Written by Bobby.
9 Sep 2017
MY FIRST TIME
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My mother looked at me , “ Well , Bobby , aren’t you going to help her with her bag?” Too eagerly I jumped at the chance , running over to grab her bag , I didn’t see Snowy , our cat , in front of me , and I tripped . I fell into her , getting a face full of her cleavage . “oh my.” was all she said . Pete laughed , and I heard my mom sigh.
Anyways after my mom and Pete said their goodbyes and left she reintroduced herself . I found out her name was Anna and she was the daughter of one of Pete’s co-workers . She was 23 and was in town for a break from Uni . We ordered out for Chinese and she helped me out with my homework . Then as it got later , she mentioned to me that she was going to take a shower . I agreed that I would behave while she was in there , and she walked up the stairs . I waited a few minutes and then followed her .
I heard the shower going and saw her clothes laying on the floor , when I peeked in . I got my courage up and slowly walked up to the shower curtain , pulling it aside just an inch and spied in on her . I swear just seeing her naked and soaking wet almost made me shoot a load right there in my pants , this woman was hotter than anyone I had ever seen . I watched her rub the soap all over herself , until she got to between her legs . The bulge in my pants was already harder than it had ever been and was just screaming to be let out I watched as her eyes closed and she let out a soft moan as she touched herself . Anna continued to touch herself and I realized that she was fingering herself . I couldn’t stand it , so I dropped my pants and began to masturbate while watching her .
I felt myself getting close to cumming when suddenly she stopped . She looked right at me and pulled the shower curtain open . I jumped in shock, and just then streams of hot cum began spurting out of my cock . I watched as some of it splattered on her flat stomach , and I thought I was going to be in deep shit . Anna on the other hand , smiled and stared at my throbbing cock as the last bit of cum dribbled out . All I could do is stand there and stare at her . “Well , this is an interesting situation” , she smiled , "I never been watched while I fingered myself before , let alone had someone jack off on me .” I just stood there not knowing what I was supposed to do . Here I was thinking she was going to kill me for what I did and she was staring at me like a piece of meat . Her hand caressed by member , making me shudder . She bit her lip , “Come with me to your room , I think I know what you can do to repay me .” I just nodded in agreement , and showed her to my room . The walk to my room seemed to take forever but when we got there she laid on the bed and spread her legs exposing her wet pink pussy . I stood at the foot of the bed staring at it , “Do you know how to eat pussy?” she asked . I shook my head no, not taking my eyes off her sweet love box . “Well , first you gotta get your face down there.” she purred . I nodded and got as close as I could . It smelled so great and made my mouth water , making me anxious to taste it . She began explaining what to do pointing the different areas out , not only explaining how to lick it but what everything was .
I followed her directions and began to eat my first pussy . She began moaning , grabbing my hair . When she climaxed she pulled my face away and smiled . “Now I’ll do something for you .” was all she said . I laid down on the bed like she directed me to and looked down at her as she slowly crawled up me from my feet . I was already rock hard when her tits brushed my cock . She smiled and squeezed them around it , making an up and down motion. After a while of fucking me with her tits , she lowered her head .
As her tongue touched my shaft , my hips jerked forward . She began running her warm , wet tongue all around my cock , until she got to the head . She put it in her mouth and began sucking while slowly moving down farther on it . Soon her nose touched my pubic hair and she started going back up it . She began staring at me while she impaled her mouth on my stiff rod . Furiously sucking like it was life and death to taste my cum .
It didn’t take me too long before I started sending rope after rope of thick hot cum down the back of her throat , moaning with my eyes rolled up in the back of my head . She stopped bobbing and began drinking every bit of it . Soon I was finished and she stopped , pulling it out of her mouth , she smiled “How did you like that?” I couldn’t breathe I was so astonished . “I’ll let you rest a bit before we finish .” she purred .
I didn’t know what she meant but I laid in bed for a while thinking about what had happened . A couple hours later she came back into my bedroom , completely naked . I got a hard on almost instantly as she climbed in bed and then on top of me . Her lips touched mine and then parted and her tongue slid in my mouth . After a while of grinding her pussy against my cock , she stared into my eyes , “You have to promise before we go any further that you won’t tell anyone about what we’re doing . I could get in a lot of trouble for this .”
Not really caring , just eager to feel her pussy squeezing cum out of my cock I hurriedly agreed Smiling , she grabbed my hard on and lifted herself up a bit , I swear I felt the heat emulating from her pussy as my head neared her opening . We both let out a moan as I slid into her , feeling what it was like to be inside a woman for the first time .
She rode me slowly at first , then she began to pick up the speed until I was bouncing on the bed myself . I began cumming again as she screamed in pleasure and shuddered . Finally she collapsed onto me and we fell asleep naked holding each other , with the beads of sweat cooling on our bodies . We had sex several more times that weekend and eventually began a secret affair that has lasted several years.