Fucking my sisters (BBW) friend in the mountains – MILF

I live in Colorado. Last year during the ski season, my sister and her family came out from the east coast. They rented a cabin in a mountain resort and I came along. It was a big cabin, two floors. Two bedrooms on the first and three on the second floor. My sister told me her friend from college who also lives in Colorado would be coming up for a few nights.
I get to the cabin and i am greeted by my sister and her husband, we bullshit for awhile and they show me my room. As they are showing me my room on the first floor, my sisters friend arrives. (I have never met my sister friend and I had no idea what to expect) The women who walks in is this very curvy blond hair chick. The best way I can describe her ( sorry if it’s not PC) is that she was a BBW. She was def close to 200lbs, she took off her coat and she had these huge tits that were stretching the shirt she was wearing.
I have never been with a girl this big and she kind of turned me on. We all get pretty drunk that night and the next day we plan on going skiing. I can’t get the thought of my sisters friends tits out of my head, and before bed i rub one out.
The next morning, my sister tells me that her friend won’t be hitting the slopes with us bc she is too hungover. So I go out with my sister and her family. After about 5 hours of some great runs, i part ways with my sister and her fam and head back to the cabin.
When I get to the cabin, my sister friend is on the couch wearing yoga pants and a tight shirt with no bra. Her tits are massive, they are literally like hanging watermelons, Her shirt isn’t long enough, and her belly is poking out. For some reason that really turns me on. We talk, I ask her how she is feeling, and she says she feels fine, and she says she sorry she missed out but that skiing is not really her thing. I go shower and I’m feeling horny so of course i jerk off in the shower. I get out I throw on the sweats, and I go and join her on the couch.
We bullshit for awhile, I start flirting with her, just trying to feel her out. The whole time I’m just staring at her massive tits, I’m pretty sure she noticed bc she would position her self and kind of push her chest out every chance she gets.I’m starting to get real hard, and I’m pretty sure she notices. I keep catching her taking quick peeks.
Before I have a chance to make a move my sister and her fam come through the door…. We all have dinner followed by more drinks. Me we all get pretty drunk. My sister, her husband and the kids all go to bed. me and my sister friend go down to the first floor to keep drinking. We sit back down on the couch, and as soon as we sit down she takes her fleece off, her giant tits pretty much fallout, the shirt looks stretched to the max and the bottom of shirt had rolled up, exposing more of her belly. I start pushing the envelope with the question, I think it’s the wine talking, but I ask her the size of her boobs, she replies with a laugh and says she wears a 38gg bra but she thinks there getting bigger bc the bra is starting to hurt her, hence the reason she is not wearing a bra.. I tell her, that I think her breast are amazing, she laughs and ask if I want to touch them and I put both my hands underneath them and lift them and I feel there weight, they fell incredible, so heavy and squishy. By this time I’m rock hard, and she comments on my massive erection with a laugh. She leans in and we start making out, while this is going on my hand is switching from groping her tits and rubbing her belly, while I’m doing this she is stroking my cock, after about 15 mins I move my hand to her pussy, I can feel that her yoga pants are soaked and i start rubbing and kissing her neck. She whispers in my ear to take my cock out..
I stand up in front of her and i tell her to pull my pants down. My cock springs out, and she has a concerned, surprised look on her face, she can’t believe how thick my cock is, she says how heavy it feels, and asks me how thick it is. I tell her and she slowly starts sucking. Gradually shoving more and more down her throat till she gets about 3/4 of the way down and she pulls away with a caught and a gasp. She continues this for awhile, she keeps trying to depth roar it with no luck, and she comments about how she has never had this problem before. she then looks up at me and tells me she wants my fat cock in her.
We go back to her room and she tells me to lay on the bed, I lay on the bed and I start rubbing my fat cock using her sloppy spit as lube, she starts undressing, I have never seen a women of her size naked and I have to say she looked sexy. Her massive tits and her huge belly, complemented by her thick ass. She climbs on top of me and I feel her weight, her massive tits are smothering me. She slides down my chest and continues to suck me off. I stand up and I tell her to lay on the bed, I lift her legs up in the air and I start slowly start filling her pussy with my fat hard cock. She tells me to go slow and I can feel her pussy getting wet. After a few mins I am able to get my cock all the way in.. I start pounding her hard, her huge tits and belly are bouncing all over the place, she’s moaning, and soon I can feel my load coming on, and I tell her that I’m gonna cum, she tells me to blow it on her stomach. I whip it out and instantly unload 3 massive shots on her belly. He laughs and complements my load.
She left the next day, we exchanged numbers and we have met a few times after that, it kind of fizzled out but we still talk every once a while.
( if anyone wants to see pics of my fat cock, or here more about this beautiful women with the huge tits, just send me a pm)

Sunrise surprise – MILF

The week between finals and graduation, a bunch of us poor college students pooled our work-study cash and rented a beach house for a week. It was technically the off-season still, so it didn’t cost us arms and legs. The house had five luxurious bedrooms, gorgeous Atlantic views, and a hot tub. We decided we would invite a shit-ton of people who didn’t pay and basically had a week-long bacchanalia.
Lots of firsts for me on that trip. My first public nudity showed my friends just how big my penis is (7 inches and girthy, nothing special). I mixed alcohol and weed for the first time and wandered at high speed through the house onto the beach like I was in the computer game Quake 3. I turned down my first threesome invitation from her because he wasn’t into it and I knew they’d get married someday, and I didn’t want to be a source of pain in their future. And I witnessed friends fucking for the first time.
The night of the declined threesome, I [22M] shared the master suite bed with three other students: Hoopes[21M], Janey[22F], and Syd[19F]. Now Syd had a long-standing thing for me that I was completely oblivious to at the time–but that’s another story. So the morning after, I woke early to regular movement of the mattress, slow but rhythmic. I was groggy and a bit hungover, so it took a while for me to understand who was rocking the bed. Hoopes was kneeling on the bed, stripped naked to the waist, his long, lean body silhouetted by the rising sun shining through the balcony glass door. Beneath Hoopes lay Janey, on her stomach, whispering “fuck me” as Hoopes gently pulled up her satiny aqua camisole to splay her 36DDs against the sheets.
I screwed my eyes shut and turned back slowly. They didn’t notice me. The rolling of the mattress, like the pounding Atlantic surf, continued without pause. I couldn’t resist. I turned slowly back and opened my eyes just as Janey moaned.
Hoopes was now naked and slowly but powerfully thrusting his cock into Janey’s ample behind. Janey was on all fours, back arched down, head against the pillow, face turned toward me–but with her eyes closed, thankfully. I was completely shocked–my friends didn’t do this!–but couldn’t help but notice that in the quiet heat of their lust Janey had roughly pushed her matching satin aqua panties aside to admit Hoopes’s veiny prick.
I stared, transfixed by this frankly stunning combination of bestial coupling and all-too-human stealth. Hoopes was concentrating on Janey’s body, his rhythm, and staying quiet–he paid no attention to the pasty awakened nerd on the other side of the bed. Janey had her eyes shut and pushed her balled-up fist against her mouth in an effort to stifle her moans of pleasure. Syd slept undisturbed.
My friends rocked together, rocking us all on the bed, faster, faster, then slower but deeper; harder, harder, then gentler, as Hoopes moved his hands from Janey’s ass to play with her nipples. Then faster, faster, harder, harder, deeper, deeper–and Janey must have come, because she lost control of her fist and her mouth, and Hoopes definitely came, all over Janey’s creamy white back, threads of semen glistening in the sunrise.
Janey opened her eyes slowly, sated, and registered my polite, already apologetic face immediately. She smiled slightly and winked, and whispered to Hoopes that they should shower now. I closed my eyes again and feigned sleep as the mattress expanded and raised, relieved of the weight of the morning’s activities. The ensuite bathroom door clicked shut behind me, and I opened my eyes again–to find an awake Syd looking back at me with a horrified, naughty gleam in her eyes, and a grin on her lips.
Thanks to FuntimeR4R for the original prompt and the go-ahead to post here!
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After Thirty years I finally fucked my High school crush – MILF

I have enjoyed masturbating to most of the encounters here on Gone wild stories I thought it was time to share this encounter. More than 30 years ago back in High School I had a classmate Bonnie she is a five feet tall long red hair light green eyes had a great personality and a fantastic figure complimented with a big pair tits. As a six foot tall slightly over weight nerdy teenager I used to fantasize and masturbate about her a lot . Even though we had many classes together throughout the our high school years I’ve never had to courage to ask her out, but we did become good friends.
After high school we lost contact, fast forward to a couple years ago we reconnected on Classmate the online year book. We then moved on to My Space, there is where I told her that I had a crush on her way back in high school. Bonnie asked me why I had never asked her out on a date back in high school, I just told her that was a chicken back then. We laughed it off and continue to reconnect online from there we moved on to Facebook.
For years after that we would keep in contact with each other on Facebook about everything under the sun and on rare occasion we would talk on the phone. We later on would get into some deep conversations about relationships. I was divorced at the time and Bonnie was going through some rough patches in her marriage. Bonnie would confide in me that Her husband didn’t pay attention to her any more. He didn’t like to go out more of a home body, she likes to dance he doesn’t. She asked if I danced I said yes and and feeling flirty I said I would love to dance with her but slow dance.Bonnie tells me how she has a dead bedroom now and confides in me how it is just her and her vibrator now and how she masturbates a lot.
Wow, this was the most intimate we’ve ever got, sensing an opportunity to possibly have this go somewhere much more hotter I tell her how being single for a year and that dating was tough so I also have to have to relive myself and masturbate. I tell her how I fantasized a lot about her when in high school and even now. She ask me about one of the fantasies so I tell her a recent one I dreamt up evolving slow dance with her slowly disrobing to the music and to us fucking. I get hard and pull out my cock and masturbate while I tell her the story.
The other end of the line gets real quiet I ask if she is playing with herself she tells me wishes she could but that her husband is in the other room and her vibrator is too loud and she didn’t want to get caught with her hand down her panties so she will use the story when she alone. Next day she tell me how she and her vibrator used the story and how dripping wet she was. From that point I was have a long distance extra marital digital affair with with my high school crush.
Bonnie had separated with husband and we were more freely to help each other mutually masturbate. Bonnie told me she was going to be in my town for a couple of days visiting some friends. Bonnie said how she would have a couple of hours before and we could do what ever we wanted before she met up with them. With a major hard on I made plans to pick her up at the airport when she flew in. She asked me to remind her how tall I was and I told her six feet tall she gasped and said that I would have to be gentle with her because of the hight difference. I assured her I would.
One evening I’m on the train heading to a friend’s house when I get a text from Bonnie telling me how she can’t wait and how horny she was, then she sends me a pic of her in a white dress shirt unbuttoned wearing a white lace bra, Instant hard on. Another pic comes in this time more exposed and I looking hard at the pic and zoom in, holy shit! is that a partial nip. Next pic full tit exposed, my mind is reeling all these years imagining what her tits looked like now
I’m riding the EL train with a raging hard on looking at her light pink silver dollar sized nipple. She tells me this was the first time she ever did anything like that. Later that evening when I get home I pull up the pic and start to relieve my raging hard on, I take a picture of my erect six inch pre-cummed cock and send it to her. Bonnie text me back that she is using the pic and can’t wait to wrap her lips around my cock.
The day finally came to pick her up from the airport my heart was beating so fast I could barely think. When I finally saw her she had looked almost exactly as she did when she was in high school.I greeted her with a big hug and a kiss on the lips. I took her to where my car was parked and in the elevator ride to my spot I gave another kiss but this time a little deeper. I asked her if she was tired from her trip when we get place she can take a nap. She said that she wasn’t tired and that she would be OK.
On the ride home we talked about what she was going to do while in town she was going to stay with a friend who lived not too far away from where I lived. When we get to my place I put on a little music I offer a drink we sat on the couch and started making small talk. A couple minutes go by when I go in to give her another kiss. At that point we start to kiss deeply, our tongues intertwined in a hot heavy make out session like we were teenagers again. I had gotten a major hard on and it was getting very hard sit and to concentrate. We take a break for air and then she asked for me to show around my apartment.
We get to the bedroom there she’s looking out of the window I come up behind her and I bend down to kiss her gently on the neck my hands go around the front of her waist and hug her tightly. The bulge my pants is pressing against her back that’s when she tippy toes and I spread my legs so she can presses her ass firmly on my crotch. Bonnie slowly grinds her hips so she can feel my cock against her round firm ass. My hands slide up and down the side of her body feeling her curves. she turns and tilted her head upwards as we kiss again.
We both move to the bed and lay down as we continue to make out. I unbutton Bonnie’s black shirt, revealing she is also wearing a black silk bra which make her skin more alabaster. Thankfully for me the bra had the clasp in the front and I was able to finally free those big beautiful tits and bring years of imagination and those pics to life. I am guessing that she was a 38C bordering D and her nipples were little bit bigger than a silver dollar almost flesh color a little bit darker than her skin. I took a moment to take a look at my teenage fantasy in the flesh finally. Bonnie’s large breast were heaving up and down and she breathed deeply. I lowering my head to her areola lightly licking it, making her nipple slightly contract and hard. I suck on her nipple and circled her areola with my tongue, Bonnie let out a little moan and my hard-on got even harder .
I am sucking one of her nipples my hand fondling her other breast slowly kneading and feeling the weight and firmness of her tit. I move my hand down to her pants. I unbutton her jeans to see she’s also wearing black satin panties. Bonnie lifts her hips up so I can take her pants off more easily, she sits up to take her shirt and a bra off when she sits up I can get a better sense of how big and beautiful her tits really are, I can really see how full and firm her tits are. My fantasies did not do those beautiful tits justice.
Bonnie is topless on my bed and I can’t believe how lucky I am. I go back down to kiss her, my hands are gliding across her tits and down her stomach to her silk black panties. As my hand reaches her panties I can feel the warmth and slight witness from her crotch.
Bonnie lifts with hips up again and so I slide off the panties exposing her wet pussy. Bonnie notes that she is the only one naked that’s when I quickly take off my clothes. I move to get between her legs and she spreads her legs to expose her beautiful pink glistening pussy, Bonnie’s pussy is surrounded with a little bit of red pubic hair with a patch above. My first true red head.
I move down and kiss her inner thighs moving along to the outside of her pussy. I look up to see her smiling throwing her head back and gripping the sides of the bed in anticipation. Bonnie’s hips quiver a little as my tongue makes contact with her silky pink outer lips. Her scent is intoxicating, my tongue traces down from her outer lips to her hot wet inner lips. I curl my tongue and come back up the center of her pussy to her clit where I circle her clit with my tongue before I start to suck and taste a beautiful juices.
There between Bonnie’s legs I taking my time sucking, licking and enjoying her delicious sweetly drenched pussy. Bonnie moves her hip slightly up and down as I fuck her pussy with my tongue. Bonnie’s head is thrown back and her eyes are tightly shut, her breathing gets more and more heavier. I lick one finger and slowly parting her lips and insert my finger inside of her pussy gently working her G spot. Bonnie’s red pubic hair becomes matted down with the mixture of my saliva and her pre-cum.
I love eating pussy the taste, texture, the sent and the the pleasure it gives women. I am having a great time licking her silky pussy and finger fucking when Bonnie all of a sudden sits up and she grabs my head as she climaxes. I drinking up her delicious nectar digging my tongue deep to get every last drop. Bonnie opens her beautiful green eyes looks at me with hunger in them and says breathlessly it’s my turn. We get onto our knees in the middle of the bed, Bonnie strokes my engorged cock kissing deeply cleaning some of her own cum off my mouth.
Bonnie lays me down positions herself between my legs and lowering her head, her red hair falls to the sides I lift one side to watch her as she takes her tongue and tracing the tip of my now red headed steel hard cock a couple of times before engulfing my throbbing cock with her warm soft mouth. Bonnie takes almost of my 6 inches, Working her way down the shaft of my cock while her tongue is working it like an expert. Bonnie’s head slowly Bobs up and down eyes closed fantastically sucking on my throbbing cock.
I watch my High School crush work her magic on my cock my hands are on her tits lightly squeezing her nipples. Bonnie repositions herself to get more comfortable. I work my hand down to her pussy and insert a couple of fingers into her hot slit. While finger fucking her hot pussy I stop so often to lick my fingers, can’t get enough of her tasty pussy. Bonnie is working her tongue up and down the vein on my shaft when she lifts her head to ask if i like it, a small ribbon of my pre-cum from my cock to her lower lip glisten in the afternoon sun. I smile and tell her oh yes.
Bonnie goes back to pleasure my cock, the warmth and softness of her mouth greets my cock once more. All i can think as i watch her devouring my cock is that I am fucking my High school crush. Bonnie stops sucking and moves up and straddle my hips in a cowgirl position. Bonnie sits her drenched pussy lips my cock shaft, she starts to slowly grind her hips on my cock getting her wetness all over the shaft. I grab her hip and push her down more. Bonnie grinds her clit on my hard shaft the sounds of the wet lips on my cock are music to my ears.
Bonnie smiles at me and says if we should take a nap now, we both laugh and at that point she moves up on the shaft of my cock and my cock slides deep inside of her pussy. Bonnie gasps with delight her eyes rolling back and I exclaimed a little shocked to her that Wow! my cock found home really quick. I had wanted to put a condom on but at this point there was no going back I now. I was clean and she assured me she was clean and with that out of the way Bonnie started grinding her hips hard into mine, pushing my cock deeper and deeper into her oh so hot pussy.
Bonnie was moaning deeply eyes tightly shut I could feel the friction of her red haired pussy and my crotch hair. I wonder if my fire extinguisher in the kitchen is still working. Feeling the heat deep inside of Bonnie’s pussy was amazing. Her hands were on my chest and her tits were hanging low and slowly moving in rhythm with her body my hand moved up from her hips to cradle her heavenly tits. Bonnie is getting wetter as my cock slides deep inside of her, she and I get into a sexual sync.
My hands were on her ample tits feeling, squeezing, kneading them both and pinching her nipples. I lifted my hips up a little as Bonnie was grinding on me to get even deeper inside of her pussy if possible, this made her moan in a little bit more. I start sliding my whole now drenched with her wetness cock out of her and slam it back deep into her warmth, Bonnie lets out a grunt of delight when I did.
With both of Bonnies huge tits in my hands I squeezing them together, l lift my head and suckling on her tits moving from one nipple directly to the other. Bonnie lowers herself and puts hands to sides of my head, I release her tits letting hang to my chest and I slide my hands over her smooth body to her ass. My hand are all over her firm ass as she is riding me, I grip her ass hard. Bonnie’s eyes shut tight, her lip are pressed into a thin line and her head tilted to the side enjoying herself. Bonnie’s red hair is brushing my face and her huge tits brush up and down my chest as she is riding my cock. Every so often our nipples would graze each other as we are fucking which gives me a little more explosion of pleasure.
I switch up thrust and speed going from playing with her clit with the tip of my cock to exploring the deepest parts of her hot pussy. I feel myself getting close to exploding so I switch up positions and put her into missionary. I grab her hips positioning my cock which is now glistening with her juices and slide back inside her beckoning pussy lips. Bonnie moans her huge tits are swaying up and down as slide in and out of her. I love to watching women’s tits move like this when I fucking them and also in porn.
Bonnie’s pussy is now creaming up my cock and it looks like I’m turning butter. So I grid my hips deep, our hands are clasped together tight and and I lower myself to her feeling her beautiful tits on my chest. Bonnie is breathing more shallow her hip thrust get quicker and her eyes and face is tightening as she releases a wave of hot cum and my cock dips deep into her cum . Bonnie gasps for air opens her eyes smiles at me trying to catch her breath and mouths thank you. I tell her we are not done as I start for her next orgasm. The quizzical look tells me that no one she has been with before has has gone for that second orgasm that is just around the corner.
Knowing how some women get very sensitive after an orgasm I slowly work back into a rhythm. This time we lock eyes and she has a determined look on her face as I slowly work up to a ball slapping pussy pounding frenzy. Before I was enjoying every sexual sensation with that you have fucking a new woman, now I was on a mission to that second orgasm. Ponding her pussy now we start to work up a sweat. From Bonnie’s hands holding on to my back she slams her hands down a grabs the sheets as her brow furrows, I get to my elbows and grind our out pelvic bones together in a small circular motion.
I feel her hot breath on my neck as I breathe heavy and grunt and lower my head to suck on her ear lobe Bonnie starts to lets out little short yelps then to a long gasp to her second orgasm. Bonnie has a stunned look like she found something she never knew she could have. My cock is still hard deep in her as I feel the contraction of pussy slowly ease up.
I slide my hard cock out of her swollen red pussy very very slowly as she closes her eyes and softly moans. I give one more deep kiss while on my elbow before I layout next to her. I look at her my crush that i just crushed, my hand caressing her body but mostly her tits she is staring at the ceiling catching her breath. She looks over at me my hand are on her tit and says she wishes we could have done this much sooner and I agree as we make out some more.
We were making small talk enjoying the afterglow of sex when I ask her what time does she have to meet her friends she tell me and I tell her we have time for another round. She seems surprised she asked if I came, I told her no. So I position myself on top of her again and lower myself into her still wet pussy. The walls of her pussy pull my cock in, We kiss deeply as our hips grind we fuck for a good couple of minutes I push hard onto her pelvic bone she is coming close again but Bonnie tells me she wants to get me to cum also, so I break rhythm to bring her down and change position.
I get off the bed and pull her to the edge of it holding her legs up in the air I spread her legs apart watching her engorged outer lips and inner labia blossom like a beautiful dew covered rose. Gazing down on her body I place the shaft of my cock on her red rose and slide along her clit . I am holding her by her ankles being hypnotized by the movements of her tits. I plunge back into her swollen pussy and go for mine. Bonnie’s pussy lips form around my cock and move along as I thrust. Watching my high school crush laying out nude in front me with legs high in the air spread part and her big tit swaying my cock sliding in and out Bonnie’s pussy lip following the motion of my cock gets me close.
I tell her I am getting close to climaxing Bonnie then wraps her legs around my hips and takes control of the thrust. I ask her does she want me to cum inside or out of her pussy. Bonnie’s eyes are closed she doesn’t says anything or unwraps her legs. My final plunge let loose waves and waves of pleasure deep inside Bonnie’s pussy, she lets out a long deep moan. I let loose of my grip on her hips as Bonnie’s leg go from my hips and dangles off the bed to the floor. A smile runs along her face as my spent cock and a little of my cum slides out of her matted red haired pussy.
I make a mental picture of her laying nude there for later. Bonnie’s red hair spread above her, gravity pulling her huge tits apart to her sides. Bonnie’s almost ghost nipple still erect and Bonnie’s pussy slowly dripping a mixture of her cum and mine. Bonnie gets up and on to her tippy toes and plants a big kiss on my lips and tells me she never came so many time as she did then. She turns and runs to the bathroom holding her pussy so not to spill any cum on the floor, she goes to take a pisses and then to the shower. I am tempted to join her in the shower as my cock starts to stir once more, but she has to go meet her friends. I drive her there we make plans to fool around again. Unfortunately at the time of this writing we have not gotten a chance to get together again. But l final got to fuck one of my high school crushes.

He decides to finger me while my mom is in the other room – MILF

So I had been dating this guy for a few days and he came over to visit. We were sitting in my mother’s dining room and all of the sudden he’s got me pressed up against the wall, his hand sliding down the front of my skirt and his fingers just brushing against my clit. He goes to kiss me, his fingers just plunging into my already soaking wet pussy and he kept his lips against mine to cover my moans up. Meanwhile we can hear my mother moving stuff around in the kitchen that’s right next door to the room we’re in. He just keeps this up for a minute or two, knowing my mom is coming back in and just sits back down as soon as my mom comes back in like he hadn’t done anything and I’m standing there beat red.

The Not So Silent Night – MILF

Olivette and I had been together on and off for 3 years. This was our first Christmas as a couple, and I wanted to make it count.
She had convinced her parents to let her stay at my house on Christmas night, and my parents had decided to go to a holiday party two hours away. I paid a friends older brother to get a bottle of champagne for us, and wore the silky black dress that she loved to lift from my shoulders.
We hadn’t seen each other in 3 days, but in the mind of two teenage girls it might as well have been three years. Seeing her knock on my door was a gift in and of itself. I flung myself into her arms, knocking presents all over the bricks of my front porch and kissed her cheeks, forehead, chin, and finally: lips. We lingered in the december evening air, perfectly at peace with the warmth of one another.
Eventually we collected the gifts she had brought, and brought them into the living room of my parents home. After pouring ourselves 2 glasses of champagne we opened presents. After 9 years I have a hard time remembering the vast majority of what I got her, or what she got me, but I remember the way her eyes lit up when she said “This is so thoughtful!” and the fires of mischief that blazed in those eyes when she gave me the last present for that holiday season.
As far as I could tell, it was a box filled with odds and ends. There were candles, a feather cat toy, fuzzy hand cuffs, a red bustier and matching thong, and a riding crop. I laughed when I opened it “What’s all this?” I asked “Oh, I’ll show you. Try the red thing on!” I smiled again “help me out of this dress and I will.”
she put a hand on either side of my hips, and pressed the silk against my body, lifting it slowly, and looking into my eyes. When the dress was off she leaned down to my breasts and kissed them tenderly. I ran my fingers through her long blonde hair and exhaled contentedly. She stepped back and nodded towards the currious box which was meant to be my gift.
I stepped into the thong, and fumbled with the clasps of the bustier, “how do I look?” I asked bashfully “good enough to eat” she said with a Cheshire cat grin.
My parents living room had 2 upright support beams separating the family room and dining room, Olivette had the brilliant idea to cuff my hands behind my back, and use those beams as an anchor. Knowing that my parents would be gone for hours, I agreed to be naughty this Christmas night.
Strange as it may seem, the very sound of hand cuffs tightening is enough to send chills down my spine and ruin whatever underwear I have on for the rest of the evening. Olivette knew this, And after she had tightened the hand cuffs she stepped back to light the candles she had brought.
It was strange for her to create an ambiance, but I wasn’t going to complain. She picked up the cat toy, and asked “do you know what this is for?” I rolled my eyes “Of course I do.” she stepped towards me “sure about that?” her left hand cupped my cheek as she pressed her lips to mine. She then spun the feathers against my ankle, and slowly ran them up my leg.
When she passed my knee to tickle my inner thigh I inhaled sharply and began to shake “It’s a french tickler. I knew you’d like it.” I was shocked by how wet she had made me in such a short time. She went to the candle, and brought it to me. Butterflies were in my stomach, and she quenched my anxiety with white candle wax, and a mischievous smirk. I cried out. “More?” she asked with an eyebrow cocked “yes.” I said, panting with desire.
She lifted the champagne glass to my lips “good girl.” I drank deeply. The riding crop came out, and licked my belly. I yelped, and tensed with every lash, but cried for more whenever she stopped.
Once the thong was visibly wet in the candle light, she removed it and forced two fingers inside me. She kissed my neck, and ran the french tickler up and down my spine. “Cum for me, baby.” she whispered. The flood gates opened. I screamed, squirted and went weak at the knees.
She uncuffed me, and kissed my forehead “That was good, baby. You’ll be able to take more next time.” Fucking Olivette was like being struck by lightning, then wanting go out and do it again. But, out of respect for my parents: we cleaned ourselves up, and hid the box in my bedroom closet.
We finished off the bottle of champagne before my parents came home, and I assumed we were home free. Two days later, my dad looks at me and says “I don’t know what you and your freaky little friend are doing when you have sleep overs, but if I find wax on the carpet again, you’re both fucked.” All I could do was laugh.

My girlfriend and I going at it while our best friend watched – MILF

A few threads about friends watching a couple have sex inspired me to write this one.
I met my now fiancée Jennifer (Jen) and her best friend Aviana (Avi) in college. Jennifer has bushy brown hair, is 5’7, has just enough curves for her height. Avi on the other hand is blonde, a little shorter than Jen and has a rounder face. The perfect word to describe her is cute.
Jen and I hit it off really well, and have been together for the past 6 years. Jen and Avi know each other since their childhood. Seeing as they were best friends, they shared a room in a dorm which was quite small. It was one big room really, with beds on the far end, parallel to each other, each on one wall of the room. For privacy’s sake, the beds had screens around them which were relatively thick and impossible to look through, but drowned out only a fraction of the noise.
Towards the end of our second year, Jen and I had been dating for nearly 10 months, and things were really good between us. My dorm was farther away from the college than Jen’s and I used to spend a fair share of my nights sleeping at her dorm. Avi had a boyfriend all this time, so she was gone often, leaving us a lot of privacy most times.
Avi and her boyfriend were never great together. She was into him far more than he was into her, and this was a source of huge hurt for her. Inevitably, they broke up. It was sudden, and it left Avi in a bad state. We would catch her crying sometimes in the kitchen alone. Jen and I never knew what to do to make her feel better. Jen and I had fallen into a routine of me staying over often, so had to adjust our sexy times due to the reduced amount of privacy, what with Avi being home most times since the breakup. Jen had started telling her when I would be over, so that Avi could go to bed a little earlier – granting Jen and me some privacy to work with.
It had been a few days since Jen and I had had sex. I was over at her place, Avi was informed in advance, and we were looking forward to fooling around quietly that night. After a late movie, we climbed into her bed and started making out., which was our usual opening move before things started. I lay lightly on top of her, kissing her lips and neck while my right hand held her soft hair at the back of her head. We tried our best to keep the sounds to a minimum, but Jen is a pretty loud girl, and it is quite hard to contain her. I put my left hand on her right breast, softly massaging it. A few minutes into it, I sat up so I could help take her tank top off, exposing her sexy C cup breasts. Once the cumbersome top was out of the way, I dove in, slowly making my way south, giving enough attention to both of her sexy tits, and her belly. As my mouth made its way down, my hands were busy pulling her panties down.
We were both worked up. We hadn’t slept together in a few days, which was a long period for us, so we were breathing very heavily, coupled with occassional moans from her whenever I kissed her skin. Her panties had reached her knees by the time my mouth got to the top her pink pussy. I love the trimmed hair above her pussy and spent a few precious seconds looking and running a finger through it. She pushed my head, urging me to go lower. Which was a big sign that she was desperate, as she loves to be passive when I go down on her.
“Impatient, are we?”, I whispered. I heard a soft moan of approval. My finger trailed down from the top to the bottom of her pussy softly. Another soft moan. I spread her lips with my right hand. Another moan, even softer. She was really wet, which I was happy about. It meant I could get started very soon. I licked my lips, and slowly inserted the tip of my index finger into her warm slit. Another moan, much louder than the previous ones. She was trying her hardest to be quiet.
“Guys”, I heard a small voice say from the other side of the room. For a couple of seconds I was still, as I wasn’t sure if I had imagined it. I looked up at my girlfriend. She was staring at me, too. Not an imagination.
“Jen?”, I heard Avi call my girlfriend. She and I looked at each other awkwardly, not quite sure what to say, being caught in such a situation. I checked to see if our sheet was indeed closed correctly around our bed. It was. “Um..yeah?”, Jen replied. The uncertainty was evident in her voice. “Please don’t hate me, but I feel really lonely right now..”, Avi began. “Could you..could you guys open the screen just a bit so that I can watch? You sound so cute together..”
The uncertainty was plain in her voice, too. And something else I couldn’t quite place. Just then it clicked. Her voice wasn’t soft by purpose, it sounded like she was on the verge on crying, and was holding it back. I realized the kind of predicament we had placed her in. Here we were, having sex practically next to her, while she was going through one of the loneliest times of her life. I started feeling horrible just as Jen’s leg nudged my face. I looked up to see her eyebrows raised, questions in her eyes. The implication was obvious, do we say yes or decline a sweet girl going through a tough time? I nodded firmly, and she smiled down at me, with her trademark twinkle in her blue eyes.
“Of course sweetie, don’t feel bad about it”, Jen assured her best friend as I got up and pulled back the screen covering our bed. I wasn’t sure if Avi had opened her own, but was happy to see she had. I smiled over at her cute little face peeking out of her sheets and turned around to kiss Jen, just to make sure we were okay. “Let’s give her a show, okay?”, she told me, again with that amazing twinkle in her eyes. Which was completely fine by me. I got back down to finish off what I’d started. I knew the night was going to become on the better ones I’d ever have.
Jen didn’t often climax when I ate her out as foreplay, but that night I wanted to make her come. So I started by massaging her lips, and slowly flicking my tongue on her clit. And she started moaning much more freely and loudly. I looked up quickly to make sure she wasn’t looking at me. She had her eyes scrunched shut, and head thrown back. Perfect for the next move. I licked my left index finger and inserted it slowly into Jen’s sexy-as-sin ass. Which caused her chest to rise up and her hips pushing into my face.
“Ah fuck baby, yeah, push it deeper into my ass”, Jen told me. Which was something I was going to do anyway, but I realized that statement was for Avi’s benefit. I looked over at her, and her eyes were glued on Jen’s hips thrusting into my hands and mouths. And I noticed some rustling near her own hips and that spurred me on even further. My right hand moved over to her clit, and put my tongue on her sweet pussy licking up and down. I pumped my finger even harder into her ass- her moans and thrusting became harder.
“Ah fuck, I’m close, I’m close, just keep going….”, Jen moaned. As if I needed any more encouragement. “Come on baby, cum for me.. while your best friend watches us, come on”, I told her. And that set her off. She held my head against her hips, her chest arched, her head threw back and she let out a long and beautiful moan, and climaxed on my tongue.
I looked over at Avi to see her reaction. Her sheets had been lowered, she had her left hand on her breast, and the right was very obviously busy working her pussy under the sheets. She had her eyes shut, and there was sweat on her forehead. I hastily looked back to Jen; I didn’t want her to catch me staring – she was a shy gal. Jen tugged at my pants and I helped her get them off. At this point I was as hard as it got, and hoped Jen would take over some of the hard work. “You wanna get on top, babe?”, I asked her. “Of course”, she smiled up at me. She removed her panties as I made quick work of my T-Shirt and got ready for the main event. I laid back on my back, and watched my beautiful girlfriend put her sexy legs across me and align herself. She looked over at Avi. “You enjoying yourself, Aviana?”, she asked her best friend. I risked a peek at her, and saw her looking at us, smiling contentedly. She nodded. “You ready?”, she asked me. And heck yeah, I was. I nodded.
She lifted her lower body, put my cock between her lips and slowly descended. She bit her lower lip, and let out a soft moan – all the while looking into my eyes. She was tight. And wet. Wet enough to go down all the way in one go. I love cowgirl. I could let her do all the work, and still get to look and roam my hands all over her body. She rose up, and I realized I wouldn’t be lasting long that night. Her warm pussy and the fact that our best friend was watching my girlfriend moving above me was a huge turn on. She went down, letting out another soft moan. Her hands went to my chest, and she quickened her pace – my hands went to her chest, holding her jiggling breasts, which is one of my favourite sights in the world.
The feeling of her tight pussy moving up and down was enough for me to groan loudly. Jen was fucking amazing at riding my cock. She clenched her muscles at the perfect moments, sped up and slowed down at the perfect moments, with sexy as all hell moans going with everything she did. I spread my legs a little, to get her to go even deeper, and I could feel the tingling in my balls ever so slowly.
“Fuck, I’m close. You need to slow down if you’re gonna get one more”, I informed her. She slowed down, straightened her back and sat down on my cock. Her hand flew to her clit, rapidly moving side to side. The feeling of her pussy sitting snugly on my cock elicited another groan from me. I risked a glance at Avi. She was back to masturbating, and her T-Shirt had ridden up, showing a hint of flat belly, which was sexy as all hell. She was looking at Jennifer with wide eyes, but caught me staring and smiled down. Happy she was good, I looked back to see Jennifer leaning over to my ear.
“Let’s cum together, we need to finish this off on a high note”, she whispered. “I’m good to go”, I told her. With her hand still on her clit, she started riding me again. Quickly. I knew I wasn’t going to last long. “Fuckfuckfuck”, Jen started chanting. And I could only agree. “Fuck I’m right there, Jen…ah jeez I’m going to cum”, I replied. Jennifer came. It wasn’t as explosive as the one before, but it was still fucking beautiful and set me off on my own orgasm. She arched her back, pushing her chest out, scrunched up her eyes and softly whispered: “Give it to me” Which I was more than willing to do. I pushed my hips into her, and came into her pussy. “Ahhhh fuuuck, babe, I’m coming, I’m coming..fuuck”, was all I could say as I unloaded into her wet and warm pussy. Jen laid down on my chest, both of us breathing heavily. I looked over at Aviana, who was back inside her sheets, eyes closed and with a very contended smile on her pretty face. Jen and I cleaned up as much as we could without getting out of bed, and went to sleep a very satisfied couple.
I woke up the next morning to find the girls in the kitchen, giggling. As soon as I walked in, Avi turned to me and gave a tight hug. “Thank you, thank you, thank you so much for last night”, she said. “I already thanked Jen, and now you, too. You guys are so cute together, it was awesome.” Her smile was more than thanks enough.
Thanks for reading! I have a few other stories involving Aviana, so if you’d like to read them, let me know you want to/ enjoyed this one! My first story on here, so any feedback is appreciated, too. Merry Christmas, all you horny GWS peeps. Have a good one!

Take me out to Ballgame, Daddy – MILF

It was a clear, sunny day at the baseball park. I am sitting next to you in the stands, trying to pay attention to the game, after all, the home team is winning. But I couldn’t focus on the players at all. I can only think of you Daddy. I’m wearing your favorite skirt, the cotton black one with big pink and blue roses. My tight button up blouse can barely contain my breasts and the top three buttons have popped open on their own. I caught you staring earlier when I got out of the car. Even now, you are eyeing my black lace bra as I stand to beckon the beer vendor. I order two tall ones and as I turn to hand you the cup, the condensation from the glass drips between my cleavage. You notice, and stop it from dripping further with a folded napkin. I smile at you sweetly, you’re always so attentive to your Babygirl. Your napkin lingers for a moment, the tip of your finger traces the curve of my cleavage, and raises goosebumps across my chest. I can feel my pelvic muscles twitch from the sensation, they’re still a little sore from your punishment the night before. I remove my sweater as I sit down and drape it across my knees, covering my lap. You slip your hand underneath and squeeze my knee. I flash my devilish smile and raise my eyebrows over to rim of my sunglasses, daring you to go further. You slyly turn your head and look around, making sure that no one is paying attention. You turn your gaze towards the field, cautiously sip your beer and very slowly slip your hand under the sweater and the hem of my skirt. Your fingers delicately crawl up my thigh til the tip of finger brushes the soft locks of my curly hair. Your head snaps towards me and give me your devilish grin. “Are you pleased I have no panties Daddy?” I whisper. You nod your head gently and my heart flutters. I love to please you Daddy. The anticipation and trepidation of getting caught has excited me, I can feel my pussy tingling, becoming moist. Your finger penetrates my slit, my muscles tense and I take a sharp breath in. I quickly look around, afraid that someone might have heard me. You stare at me intently, and whisper “Relax, Babygirl”. I release my tension and feel you wiggle the tip of your finger. My muscles tense again, trying not to squirm but your finger is right on my clit and I’m not sure if I can sit still any longer. Suddenly, the home team hits a home run, the crowd jumps to their feet and I start to wildly applaud and cheer to distract anyone who might notice as I scoot to the edge of my seat. I’m feeling more daring now as I try to move closer to your finger which has now slid down further in my slit. You can feel my juices flowing, and you can’t hold back a smile of satisfaction. You take the last swig of your beer, and without warning, rip your hand from underneath my sweater. Stand and announce “I need another beer, will you join me?” “As you wish” I reply, dazed by the sudden movement.
I follow you up the stairs while staring at your deliciously tight ass, perfectly accentuated by your tight blue jeans. I can feel the chill between my wet lips as my short skirt swings from the action of climbing. I glance over my shoulder and notice a few spectators watching my bare ass bounce. We mount the top of the staircase and you grasp my wrist forcefully, and with a snarl, “You’re coming with me Babygirl”. “Yes! Daddy” I squeal with delight. You drag me across the passageway until we reach a door labeled “Family Restroom”. You grab the handle, swing the door open and thrust me against the wall inside.
Your face is pressed against mine before the door closes. Our tongues dancing in each other’s mouths, your urgency is clear. You fumble to lock the door, not wanting to part from your sweet Babygirl’s lips. Your eyes open and you notice the glass countertop sink in the corner of the spacious restroom. I pull away with an innocent smile, lean my head back against the tiled wall and ask, “What are we doing in here, Daddy?”. I can’t help but let out a tiny giggle as the words leave my mouth. And with hunger in your eyes you say, “You know exactly what I want from you, Babygirl.” Your voice is cool and focused, “Go to the counter.” “As you wish Daddy.” I quickly do as I’m told. You have taught me well Daddy. With your arms around my waist, you lift me up on top of the countertop. “It’s cold Daddy!” I exclaim. “I’ll warm you up sweetheart” you lean to whisper in my ear, “Now, spread your thighs for me” I spread my legs, I feel vulnerable and exposed, it’s exhilarating. “Take off my belt” With one strong tug at your big silver buckle and it comes undone. My skillful fingers unbutton your fly and can feel your engorged member. Your pants and belt hits the floor with a clang and your button fly is wide open, I can see the shape of your cock in your briefs that barely contain it. I pull at the waistband and your cock springs from it’s bind. My mouth begins to salivate. You step closer and With a blink of eye, your cock is out and against my pussy lips. Your cock glistens as my pussy gushes onto it. You know exactly how to drive your baby girl wild. My arousal is building, I push my hips closer to you, my body begging for you to be inside. You continue to tease me, smiling, you love to watch me writhe and beg for your cock. “Please, please, PLEASE Daddy!” I whine. Your face, now next to mine you moan and mock me in my ear, my arms wrapped around your neck,pulling you closer. You resist me and I really start to whine. “You have to ask nicely Babygirl” “May I, please oh please Daddy may I have your bare cock in my……OH!” You thrust your cock deep inside before I finish the word and I scream with surprise. “Good girl” you growl in my ear. My pussy is dripping and your cock feels so good, so deep inside me. You keep thrusting, rhythmically and It’s feels more amazing than I had anticipated. My skirt hiked up and your pants around your ankles, fucking me, passionately and primal. I can tell your close and I yell “Gimmie your cum Daddy!!” Your quicken your pace and I feel the build up inside me, “I cumming on your cock Daddy”, you can feel my pussy tighten and feel my cum dripping down your shaft. You can’t hold it in any longer. You scream “Take it all, Babygirl” as you explode inside me.