After our morning jerk-off session I took a nap and didn’t wake up until just after noon. I got up and went to the kitchen to get something to eat and Joe was sitting in the living room playing Xbox. I grabbed some food and sat on the other end of the couch. Our conversation was just like any normal conversation we had ever had before. No mention of the night before or earlier this morning, yet still no awkwardness even though this was the first time either of us has seen the other in person since the night before. We ended up just hanging out all afternoon playing Xbox, smoking and watching sports. As it got around dinner we discussed plans for the night. Joe mentioned a friend throwing a small party so we decided to head over there after getting dinner.
We got to the party around 9pm and there was about 20 other people there. For the most part Joe and I split up at the party, spending most of our time hanging out with others. I made my way over to the pool table and spent most of the night there. I’m pretty decent at pool and before long I had found myself in a tournament teamed up with a girl named Sara. Sara is pretty cute and although she was dressed very casually, her ass looked amazing. Watching her bend over to take a pool shot was really getting to me, I knew I was going to have to make a move at some point.
As the games continued, Joe came over to me around midnight to say he was heading back to our place. I told him about Sara and that I was going to stay to see what happens with her. He wished me luck and went back to our place.
I continued playing pool and hitting on Sara for another hour or so. Around 1 or 1:30 a lot of people were starting to leave the party. I leaned in to kiss Sara and she turned to kiss me back. We went outside on the balcony and started to make out for a little while. We kind of lost track of time until someone knocked on the balcony door to let us know that everyone else had left or gone to sleep. I offered to walk Sara home and we started towards her place.
We got to her place and kissed a little bit outside as I waited for her to invite me in. Unfortunately, that never happened (I’d find out later that it was her time of the month) and I walked home horny and drunk.
When I got home Joe was already in his room and the lights were off. I went to my bed and pulled up some porn, planning on having a quick stroke before I passed out. I don’t remember exactly what happened (I probably had whisky dick and just quit) but I woke up the next morning naked on top of the sheets with my laptop next to me.
When I opened the laptop it still had the porn I was looking at from last night so I decided to just pick up where I had left off. I also opened up my gmail to see that Joe has sent me a few messages before he went to sleep last night.
JOE: Dude, check out these vids when you get a chance [he sent me about 3 links]. That last vid made me cum so hard last night.
ME: Haha, very nice, dude. I could have used these vids last night. I tried jerking off when I got home, but I just passed out.
JOE: Haha, yeah, I’ve done that before too.
ME: Looks like I have something to watch now though, thanks for the links. I think I may have to smoke a nice bong and enjoy these links.
JOE: You smoking? Meet me in the living room.
I threw on some boxers and a t-shirt, grabbed the bong and went to the living room. Joe was already sitting on the couch in just his boxers with his laptop. As soon as he saw me he told me to bring my laptop too, so I turned around and grabbed that as well. When I sat down next to Joe I could see he already had some porn up on his screen.
ME: Oh, so are we doing a repeat of Friday night?
I said it in a joking way as I didn’t want it to seem like I was too eager. I obviously had thought about the previous night yesterday when I was jerking. I really had a ton of fun that night, but I was also nervous that it only happened because we were drunk and high. What if Joe, had regretted last night once he woke up this morning? I waited for his response.
JOE: well, I figured you were already watching porn, why not watch together? Is that cool with you?
ME: works for me man.
I said it really casually, but inside I was relieved and excited.
We started smoking; Joe was browsing pornhub and other tube sites while I had up the links he had sent me as well as a few reddit posts. It took us a while to finish the bong since we were so focused on the porn. I remember finishing my hit and holding the bong to my right waiting for Joe to grab it. When he didn’t, I looked over and he had his hand inside his fly. I nudged his shoulder and then looked at the bong and his lap…
JOE: Sorry, dude, got a little carried away.
ME: No worries, man. I’m hard as fuck too.
Joe took a quick look at the tent in my shorts and gave a small laugh. He grabbed the bong and took a hit before passing it back. We each had a few more hits before it was finished. Once we finished the bong, there was a bit of an awkward silence between the two of us. We were each sitting on the couch leaning forward to face our laptops on the table. I don’t think either of us said a word for 2-3 minutes while we continued browsing porn. Joe eventually broke the silence…
JOE: I like sharing porn with each other, a lot more fun than a quick 10 minute jerk-off.
ME: Yeah, it is fun. And it may be a quick 10 minutes for you, but I was planning on getting high as shit and having a nice edging session, maybe an hour or 2.
JOE: 2 hours?
ME: Yeah, man. Edging is amazing, my cock just gets so fucking hard. I love getting to that point where I feel like a single touch will send me over the edge.
JOE: Yeah, I understand edging, just don’t know how someone does it so long.
ME: Well, I plan on edging if you want to join in?
JOE: Fuck yeah.
I explained that I wanted to pack up one more bong first, not to smoke now, but to have for later in the middle of the session. I love smoking while jerking, but I didn’t want to have to wash my hands to pack the bong. I packed it up as Joe picked a new video. Once the bong was packed, we took off our clothes and sat back down on the couch; two completely nude, 19-year-old college dudes with our rock hard cocks pointing up and leaning back against our stomachs.
Joe squirted some lube into his hand and passed the bottle to me. I grabbed my cock with my left hand, the tip sticking out the top of my fist and drizzled the lube on my tip and hand. I started to slowly work my cock, while Joe did the same.
ME: yeah, whenever I edge I like to start off nice and slow.
Joe started to mimic my stroking a little bit. He was still primarily only using two fingers to grip his cock, but he was no longer focusing on just the head like the other night. He made a comment about enjoying the long slow strokes, wishing he had tried it sooner. I mentioned that the technique he was using the other night was too intense for me, it makes me feel like I need to piss. Instead I showed him how I like my long slow strokes and that every now and then I would go to the top and completely cover my tip with my palm. Fuck that feels so good. Joe watched pretty intently and soon he was doing the same.
At first it was a little weird having a conversation that involved us each watching and discussing our jerking techniques. For a while we were watching each other more than the porn. At the same time, it was really interesting to see how someone else stroked themselves. I am right handed yet when I use lube I stroke with my left hand, while Joe continued to use his dominant right hand. Friday night I didn’t pay much attention to what Joe’s cock actually looked like, but now I had a great view. Both Joe and I were about the same size, me a bit longer, him a bit thicker. As for pubes, I was almost completely shaven on my balls/shaft and the hair above my cock was very short, no more than a centimeter. Joe’s balls/cock were like mine with very short hair, but the pubes above his cock were longer at an inch or so.
We continued stroking our cocks as we watched some more MFM porn. The porn and jerking with Joe was really getting me going now. I found myself breathing a little bit heavier and Joe and I were much more vocal talking about the porn in front of us. At first we were saying things like “Damn, she sucks cock so well” or “Fuck, those tits look great”. As we got hornier we started talking about our cocks as well “Good she gets me so hard”, “I love stroking my hard cock”, “My cock feels so good right now”, shit like that.
After not too long I could feel myself getting close. I asked Joe how he was doing and he was getting there as well. I told him I was going to stop right at the edge to extend this, he said he’d do the same. A few seconds later he groaned a little and took a deep breath. I looked over and he had his hands on his knees as he took a few more deep breaths. His cock was lubed up and pointing up as he tried to calm back down. Not long after that I reached my edge as well and I kind of lifted my left hand in the air as I took a deep breath. Fuck, I was close as well. We each left our cocks alone for maybe a min or two before I started my slow strokes again with Joe joining soon after.
We each again started to work ourselves up, getting more and more vocal. It wasn’t too long before we each approached the edge again. This time I got to the edge first and stood up as I let go of my cock. I don’t really know why I stood up, I was so horny it was basically involuntarily.
JOE: Damn, dude.
ME: Yeah, that was close. I don’t want to cum yet.
Joe got to his edge not much later. He kind of grabbed his cock at the base and gave it a bit of a shake as he groaned. I could tell he was rock hard. When he relaxed a bit he looked over at me and kind of sighed. Edging can be a lot of work.
After our second edge I had started to lightly play with my tip. Just massaging my tip with my thumb and index finger. Joe watched for a bit and then did the same. We each teased our tips for maybe a minute or two before Joe suggested we smoke that second bong. I grabbed the bong with my right (dry hand) and then quickly realized this requires two hands unless I hold the bong between my knees. Joe quickly realized my dilemma and told me to hand him the lighter. I really wish I could have seen the next 5 minutes from a third person point of view…..I was completely naked, my left hand slowly teasing my lubed up cock, my right hand holding a bong to my mouth, Joe had turned slightly to face me on the couch, he held the lighter in his left hand as he held it to the bong and his right hand was still wrapped around his cock. We passed the bong back and forth like this, neither of us ever letting go of our cocks. We couldn’t help but laugh at the situation.
I don’t know what it is about pot, but after that second bong I was even hornier. We continued to edge for about another hour. Not too long after finishing the second bong, Joe started to ask me about Sara from last night. I told him I walked her home but nothing more happened. He started to ask about her ass and before long we were talking about double-teaming her. We started imagining that girl in the vid was Sara and we were the two guys. We brought ourselves to the edge at least 3 more times before we started getting too sensitive. I had reached that phase were I could only have 2-3 strokes before I had to let go and relax. Joe finally put me over the edge when he started talking about Sara encouraging us to stroke ourselves. As soon as I started, Joe started cumming as well. Just like Friday night, we came all over ourselves, made a comment or two about how great the porn was and then went to our separate rooms to shower.
Author: playingmilf
My friend Jill – MILF
My friend Jill is a tall, gorgeous girl. She played volleyball in college so even tho she’s long and lean, she has those beautiful, athletic thighs and a really nice butt. I’ve always admired and been super jealous of her boobs the most though. She and I have both had kids and gone through the toll pregnancy takes on your body. Her’s seem to have stayed so firm and perfect.
One summer a few years ago she had a bunch of people over at her house. At one point we ended up being alone in the kitchen together and she bent over to get something from under the sink. I could see down her v-neck t-shirt and I blurted out, “how are your boobs so perfect?!” “Haha!” She said, “well they’re fake so you could get some too if you want.”
It made sense in hindsight, but I was shocked in the moment. I didn’t know that I knew anyone in real life that had implants. “Are you serious?!” I said, “they don’t look fake!” She said she was a small B, maybe even A cup and after having her first kid, they basically deflated. She was still really young and hated the way she looked so she decided to go for it. Her boyfriend at the time actually paid for them, lol!
I told her I thought they fit her proportions perfectly and that I always just secretly hated her a little because her body was so incredible. When I said again that I was so surprised and that I never would have guessed, she kinda glanced around to make sure no one was around. Then she said, “I’ll show ’em to you if you want. I’m not weirded out by it if you’re not.” I was so curious! I said ok.
She walked out of the kitchen and I followed her down the hallway to her bedroom. We walked in the room and she pushed the door quietly closed. She didn’t turn on the lights so the only light was coming from the window with closed curtains. It was pretty dark. Her room was cool and messy, ha! I don’t know why I remember this but there were dirty clothes all over, and I saw this beautiful pink Victoria’s Secret bra laying at my feet. I stopped right behind it like it was some line I shouldn’t cross.
She didn’t say anything. She just lifted up her t-shirt and held it there. God, they were gorgeous. They absolutely filled her bra. You know how most of the time your boobs kinda sit in your bra but there’s usually gaps at the top or the middle? Not on Jill. She was using every bit of that bra. It was a light green bra. Her skin is kinda pale and she freckles in the sun. I could see the freckles on her chest and the tops of her breasts. I really liked it.
I put my hand out before I even really thought about what I was doing. “Can I touch?” I whispered. The very best part whenever I think back on this – she didn’t say anything. She just locked eyes with me, sorta bit her lip and nodded her head. Oh, that look on her face! Any time I’m ever around her, I study her face as much as I can hoping to see a glimpse of that look again.
I touched her left breast with my right hand. It was so soft. It certainly didn’t feel “fake”. It felt like her. I sorta pressed at the top of her breast with one finger at first. Then I gently stroked downward until my fingers were inside the cup of her bra. I was staring intently at my own hand, watching it feel her. I reached in as deep as I could. I was touching her softly but not really erotically yet. Sort of like your doctor might touch you but with a little more tenderness.
That lasted until my thumb bumped along her hard little nipple. I mean, obviously I knew there was a nipple in there somewhere but it was a little jolt when I first touched it. I pulled the cup of her bra down so I could I see her. Her nipple was so tiny. Even in the dim light I could tell it was the sweetest strawberry color. I held her bra down and watched myself fondle my friend’s perfect breast. It was so soft. Her skin felt so good under my hand. There just wasn’t anything noticeably “fake” about it. I loved feeling her nipple pressing into the palm of my hand. And I especially loved caressing her and letting fingers bump gently, one by one across that sexy erect nipple.
I was in like a trans or something because I hardly even registered that she was a whole, live person. I was totally fixated on watching myself touch this gorgeous breast until I heard Jill make the slightest little “uunfff” sound. That snapped me out of it and looked up at her face – almost scared. Like it just dawned on me that I was totally sexually groping my friend. What I saw when I looked up her though was so incredible. She was watching me intently too and her face was just on fire with arousal. Her lips were parted and she was taking sharp, short breaths. Her eyes were intense. I could tell she was really turned on!
That really turned me on. While still feeling her and playing with her nipple I got closer and started moving in, making it clear I was going to try to kiss her. She didn’t flinch. She didn’t move back at all. She even tilted her just slightly toward me, making it clear she was gonna let me! I did it so, so slow. Just like the first time another girl kissed me. I moved as slowly as I could and tension built so deliciously with every micro-movement until our lips touched.
There’s nothing like kissing with another girl. There is just no way to compare it to kissing a guy. It’s totally different somehow. Jill didn’t really move her mouth at all in that first instant. She just let me kiss her, offering no resistance but not really giving back yet either. I gave her tiniest, sweet little kiss then I went in a little harder and I took her top lip between my lips and let it slowly pull and then slip out of my mouth. That got her. She almost gasped and grabbed me by the waist. She kissed me hard, passionately, wildly actually. She pressed her tongue into my mouth. It was the hottest, sexiest kiss I’d had in a long time. I think back on the feel of our hot little tongues all over each other all the time and it gets me so worked up.
I don’t know how long we kissed – maybe a minute or less. The whole thing was probably less than 5 minutes. We heard the back door slap shut and then her husband call out, “Hey Jill”. We broke the kiss and looked at each other for just a second. She gave me the best little devious smile. She fixed her bra and her shirt and kinda ran her hand over my tummy as she walked past me and out of the room.
She and I have never talked about it. We’ve never done anything like that again either. One time she was over at my house wearing this little pink bandeau style dress and I don’t think she had anything on underneath it at all. Not sure if that was for my benefit or not but I did enjoy it!
The Mysterious Girl at the Music Festival – MILF
A heavy bass back beat thumped over the quaint English hills and dale as the Glastonbury music festival rocked in full effect. Two hundred and fifty thousand screaming drunk people enjoying a spectrum of music from five hundred acts on five stages spread over a three day period. Bring a tent, bring your party supplies, bring your friends, and chill. Jake and his friends, Pierce and Bryan took the advice to heart. The three travelled from London to the last blow out party before they return to the States to look for their first post college jobs. The three bopped along with the rhythm, checking out the girls while mildly tripping on a batch mushrooms Bryan brought along.
“Man, I need food,” Pierce said.
“I need beer. Let’s go the concession stand. Coming?” Bryan asked Jake.
“Naw, I’ll stay here,” he said as his favorite band launched into their second song.
He had a feeling his would never find him again in this crowd and that they’d probably meet back at the tent in the camping area. He was thoroughly enjoying the show when a buxom girl with a wreath of flowers crowning her curly strawberry blonde hair she sauntered over to him, staring at him with purpose. Jake was never at a loss for attracting girls, with his rangy rock climbing build, shaggy brown hair and rugged good looks. Somewhat of a geek, he was shy and the women who he’d slept with had all come on to him, describing him as ‘easy going’ and ‘sweet’, And here he was with another woman who found him, her boobs jostling unrestrained beneath her fawn suede halter top and her tight jeans hugging every womanly curve. She looked like a daughter of nature. He was taken by her pretty face, her cute little nose and bright but sly slate green eyes and her lush hair that shined like gold with a apple red wash.
She was a bold one, introducing herself as Zandria. She said she was a local though he could barely hear her above the deafening guitar riffs twanging from the speakers.
“I really love this music,” she shouted, smiling up at him, bouncing to the beat.
“Yeah, these guys rock.”
“I want to make love for you.”
“What?” Jake yelled above the music.
“I want to make love for you. Right now.”
“Are you serious?”
“Yes.”
The beautiful hippie girl with big boobs, wild strawberry blonde hair and a winsome smile leaned in and said, “I want to make love to you.”
Jake hadn’t been laid the whole time he’d been in England. A month is a long time for a twenty two year old man, and Zandria was by far the cutest woman he’d met on the entire trip. He was going to score tonight with this English rose. His heavy balls would be relieved. He couldn’t believe his luck.
“Don’t you want to make love to me?”
“Hell yeah.”
He took her by the hand and led her away from the stage before she changed her mind. She kept pace with him as he knifed through the crowd, giggling as she passed him a bota bag from which he drank her strong, berry wine. They trundled across the muddy fields, past the concession stands and rows of porta-potties to the camping section in a far field. They meandered through the tent city until they found his red tent. He unlocked the pad lock and unzipped the tent door. He gestured for her to go in first. She ducked and crawled in and he watched her cute ass in denims shimmy in to sit in the far corner. He crawled in after her, zipping up the tent flap behind him. The music from the festival could still be heard as a roar of applause erupted and died.
He dug into a cooler.
He asked, “Would you like some cheese and crackers, my lady?”
She smiled. “No thank you.”
He could now hear her lilt, not quite Londoner, but a British based accent all the same.
He asked, “How am I so lucky? A girl like you finding me in this mob.”
“I sniffed you out,” she said, with a big sniff from his groin to his face.
“What?”
“Nothing,” she said, taking his chin in her soft hands.
She drew his face close to hers to give him the faintest kiss. She smelled so good, like rain soaked wildflowers. She kissed him again. His penis chubbed in his jeans as his hands began to roam her body. She pulled away to reach behind her neck and untie the halter top while he quickly whipped off his shirt. He stared at her bodacious breast tipped with ghostly pale nipples and reached out to cup one before pulling her body close to his, mashing her breast against his chest as he kissed her deeply. His clumsy fingers groped her creamy skin as they kissed and he began to press her back onto his sleeping bag until he was grinding on top of her. She eagerly slurped at his tongue. Her hands ran through his thick hair until they moved down his chest and to his pants to fumble with his zipper. Jake pulled away from her to unzip his jeans, shimmying out of them. She giggled as she watched him toss his pants aside before his hands landed on her jeans zipper, unfastening her pants and yanking down her pretty legs. He tossed them aside to look down her, pale skin perfection with a triangle of light blonde hair on her pussy mound. She rose up and got on all four, presenting her pink slit in plump pussy lips like an animal in heat. He wanted to see her pretty freckled face, be held within her eyes wide from passion, watch her tits jiggle as he fucks her, but if this is what she wants. With a big dog lick to his hand, he stroked his cock a few times before guiding the tip in between her folds and pushed into her gash.
Zandria moaned in pleasure, falling down onto her elbows. He rubbed his hands over her smooth pale ass, his dick plunged into her gushy warmth. Her cunt lips grabbed him like a mouth, sucking and squeezing him like he’d never felt a woman’s cunt do before. His groin smacked against the back of her thighs as he picked up speed fucking this fantastic girl. He about fell over her back as he thrusted into her oh so tight cunt.
He muttered, “Fuck, baby, I’m going to cum.”
“Umm, give me your hot seed. Deep inside of me. Oh. Oh, deep inside.”
Her words spurred him on as he slapped his groin against her ass a few more times. The jizz rumbled from deep inside his balls to explode into her. He shouted unintelligible words as his cum pulsed from his jerking cock, spurting deep inside her as he gripped her bodacious ass.
He withdrew his glistening dick, watching some of his cum ooze from her slit. He fell backwards onto his breath, holding his sticky dick still twitching from the last orgasmic spasms. He felt lightheaded, probably the mushrooms, as her naked body climbed on top to straddle him. God he loved her breasts, her face and that wild hair. She looked down at him with a satisfied grin on her face. She brought her fist to her lips and opened her hand to blow some sparkly powder in his face.
She sweetly said, “Sleep Jake. You’ll need your rest.”
“Huh?”
His eyes began to close. He could’ve sworn he saw a set of translucent wings, like those of a dragon fly, unfurl from her back.
He groggily slurred, “Shit, these ‘shrooms are really kicking in.”
Jake awoke the next morning deep in an old growth forest….
Pounded while my roomate watched NSFW – MILF
I share a dorm room with a pretty religious girl which isn’t ideal considering I’m quite the adventurous type, sexually. At this time I was with my boyfriend, David. I had a couple partners already, but none knew how to use their cock quite like David. So David and I had gone to party and got pretty tipsy. We decided to go back to my room to smoke a joint and fool around a bit. My roommate had said earlier that she was gonna study and stay over at a friend’s, so I’d have the room all to myself. When I get high I get pretty horny so as soon as a took a few puffs, his dick was all i wanted. I jumped on top if him and took off my shirt. He immediately went for my nipples. He pinched and sucked them making me moan. I could feel his growing member poking me through his shorts. I reached down and grabbed it through the fabric feeling his body tense from my touch. I slid my hand in his pants and pulled out his hard cock which already had precum dribbling off the top. He threw his head back in pleasure as I slid my lips over the head. His moans were in sync with the bobs of my head. As i sucked and rubbed his steaming cock, i glaced over at my roomates bed. To my surprise i saw her watching me as i sucked off my boyfriend. Thrilled at the new found audience, i decided to put on a show. The thought of the religious prude watching me get mouth fucked made me so hot and wet. I stood up and slid off my shorts and panties and pulled off Davids shirt as well. I layed on the bed in a position that allowed a full view of my pussy being eaten by my bf. He started off with gentle kisses on my inner thighs but slowly moved up until he reached my clit. He slid his tongue between my lips and flicked my clit. The gentle touch made my body shake and I loudly moaned and grabbed his head. I pushed him further into my pussy as he slid two fingers into my vagina. He pumped his finger in and out as he stimulated my clitoris with his tongue. I arched my back and moved my hips in rythym with his hand until i came, hard. I couldn’t take it anymore I needed his cock inside me, i wanted to show my roomate just how hot it was to be fucked. I climbed on top of him cowgirl style so i could taje control. His cock slid into me so easily and i moaned from the pleasure of being filled. I rode his cock hard, my ass slapping against his thighs loudly. My tits bounced and he grabbed them and i fucked him. I moaned and screamed while glancing over at my roomate. Under her covers i saw movement which could only mean she mustve been playing with herself. David flipped me over so was on bottom and got right to business. He fucked me so good i cummed about 5 times. I heard my roomates muffled moans as she finger fucked herself. After fucking pounding me in the ass David finally came to his breaking point, he pulled out of me and came all over my back and ass. He scooped some of his steaming juices and stuck it in my mouth. I sucked it clean and made direct eye contact with my roomate as i did