My First Sex Part 3

Part III
(In part one and two I describe how I lost my virginity to a very young and pretty brunette. What I described was based on actual fact from notes in a journal I had written down years ago. I never thought I would find an outlet for them, because of their nature. I do take artistic license with some descriptions, and order of events as they actually happened over the course of a week and a half. They have been compiled into a smaller time frame to make the story less boring. Some of the details Wendy describes about her brother are made up in Part II. I contemplated putting some in here, but as this will be the last segment, I felt I needed to just stick with the facts and embellish if need be. Thanks for all the comments good or bad. Except for those of you whining about it being too long since you were properly warned.

I have again embellished some details, and adjusted order of events. All of it is based on the experiences I had with this young woman, who was very experienced in the art of sex, so way beyond her years.

Another warning that this is much longer than all the first two. I though about making it into two parts but my better half convinced me other wise. If this is to long for you then…..well don’t read it, and if you do then don’t whine about the length. Everybody’s a critic. But that doesn’t make you a good critic. I do make a few errors in grammar and spelling, and guess you will have to live with it.

Now on to Part III
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I was dreaming I was in a very warm place, I could feel the warmth come over me as feelings of pleasure seemed to wash me from head to toe. As I thought this I suddenly came to the realization that I wasn’t dreaming and that something warm was wrapped around my penis. I could feel an arm across my hips and a hand on my bottom. My next sensation was that of smell, I could smell something warm and moist almost in front of my nose. I wanted to open my eyes to see but sank back trying to hold onto my half awake condition and enjoy the pleasure that were washing over me. I knew Wendy was sucking on my cock. She was doing it very gently, and working it slowly. My erection was extreme but comforting and from the glow I felt in my body I knew I was very close to cumming. I felt more movement in front of my face and slowly began to open my eyes. As I did the sight in front of me came into focus. It was Wendy’s beautiful pussy right in front of me. One thumb was working on her very red and swollen clit and she had two of her fingers up inside her. Like a dog on a hydrant, she had one knee and leg pointing up into the air, helping to hold her sweet lips open. Staring at this wonderful sight before me caused my cock to jump and I knew I was going to squirt my cum into her warmth any minute. Wendy sensed it too and must have realized I was no longer asleep. She moved her finger towards my mouth. I opened it quickly and took two of them inside and started sucking them and licking her fluids from her soft hand. That started me over the edge. I quickly moved my hand up and over her bottom and pulled her so that her pussy was now on my mouth and I started sucking and tonguing her for all that I was worth. She moaned and bucked into my face as she gushed almost instantly. I glimpsed a vision of her liquids flowing out and down the side of her thighs. Her lower body was jerking as she shook from her climax. At the same moment I had reached the edge and was starting to shoot my cum. I was aware that Wendy had backed off her mouth and held just the head of my cock just inside her mouth. Her tongue rapidly worked my hole and massaged the underside of the head as my hot cum flowed into her. Her hand was now pumping on me as she was trying to time it with the jerks my cock made in her hand. I could tell she was letting it fill her mouth and not swallowing. I shot several more spurts into her mouth, as my load finished its hot journey into her oral warmth.
“mmmmm’ she moaned as I heard her swallow it all at once “mmmmm how was that for a wakeup call?” She then put her mouth around my softening cock and started to slowly and gently suck it until I no traces were left from my intense flow of cum.
“Oh.. god Wendy, your are so good. I feel like I could lay here and suck you forever” I then moved in and started to slowly lick her clean of all the moisture that had ran out of her. Her hips began to move again and reached out with both my hands and wrapped them around her bottom and pulled her pussy in to my face and started to finger her insides as I licked upon on her red swollen clit. It looked so much like very small penis. I moved in and rolled my tongue up the sides of my mouth forming a small hole and started to gently suck her clit back and forth and in and out of the tip of my rolled tongue. Her reaction was almost immediate as she suddenly dropped my cock out of her mouth and let out a long loud moan. I held her tight against me so that I would not lose contact and continued to suck her clit and work her pussy with my fingers. With her hips jerking again and shaking, her moans were turning into screams.
“oh fuck oh fuck oh fuck” Over and over again she yelled. “I’m cumming…I’m cumming” And she did. She held me in tight and buried her face next to my cock. I was aware that she had squirted more fluid out of her, but I tried to keep up the contact of my mouth and tongue on her clit the best I could. It was very hard to do. Considering that we both were holding onto each other so tight. Her thrashing was throwing us both back and forth on the bed. Her pussy liquids were running down my face and neck and soaking the bed under us. Thank god for rubber pads. The intensity of her orgasm and the passion I felt as I sucked her during our wild ride had once again caused my cock to inflate and become very hard. Slowing down, I felt her go limp. I slowly stopped my work as she became very still and quiet in the after glow of her cum. I gently licked her remaining juices from in and around her pussy and started to thrust my erect penis along side her head.
“mmmm need me to suck you again, huh” as she moved her mouth over my cock and licked me, then sucking me inside her warmth.
“Man your intense, Wendy.” I was amazed at the orgasms she was having as well as my own. They all seemed better than the last, yet they were all equal. She worked on me for several minutes as I lay there enjoying the soft sounds of her sucking and my own moans of pleasure. I looked up, it was still very early in the morning. I wondered if it would rain again today, I don’t think I really cared.
She pulled off of me and rose up. “Brian hand me three rubbers. Hurry, please.” Not thinking too much about it, I reached over got three and handed them to her. She quickly put them all on me one after another. They felt tighter than just having one on. I wasn’t sure what she had in mind, until she asked me to hand her the Vaseline from her night stand drawer. I opened it up and there next to the Vaseline was a very large fake cock.
“This is so cool.” I said reaching out picking it up. I had never seen one for real, just pictures of one. It was about 8 inches in length and almost two inches wide. Wendy had moved around on the bed so that we were now head to head. She laughed.
“Ooops found my toy.” She giggled. “I almost forgot about Mr. Dick. Do you mind if he comes out and to play with us?” She pushed him into my face. I jerked back scowling at her.
“ahhh no, as long as he stays away from my ass.” I laughed. I wasn’t sure what she had in mind but from the experiences I had in the last day or so I just knew it was going to be some thing special.
“Cool, he always is fun.” Wendy grabbed the pillows and stacked them in the middle of the bed. Looking up at me she smiled and turned around with her butt facing me and bent over the pillows. This pushed her bottom into the air of course and exposed her still shining pussy. She giggled as she said, “How much for a lube, mister?” she smiled sweetly back at me. My erection had started to subside just a bit but I felt my cock jerk in anticipation from knowing that I was going to take a ride in her butt hole. I quickly smeared Vaseline onto her hole and pushed more inside of her as well.
“Why are we using this stuff now, we never needed it before?” I questioned.
“Oh Silly, because you’re going to fuck my ass very slow and for a very long time. I don’t want to be raw. The extra rubbers will also help keep you from cumming so quick. Grease up your cock, and put a little on Mr, Dick there.” She laughed and looked at me over her shoulder as I did as she instructed.
“OK, Now push Mr. Dick into my pussy as far as you can. Then finger my butt until I get a bit looser.” I could see her legs quiver from the anticipation of what she was about to do. I started thinking about all the sex that had occurred between us during the time I was with her and it became apparent to me that I had a real nymphomaniac on my hands, or at least what I assumed a nympho was. I had heard about them but thought that was just crap sex talk that guys spread around. She really had a capacity for enjoying herself in her sexual endeavors, at least so far as I was concerned.
I slowly began to work Mr.Dick into her pussy as far as I could push him. The width of Mr.Dick was almost a half inch wider than my own dick. I watched as it spread her open and her lips pulled back and forth around the shaft as I worked it in and out, with each stroke going into her a little deeper. She took almost his entire length inside her. She moaned softly as he hit the end of her pussy canal. Once he was in place, Wendy reached under to hold onto him and started to work Mr. Dick back and forth and around. I moved over Wendy and with some twisting and turning began working my finger slowly into her butt hole. Needless to say she took it easily and moaned as I started pushing my finger further into her. After she seemed good and loose I positioned my self over her and pressed the head of my cock against her butt hole and moved it slowly in and out until I was buried all the way into her. As soon as I bottomed out. Pun intended. I held myself tight into her and let myself capture the feelings of this moment in memory. Then as I started to slowly move in and out, I could tell that the sensations I felt from being inside her were very subdued and it hardly felt like my penis was getting massaged other than the pressure of her butt hole clamping tight around my cock. She would loosen up as I pushed in and tighten up on me as I pulled back. This must be what ecstasy was, I felt I was being milked but yet it was so subdued.
“Fuck me slow, take your time and lay on me and just slowly fuck into my ass.” She moaned. “If you think your losing your hard on, let me know. If you get close just stop where you are and let me help you get back into control. Ohhhhh god this feels so good…fuck me slow Brian.”
I gently lowered my self down along her back and put my elbows on either side of her chest. Her legs were spread out wide and I was lying between them. She had both arms tucked under her and down between her legs working Mr Dick back and forth in time with my motions. I humped into her butt hole slow and steady. I kissed the back of her neck and on occasion I would suck on her ear lobes, especially as she started cumming. It wasn’t long before she began to have her orgasms. They started out and seemed to occur about every 5 or ten minutes. I really didn’t keep track of time but it must have been almost two hours as we did this. I could always tell when she would start to cum. Her butt would push up into mine. Her hands would work Mr. Dick a bit faster. I could feel the movements of him against my own cock as our heads would bump into one another. Then her butt’s sphincter would start to pulsate around my cock as her orgasms coursed through her body. This was the most exiting part for me. I would think I was going numb, and couldn’t feel much. I then would start to slowly deflate. Then she would cum, and shake from the pleasures working into her holes. In moments I was rock hard again. My ball sack was constantly tight and I could feel her once in a while reach up and tickle it or scratch it lightly. My balls were aching for release, but the sensations were just enough to keep my cock firm, but not bring me too close. Several times when I thought I was about to unload, Wendy was able to tell and would reach up grab my balls and pull on them to halt my movements. We would lie there real quite for several minutes. I would be buried deep in her butt hole and Mr. Dick up tight into her pussy, catching our breath and feeling the intense connection that was bonding us as one.
“God, isn’t this fun? You make me feel so good in my pussy and bottom. God I love to fuck so much. I think I’m addicted to sex.” She giggled and moaned looking back up at me. We took those moments to kiss each other as best we could, considering the position we were in. “How’s your cock holding out. Are your balls getting sore? Keep it up, silly, you can fuck me forever this way.” She giggled again.
“I think I am past sore. They feel very tight and I have a big ache in my groin. My back is killing me and I am so thirsty, but never mind me, how are you doing?” As I slowly came back from the cotton clouds I was enveloped in.
“Boy you’re just a big whiner. Look at yourself; here we are having the best fuck of our lives at the moment, and nothing but complaints.” She giggled. I reached down and slapped her ass for it.
“mmmm…. Do it again.” She moaned. I then smacked her a bit harder a few more times. Her butt pulsated around my cock as she hit another orgasm. The intensity of this one almost pushed me out of her.
“God, how many times can you cum. I can’t believe you still want to go on.” I exclaimed to her.
“Rob and I once did this for almost nine hours. I came about 5-6 times an hour. He came almost every two hours. But then we had to stop and he replaced himself with Mr. Dick after 4hrs. We were both sore for the next week that neither of us had the slightest desire to fuck the other.” She said it like she was reciting baseball scores. “Are you still thirsty? We can get up if you want to take a break.”
“Yes, I am feeling cramped, and I think my arm is going to sleep.” I whined it out. I stated to pull out but Wendy reached under her and grabbed my ball sack and I couldn’t move an inch.
“Ohh poor baby… No breaking contact. OK now carefully move, I don’t want you to fall out. We are going to roll over. I will be on top, and then we will work over to the edge of the bed and get up. Stay as tight as you can against me, it is up to you to hold onto me. OK?” I nodded. We then rolled together onto our sides I moved my arms down and hugged her hips into me. Wendy let go of Mr.Dick as I then held her very tight into me and rolled her up on top. My cock had started to soften slightly from the distractions. Wendy took the opportunity to rock back and forth on me while she was on top. In a few moments of watching her in this position I became hard again, and the ache in my groin went up a small notch. I carefully scooted us to the edge of the bed. Wendy put her legs down on the floor, I did as well and we both carefully stood up. I had to stoop and keep my knees bent slightly so my cock was level with her butt hole. She bent over to help me stay connected into her. At that moment, Mr. Dick decided he had enough of this shit and with a rather loud sucking and wet slurping sound, dropped out of Wendy’s pussy and onto the floor. We both laughed so hard at the gross noise it made we almost lost connection.
“OK, now down the stairs and into the kitchen. Forward march.” She laughed and giggled some more. “I love this.” We carefully made our way out into the hall, and to the stairs. I began to see some physic laws about to be broken if we were to stay connected or injured body parts if we had a mis-step. There was no way she was going to be able to take the first step down with me having to remain tight into her butt. As we stopped I took the opportunity to hump into her butt a few times just to keep myself hard.
“mmmm that’s nice, Ok silly, not to worry, done this before.” She giggled again. “Turn around and back yourself downstairs. It will be much easier” I realized then that of course she had done this before. I felt a bit jealous, as I should have thought of it. The sight we made would have been hilarious to anyone watching. Both of use were carefully stepping backwards down the stairs, my cock deep in her ass. Arms around her hips and gripping her with my hands clenched together to hold her in tight. She had one arm around my back gripping my butt cheek very hard in her hand. Her other hand was holding onto the rail to help steady us. Our feet would move together, left then right, causing us both to sway back and forth. At one point I thought we were going to bust out laughing so hard that we would break apart. We had to stop about two thirds of the way down. Wendy bent over some more and allowed me to hump into her for a few minutes. I watched my cock work its way in and out as the skin of her butt rolled up and down my shaft. Continuing on we held tight to each other and made it to the kitchen. I walked us over to the table and we took a few moments while she rested across the table and I slowly humped into her some more. As I did this I began to daydream about going into each room and doing a quick hump before moving on. Wendy started moving her hips as she reached down with her fingers and worked herself quickly into another cum. She wasn’t putting out as much liquid with this orgasm. She grunted and wiggled under me, and the feeling of her butt working on my cock in combination of watching her cum flow out was getting to be too much. Again I felt I was going to unload at any moment.
“Wendy, I’m sorry but if I don’t cum soon I am going to explode.” I said. “You’re too much for me. I am not sure how much longer I can last.”
She reached around and smacked my butt so hard that it really stung. I thought my penis was going to shrivel up right then and there. Laughing she said. “There that should help you out; let me know when you need another one of those.” That helped, it really did, I really did not want another one.
We then moved over to the fridge and grabbed some juice, got glasses, and I drank two in a row and quickly filled a third. We worked ourselves over to the snacks her mother had left out for me and munched down while drinking our juice. In later years as I recalled the event, I likened it to a marathon rest stop. Only the event I was entered in was a sex-athon. How long can a person fuck and not cum. I think I was finding out my current limitations in that department. Once refreshed we headed back up the stairs, stopping once for Wendy to lean over and brace herself, as she reached down and worked her self once again into another cum. As soon as she had recovered, I reached around and started working on her tits and clit, and quickly brought her to another one in a matter of a few minutes. My rock hard penis was really starting to ach as she came and I pumped into her a bit faster.
“God Wendy, I need to cum…please let me cum.” I think she felt sorry for me. She started moving a bit quicker and we went up the stairs and down the hall falling onto her bed. She gasped as she hit the enormous wet spot left from her previous orgasms. By now it had cooled and was rather chilly. It hit her full into her chest and she almost screamed from the shock. This set off another orgasm as her body quickly jerked back into me while I pumped back into her. I was rapidly getting over the edge again. I needed to get relieved for my aching balls and the load of cum that had built up in me. Somewhere in the back of my mind I think I felt my bladder screaming out as well.
“Ok get ready Brian…we have to do this quickly. When I say ‘now’ you need to do this. OK? She carefully ran through the procedure that was going to occur. “It’s all in the timing.” She panted as I pumped into her listening to what was about to happen, dazed and not really caring, I think I grasped what was going to happen. This was going to be totally cool.
With out breaking our connection we worked around until I was humping into her slowly in a doggie position again. She was on her hands and knees. She leaned forward off the bed and retrieved poor Mr. Dick and worked him against her sopping wet pussy until he was firmly back where he belonged. Wendy then began to work him faster and faster until she hit another climax. As I watched her hands, a small amount of juice ran from her pussy and down her legs. I kept up a steady hump into her like she wanted. She did one more orgasm and then we both fell over onto our sides as before. I rolled her on top, while she continued to work on herself with Mr. Dick. She turned and spun slowly on my cock until she had come 180 degrees around and was now facing me. I looked down and could now see her upper pussy and clit, both were engorged and swollen from all the orgasms she had endured. She started to do all the humping and worked the dildo into her as she started to quickly bounce on my rigid cock. Her tits were bouncing up and down so fast that they were almost a blur.
“oh fuck oh fuck oh fuck oh god fuck oh fuck, I’m cumming again.” This time she squirted a lot more juice from around Mr.Dick which ran down her thigh and onto me. My erection was getting extreme but I was feeling numbed out with the pain that had built in my groin. I am sure my prostrate was about ready to explode from the store of sperm it was holding onto. “fuck my pussy dickey.. fuck my pussy, dickey likes my pussy, fuck it dickey, fuck my pussy” She moaned as her hands speeded up and she worked him into her faster and faster. She then hit another cum…at which point she stopped moving and took the experience full on. Her butt shook and again pulsated around my cock, almost milking it. “Now Brian Now…. Fuck my ass, fuck my ass good…fuck it fuck it fuck it…shoot your cum up into my butt… let me feel your hot cum shoot, shoot it shoot into me…..Now now. Fucking cum in me. Cum please cum…. Shoot that cum in me…..hurry hurry…oh god cum in me squirt me baby squirt your cum..…”
She gave her signal; she quickly rolled backwards down between my legs, bending my cock with her until it popped out of her butt. At that point I moved up to get myself in position over her as she grasped her legs behind her knees and pulled them up around her head till her pussy and butt hole were pointing straight up at me. As I looked down at her I had a tremendous desire to fall over and bury my face and nose deep into her pussy and lick her butt hole. It was extremely open and large. By this time she is screaming to me to stick my cock in her butt and fuck her ass, over and over. Her hand was now down and began to work on Mr. Dick at a very extremely fast motion. I thought for sure she was going to hurt herself with the speed and force she was pushing him into her, or maybe Mr Dick would fly apart from all the abuse he was under.
Reaching down I quickly popped the first two rubbers off me. The last one held a lot of pre-cum that had filled the bottom of the rubber like I had just cum. As I pulled the last one off I groaned from a flurry of many sharp pains. In my haste I had also taken a few pubic hairs along with it. My cock was as enlarged as I had ever seen it. Soaking from the tip to the base with pre-cum, I leaned over and guided it to her ass hole and plunged into her. Wendy gasped and continued working with Mr. Dick which by now was forcing more juices from yet another orgasm out her swollen pussy. Her hand was now hitting my pubic bone hard as I slammed into her again and again, humping as fast as I could. The sensation was totally unlike anything I had felt before with her. The freedom I felt around my bare cock riding into her butt extended my pleasure. Her butt had clamped on me and was milking me with the combinations of her work and the spasms from her orgasms. The pain in my groin was starting to subside, and I could feel my self getting closer to going over the edge. I knew I was going to unload any minute. As I leaned forward to fall over her, I grasped her legs to hold onto. This raised her up more and I felt my cock going deeper into her ass. Wendy was cumming again and screaming at me. “Fuck me fuck me…fuck my ass….cock in my ass cock in my ass…cock in my pussy…hot cock in my ass.. cum cum cum cum in my ass… cum shoot your cum shoot it, shoot it, squirt it out cum, squirt it in me..