Category: Hookup Stories

So, my best friend’s mother just dry humped my dick until she came hard all over it. She just laid on top of me for a while as she recovered and I just sat there enjoying it. I was just enjoying the way she smelled and felt on top of me. My cock was fully erect now and throbbing again. I could feel it pressing up against her. I ran my hands up and down her back and realized that when I tensed my muscles down there, I could make my head press up against her and it felt amazing. I did it over and over again and I just couldn’t stop myself. Every tensing brought a fresh wave of pleasure and the fact that it was coming from pressing against her body just really turned me on. She must have been able to feel it because she eventually sat up and just looked down in between up with a smile. I could tell she was tired and her messy, sweaty hair made her look even sexier than before.

“Okay, honey I get it. You’re ready again.” She laughed and moved off of me to sit on the sofa with her cum/vodka glass back in her hand.

It was all new to her as well

“Well, I can honestly say that was a first. Whew!” She blew out a long, happy sigh and let her head fall onto the back of the sofa.

“You’re doing a great job of taking care of how backed up I am.” She stretched her leg out and started running her toes up and down my throbbing shaft. They were warm and soft and felt unbelievably good.

“Do you think you’re ready to fuck me now?” She asked

I nodded and tensed my dick muscles to make it jump against her foot. “Definitely.”

She laughed softly and hid her face in the cushion that her head was lying on. There was a real exchange of power happening now. She was submitting to me and taking on the role of the young, innocent girl. Maybe she was embarrassed by the way she came on me or maybe it was something else. Either way, I was in charge now and she was ready to have me inside her. I was more than happy and ready to take over.

I prefer being on top

No matter how much fun it is to let a woman use your body for her pleasure, I still like to be in charge. I grabbed onto her ankles and pulled her entire body toward me so she was fully lying on the sofa. I spread her legs and pressed her thighs on either side of my hips and moved on top of her. That was when she grabbed my face and looked into my eyes.

“Just don’t cum inside me.” She bit her lip at the end and pleaded with her eyes.

I smiled, nodded at her and thrust.

She was more than ready

I really can’t explain just how soaking wet she was. All I did was thrust a little bit and my dick shot deep inside her. There was no resistance at all. She felt like the same silk that she had been wearing earlier in the night when I first laid my eyes on her from the kitchen. I was on a whole new plane of pleasure and I was loving it. Her eyes closed and she started moaning as slowly tested the waters. I could have kept on like that forever, but I knew what she really needed from me.

I got her into position

I grabbed back onto her thighs and threw her knees over my shoulders and leaned on the arm of the sofa above her head. She was totally and completely under my control now and I wasn’t going to waste it. I quietly asked her if she was ready and she nodded with her eyes still closed. Then I let her have it. I jack hammered this girl with all of my might. I felt myself slam against her cervix over and over again. I did it fast and I did it hard. I could hear my pelvis slamming against her clit with a wet smack. She had to cover her mouth with her hand to keep from screaming out. She used her other hand to dig her nails deep into my ass and hold on for dear life. I can’t be sure how accurate my count was, but I had already watched this woman orgasm twice in front of me, so I think I know what it looks like when she cums. I’m pretty sure I watched her cum another four or five intense times while I fucked her like this. Her entire body would shudder underneath me and she’d do everything that she possibly could to stay silent. I could feel her pussy flood over and over again. I eventually felt the juice soak into the cushion under my knees and I couldn’t help but feel proud at what I was doing. I just kept pounding and pounding, lasting much longer than I could have if she hadn’t jerked me off a few minutes later. Unfortunately, it still had to come to an end eventually. When I finally felt that her body simply couldn’t take it anymore, I pulled out. She grabbed onto me immediately and stroked my shaft until my cum shot out and covered her tits and stomach on ribbons. She didn’t stop too soon like so many women do. She kept jerking me until she could sense that I had experienced all of the pleasure that I possibly could from this orgasm. She let my dick drop and her arm fell right on top of her cum covered stomach. She laid there panting, sweating and smiling. I had done my job and now I could finally relax. I collapsed on the sofa right next her. She adjusted so her head was resting on my arm and that was it. We were both physically and emotionally exhausted. The last thought I had before I passed out was how good she felt on my arm.

More next time

Obviously, the story isn’t over yet. We’re both passed out on the sofa and that’s really not a good thing. Anyone could come down and catch us. I won’t let you know right now if we both got away with it or not. You’ll just have to come back next time to see what happened between me and my best friend’s mother.

Okay, so I’m in the middle of telling you about the first time I hooked up with a married, and much older, woman. I was 18 and sleeping over my best friend’s house. His mother and father got into an argument and she ended up with her pants down around her ankles and masturbating in the living while I was stuck in the kitchen. I couldn’t help but take it upon myself to tend to her sexual needs and she was more than happy to let me. I went down on her and one thing led to another and I ended up sitting there and having her tell me how much she wanted me to actually fuck her. Of course, we had to be extremely discreet and there was no way that she was going to risk me ejaculating inside of her. I guess a married woman having to explain that she got pregnant by her son’s friend just doesn’t look good. She ended up jerking me off right on the sofa to make sure that I’d be able to actually last inside her. It was a very good idea since I blew in about 30 seconds. Anyway, here’s what happened next.

She was absolutely covered

Believe me when I tell you that this woman was absolutely covered in my cum. She has me turned on more than I had ever been in my entire life and she was right in the line of fire when she set me off. She leaned back and her silk pajama top had giant streaks of cum up and down it. Her thighs were covered in it and her hand was just dripping with my cum. Once again, she couldn’t stop smiling. I got the sense that she was incredibly proud of getting that much out of a younger man and that she hadn’t been treated to anything close to it by her husband in a very long time. Being able to turn me on and make me cum that much was clearly turning her on and she seemed to be loving it. She cupped her left hand under her right to catch it all and stop it from staining the sofa. There was nothing close by, so she simply grabbed her vodka glass and wiped her hand against the rim. I watched the cum flow down the inside of the rim and mix with the alcohol.

She just kept surprising me

“I just love that smell, honey. Did it feel good?” She asked as she slowly unbuttoned her top. She let it fall off of her shoulders and I got my first actual look at her tits. I was hypnotized by them and all I could manage was a nod. They were amazing in every way. They were perfectly shaped and just the right size. Her nipples were fully erect and I’ve never wanted to touch anything more in my life. I was able to tear my attention away just long enough to watch her ball up her shirt and give it a nice, long smell before she dropped it to the floor next to her pants. Then this amazing woman picked up her vodka glass and sat back against the arm of the sofa with her legs outstretched toward her. That smile was still on her lips as I watched her bring the glass to them for a very long sip. The vodka was cloudy with so much of my cum mixed into it and she just swallowed it down, never breaking eye contact with me for a single second.

She really wanted to keep going

She brought the glass down and ran her eyes all over my body while I reached for my own glass.

“Do me a favor, honey, take off your clothes. I don’t want to be the only naked one here.”

She spoke in a very matter of fact manner and I had no choice but to do what she said. Remember that I was only 18 here. This woman was in her late 30’s or early 40’s. It was obvious that she was in charge. I put the glass down again, stood up, and just took off all of my clothes. The crotch of my pants was gooey and sticky and I had to work to grab onto the zipper. I got it eventually and sat back down on the sofa with my bare ass against the fabric.  I tried to grab my glass again, but she pressed her naked foot against my hand to stop me. I looked up and saw her leaning in to grab the glass herself. She pushed me back and moved quickly to straddle my legs. Then she took a long, long sip from my glass and filled her mouth with my vodka. Once she had enough, she pushed my head back, pressed her lips against mine and slowly let the vodka pour out of her mouth and into mine. I closed my eyes and swallowed it all as quickly as I could to keep up with it all. Once again, I can’t relay just how much this turned me on. Having the liquid pour from her mouth into mine made my dick beg to cum again, but it was far too soon after getting off for it to get hard again. Once all of the vodka was gone, she replaced it with her tongue and kissed me deeper than I had ever been kissed in my life.

She was all over me

Her hands ran all over every single inch of my head and chest. She even grabbed onto my flaccid cock and pressed it against her pussy. She started sliding up and down it and I could feel her lips envelope it while she grinded on me. She would kiss me for as long as she could, break off to take a breath, bite my lower lip, then go right back to kissing me. I could feel her pressing out every last drop of left over cum while she rode it. It felt amazing. I eventually realized that I could still control my own body and reached up to grab onto her perfect tits. I had one in each hand and squeezed them as she started to moan. She reached down with both of her hands and pressed by dick hard into her clit and rode me even faster. That was when she removed her mouth from mine and whispered into my ear, “Twist my nipples, honey. Do it hard for me, sweetie.”

I did it all for her

I twisted those nipples as hard as I could and she moaned louder than she had allowed herself before. I started to worry a little bit about someone waking up, but then I remembered that everyone else in the house was fast asleep in alcohol comas.

“Pull them honey, please! Pull them!”

She was getting breathless and pleading with me. I pulled them and twisted at the same time. She moaned louder and louder and rode my limp dick as hard and fast as she possibly could. She humped me so her clit dragged up and down the entire length of my shaft. Then she started going “Ah! Ah! Ah!” She opened her eyes wide and looked right into mine. She used one hand to grab onto my hair hard and kept the other one pressing my cock against her clit. “Pinch them, baby! Hurt me!”

I started to get hard

It was all just too much for me and my dick started shooting to attention. It must have felt good to her because her eyes closed again and, as soon as I pinched down on her nipples as hard as I possibly could, she started cumming all over my shaft. I could feel a gush of fresh pussy juice stream down it and pool on my balls. It was an amazing sight to behold. This married woman just rode and dry humped my cock until she came so hard that she lost all ability to make a sound. All I could hear was the air trying to escape her throat. Her entire body was frozen in placer she rode the orgasm on top of me. When she finally started coming down, all she could do was start to giggle. Her eyes shot from her pussy on top of my cock to me and then back again. “Oh, my god! Did that just really happen? Oh!” She exhaled and collapsed on top of me laughing. I couldn’t help but laugh quietly along with her. I guess it was a first for the both of us.

More next time

I just sat there caressing her back for a while as she recovered on top of my. I was at full hard on now, so I was also quietly hoping that she wasn’t totally finished now. I just enjoyed the feeling of her breathing and shaking on top of me and I’ll tell you what happened afterward next time.

Okay, so like I said last time, I hate seeing married women who aren’t getting their sexual needs met by the husbands. There’s just something inside most men that turns off after they’re been married to the same woman for any given amount of time. They just start feeling like they don’t have to work at making them happy in bed anymore. It’s very unfair to them, especially given just how much sexual energy these women end up having to store within themselves. Nowhere was that more obvious than in my best friend’s mother, who I took it upon myself to satisfy back when I was 18. I had just eaten her out and given her what was probably her first orgasm by another person in months, or even years. She was lying on the sofa with her head on my lap when she decided to take everything to a whole new level. We were both pretty drunk and any thoughts I had of the night ending at that point were completely destroyed when she started rubbing my knee. I could feel her smile against my thigh when she started to sit up.

She was very relaxed

It took her a little while to really work up the energy to do anything. At first she was just stretching and making the most satisfied little moans that I had ever heard in my life. She was also smiling the entire time. See her smiling face behind her messy hair was enough to make me feel like I was about to explode right in my pants. Then she did something that I never would have expected. Her put her hand on the back of head and moved in close.

“Oh, honey, that was the most unexpected little surprise I’ve ever had.” She kept her smile and moved in to kiss me on my forehead. “Thank you.”

She had more in mind

Then I just sat there and watched as she kicked her silk pajama bottoms off of her ankles and stood up. This gorgeous mother of by best friend then walked around the sofa to the liquor cabinet behind it, completely naked from the waist down. Her ass was even better with nothing covering it up. It was firm, round, and her cheeks spread apart as she bent down, giving be a perfect view of her soaking wet pussy and tight little asshole.

I desperately wanted to fuck her

She came back with a giant bottle of vodka and two big glasses.

“I hope you didn’t drink too much of this upstairs.” She said with a smile as she put the glasses on the table.

I immediately started to stammer. The last thing I wanted to do was get my friend in trouble.

“Oh, it’s okay. I know what you boys get up to when you come over. I’m okay with it as long as you stay here and don’t go out.” She filled the glasses to the top and handed one to me before she sat back down.

She knew what she was doing

There was no way that she was doing any of this unintentionally. She sat next to me and against the arm of sofa with her legs crossed Indian style. It gave me a constant view of her perfect pussy while we sat there and talked. She was in complete control of her actions and I could tell that she was really enjoying herself. She likes having a much younger man in front of her and willing to do anything that she wanted of him.

“Oh, God, you just gave me such a needed release!” She said as she let her head fall back and ran her fingers through her long hair. “If I wasn’t so backed up, I’d be able to pass out right here.”

“Backed up?” I took a long sip of the vodka and let it burn its way down my throat.

“When you get to a certain age, you stop taking the time to take care of your needs. If you go for as long as I do, one orgasm is never enough, no matter how hard the other person makes you cum.”

She was getting extremely playful

She leaned back with a giggle and lifted her leg to run her naked toes over my mouth.

“Sorry, you still have some of me on you, honey.” She laughed and brought her leg back to her. “You really know what you’re doing down there, don’t you?”

“I guess I do.” The pride swelled up inside me and made my ego start to grow into the monstrosity that it is today.

“Still, I wish we could do more.” She let out a long sigh and finished half of her glass before reaching over to grab the bottle and fill it right back up. “It’s probably a little too dangerous, though.”

“No, no, it’s not dangerous at all!” I almost yelled. There was no way I was getting this close to more with her and letting it slip away. All she did was laugh.

She wanted it, too

“Oh, no, I think you’re still a little too young to give me what I mean.” She leaned in close to me and whispered in my ear. “I mean, do you really think you have what it takes to fuck my brains out?”

I nodded emphatically. She pulled back to look into my eyes and laughed again. Then she leaned right back in to whisper.

“I really want you to fuck my pussy until I cum all over your cock, baby.”

That was when I felt her warm tongue find my earlobe. She sucked it into her mouth and I couldn’t help but close my eyes when I felt her grab onto my dick. I was fucking throbbing and she squeezed my head in her palm. I felt like I was going to cum in my pants right then and there and tried to move back away from her. She put the glass down and put her other hand around me and onto my back to hold me into place. She kept sucking on my earlobe sending electric shocks and jolts down my spine. I felt her let go of my dick and look for my zipper. It wasn’t long until she found it and opened up my pants. My cock shot out and I felt nothing but relief from the pressure of it pushing against my pants. I could also feel how cold the air was when it hit all of the precum I’d been ejecting this entire time.

She had a plan

Her moth let go of my earlobe and I felt her soft lips brush against it. Her hand wrapped around my cock and she started stroking up and down, very gently.

“Here’s the thing, honey.” She whispered, sending those same shocks up and down my spine. “I want you to fuck me, but you can’t cum inside me. That would be a very bad thing for the both of us.”

She leaned back again and looked down at my penis as she stroked. She brought her hand up to her mouth and spit into it, only to bring it right back down to lube me up and continue stroking. I can’t explain how much pleasure this woman was giving me.

She knew how to work a whisper

She was back up against my ear with her breath playing across my neck. “You’re all sticky, honey. You’re too far gone for me. I need to know that you can last inside of me.” She started stroking me harder and faster. “You have that cum load on desk and ready to fill me from the inside, don’t you?”

I nodded.

“That’s the dangerous load.” She whispered as she nodded her head right next to mine. She leaned back again and let a giant wad of spit slowly fall from her mouth directly onto the head of my cock. It felt warm and amazing, especially since it came from inside her. She closed her fingers back around me and really started to jerk me off. She touched her forehead to mine and stared deep into my eyes while she worked me down below.

“Cum for me, baby. Shoot that dangerous load all over me and then we can have some real fun!”

That was all it took

I didn’t need another single thing. I can’t explain to you how hard I came for her. It felt like my entire body was exploding. I felt the cum shoot out so hard that it hit her silk pajama shirt. It flowed down my balls and absolutely covered them. She made me shake in ways that I’ve never been able to achieve since and she just kept on stroking. She wanted every last drop of me out so we I could really give her what she needed and I’ll tell you all about that next time.

The last time we talked, I was telling you about the time that I watched my best friend’s mom try to have sex with her husband, get denied, and get forced to passionately fuck herself in the living room. She thought everyone in the house was a asleep and I was stuck in the kitchen just watching her go. That was when the feeling of needing to help her hit me. I was only 18, but the idea that her husband refused to perform his sexual duties for his obviously horny and drunk wife just drove me crazy. She deserved much more than she was getting and it turned into my duty to make it happen for her. I didn’t have very many options, though. She was clearly angry as she slammed her vibrator deep into her pussy. Even if I was somehow went up to the bedroom to convince her husband to come and take care of her, she might not want it. On top of that, it would have been an incredibly awkward situation and it wasn’t my place to tell him what he was supposed to do with his own wife. No, if someone where going to take care of her, it would have to be me.

I had no idea how to do it

I just stood there and watched my best friend’s mother masturbate. I couldn’t think of a single way to insert myself into the situation and do what I felt had to be done. I didn’t want to scare her and upset her. If she knew I was watching her, it might piss her off and make her kick me out for the night. That was when she started the moaning. She was trying to keep it low, but it was obvious that she was about to make herself cum. I knew that it was now or never.

I just did it

My cock was throbbing and I actually started to worry that just watching her cum would make me explode in my pants. I simply didn’t have another option. Her moans got louder and deeper and I just walked right into the living room. I made sure I was silent until I reached the coffee table. Her eyes were closed at this point and she had no idea I was there. I just knelt down and pushed the table out of the way.

She was surprised

It obviously surprised the shit out of her. Her eyes shot open and she pulled the vibrator out of herself to hide it behind her. She probably thought that she had gotten herself caught. I was already kneeling and I just put my finger up my lips to shush her. She was super confused but her legs were still spread her pussy was side open to me. I made my move, ducked under her knee, grabbed onto her thighs, and just went to town on her pussy with my mouth.

The alcohol probably helped

I don’t know what would have happened if she had been sober, but she certainly didn’t seem to stay upset with me for long. I sucked her swollen clit into my mouth and sucked on it for all I was worth. I really expected her to start screaming at me, but it never came. The only thing I felt next was her hand on top of her my head, grabbing onto my hair. Rather than push me away, she shoved my face even harder into her crotch. I could hear her breathing extremely heavy and moaning hard under her breath.

She let it happen

The porn continued to play behind me and her entire body moved to my actions. I sucked on her clit, sucked on her lips, and shoved my tongue as deep insider as I could. She started to moan my name as low as she possibly could. “Oh, baby, keep going, baby, please!” She whispered. I just kept eating her pussy for her and every single noise and movement she made filled me with a pride that I still seek out today. I was taking care of her and this much older woman was total putty in my hands.

She came hard

Then she started cumming. “Oh, baby, please don’t stop! You’re making me….!” And then she exploded. Her entire body shook. Her knees pushed painfully into the sides of my head. She came and came and I never stopped eating her pussy for a single second. I didn’t even know how much longer I could go before she finally started to calm down. Her knees loosened and her fingers let go of my hair. Her whole body bucked violently and I removed my mouth from her pussy. She just laid back with her eyes closed for a minute while I ran my hands over her warm, soaked thighs.

She was very appreciative

She eventually opened up her eyes and looked down at her. I smiled. She smiled back. Then she took my face into her hands and pulled me up to her. She kissed me as deep as she could and shoved her tongue into my mouth. Then she pulled my back and licked every last drop of her pussy juice off of my lips.

“Thank you, baby.” Was all she said before she pulled me onto the sofa to sit down and rested her head on my lap.

More next time

That’s not the end of the story. I still have a lot more to share. This was an extremely special hook up for me and I love to remember it. I still think of it whenever I see a married woman who’s looking for something outside of her marriage. If she’s just not getting what she needs, then it’s our job to give it to her. Women like them deserve to have the sexual passion they’re missing. That’s why I never shy away from hooking up with a married woman like my best friend’s mom.

I can’t explain enough just how much I love to help out married women. Taking one of these poor, unappreciated creatures and giving them what they so desperately deserve just makes me feel like a good person. I know that most married women don’t want to be in the positions that they find themselves in. It’s just not fair. They get married, usually at a younger age, and think they’re going to be treated like the sexual goddesses they are for the rest of their lives. That’s just not how it works out, though. The men they marry end up treating them like sex dolls that they can just toss into a corner and take out whenever they need to blow a load. I’ve seen it happening my entire life and I’ve been fighting against it as much as I can. I actually remember the very moment I decided to dedicate part of my life to sexually satisfying married women. I was 18 years old and I was sleeping over my best friend’s house. It was the weekend and his parents also had a few people over. That meant there was alcohol involved and that always has a way of bringing problems to the surface.

It was a party night

My friend and I were kind of going back and forth between doing our own thing and hanging out with the adults. They were all sitting around the living room with a few bottles of wine passing between. We would normally be trying to get them to give us a few glasses, but we had our own stash in his room and under his bed. I mean, we were 18 at this point and had out ways of getting what we wanted for a good time.

I could tell there was tension

Anyway, there was something going on between his parents as the night went on and I couldn’t help but pick up on it. His mother was hanging on his arm more and more as the night went on. She was sitting next to him and really putting the wine away. She was all over him and I could tell that he was embarrassed by her. He’d keep pushing her away and smiling at his friends who were all kind of silently judging her. As the night wore on, I started to feel really badly for her.

She kept going

No matter how many times I saw him push her away, she just kept wanting him more and more. I’d walk by them on my way to the bathroom and catch her grabbing at his dick any time she thought no one was looking. I saw it more and more because I needed the bathroom more and more, Like I say, my friend and I were having out own party in his room. The alcohol along with his mother’s obvious horniness came together to make my young libido start raging. I made more and more excuses to use the bathroom just so I could see what she was doing.

They got into a fight

It was the end of the night after their friends went home when it all came to a head. I could hear the two of them quietly arguing in their bedroom one floor above. I just kept her saying that she wanted her husband inside of her and he kept telling her that she was drunk and needed to go to bed. I was quietly eavesdropping on them when I heard the bedroom door open up and slam closed.

I had to hide

I really didn’t want to get caught in the middle of anything, so I ran and hid in the kitchen off of the living room. I figured that I could just say I was trying to get some water or something if I got caught. Anyway, I could hear someone stomping down the stairs. Then I heard fabric being thrown around. I had no idea what was going on until I heard her mutter “Fucking asshole!” under her breath. Then I heard rustling by the TV and I had to sneak a look. What I saw didn’t help to soothe my libido at all.

She was sleeping on the sofa

I saw my friend’s mother in her silk pajamas going through the locked media cabinet that they always had by the TV. There was a pile of blankets and pillows on the floor. It looked to me like they had a fight and she had decided to sleep on the sofa for the night. She was still drunk, so she was swaying back and forth while she went through the cabinet. She kept muttering under her breath, but what I couldn’t take my eyes off of her perfectly round ass under her pajamas. She finally found what she was looking for and angrily shoved it into the VCR. She also had something pink in her hand that I couldn’t really make out in the dark. Then she fell down onto the sofa and grabbed a remote control to turn on the TV. The sudden light showed me a lot more than I ever thought I would see. She was sitting on the sofa with her bare feet on the coffee table and her legs spread wide. The pink thing was next to her and she was fumbling with the remote. She finally found the button that she wanted and started the tape she had thrown into the VCR.

It was porn

The porn immediately started playing on the TV. It was super loud at first but she rushed to turn it down. I couldn’t see the TV from where I was, but it sounded like some really hardcore fucking with the women begging to be fucked harder. That was when I watched by best friend’s mother lift her ass off of the sofa, hook her thumbs under her pajama bottoms, and roughly shoved them down to her ankles. She was now naked from the waist down and my cock was fucking throbbing! Then she picked up the pink thing. It was a lot brighter and now I could see what it was. It was a vibrator. This woman was much older than me and I stood there unable to look away or move. I watched her clear her throat and angrily spit right onto her secret vibrator. She worked it all over the thing and I heard it turn it on. Then this poor, horny creature just shoved it as roughly as she could right into her pussy. She kept her eyes glued to the TV and violently fucked herself with her hips and legs moving in time to her thrusts. This was the moment that would define a big chuck of my life from that time on.

More next time

Damn, I can see it like it all happened yesterday. I wish I could say that I just watched her fuck herself and pass out, but that’s not what happened. There’s a whole lot more to this story and I want to give it the time and attention that it deserves. I’ll get back to it next time, but until then, please consider hooking up with a married woman. No one deserves to have their sexuality taken for granted by the men who are supposed to tend to all of their needs for them. It’s just not fair and we should all do what we can to make it right for them.