#1 A Package from the UPS GuyMy Junior year of High School I met my first real steady boyfriend. We were both going to Catholic Schools, he at an all-boys school, and me at an all-girls school across town. The reason I was in an all-girls catholic school was not because I was Catholic but because it was only thing my mom could think of to do with her out of control daughter after already having moved two states away to get away from my past indiscretions the year before.He was s senior and we met while working on a joint school initiative to create a trivia competition for grammar school k**s. He was the lead for his school, and I was the lead for mine. After working together for several weeks, we started to grow rather attached to each other. He was cute and a little awkward around me, but I liked that, and I played into his level of comfort. He saw me as a good little Catholic school girl, innocent to the ways of the world. He never really asked about my past much, and I don’t think he even realized I was only at that school since the beginning of that school year. We started dating in the spring, and after 6 long weeks of dating he finally worked up the nerve to kiss me. I thought it was sweet, but also exhausting. After that initial awkward kiss however, things started to pick up. He had been accepted to a university a State away and knew he wouldn’t have a car at least at first. I think he wanted to seal our relationship as best he could. We started petting and deeper kissing and I tried to let him lead. One day sitting in his mom’s car in a grocery parking lot I reached in and gave him a hand job. He came all over his pants but told me he loved me and that made me very happy, none of the other guys I was with ever told me that. The very next time we were together he picked me up from school and came in my house and we were sitting on the couch watching a movie alone when he said, can I try something I saw in a movie. I said sure, and he said ok don’t be nervous he said as his voice cracked. I tried not to laugh; he was being very serious. He reached under my pleated plaid skit and reached for my panties. I just raised my but off the couch to help him, which I thick shocked him then as he dropped my panties to the floor and raised my skirt he just stared at my shaven pussy, as if he expected a full bush, but then he bravely went in tongue first. It was awful but I give him an A for effort. He licked around not sure what he was looking for or supposed to be doing. He would go from one area to the next making erratic movements, tickling more than pleasuring, but I felt bad and frustrated at the same time. So, I got up the courage to begin moaning and fake an orgasm. I felt ashamed of myself, but I couldn’t take it anymore. He was very please with himself and decided that was all he need to do for the day.A couple weeks passed, and he did it some more to no avail, but I continued to tell him how good he was, I really did love him, and I didn’t want to hurt his feelings. Finally, about a month before he was to head off, we decided to try sex. The awkward conversation occurred when he said he wanted to make sure we lost our virginity together. I didn’t have the heart to tell him I had not been a virgin for a long time, nor the fact that the reason we moved was because of my indiscretions.But It came time and we started kissing and he was sucking my breasts and that was nice then he got between my legs and slid in, it felt underwhelming. I knew he was smaller than other guys I was with, but it was not the length it was the lack of girth that was troubling. He actually asked if he was in, and I said I think so. I tried to ease the tension by saying I was just to wet, which was mostly true. The real disappointment came with after approximately 4 thrusts he pulled out and came all over my stomach. It was less than a minute from first insertion until I was covered with jizz. I smiled and he smiled and said it was amazing. I said yeah and let him snuggle up against my tit as I stroked his hair.We had sex a couple more times before he left for college, but each was the same. Little to no physical pleasure even though I faked a couple of moans, that just made him come quicker. But I did still really love him and felt a strong emotional satisfaction from our lovemaking.Fast forward to the next Spring. We had been dating long distance for the kocaeli escort school year, and it was driving me nuts. First, he was horny all the time and we would have phone sex and talk dirty, but I had no good outlet. I had yet to have a really good sex toy, so I was still using my hand and random phallic objects from shampoo bottles to cucumbers and bananas. Also, he was at college having fun with beautiful girls around him and I was jealous and paranoid always thinking he was fucking some coed behind my back, and lying about it, probably even getting his dick sucked while we talked on the phone. My imagination was running wild. Where was he coming up with all of these dirty sex fantasies and talk if he wasn’t actually doing them. My mind was frenzied with images and actions, not a good place for a horny and desperate girl to be.It just so happened that one day close to the end of my senior year we had a half day. I got home at about 11 in the morning, and I was feeling especially horny and frustrated. The night before I talked to my boyfriend and heard girls’ voices in the background. He said they were there to see his roommate and were leaving. I decided to let loose a little. It was a nice spring day, and as I drove up, I noticed the they were putting on a new roof on the house next door. The roof line lined up nicely with my bedroom windows, so as I walked in the house and through the kitchen, I grabbed a large cucumber and headed up to my room.Once there I opened the curtains and window and gave a casual hello to one of the workers sitting on the roof about eat his lunch. He looked back at me and smiled. The houses were close enough in our tight little subdivision that we were no more than 20 feet apart or so. I decided to have some fun. So, I stood in the window and dropped my skirt to the ground and started unbuttoning my white uniform blouse. I don’t think the guy noticed at first, but soon when I was in just my bra and panties, I heard him say damn guys come here. As I started to unfasten my bra I looked up and six workers were standing on the roof some starting to massage their cocks through their pants. I was getting really aroused knowing I was turning them on. Soon the catcalls and whistling started, and I loved it all. I walked away for a second just to pull up a chair to the window and they immediately began crying for me to come back.I sat in the chair and slowly removed my panties then spread my legs wide for them to see. More calls more hollering occurred, and I slowly started to rub myself for them wanting to get good and wet for the show. When I felt that I had their full attention I grabbed the cucumber off the desk next to me and showed it to them before I slowly started to insert in my dripping hole. The guys were literally stroking themselves as I started to work the cock like studded cucumber into me. And I was really enjoying the moment when suddenly the phone rang. I snapped out of my fuck focused trance and answered it. “hello love of my life” he said, and suddenly I felt all the shame and guilt rush into me. “How are you,” I said good with a little break in my voice. The Problem was when I got up to answer the phone the cat calling, and hollering didn’t stop. “What the hell is all of that?” he asked. I said it was just some construction workers next door being loud, he said yeah really loud. I tried to go to shut the window but when I did, they started clapping and screaming at my return. He said what are they clapping for. I said I don’t know I was just getting up to shut the window, He said oh sounds like they liked it, and laughed, then he said maybe you should tease them a little?” I felt his usual dirty talk and fantasy coming on, “maybe unbutton your shirt for them. Laughing again, I halfhearted laughed in return and said no way, then he said something that set me off “I know you are too good of a girl to do anything like that, but maybe when you get to collage you will loosen up a little.”I stopped and my mouth hit the floor, this guy who was a virgin when we met and couldn’t fuck or eat pussy to save his life was talking down to me. I lost it. “What did you say?” I retorted as he repeated, I was too “good” of girl. I said, “for your information they were whistling at me.” He paused a second and asked, “why would they do that that doesn’t make any sense” I said because I was naked and masturbating kocaeli escort bayan in the window for them.” He started laughing a deep belly laugh and said, “no way, you would never do that in a million years.” I began to get irritated, but instead of yelling I decided to slow my words down and drop my voice a little and get sexy. I said, “would you like it if I took my clothes off for those guys.” As I walked back over to the window. And the yelling began to come up again. He hesitated and said, “that would be very sexy, but I know you better than that.” I said I know you do baby as I turned away from the window putting one foot on the chair and leaning forward to show the men my ass.” I knew he was picturing it so I figured I would describe it. Once more the catcalls went out and, he said “man they are loud, what are they yelling.” I don’t know they are just working and enjoying the show “oh yeah right, I forgot you were masturbating for a bunch of strangers.” He quipped sarcastically. I said, “no silly, not yet I am just naked for them, but I am going to start masturbating if you want me too.” He said oh sure go right ahead tell me about it.” With a snicker.I said well I am grabbing this big fat cucumber I was using earlier and I am going to stick in in my pussy is that ok.” Whatever you want he said. I took the cucumber in my hand and slowly moved it up to my pussy lips, then I told him “I am pushing it in deep,” With a quick shove I sank the green flesh deep in my cunt and gave out a loud moan. “damn he said, you are really getting into this fantasy, I said yes, but it is all real, those guys are really watching me fuck myself with this cucumber. Then he decided to double down, “well, if you are really putting on a show for them then why isn’t anyone banging on the door to come in. “I don’t know I said in a breathy exhale as I worked the shaft in my cunt.” He said, “because it is all bullshit, that is why, but it is kind of hot anyway.” But before I could even deny his claims the doorbell rang. “What the fuck was that” he yelled his voice with a hint of uncertainty. I looked out the window and saw the UPS truck. “Don’t worry I said, it is just the UPS guy not the roofers here to fuck me.” He said he knew it wasn’t them, but “hey since you are naked already why don’t you answer the door that way, once again with a sarcastic tone in his voice. “I will” I snapped back, having had enough of his bull shit patronizing. “while you are at it go ahead and fuck him.” “Fine’ I yelled “no problem.” I took the phone a walked downstairs and when I got to the door paused took a breath and opened it. The UPS guys mouth opened wide, and all he could say was “Shit.” I held up my finger to keep him quiet and told my boyfriend I would call him back when I was done and hung up.I motioned for the ups guy to come in and he did so with me closing the door behind him. He was very good looking, olive skin dark black hair a little bit of stubble and a joy in his brown eyes that made me excited. His cock was beginning to stiffen as he steeped through the door and placed the box on the ground. Then he stood up again I grabbed his hand and led him a few feet over to the steps. I sat down and undid his fly searching for his cock through his underwear. He helped me by releasing his belt and dropping his shorts to the ground. I grabbed his ass and pulled his cock into my mouth. It wasn’t the biggest I had had, but it was the biggest I had had in over a year, and I was hungry for it. I sucked and licked and pressed it hard into the back of my throat. At that point my phone started ringing, and ringing, and ringing. I let it go to voice mail each time, not wanting to break off of my current obsession. After pulling his cock I lifted his shaft so I could suck his rather large balls into my mouth. First one and then the other as he stood there holding up his shirt to see the show. I went back and attacked his bulging headfirst nibbling gently before sliding it all the way back into my throat. Feeling the back of my mouth stretch then pop as he pushed though. His cock was lodged in my throat as I struggled to breath and I was starting to drip from my cunt lips and I spit him back out, again the phone rang, once, twice, o don’t know how many times. I finally yelled “Fuck, leave me alone”, and grabbed it to turn the ringer off. As I walked over to the standby izmit escort the door where the phone was, he grabbed me and pushed my face against the wall. Fumbling to turn the ringer off I felt him lick my neck as he slid his rock had shaft deep into my pussy. I screamed, with pleasure and a little pain, it had been a long time since I had someone his size and he was not gentle about it. I also asked, “do you have a condom?” he said “no, did it matter?” All I could think of was how good his bare cock felt in me and said “No, fuck me raw.” He turned me around and picked me up, pressing me against the wall. Holding me against it he reinserted himself, while I wrapped my arms around his neck and my legs around his waste to open me up more and pull his cock deeper inside. I sucked his tongues as he held my ass with one arm and pinched my nipple with another. I was ready to burst, I was in ecstasy, I began talking dirty to him, between screams, then I said “Fuck my Catholic School girl ass!” and he got a far away look in his eye and I felt his cock swell, and I felt the first pump, I reached down and pulled him out as he continued to shoot cum on the wall between my legs. I was mortified, this guy I didn’t know just started to cum in me. I pushed him away quickly and said “you need to leave, now” he grabbed his pants and his clipboard from on to of the package and I signed and he left. I literally ran into the bathroom and grabbed a rag and started to wipe out my vagina, somehow thinking that would make up for any diseases he may have had or the infidelity I had just provoked, since he had a wedding ring on it was twice as bad. I felt a bit of fear rising in my heart about what I just did, and I went to go talk to my BF. I switched on the ringer and saw he had called no less than 25 times in the 15 minutes I was sucking and fucking. As soon as the ringer went on the phone rang again and I sorrowfully answered, “hello?” I was met with a rush of obscenities. “How dare I hang up on him to pretend to be naked and having sex with a stranger.” “Who the fuck does that?” “It wasn’t fucking funny” I should have answered the phone he said. A minute or two would have proven the point I didn’t have to wait for almost 20. He asked why my breathing was heavy, I said “well I was fucking the UPS guy” “Stop with your shit!” he replied, “I said I had run to the restroom to clean up after he came in me and I answered the phone right after.” He stopped and said, “No what happened is you had to go to the bathroom and you were to afraid to tell me you had to take a massive shit because that is not sexy.” I was doneI tried to be honest and he wasn’t having it, so I thought I will continue to be honest just in a slightly different tone. “its fine babe, I know girls use the bathroom. It is not all sexy all the time.” I said you are right it isn’t. I grabbed a rag to wipe the cum off the wall. As I was wiping, he said what are you doing now, I said in a husky tone, “oh now I am wiping his cum off the wall.” He giggled and said, “I thought you said he came in you, your story is getting confused.” Oh I said, “he did, but he had a lot and when I pulled it out of my pussy it shot all over the wall he was fucking me against.” “Oh” he said wryly “I see, so he was like a super strong porn star.” I seductive shot back, “no but he new how to pick me up and fuck me so good.” He giggled one more time and said, “I didn’t know you had such a dirty imagination, on you.” I said, “there is a lot you don’t know about me, like that I am going to go finish masturbating for the guys on the roof now.” He chuckled once more time and said, “I guess that is code for cleaning your room. I put on my best good girl voice and said “something like that, yes, I will talk to you later. I love you< bye.” Before he finished his “I love you t…” I hung up headed back to my room, grabbed by cucumber, and put on a show they would never forget.From then on, I was completely honest with him. The summer was fun as I began pushing my boundaries with him, but when He went back to college, and I stayed to go to a local university, things really got exciting. When he would ask where I was, I would tell him. “Oh I was spooning with a guy in my ass while I sucked another’s cock” or I was eating out my friend Amanda in her dorm room, or I was sucking my black sociology professor’s cock in his office.” And always got the same response, a slight giggle a sarcastic statement of disbelief “oh did you have fun with that?” and then we moved on to talk about other stuff. It was all good until the day he found out how honest I was being.