Then I lift her right leg up in my arm, pumping away, till she grabs the back of my head with both hands. I ask, “Do you wanna suck me off when I come?” She answers, “No, come in me—I won’t get pregnant.” My thoughts lit up with bright lights after that one. I told her I was coming. She lays back down on the ground and I kneeled once again in front of her, but this time lifted her legs, holding onto her ankles with my hands, thrusting heavily and quickly finally coming harder than ever. Both of us are dripping with sweat and the smell of summer sex. She says, “Maybe one more time before he gets home…”


Bonus Suck

When my friend’s mother, Rachel, hired me to be her personal assistant, I wasn’t really sure of what to expect. On my first morning, Rachel said that while she was very popular, there were hundreds of people who were just waiting for her to make a mistake. And this was a partial reason to why Rachel decided to hire me, as she knew me from my years of friendship with her son.

Rachel then proceeded to take off her clothes as she turned on the DVD player and began working out, in the nude. I knew that this was some sort of test that she was conducting, but I was getting quite aroused, and my cock felt as if it was about to rip through my slacks. She was in great shape, as she was quite firm and didn’t have any jiggle to her. When her personal secretary buzzed and said someone needed to see her, I answered and said that she was on a critical international call and could not see anyone. I suggested that the person either wait or reschedule. She didn’t say anything and simply smiled, as she continued her exercise. It was then that I noticed that she had a shaved pussy.

This was the same routine, every day, during the first week. After the workout, she would go into a private bathroom where she showered before getting dressed again. On the second week, after her workout, she asked if I could do her a personal favor. Without asking her what it was, I said it wouldn’t be a problem, and was shocked when she said she was retaining fluids and wanted me to eat out her pussy. She said it might get a bit sticky and suggested that I take off my clothes as well. She didn’t even look at me undress. She simply stretched out on a divan sofa in the room and spread her legs on either side. I knelt by her vaginal opening, and despite her cool demeanor, I could tell from seeing her pussy the previous week that she was sexually aroused. Her lips were swollen and I even saw her clitoris.

I responded as if she had asked me to bring her a cup of coffee, as I proceeded to lick out her pussy. She moaned and gasped as I licked my tongue up and down, exploring the swollen folds of her pussy. Then, when I began to finger-fuck her in addition to licking her, she let out a series of “Oh my Gods!" before she had her first orgasm. I was rewarded with a spray of love honey, but continued licking her until she experienced yet another climax. I continued to lick at her swollen pink folds, as well as tongue and finger-fuck her pussy. I also licked and suckled on her clitoris for over 30 minutes. I didn’t stop until she asked me to, almost as plea. Then, as she caught her breath, she invited me to go in the adjoining shower and clean up while she regained her composure. This lasted a couple of weeks, before she finally invited me to fuck her.

After four weeks, she invited me to dinner at her home, where we did everything we had in the office with the exception of Rachel giving me head. And when I had showered in preparation of leaving for the evening, she shocked me by giving me a $1M dollar bonus.


A Runner’s High

I was 20 and just home on leave from the military, during which I had become an avid runner. I had a neighbor whose son was the same age as I am and had been a jogger for years. She was also a close friend of my mother. Well, one day, she asked me if I wanted to go running with her. Since it’s always nice to run with someone as opposed to alone, I thought sure. We ran for the normal daily run of three miles, then we agreed to run the next day at noon.

The next day came. She was wearing a pair of running shorts and a top, but the top was lower cut and the shorts were shorter this day. We stretched and then ran. During the three miles, she asked if I was happy to be back home.

I said, “Yeah, except our shower isn’t working and I have to take baths instead.”

She said, “Why don’t you just come by after the run and use the shower in the basement at my house?”

I agreed, because I prefer a shower anyway. So, I brought a change of clothes, and a couple minutes after I began to shower, she walked into the shower. I had always noticed her hot body and always wanted her, but never thought about actually doing anything about it. She said, “I need attention.” Then she looked at my now very erect cock and said, “So do you.” She then proceeded to drop to her knees and suck my cock until I came hard into her mouth.

She then said, “It’s my turn.” We left the shower and she laid down on the weight bench where I ate her until she screamed out her orgasm. Of course by then my 20-year-old cock was rock hard, so I held her hand, got her to stand up, then I laid down on the bench and she straddled me until we came together.

During the course of the two weeks I had in town, we must have screwed, sucked and eaten each other at least four times a day while her husband was at work. She and that husband broke up and she’s remarried, but whenever I get into town, we still tear each other up like two horny kids just going through puberty, and we have for 20 years.


Against the wall

One time senior year in high school my friend Bill who we call scuba face had a party. Well his mom is hot as fuck, and so I've wanted to bang her since the 3rd grade. So I was at the party and his mom was supposedly staying in her room so we could have the party.

Well she came out to use the rest room and told me she's glad to see me and how she hasn't seen me around in a while.  I thought nothing of it, engaged in some small talk then go fell asleep on the couch, which is in the room next to my friend's.

About 3 am I hear someone coming out whispering, Randy are you out here? so I'm like yea Bill I'm right out here, cause I thought he was coming out for some reason. So I hear "ok", and it turns out Bill's mom came out butt naked; it wasn't him after all. I bent her over the couch and fucked her right against Bill's wall it was the best sex ever.


Graduation Party

I have always had a crush on my best friend's mom. One time my friend was out of town and I went to there house. She looked sooo hot, wearing a tight t shirt and a pair of sweatpants. We talked for a while and she mentioned her neck and back were sore. I told her I gave really good massages, so I told her to take of her t shirt and to lay face down on the bed. I started rubbing her neck, back, and then I slowly worked my way around to her breasts. She started to moan softly then said "take me!" I pulled down her sweats and panties and fucked her wet pussy doggie style until she orgasmed. Then she spread her legs and I ate her pussy until she begged me to stop. I lifted her legs onto my shoulders and plowed into her until she came a second time. After we had both came she said that we should do it again some other time, which I had no complaints about. It was the best sex I've ever had. I've fantasized about my best friend's mom for the longest time. She's in her late 40s, but she has the body of a 20 year old. She's got jet black hair with streaks of gray and very sexy blue eyes, and to top it all off a nice set of 38C's to compliment her tight ass body. I get a hard on every time I think of her.


Dreamt Since Fourth Grade

I had a friend who had an incredibly hot mom her name was Katy. Well I went over to my friend's house and knocked I thought I heard Katy say come in so I did and walked into the living room and no one was there so I went back to the bedroom where I saw Katy undressing. Boy let me tell you I had dreamed about this day since 4th grade I couldn't help but stare and she looked up and saw the expression on my face she just went back to undressing. She called me over there and asked me if I thought she was hot and I said yes she said well then join me on the bed I couldn't believe what was happening. I got on the bed and she unzipped my pants and started to suck my extremely hard cock and man could she suck a dick good she then ripped off my shirt she was already naked. She then got on top of me and started to ride me hard and I was fucking the shit out of her and grabbing her tits and shit. she told me she wanted to swallow my load and to tell me when I was about to go. after about 9 minutes of hot fucking I told her I was ready she got off and I pushed her down and jerk my dick off and blew the biggest load of my life into her mouth she swallowed it all but she didn't have an orgasm so I started to eat her out until she went into a huge orgasm I got dressed and we never said anything about it again.


Could You Help Me With This?

My friend's mom had nice legs even though she was short. When we were hanging around her house I always tried to look up the short skirts she wore to work every day. One day when my friend was out of town at his father's house, I stopped by and asked his Mom if my friend was around. She told me no, and asked if I could help her with something. She was trying to hang a picture on the wall and asked me if I could hammer in the hanger. I agreed and I followed her into the kitchen where she bent over and reached into the cabinet to pull out the tool box where the hammer was. I was looking up her short skirt all the while and I think she noticed. After an extend time bending over, I approached and leaned over to get a closer view of her ass. She noticed and ran her hand up my leg as I pushed my body against her. She reached under her skirt and pulled her panties and hose off, while I unzipped and positioned myself to fuck her doggy style. It was great fun and we met 4 other times the week my friend was out of town. Last month I saw her at the grocery store and she asked if I would like to get together again. I agreed and we will be meeting again this weekend.


40 year-old goddess

My friend's mom was very hot.  I would love to go over his house just to see her, I always had a hard on for her.  She was a sexy 40 year old with nice tits, great ass, and a great face.  Finally when was 17 after 4 years of fantasizing I made my move.  My friend was out with his dad and she was in the kitchen doing the dishes, she had on tight jeans and a short top.  I crept in behind her and started to dry hump her.  At first I thought she was going to stop me but then she started grinding too,  I grabbed her turned her around and threw her up on the counter where we French kissed and rubbed each other.  She gave me the wettest best head ever and I fucked the shit out of her.  That night at dinner she asked her son if I wanted to spend the night, he agreed.  We waited till he went to sleep and we fucked all night in every room but his and her and her husband's of course.  Now every time I go over there I at least get head or a lap dance, needless to say her son has now become my best friend


Graduation Party

After graduation she invited all of us to her and her husbands house for a huge party. Everybody was drinking having a good time, and of course Mrs. Haven looked as hot as ever wearing tight shorts and a skimpy tank top. I couldn't help but stare at her, and I think she noticed, because as the night went on and everyone got drunker she started sitting on my lap and flirting with me. Her husband was two sheets to the wind and was off doing his own thing. My best friend didn't seem to care because he was too busy trying to get into someone else's pants.

Around 2 a.m. everyone was passed out, and I was getting ready to pass out as well. I went to the bathroom to splash some water on my face, and then I felt a hand grab for me cock. I looked up and in the mirror I saw Mrs. Haven. She was wearing nothing but a silk robe. I turned around and started nibbling her neck and earlobes. She opened her dress revealing her beautiful tits and I picked her up and put her ass on the sink. As I continued to kiss her she unzipped my pants and pulled out my throbbing cock.

"Fuck me" she said.

"What about your husband?" I asked.

"Don't worry about him, he's passed out in the bed."

Without hesitation I took my dick and stuck it in her warm, wet pussy. She moaned softly and grabbed my butt cheeks to get me deeper in her. She wanted me to fuck her harder but I was too worried about busting the sink, so I carried her out to the patio and we started fucking beside the pool. Her body was amazing, glistening in the moonlight. I then turned her around and started fucking her doggy style. I was really getting into it, but when I looked up, I saw her husband stumbling through the house to the bathroom.

"Don't stop," she said. So I started fucking her harder, as I kept an eye on her husband as he stumbled around did his business and went back to bed without suspecting a thing.

Anal Sex | Neighbor | School and Work | Mother-in-Law | Step-Mom | Friend's Mom | Masturbation

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