If you haven't read the first few parts yet, you may want to read them in order so you understand where this is picking up.. Summary of the first post is that I was a teen and used to assist a woman in her forties (calling her "C" in the post here to protect her privacy) who lived in the next neighborhood. C was divorced and had one daughter left at home ("K" - about 16). After having peeped on her masturbating while mowing her lawn, a few weeks later she walked in on me in the bathroom while trying to pee with a raging hard on and sucked me off. We then began a tryst. This "chapter" begins at the point we've been fucking for a little while, and expanding our horizons.
As the summer drew to a close, C and I continued our tryst, hot and heavy. By now we had become accustomed to finding and enjoying even the briefest and riskiest opportunities to tease, play and fuck - enjoying the secrecy of the whole thing.
Most of the things we experimented with up to that point really hadn't been planned or discussed...they were just...desires in the moment that we followed with our basest instincts. Apparently we just happened to like some...less than normal things.
C was always prodding me to tell her what interested me to try. She would always make a point of telling me that nothing I could want to try she would find weird or disgusting. "I know you have dirty ideas in that horny brain of yours...just tell me what they are...I want to try them with you..." But the truth is, I really had no idea what was possible. Virtually everything we had done was pushing my boundaries and was far beyond anything I had ever even fantasized about. What did I want to try? More, I knew that - but what?!?!
C introduced me to anal sex, one night when fucking her from behind, kneeling over an ottoman. She stopped me and said "Do you want to do me...the other way?" By now I was becoming more adept at guessing references like that, and I loved watching her little brown eye wink at me while I took her in that position. She liked to lean her torso over the ottoman and hold her ass open with both hands while I fucked her from behind. I think she liked giving me a view. "You mean..." I stuttered, unsure. "Yes, I want you to do me in the ass!" she replied emphatically. It was funny - for all her dirty talk and openness, I remember she didn't like the words asshole or butthole. I don't know why, but it doesn't really matter. We didn't even use lube - she was so wet - and so was my cock - that it wasn't necessary. I watched her finger herself and then rub the wetness over her puckered ass - I liked watching that. It took some effort to get in and she admonished me to go slowly until it was in. I enjoyed fucking her ass.
But after that, it was kind of like we had run out of ideas. We still loved fucking. We still enjoyed catching each other in the bathroom and did a lot of play with that. I had become more dominant and sure of myself for sure. One night I woke up in the wee hours, hard and horny. Rather than laying there thinking about fucking C, I tip toed to her bedroom, climbed into her bed and woke her as my cock was fighting to enter her. She liked that. A lot.
I had found that I liked to mess with her at really inopportune times - like while she was driving or talking on the phone to a client. One morning she was on the phone and I gave her orders using hand signals and silently "mouthed" words, telling her to remove her clothing. She complied, grinning, and doing her best to stay with the conversation she was in. I made her bend over with her elbows on the desk, phone to her ear while I used a large marker pen to tease her, eventually fucking her with it. I could tell she was having a hard time staying focused, and I liked that. I pulled it from her pussy, dripping wet, and then teased her ass with it, eventually sliding it in and fucking her ass very slowly with it. She gasped and lost her place in her conversation...I liked that. I left her there with it inserted and wrote her a note. "Leave it in until I tell you. If it starts to come out, push it back in." She complied. I watched her pace around with the marker sticking out from her ass cheeks. From time to time it would work its way out, and she would make a show of pushing it back in. When she got off the phone I fucked her pussy, bent over with the marker still in. She reached back and fucked herself in the ass with it at the same time. We both really got off on that.
After that she pushed even harder, insisting that I must have a lot of dirty ideas. We had been trying hers, she wanted to hear more of mine. But, I tell you frankly, I loved all the exploration, but I really didn't know of anything to share. This seemed to frustrate her sometimes, as if she thought I was holding back, afraid to say. She would say things like "Why won't you tell me - you know I won't think you're weird! You know how kinky I am!" I didn't know what to say to make her feel better about it.
One day she got a call from her sister ("P"), who lived across the country. P had just split with her husband of many years and was moving back home. Like now. This coming weekend. It was decided that C would fly out Thursday afternoon, and help P drive back. She would be gone for 4-5 days. C asked if I would mind taking care of stuff with her business while she was gone. I was bummed she would be gone for that long, but...also excited...this meant at least a few days hanging out with K...and I still had a crush on her.
And so I was disappointed to find out that K made plans to leave Friday morning for a camping trip with her father. Bleh. Now I had 4 horny days entirely by myself. I mean - I wasn't fucking K or anything, but we did get flirty sometimes...and...who knows, right? Plus, she was just fun to have around.
Thursday morning rolled around. K was working all day. I drove C to the airport. We pulled up in that curbside drop off area. I didn't have much experience driving through the airport (that may have actually been the first time I had gone through the airport and been the driver, actually). It was intimidating. I followed C's directions to the drop off area, and helped her get her bag out. Some jerk pulled up behind and beside us, trying to get in and started honking his horn incessantly. C stood to the curb and I went back to get in the car. C yelled something to me, but the jerk in the truck was laying on his horn again. All I caught was "I left you something..." and the rest was drowned out by the horn. I hustled into the car and got out of the way. She could tell me when she called after she arrived at P's house.
I headed back to C's place and did my best to stay busy. K would be gone till around dinner time. I checked on the servers, and probably mostly surfed the web. Surfing the web at C's was great, because she had a T1 line instead of crappy dial-up. The web was fast from her house. Eventually the afternoon wore through, and K got home. She passed near me at the computer and said "Douche! I'm surprised you're not watching Mom's pornos already!"
"Hey - why would you say that?" I fired back. She was sort of joking, but almost seemed serious.
"Uh...cause...you're a horndog?!?!" she shot back.
"How would you know?" I countered.
"Oh...don't think I don't know..."
My heart stopped. Don't know?? Was she talking about C and I? All I could think was, oh shit...she knows! (In retrospect I actually think she didn't know yet and was simply referring to maybe sexuality in general) It took me a moment to catch myself. And then suddnely it occured to me...wait! Did she say...yes...she definitely had said "watching Mom's pornos" just a second ago. C had pornos??? Maybe K was joking...but...maybe not. "Hey!" I said. "Your mom has pornos?!?!"
K giggled. "Seriously? You haven't found them already??? It's not like they're well hidden!" She laughed again.
Was she for real? I'd even looked through her underwear drawer and I'd never seen pornos anywhere.
"Where are they, then?" I demanded.
She wouldn't tell me. She told me to look around. If I looked around I'd find them. We played the hotter/colder game for a minute or two...if she wasn't fucking with me, then they were somewhere in public areas of the house. She wouldn't get more specific than that. I pestered her a little and finally she said "OK, I'll tell you - IF you promise not to watch them until I'm gone." I was grinning like an idiot. Silent pause. Then she ammended it "Or - if you promise not to play stick hockey until I'm gone!"
I laughed out loud. Stick hockey? WTF was that? I knew what she meant, but who says that? I teased her about "stick hockey". "Whatever! You know what I mean - monofondelating!" She liked silly words. (To this day whenever we talk I tease her about "stick hockey")
I agreed to her demand. She told me to look on the shelf with the video tapes (old VHS - it wasn't old then). I laughed. "You mean Basic Instinct??? That's not a porno!"
"Duh. That's not what I'm talking about. Look at the set of Jazzercise tapes at the end of the shelf. With the red dot stickers on them. Can you see mom doing Jazzercise? Seriously!"
K left to her room as I headed for the shelf in question. C had a pretty good movie collection - and even a few that had some pretty racy scenes. I'd watched them all. And I'd watched Basic Instinct a few times! Sure enough, at the end of the shelf was a set of tapes with Jazzercise labels. And red dot stickers on their spines. Huh. I pulled them off the shelf. A post-it note was on the top of them. It had just a big smiley face drawn in black marker. Huh.
I still didn't believe K though. She was probably messing with me. I went to the VCR and plugged one in. Sure enough, the second it came on, there was a couple mid-fuck! C had clearly recorded over them with something much, much more interesting. The volume was high and suddenly there was moaning and porn music filling the room. I quickly shut it off. K seemed to not want me to watch them with her around, and...I've always been sensitive to people being uncomfortable. I was dying to watch them though - I didn't have much experience with porn! And K would be gone tomorrow morning.
I made a beeline for K's room. She was rummaging through her clothes and packing her bag for her camping trip. "I can't believe your mom has pornos sitting out there!" I exclaimed as I entered. K was grinning. "And I can't believe you never found them before!" she laughed. It's true I had watched just about everything on that shelf. (Every Friday night we did a pajama movie night - which actually brings up another fascinating story for another time) But they were women's exercise videos - of course I'd never thought to watch them.
"Have you watched them?" I inquired.
"What do you think?" she shot back. I guess...not? "I found them a looonng time ago..." Did that mean she had watched them? I couldn't get a straight answer out of her.
We bantered back and forth making smart ass comments to each other as K packed. She was still wearing her work uniform shirt, and opted to change her top. She turned away from me and took her shirt off, and then immediately pulled her fresh one on. She turned back around, and caught me staring. "Creeper! Don't you have some pornos to watch or something???"
We went on about our evening. K was doing her laundry, and generally moving about the house getting ready for her trip. We flirted back and forth. I tried to occupy myself but I was bored out of my gourd and all I could think about was those tapes. I was dying to watch them. I was a little surprised C hadn't ever showed them to me, honestly. What was on them?
The phone rang. I saw her sister P's name and number come up on the caller ID. I picked up the phone. It was C. She asked how things were going and we had some small talk. Her flight had been long, etc. She wanted to speak to K. But just before I passed the phone she said "Oh hey - did you see what I left for you?" I explained to her that I didn't hear what she said because of the jackass honking his horn. And then she told me...she didn't want me to be too bored over the weekend...so there were some video tapes I might want to watch at the end of the movie shelf. I should look for the one that had a smiley face note on it. Well speak of the devil. THat explained the post-it note with the smiley face on top of them! I didn't tell her that K had already clued me in.
Eventually K went to bed. Finally. K tended to go to sleep at a "normal" time while C and I had taken to being night owls (for...obvious reasons at this point). I waited a while to be sure she had gone to sleep. I wasn't waiting till tomorrow. Why not watch them now? K wouldn't know. I made sure the sound was turned WAY down low and hit play.
The tapes seemed to be generally filled with stuff recorded off of late night programming on Showtime and HBO. Most of it wasn't really "porn" like we think of porn today. It was hot though. Especially for someone like me with so little experience. I sat on the couch in my boxers and watched, fascinated. Some of the time I had a half chub going on. Every now and then there was a more erotic scene and I'd get fully aroused. I played with myself off and on, through my boxers. The tape I was watching ended. I put in another. More of the same. Interesting. Arousing. But nothing that was mind blowing.
The computer dinged. It did that whenever there was an urgent support message came in. I moved to the computer, with the porn still playing quietly in the other room. I checked the message. There was some issue with the DNS server - I'd have to reboot it. I lost my chub. I cycled the server and was waiting for it to come back up. And suddenly the TV got loud. Not like super loud - but the video had cut suddenly to a different movie - like one had been recorded over another, but was shorter than the one it was recorded over. And the new one was louder. Loud enough to make me jump up and run quickly back to the TV to turn it down.
When I got the sound turned down, I focused on what was on the screen and my jaw nearly hit the floor. A petite brunette was hog tied, and man was fucking her hard. Another man was in front of her, holding her head by her hair with his dick in her mouth. I could hear her choking. A blonde woman was standing a few feet away from them with a strap on, and barking commands. "That's right bitch! You suck that cock!" and "Fuck her hard! Make her scream! I want to hear that slut scream!" The man in her mouth pulled her head up and she gasped for breath, saliva dripping from her mouth onto his cock. Then he shoved her head back down again. The man behind her pulled out of her, and the blonde woman came over to him and bent down and started licking and sucking his wet dick. To say the TV now had my attention was an understatement.
I dropped backward onto the coffee table, just five or six feet from the big screen. I was hard as a rock. This wasn't HD like we have today - it was a little fuzzy - but they were showing everything. For a minute I watched as the blonde sucked his cock. I forgot about the server. I forgot about everything but what was on the screen.
After a bit the film panned back to tied up brunette. The camera angle now pointed right at her ass, close up. Her pussy was swollen and she had big lips. They were different than C's. She had a very defined, puffy mound and her lips protruded. Then the blonde with the strap on came into the frame. "I'll show you how to fuck a whore right!" she said in an almost mean, nasty tone.
I was stroking myself through my boxers, but that just wouldn't do now. I pulled them down and dropped them on the floor, now standing naked in front of the TV. I started pumping, feeling the build up.
And then..."Hey! I said no stick hockey till after I leave!!!"
K was standing there, at the end of the hallway, hands on her hips. Fuck! I dropped to the coffee table again, trying to cover up. How long had she been there??? I stammered, avoiding eye contact. She was wearing her typical sleepwear now - a tank top and bikini cut panties. "I just...I...sorry!" But K didn't seem to be paying all that much attention to me, surprisingly. She stepped into the room and looked at the TV. The blonde was fucking the brunette with the strap on now.
"Where did you get this?" K asked me, stunned.
"From the shelf!" I defended myself.
"Which tape???"
"I...I don't know...just...it's one of those tapes."
"Oh my god, this is soo dirty! I never saw this one." she exclaimed. She wasn't looking at me at all now. She was bathed in the glow of the TV. In the soft light I could see her nipples defined and protruding through her tank top. K stared at the screen and stumbled sideways and backward toward the recliner nearby. She collapsed in it, sitting kind of sidways, eyes still locked on the screen. I looked back at the TV. The man who was fucking the brunette before was now gagging her with his cock. The other man was watching and jacking off. The blonde pulled her strap on out of the "whore" and knelt next to her. The camera zoomed in. There was now a giant depiction of the brunette's ass and pussy on the big screen. The blonde was touching her now. She had big fake nails. The blonde ran her fingers up and down the "whore's" snatch and then started playing with her ass, running her fingers around her asshole, and pushing in on it.
For a moment I had forgotten I was sitting there naked. It was enthralling. My cock was rock hard. I glanced back over at K. She was locked on the screen, and absent mindedly caressing one of her thighs as if she'd forgotten I was there. Suddenly I was very uncomfortable on the coffee table. I stood up to move to the couch, swiping my boxers off the floor as I did. I went around the coffee table, in the opposite direction as K in the recliner. As I fully rounded it, slightly bent over and clutching my boxers, I noticed that K was looking at me. As our eyes caught, she said "Hey! Don't be getting any ideas!" I could see it in her face though. She was horny.
I sat awkwardly. I crossed one leg over my knee trying to appear nonchalant, plus it helped to hide my boner. But I had to keep one arm down over it so it wouldn't stick straight up. K was looking back at the TV again. The blonde called the guy who was jacking off over to her. She started stroking his cock and talking to him. "Look at this tight little asshole. Do you want to fuck this asshole?" Spoiler alert. He did want to. She continued. "Are you going to stretch her ass out? I want you to stretch her ass and fill it full of cum!" Then she started sucking him off.
I was engrossed again, and without thinking started to rub my cock. Not like pumping it full on, but like grasping it and stroking the underside of it. After a moment I realized it, and stopped. I glanced over at K, hoping she hadn't noticed. But she had. She was looking at me. She turned away when glanced over and said "Creeper! See I knew you were a horndog." But her voice was different. It wasn't snarky like it usually was. It was softer. ANd a little shaky too. For a moment I wondered if she would leave the room, but she didn't.
I focused back on the movie. The blonde grasped the man's member and shoved it into the brunette's pussy again, but kept a grip on it and was controlling his movements. She put it in and took it out, and then shoved it back in again. It seemed to be sliding in easily. Then she started rubbing the "whore's" asshole with the head of his cock. Eventually she started pushing it against her hole so it was going a little bit in. I stopped caring that K was there. This was hot. I needed to touch myself. I went back to the same movement I had been doing a minute ago, subtle but pleasurable. I kept my eyes locked on the screen. In my periphery I could see K glancing over and then back to the screen. Not clearly, but I could sense it.
The blonde now had the head of the man's cock inside the brunette's ass. The brunette was gasping as it went in further. The man who had been choking her with his member was now off screen. The blonde seemed to be enjoying it. He now started fucking her ass while she gasped and moaned. Without realizing it I had increased my own intensity, now fully stroking my shaft. I realized it, but didn't care anymore. I glanced back over at K. Her posture had changed. She sitting in the recliner kind of sideways, and almost laying on one shoulder/arm. Her other hand...was between her legs. I kept my head pointed at the TV, but watched her out the corner of my eye. She was rubbing herself through her panties. She must have sensed me looking because she suddenly stopped. I turned my eyes back to the TV, and lowered my leg that had been across my knee to the floor. I let my back relax into the back of the couch, my cock now straight out and fully visible. If she was going to masturbate too, why did I need to hide that I was?
The video cut to the man who had been off screen. He was jacking off. He had a really big cock. I was less interested in this part. It felt weird to be watching a guy jack off. I looked over at K. She didn't seem to have the same lack of interest I had. She watched intently, and her fingers rubbing firmly on her crotch. Her legs weren't spread very much, but she was gyrating them - like pulling them together and then back apart as she touched herself. This was way better than watching that guy jack off. That scene didn't last for more than 30 seconds or so, and then it cut back to the other guy fucking the "whore" in the ass. He seemed to be building up, and so was the music. The blonde had been doing most of the talking and still was. "Are you going to cum on her ass?" "Oh yah, you want to cum on her slutty whore ass, don't you?!?!" I was paying attention again. The man pulled his cock out of her ass suddenly, and pumped out cum all over the crack of her ass and her asshole. After a moment he moved away, and the blonde (kneeling to the side) leaned in. The camera zoomed in as the blonde began rubbing the cum on the brunette's asshole. Then she started to lick up her crack.
That was hot. I was now intent. I pumped my cock, sticking straight up, without care. Precum dripped and ran down my knuckles. In my periphery K shifted. I glanced over. Apparently girl on girl cum-licking-from-asscrack didn't interest her as much as it did me. She was looking directly at me. Not from the corner of her eye - she was staring. I kept going and pretended like I didn't know. I started to make a show of it, with long firm pumps and ocassionally pushing my hips up off the couch a little. Using only my peripheral vision though, I couldn't see exactly...I wanted to look at her. I turned my head slightly and looked. She had her head turned toward me, to the side. She was staring directly at me. And her hand was now inside the waistband of her panties, and moving like C's did when she was making herself cum. Our eyes locked. For a second she closed her eyes and rolled her head back a little. She exhaled deeply, and her eyes re-opened, still locked on me. I turned myself slightly toward her. She watched.
I knew I was going to cum soon and I didn't want to cum all over the couch. I also didn't want to block her view by cuming into my boxers. The coffee table would be easy to clean up. I moved to kneel in front of the table. It startled her a little. She sat up in the recliner, still sideways. She turned, sitting normally into the recliner, facing me directly. I think she sat up because she thought I might be coming over to her. I wanted to, but in that moment, the look on her face was momentarily one of concern - I think she would have balked. Once I positioned myself on my knees in front of the table, she suddenly understood. I was going to cum on the table. She seemed relieved and settled back. Then, unexpectedly, with both hands, she pushed herself up a bit in the chair, and pulled her panties down. She didn't pull them all the way down, just to about mid thigh. Then she put her knees up, and rested her feet on the edge of the chair, parting her knees about a foot and stretching her panties taught between her thighs. SHe was giving me a good view.
I couldn't tell for sure in the faint light, but it looked like her pussy was shaved. She had a puffy mound like the brunette in the movie. She had big full lips too, but much darker than C's - and even more full. K peered sideways past her legs, watching me openly. Her fingers returned to her crotch and she run them down her slit, slipping one inside herself just a little, and then brought a glistening trail of wetness up her lips. She began rubbing her clit. Now neither of us were watching the movie at all. I have no idea what happened next in the porno. We were locked on each other.
I came hard, bursting all over the table. I lost myself, leaning over the table, holding myself up by one hand while I pumped it all out with my other. It didn't squirt real far, or hard, but there was a ton of semen and it pooled up in front of me. K rubbed herself furiously as she watched.
To this day, I don't know if she came or not. When I was finished, I leaned back against the front of the couch, sitting on the floor and catching my composure. K got up rather abruptly and left the room. She locked herself in the bathroom for...quite a while. I wiped the table off with my boxers and tiptoed to the bathroom door, still naked. I listened for a few minutes but heard nothing. I got a clean pair of boxers from the bedroom and went back to the couch. When she came back out of the bathroom she came to the end of the hall. I was sitting, now flacid, still in the same spot. She said flippantly "I'm going back to bed. DON'T get any ideas!!" and with that, she went to bed.
I watched more, and turned the volume up a little - not enough to be obnoxious, but just enough that I thought she might be able to hear it a little. After a half hour or so, I was aroused again, took off my boxers and masturbated again cumming into my dirty boxers on the table. I hoped she would come out again, but she didn't. Eventually I passed out with my hand still on my dick. I woke up in the same position when I heard noise. It was early morning, the room was light and K was up. She walked into the room and threw something at me. It was a fresh pair of boxers. "PUt some clothes on, geesh!" she said. She noticed my dirty boxers on the table, with crusted white spots. "Ooohhhh GRODY!" she laughed, and left the room. I noticed her bag and some gear by the front door. She had passed through the room at least once while I was sleeping. The doorbell rang. Her dad was here. I jumped off the couch, snatched up my boxers and headed for the bedroom.
K left. From this time forward something in our dynamic changed. K was less reserved, and more flirtatious. She became more comfortable. Where before she might change her top in front of me, but turn away, she seemed to now like to tease and would change clothes right in front of me without making any attempt to hide her body from me.
Over the weekend, I watched all of the porn. Almost all of it was softcore stuff. But there were a few segments that were pretty kinky. I occupied myself mowing the lawn and such. I masturbated a lot. I had a goal to see how many pairs of C's clean panties I could dirty in her drawer. 11 to be exact. I could have done more, but I got curious about K's panties again.
Friday night C called from a hotel on the road. I missed the call and she left a message.
Saturday afternoon she called again, and this time I got it. She asked if I had enjoyed what she left me. I told her very much so, but figured it was best not to give all the details. She asked if I had watched it all. I sheepishly admitted that I had watched it all by Friday afternoon. She joked that I had probably started right when I'd gotten off the phone with her Thursday night. "I hope you didn't bother K too much" she giggled. But then she remarked "I'm sure K's already seen most of it anyway - those tapes have been there for years." Ha. If only she knew.
C told me how she'd been thinking and she'd gotten an idea. Since I didn't know what other things I might like to try, we should watch some porn together. We could try lots of different kinds and see what turned us on the most, and then try whatever we saw...and that became the first order of business when she returned.
Get ideas, I did.
