If you haven't read the first two parts yet, you may want to so you understand how this starts. 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 neighbourhood. C was divorced and had one daugher 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. Up until the point this chapter begins, we had yet to have intercourse.
C left for her errands. She would be home around dinner time. C encouraged me to stay as long as I wanted (by this point I was around the house quite often - and she had a big screen TV and cable, and I didn't have either at home). I was disappointed C had to go...K was finally going to be gone to work and I had nothing I had to do that afternoon. And, frankly, I was still horny as hell. She had awakened a lion and I definitely was ready for more.
K went to her room to get ready for work. I sat in the living room and pretended to watch TV while mostly replaying what had just occurred an hour earlier with C in the bathroom, and generally having dirty thoughts. I imagined K was probably changing her clothes for work. I'd seen her in her nighty, and like her mom, she had big full breasts. I definitely wanted to see more. As I often slept in her room (whenever I stayed over - in her older sister's old bed, who had moved out), I had a dresser with a few changes of clothes and basics. I surely could come up with an excuse to enter the room.
I approached her bedroom door down the hallway, quietly. When I got there, I stood in front of the door listening of clues to what she might be doing. I couldn't really hear anything - just some fumbling around. Usually I knocked if her door was closed. But I was emboldened by the morning's events. I took a deep breath and went for it. K was standing by her closet, just pulling her shirt on, her back to me. Basically fully dressed. Damn! I had missed it. She jolted as the door opened, paused, saw it was me and continued on. "Knock much?" she said sarcastically. I laughed and said sorry - mumbled some excuse that I figured by now she was dressed. No big deal. Except that I had missed out. I went to my dresser and pretended to be looking for something.
After a bit, K left for work. Her sketch book (she was artistic and loved to draw) was sitting on her dresser and I flipped through it. She was an excellent artist, and drew an inordinate amount of nudes. Some women, some men. All very artistic and classy though. But that didn't help my horny restless state. I got curious. I wonder what kind of panties she had in her drawer. Why not look? There was nothing particularly arousing in her drawer - mostly the kind of panties you'd expect a girl in the 90s to have. Some bright colors, almost all bikini cut. Couple of semi-lacy things. But I still thought it was hot. Then a thought occurred to me...did her panties ever get wet like C's? I wondered. And why not find out? K wasn't a super organized type, and in the corner of her closet was just a big laundry pile next to her hamper. I rummaged through it carefully so it wouldn't be too obvious it was disturbed. She wore a perfume that smelled really nice and the pile wafted that scent. Quickly I found a pair of panties. No visual spot like I had found in C's. But they smelled good, like C's. Another pair. Same. I was full fledged horny again. Dirty idea. I undid my pants and rubbed her panties on myself, then beat off until I came in the crotch of them. I remember I was disappointed that there wasn't much semen...I'd left my whole supply in C's panties it seemed. I put the panties back in the laundry pile and went back to watch TV.
It didn't take long before I was horny again and thinking on what I might find in C's room. My curiosity quickly overwhelmed me, and I went to find out. C's underwear drawer was far more interesting. While most of it was similar stuff to K's, C had a collection of more exotic stuff as well. Panties that was sheer, and lacy. And...the electric massager. I'd seen that in action before! I smelled it. It smelled the same as C's used panties had! Instant boner. And then I got an even dirtier idea. C liked me Cumming on the panties she was wearing right now...I found a pair I thought were particularly sexy. Black and sheer. Hot. Again I undid my pants and beat off another good load, all over the sheer crotch of them. Again, not as much spunk as that morning, but enough to dry into an obvious spot. Then I placed them, laying flat, on the top of the pile in her drawer and closed it.
After a while, I was bored. I went to the shed and collected the blue panties she'd insisted I keep. I fit them in my pocket as best I could and headed home.
All afternoon I watched my IM for C to come back online. Usually if she was home, she was logged in. Time dragged by. All I could think about was C, and the dirty thing we'd done that morning, and what dirty things we might do next. I fantasized about her reaction to finding her clean panties dirtied. It was both arousing and nerve wracking. What if that wasn't a turn on for her? What if that made her mad that I went into her drawer? I wanted to touch her breasts. Touch her pussy. I wanted to have sex with her - to feel what it was like to be inside a pussy. I fantasized constantly, but I wouldn't jack off anymore. I would wait. I wanted to be able to cum again like I had that morning.
And all afternoon, C didn't come online. She said she'd be home around 4, but 4 passed and she wasn't online. And then 5. I called her house (cell phones were a novelty then). Got the answering machine. Damn. 6. Nothing. 7...no answer. Then 8...and then "ding dong" - she was on IM. A few minutes later a message "Are you coming over?” Yes! Yes, I definitely was! Apparently her errands had taken her out later than she expected.
Me: Yes, what time?
C: Whenever you're ready. I got tied up, making dinner in a few. Come eat.
Me: OK be there in 15
C: Sweet!
C: Oh and I'm still wearing those panties ;)
Me: Really?
C: yes. They've been making me horny all day!
C: I have to take them off to shower now though:-P
Me: Thats really hot
Me: Are they wet still?
C: Have been pretty much all day! ;)
C: Did you get enough this morning, or have you been playing with yourself?
Me: Haha...I did some more.
C: Horny boy!
C: Did you save anything for me? ;)
Me: YES!
C: Get over here!
I dressed in about 3 seconds and jetted out the door. Usually I walked because it was close, but this time I wasn't wasting time. I arrived much sooner than expected and C was still in the shower.
K was in her room, but definitely awake at that time of the evening. Risky, but I was dying to see C naked again. I approached the bathroom door quietly and turned the knob. Locked. Damn! I turned to head back to the living room when a pile of clothes on the floor of C's open room caught my eye. Her jeans and shirt were laying there by her bed in a pile. Curious. I quickly and cautiously walked over and moved her shirt with my foot so I could see her jeans better. The panties from this morning - the pink ones were still in her jeans like she'd peeled them off all at once. I picked them up. They were still wet. The whitish spot in them covered the entire crotch and down the back of them. Hot. Her underwear drawer was open. The black sheer panties were gone. My heart and mind raced. And I raced - back to the living room trying to appear nonchalant.
I watched TV - or tried to - in nervous anticipation. After a bit, K came out carrying a laundry basket and headed to the laundry room. Nervous anticipation increasing. I could feel my hands trembling again, this time with some fear. What if K noticed that I had used her panties? What if it upset her and she told C? Certainly that would be creepy. That might upset C. Now I really hoped she didn't notice. K put her laundry in and joined me in the living room. If she had noticed she was playing it very cool. She didn't seem out of sorts in any way. We made small talk - with K and I it was usually smart ass comments back and forth. My throat was dry, no matter how much I drank.
Before long, I heard the bathroom door open and C went into her room. A few minutes later she sauntered down the hall to join us. She wore a casual top and a simple knee length striped skirt, loose. I could see she wasn't wearing a bra (I had noticed she usually didn't at home). She flashed a smile as she entered the room, and moved on to the kitchen. The living room and dining area were an open space with a bar counter between them and the kitchen. The floor plan being open, we could see each other and converse. C began preparing dinner. She called to me and requested I take out the trash. Happy to help, I came to the kitchen. As I leaned over to tie up the trash, C brushed past me, winked and said in a hushed voice "I wore the ones you liked", and then she gave a playful ass squeeze.
The excitement in the room was palpable. K watched TV in the living room, not paying any attention to us. I found any excuse I could to help C in the kitchen. Slice potatoes? Yes I would be happy to. Every now and then our eyes would lock and she would give me a knowing smile or a wink. We would brush past each other, and let our bodies touch as we did. When I couldn't find something in the fridge, C came up behind me to "point me to it", pushing her body and breasts firmly against me and leaning her face next to mine as she reached for it. I was hard in my jeans the entire time. I wanted to grab her ass and it took me most of the time to work up the nerve. When I did, I felt her push her ass out toward me, inviting. It was firm and pleasant in my hand. I wanted to touch it more. Dinner went into the oven and I went out to join K in the living room. I walked carefully and tried to avoid her line of sight for fear my hard cock was clearly visible.
It was excruciating through dinner. We talked idly, and I was mostly quiet. I couldn't think of anything but what would come later. It seemed as if I said anything at all, it would be obvious to K that something was up, and K wasn't supposed to know. So I said as little as possible. C and K talked quite a bit. Anytime I reached for my glass, I had to steady my hand from shaking.
(These memories are so vivid that I'm actually noticing my hands shaking as I type this - like I'm back there now)
Finally dinner was over. A late dinner, and K had to work the next morning. She excused herself to her room. Thank god.
C and I retired to the living room (I should note there were two of them - a front living room near the front door where the TV and a fireplace were located, and a back "family room" with a sliding door to the back patio where the computers for C's home business were located). We retired to the room with the computers. As K was certainly still awake, we pretended to be working. We logged into some of the servers and I worked on some basic admin tasks - cleaning up log files and checking services. Busy work. Stuff that really didn't need to be done. I remember noticing that we both talked louder than usual about the server stuff - as if K might be hearing us. I sat at the desk and C sat in a chair next to me. She leaned over with an elbow on the desk. I tried to focus on the monitor. Every time I looked at her, she was looking intently at me and had that little grin. I don't recall her doing it, but she had unbuttoned the top couple of buttons on her top. At the angle she was sitting, I could see into her top and see part of her breasts. She caught me looking and reached to adjust her top...but she didn't close it. Instead she traced the open placket with her fingers, pulling it slightly further open. I couldn't see her full breasts or nipples, but I could see them in my mind. Every now and again she would put a hand on my thigh and rub her hand up and down it, as if to say "I know...I know...soon..."
For an hour, maybe two, this went on. It felt like forever. For a few minutes I would focus on the computer and calm, and then she would shift and my mind would race again and I would feel that familiar tightness in my jeans. I figured K was asleep by now, but I really didn't have any idea how to proceed. Would we go to C's bedroom? What was she comfortable with? What if I made the wrong move and went too far? What move would I even make? I was clueless. I just knew I wanted it to happen. Something. Anything.
At some point, C was stroking my thigh again and this time she moved her hand up to my crotch. She was on my left. The same leg my hard cock was straining in. She let her hand pass over it, tightening her hand a bit and feeling it. I tensed. Fuck that felt good. I glanced over at her and she winked.
"Do you want to see my tits?" she queried quietly. I nodded quickly. "Then why don't you ask me to show them to you?" I didn't get it. I thought of all the reasons I didn't ask. I stammered out "I just...I just...didn't know...if..." She stopped me with a look. "If you want to see them, all you have to do is ask."
It might seem stupid but it took me a few minutes to process that. The way I grew up, it would have never occurred to me that you could just ask a woman to see her boobs and she would show them to you. The way I grew up, women did not ever show their breasts to men. While I maybe had never really thought through it, I didn't even know for sure that married women showed their breasts to their husbands. This concept was so foreign to me. I didn't know what to make of it. I turned back to the computer and fiddled, mindlessly lost. Should I ask? Wasn't that what she was inviting me to do? I took in a deep breath. I couldn't look her in the eye. In an uncomfortable dry throated voice I managed to get out "Can I see your boobs?"
Her unflappable calm was reassuring. She didn't skip a beat. She said nothing, and waited for me to look at her. Then, looking me directly in the eyes, she said softly "My tits. You want to see my tits. Tell me to show you my tits." I was nervous, uncomfortable, but aroused. Deep breath again. "Can you show me your tits?" I barely managed to get it out. She said nothing, just sat up and turned my chair to face her. Then she slowly, methodically, unbuttoned each remaining button of her top. My mind spun. C calmly and seductively pulled her top open so that each side of it fell to the sides of her breasts. I stared at them, taking them in. Big, beautiful breasts. Full and aroused. "Do you like them?" she asked. I nodded. For a minute, maybe even two full minutes we stayed locked in that position. Her watching me admire her amazing tits. Me awkwardly focused on them, unsure of what to do next. After a couple of minutes, when I did nothing, she pulled her top back slightly closed and said "I'm glad you like them". I guess that's it for now. I flashed a nervous smile and turned back to the computer.
After a few more minutes fiddling around and trying to pretend I had composure (while in fact I was totally aroused but lost), C piped up again. "Did you want to touch them?". "Yes" I answered without looking at her. "Then why didn't you?"
My mind reeled. Why didn't I? I don't know, why? Because you can't just grab a woman's breasts, right?!?! You have to be invited to, right? I mean that's just disrespectful to grab a woman's breasts just because you want to. I stammered something, it probably made no sense. Still staring at the monitor.
C called my name softly. I looked at her. Her eyes were warm and gentle. Reassuring. "It's Ok to just do what you want. Take what you want. If you want to touch them, you should just do that. If you want to see any part of me, or touch any part of me, it's OK to just do it."
Wow. I had to process that for a minute too. Complete liberty and freedom with a woman's body? I didn't even know what that was. I had felt a girl up before, but we were making out heavily for a long time before...it had been a "gradual" process of discovering boundaries.
"Are you going to touch my tits?" she followed. "Yes!" I said resolutely and turned back toward her. She leaned back in her chair and pulled her top open again. I leaned forward and reached out a hand and began to explore them - awkwardly. I didn't know what I was doing, but they felt good. I caressed them gently and began to play with one of her excited nipples. It must have been clear I had no idea what I was doing. After a couple of minutes she put her hand over mine and together we cupped a breast. She pushed my hand firmly into it, pushing it high and squeezing it slightly. With her other hand she began to tease her other nipple, pinching it lightly, pulling it a little and then letting go. I tried the same. She arched her back a little, pushing her tits up toward me, and let her hands fall to her sides. I wanted to kiss, lick and taste them. I would do that. I stood and leaned over her chair, placing my mouth over one nipple and feeling it aroused on my tongue. I teased and sucked it gently, and then the other one. For probably (literally) 5 minutes I used my hands and my mouth on her breasts and nipples. She breathed deeply and her body shifted and writhed under me. It was amazing. And I was hopelessly lost in horny land. After about 5 minutes she stopped me. "Easy, they're getting sensitive." I stopped. What now? I don't know. What would she do now? All I knew was I didn't want to stop.
I sat back in my chair, staring at her, aroused and desiring. Her face was so sexy now...radiant and sultry. What to do now? I wanted to put my hands all over her. I wanted to touch her pussy, put my mouth on it. But how to start? Could I just lift her skirt and do it? Surely it doesn't just work like that!
For a few moments we looked at each other, her breath heaving her full breasts like a wave on the ocean. And then a noise in the hall. K's bedroom door. C sat up quickly and pulled her top closed. She was facing away from the hall anyway. Then the bathroom door at the far end of the hall - the familiar click of that latch. Phew. She had just gone to the bathroom. C quickly buttoned her top and I turned back to the computer. Close call. C's face had lost some color. After a few minutes we heard the toilet, and the water running and then K returned to her room. C let out a quiet relived giggle, and I did too. The mood had been lost some in the near panic - yet there was some excitement in the near miss.
For a while we resumed "working". We talked at more normal volumes about work, inane conversation really just as a show for K, in case she was awake. C rubbed my shoulders for a bit, as she often did, and I loved it. Eventually as we calmed, she sat back in her chair next to me. All I could think about was those panties. Those black sheer panties, with my cum in them. Was she really wearing them? Were they wet again? They were kind of see through - would I be able to see her pussy through them? I struggled to focus on the computer. I kept finding myself bringing up the wrong window, or bringing up a window and not being able to remember why. I wanted to see those panties on her, but now would she still be willing to mess around after that close call? How could I know?
C started to rub my thigh again and quickly found my swollen member. She stroked it through my jeans. I moved my legs apart to allow her better access. She was grinning again. She moved closer to me, and reached for my fly. I sucked my breath in and leaned back so she could get to the buttons. Her hand fumbled with the top button and after a few seconds it popped free. Then to the next one. C made some crack about Levi's jeans and all the stupid buttons, and stood up moving behind me. No shit. Maybe it was time to switch jeans brands. I almost always wore 501s. 5 damn buttons in the fly. I helped her open the rest. Our hands fumbled on them together and the touch of our hands aroused me further. Her hand reached into my jeans. I wasn't wearing underwear so instantly I felt her skin on mine. She ran her hand the length of my shaft, expertly teasing the underside of it. Fuck that felt so good. C tried to pull it out, but my jeans were too tight and it was too hard. "What have you been thinking about?" she whispered in my ear. I blurted. "Are you really wearing those black panties?" C's mouth moved purposefully to my ear. "Why don't you just tell me to show you my panties?"
Just like that? Really? I don't know why I was still shocked. Looking back now - or even just a few weeks later - it was obvious that I had permission to take whatever I wanted. I was learning quickly though. Fine. "Will you show me your panties?"
C came back around next to me without hesitation. She sat on the edge of the desk. She put one foot on my knee and braced the other on the chair next to me, her legs well splayed. She lifted her skirt and pulled it up above her waist giving me clear view of her crotch. As her skirt lifted, I could smell her. That same intoxicating scent as her and K's dirty panties had. She was wearing them indeed. I could see the top of her pussy and her pubic hair. Her swollen clit was mashed against the sheer fabric with her engorged lips pressed flat. "You're a very horny boy getting into my underwear" she said as she watched my face. "That's so dirty. But I liked how you showed me the ones you want." It's a wonder I didn't cum right then. My cock bucked and throbbed in my pants and I felt precum dripping like a leaky faucet. C looked down at her crotch and ran her hand over it. I wanted that pussy so badly.
"Is that it?" she queried. "You just want to see me in my panties?"
I was emboldened. "I want them off" I said.
C stood, still holding her skirt up high. "Why don't you take them off me?" Without hesitation, I leaned forward and slipped my fingers into the waistband, pulling them urgently down. I had to move off the chair as they came down to her knees. I knelt in front of her and pulled them to her feet. The scent of her just inches from my face was amazing. Her pussy smelled so good. I was shaking again. I brought them to her feet and she stepped out of them. While I still knelt, she sat back on the desk, still holding her skirt up. She moved her legs around me placing one foot on each chair. Her hands moved between her legs, and her fingers slid up and down her slit. "I'm so wet!" she exclaimed. "Do you like that?" I nodded. "Do you want to feel?" I did indeed. I stood and reached out. Her fingers were still there. My fingers slid between hers and together we rubbed up and down her dripping pussy. It was so wet. Our fingers slid easily between her lips and I moved my hand with hers, sliding down to her opening, and then right in. She pulled her hand away, letting her skirt fall as reached her hands to my pants. She tore at them, pulling them down just enough to free my cock and it sprang free.
For a minute or two we stood there like that, her stroking my dick and me fingering her pussy. I was dripping precum like I'd never before, dripping on the carpet. "Do you want to be inside me?" she asked. I did. "Then why don't you take me?" I needed no further invitation. I stepped closer and she guided me to her opening, rocking her hips up as she did. I slid in easily. And it was beyond amazing. Her pussy throbbed against me, warm and wet and inviting and teasing. "I've been thinking about your big dick all day" she whispered in my ear..."fill me up. I want to feel you Cumming inside me this time." I needed no further goading. My vision darkened. I rocked on the balls of my feet, spamming and losing all control. My cock hardened uncontrollably and I felt it coming. She knew it too. She grabbed my ass and pulled me hard against her. I don't remember being loud, I just remember suddenly her hand was on my mouth as my hips bucked and thrust involuntarily. When I was finished and regained composure, I leaned against her, breathing hard. She held me firmly there with one hand on my ass and the other around the small of my back. She worked her pussy squeezing every drop from me. After a few minutes I pulled out and our juices dripped everywhere. A small stream of milky white oozed from her. She held her skirt up and her legs wide while she rubbed her clit to an orgasm. As her pussy convulsed, my semen ejected in small rivulets, pooling on the desk under her ass.
I stood there, still rock hard, dripping and fascinated. I wasn't done. After a few moments she regained her composure and reached out. She tapped my cock and it bounced, still hard. "Want to see how I like it best?" Yes! She turned and leaned over the desk, presenting herself. One hand slid between her legs and she opened herself with her fingers. I needed no instruction. I understood clearly. I moved to her and mounted her. Now less sensitive, I took her for several minutes. Her hand worked her clit furiously and she came again, as did I. Spent, we dropped into our chairs, panting like animals. While bent over the desk, the cum and juices on it had rubbed all over her top and it was semi transparent over one breast. We giggled about it.
Afer a bit we talked more and we made a pact. From this point forward, we would both take what we wanted from the other, whenever we wanted it (provided we had the privacy to do so). No asking, no hesitation. If one was horny, they were entitled to it. And, we would try *anything* the other wanted to try. I had no idea what *anything* would comprise, though I suspect she did. And it would get very, very adventurous, and incredibly kinky.
We fucked a few more times that night, though we never went to her bed. In the wee hours of the morning when we finally were too exhausted to continue, we both retired to our beds - her to her room, and I to the spare bed in K's room.
Sunday would be a new day.
