the bosses daughter
Introduction:
this happened years ago when I was a delivery driver
This situation happened over a period of time where the bosses daughter would regularly ride with me . Some times I would bring her home from college other times I would take her back. I didn’t mind it was nice to have company especially since she was a lot fun to be around.
Her name was Sarah she was just 18 when she first started riding ,Blonde hair blue eyes. She was about 5’2 ,a little over weight ,and small breasts but a nice personality,and a great sense of humor. She would always be cracking jokes and picking on my driving but helpful when I had to make a delivery.
This trip happened to be when I was taking her back to school after a long weekend.She said dont wake me as she placed her legs up on the dash and laid her head on the window. And be easy on the bumps,so I started swerving back and forth just messing with her.Stop it she said or I will throw up all over this damn truck and you ,okay I said and tried to give her a more comfortable ride.
Rough weekend I asked as she was laying there trying to sleep,yes she said went to a party and drank too much.I didn’t say much after that and she drifted off to sleep.
Being a truck driver you use the right mirror a lot which gave me the opportunity to check her out better.
I made sure to watch her body jiggle and move around when I seen I was going to hit a bump.I had noticed that this trip she wasn’t wearing a bra so her small tits would bounce more. After a while I noticed her nipples were getting hard from rubbing on the material of her shirt.The way she was laying on the seat with her legs up were pushing her shorts up creating a nice camel toe to see.
The view of her sitting there was really starting to take effect on me and I had quite the boner from it. After about 2 hours Sarah opened her eyes and caught me in the act of checking her out . Like the view she said putting her legs down and adjusting her clothes, I have to use the mirror I said .Yea sure she said then looking at the boner in my pants and slapped me.What I said you cant hide that thing she said looking back down at my boner then chuckled,do you like I asked. Be nice she said or I will tell my dad,then after a pause maybe I do .
Time for lunch I said pulling into the truck stop watching other drivers look at her when I pulled in. I gave her a hand helping her climb out of the truck ,knowing I was the envy of some of the other drivers. Did you notice some of those drivers I said as we were sitting down.They were checking you out they think your quite pretty as I do my self I feel pretty lucky .
The waitress came over and greeted me , nice to see you again got the bosses daughter again I see. We gave her our order and she left, your quite popular here Sarah said I thinks she likes you. Well I am lovable I joked and young and single Sarah added,well that helps I replied with a chuckle.
We had finished lunch and when the waitress came back with the bill she smiled,are you laying over in ***** tonight she asked. Yes I said well have a safe trip oh by the way Mary has been asking about you, tell her I said hi I said. Helping Sarah getting back into the truck I couldn’t help looking at her butt thinking she is developing nicely.
As I pulled out on the highway Sarah asked who’s Mary ,just a waitress I said with a grin. Sure she said I have heard that truck drivers have a girl in every town. Yes but usually never one as pretty as you in their truck I said with a grin.She turned her body towards me so you think I am pretty she asked, I nodded yes. Well I don’t think I am she said , why not I asked her,well she said because I am fat, I have no boobs .Oh come on now first of all your not fat maybe a little chunky but if you stop drinking beer that will go away and laughed. Besides you have boobs they are just not big , guys like my self don’t like big boobs any ways. You have beautiful eyes,a great smile and one hell of a personality so dont put your self down.
Thank you she said that made me feel better, so how did that waitress know where you lay over has she laid there with you before. I didn’t respond I pretended I was busy driving ,so she asked me again, I dont kiss and tell I finally replied. I tried to change the the conversation but Sarah wouldn’t you are pretty handsome she said .Your also quite the charmer I can see why those waitresses are attracted to you. Thanks I said so how many boyfriends do you have,there was a pause none she said.None I said come on you dont have any, I find that hard to believe. I thought that’s why I bring you home so often so you could hang out with them. So you have a girl friend then I said teasing her,no I am not a lesbian either she said slapping my arm . I was getting her worked up so then I would guess your a virgin then I said chuckling.Shut up she said and turned away starring out the window and became quiet.
She was pretty quiet for miles until we made a few deliveries, where she was helping me unload. Back on the road I thanked her telling her how good a job she had done.You didn’t have to help me but I appreciate it though I said.I will have to tell your dad that he should hire you as a helper could even be a truck driver. Only if I could be with you she replied with a smile, and oh I am not a virgin just so you know.
The rest of the trip was fine I stopped teasing her and we actually had a nice conversation. When I arrived at my layover. I told her I would unhook the truck and take you to your dorm but in stead asked me if she could get cleaned up first. I got the key from the front desk along with a look from the clerk and we walked to the room.
Did you see that look Sarah said yes he probably thought you were too young to come to my room. That’s what I thought too she said putting her arm around me as walked down the hall. I gave her a look ,might as well make him wonder she said and giggled.
She said getting the room that she needed a shower entering the bath room , a few minutes she asked me to go get her suit case she forgot in the truck. When I came back she was sitting cross legged on the bed with towels around her thanks she said. My turn I said grabbing my bag and went to take a shower. Never did I noticed she had used all the towels hey I yelled at her I need a towel. I heard her come in and the door shut I figured she want back out . I opened the shower curtain surprised to see her standing there holding out a towel with a smirk on her face.
You have had a boner all day she said I just wanted to see it she said ,I grabbed the towel pulling the curtain closed. Brat I said ,she then pulled the curtain back open,she had dropped her towel exposing her self .She then left the room leaving me standing there thinking what the hell.
She was sitting on the bed talking to her dad on the phone when I walked out . She smiled at me then spread her legs revealing her pussy,okay daddy I love you she said hanging up the phone. I sat down in the chair asking her why was she doing this.
What doing this she said leaning back against the head board,sliding her hand down between her legs. Yes that I said , your my bosses daughter do you want me to get fired,you need to get dressed.Why she said you dont like this, I knew you have been checking me out all day long. I have been wanting you for a while now, why do you think you got the route that comes this way. Daddy was going to have Bill bring me up but he is a dirty old man she said he would fuck me.
I am flattered that you like me I said but, But what she said I am not a virgin, I dont have a boy friend I actually have boy friends. I could make a phone call right now and have several guys come over and fuck me . She then slid a finger in side her, get over here and lick me she ordered or I will call daddy.
I didn’t know what to think but I knew i didn’t want to lose my job . I followed her orders and climbed on the bed between her legs. I kissed her thighs making my way up to her pussy, good boy she said placing a hand on my head. Now eat me she said forcing my head into her pussy thrusting it forward. I moved my hands under her legs trying not to think that she was my bosses daughter and began doing my best to get her off.
With my nose pressed into her clit my tongue was lapping her juices from with in her cunt.She had her legs wrapped tightly around my neck holding my mouth tight against it. She was telling how well I was doing,telling me not to stop.Her thighs were squeezing my head when I felt a fresh flow seep out of her .
That was nice she said easing the grip on my head allowing me to lick up her slit and suck her clit into my mouth. My hands had moved up to her breasts finding her hard nipples,oh you are good she said . Her thighs still tight around my head again as she moaned.
I like eating pussy and I also like to give a woman as many orgasms possible, I wasn’t even thinking about who she was. She was moaning and breathing deep as she was riding my face through several more orgasms before allowing me to come off of her.
I sat back on the bed looking at this beauty laying there spread wide with a well fucked look on her face.Damn she said no wonder you have the waitresses wanting you. Then a smile came to her red face,what else are you good at.I looked down at her dripping pussy then slid a finger into her. Then two ,then three and started finger fucking her. She started rotating her hips and moaning.This girl must be quite a slut by the way she is so loose and wet I thought. She had her eyes closed and was moaning as I continued to fuck her, eventually getting 4 fingers into her.When I started rubbing her clit with my thumb she opened her eyes staring in to mine, fuck she screamed .She was lifting her self up off the bed trying to force me farther into her, her pace quickening until she same again.
She laid there flat on the bed breathing heavily as I got up off the bed , and lit a cigarette .
You are very sexy I said admiring her naked body laying there lifeless on the bed,I guess your not a virgin. She didn’t respond just smiled and continued to stare into my eyes breathing deep.
After a few minutes of resting she collected her self and moved to the edge of the bed. Laying on her stomach the then propped head head up on her hands , well she said now I want your cock. Really I said and what do you want to do with it I asked her, I want to suck it she said. Are you any good I said teasing her by stroking my cock from the chair, yes she said reaching out at me. Really I said your only 18 you couldn’t have sucked many. You’d be surprised she said,besides I am 19, how many I asked ,I have been giving blow jobs since I was 15 she said, and I like to swallow so bring it here.
I got up out of my chair taking a step towards her when her hand grasped my cock firmly . I stopped before she could pull it to her mouth thinking it is my turn to he the aggressor .Just inches from her face she was gripping it hard and stroking it, give it to me she said.I grabbed her by her hair pulling her head away and kissed her,give you what I said again. Give me your cock she said I want it in my mouth she was starting to talk dirty to me , fuck my mouth she said. With that I took another step forward as she impaled her self on my cock. I was surprised when she took it all the way into her mouth with out choking, her hand now on my balls.
This was the first time I had ever had a girl so aggressively attack my dick like this,looking down at her plump body. Damn girl I said you like sucking cock dont you , yes she said taking a breath before licking up and down the side. I love the feel of cum sliding down my throat too she said looking up into my eyes running her tongue around the head.
I started face fucking her hard then stop holding her head tight on my cock then face fucking her hard again. I did this over and over her saliva was running down her chin as she was making a slurping sounds. Then I came watching her body start to shake as she was actually having an orgasm swallowing my cum. Damn girl I said as her hand pulled on my balls and her other hand milked the remaining cum out of me.
You like she said as she released me, I sat back on the chair looking at her red faced smile,very much I said . Good she said sitting up on the bed wiping her mouth,I like it too then got up kissed me and went into the bath room.
I heard her talking on the phone when she came out dressed, call me when you get here she said. I had moved up on the bed naked expecting to fuck her when she came out. She looked at me naked then climbed up straddling me and kissed me,no fuck I said. No she said maybe next time we can do this again I loved the way you eat pussy.
We kissed as she told me she prefers to suck and have her pussy eaten more than fucking when her ride came and she left.
We did repeat it again a few more times , when she did let me fuck her I must admit she was a better sucker than fucker