4 comments/ 42562 views/ 2 favorites Holidaying, With A School Friend By: sexharvester It was the last day of the summer term and I was full of the holiday spirit. In less than a weeks time parents and I were off to the Caribbean for a two-week break. For the last few days I have been talking about nothing else. Friend in my form must of getting fed up with me; I am sure Cora was and told me as much "Anna you might think the holiday sounds great, but you could have as much fun on an English beach." Jealous or what The bombshell was dropped during one of our rare family supper's; it was mum that said it "Anna, we have had to cancel the holiday, money is very tight and your dad and I need to put more time into our magazine." If they thought I was going to whinge they were mistaken. I was going to set my personal best for a mega sulk. Dad then managed to twist the knife " We don't want you to have a boring time so we have arranged with the parents of one of you friend that you go on holiday with them." At this my drink went all over the table "Not Jane, please tell me it is not with the Simpson's" "No it is with Cora's family." The silly cow she knew and had not told me Mum chirped in "You like Cora don't you, and I am sure you could get on with her brother." Like him, he is super fit, definitely on my rape list. "Alright then, suppose it might be fun" I said now sounding a little peeved. Three days later I was in car with Cora, Alex and their parents. We were making our way to their house in Blackpool. The car was not fun, Cora and Alex argued all the way and their parents were real bores. We arrived late, had a take away, watched a film then made our way to bed. I found it difficult a noise was coming from Alex's room, I was sure that he was having a wank. I would have loved to be a fly on his wall. The next day Cora, Alex and myself made our way to the beach. It was a chance to try out my new bikini, a sexy little number. We stripped down to our swimming costume and I was laying out my towel when Anna said "A lot of girls are going topless, we might as well join them." At this she took off her bikini top, I really had no choice but to do the same Alex just stared at my tits and said "Very nice Anna!" He offered to put apply my sun screen for me: I refused no way was he going to grab a feel in front of Cora. On the way home we popped into an arcade, when Alex and I was alone he kissed me, this I did not refuse, when he tried to go further I stopped him. "Alex you are not getting inside my knickers." This drew some laughs from a group of passing lads. Alex just glared at me. After Lunch, Cora and the rest of the family went out shopping, leaving me on my own. I could not resist the temptation to explore Alex's bedroom. I was just looking at his underwear when he walked in, I stepped back knocking his ipod of the top of the chest of draws. " What the hell do you think you are doing" he spat out as he picked his ipod up. "Great, it's broken" "I will make it up to you, Alex" "Can you afford to buy me a new one?" "No I said, I am really sorry" "Sorry does not cut it with me, I am going to have to punish you" "Alex! What do you mean"? "I mean punish you like naughty girls should be punished, a caning" "No way, Alex, it is not going to happen" "Oh, then I will have to tell my parents, maybe I can get you sent home" I did not want that "Ok Alex, but not that hard" "Alright, then I will start with a warm up spanking, to make it easier on you" I doubted that, but I was not going to back out now. "Jeans off," I gave him the look but obliged him. "Over my knee" Once in place, he quickly slipped my knickers off me, I could not get up as he was holding onto me. I was so embarrassed. Then the slaps fell on one cheek then the other, they were not playful. Sharp smacks followed one after the other until my bottoms was ablaze with pain, "Now, I cane you Anna, I think twelve would be the appropriate number." I was not going to refuse. At this stage I was just wearing my tee shirt. He told me to take it off. "Alex, I am not wearing anything underneath" "So what, if you were, you would have had to remove it anyway." So there I was standing naked in front of him "Bend over and put you hands on the chest of draws." I did what he asked "Legs apart" "Further apart" "Count for me" The first blow landed, I never dreamed it would hurt so much I had already had enough. "Count" "One" The second and third blows came in quick succession they stung like hell "Two, three" Two more landed hard and fast "Four, five" Then he planted five more blows in such a way the blurred into each other "Six, seven, eight, nine, ten" "Just two more Anna, you should see your backside, it is a real picture." The bastard the eleventh stroke was at full force and cut the other ten. I have had enough, I was just about to get up when the twelfth stroke landed, all the others paled into insignificance, and I felt like I had been cut in two. I turned to face him and to tell him what I thought of him. However, before I could say a word he kissed me, a very deep kiss. Now I was on fire in more ways than one. Our tongues met and salvia mingled, when we had finished had had managed to strip himself naked. I never realised his cock was that big, he had me take it in my mouth and as my head bobbed up and down I could taste his pre cum. He then sat me on the drawers spread my legs and inserted his cock deep into me. He then began to thrust slowly at first then faster and faster. It hurt, but there was no way I was going to let on that I was a virgin. He was not a gentle lover, but I give him this, he was determined that we both were going to cum. When I finally came it was one of the most intense experiences of my life. Later that evening I saw him sitting down listening to his ipod. I going to have my revenge that I promise you. Holidaying, With A School Friend Ch. 02 I took my shower earlier the next morning. I usually do not mind showering with Cora, but today was different, I did not want her to see the welts on my bottom. Unfortunately, Cora had also decided to take an early shower. "Morning, Anna" "What! Oh morning Cora" "Anna, your bottom, Alex?" "Yes" "Did he?" "Yes," "Were you?" "Yes, he was the first boy I had sex with" "Poor Anna" "Cora, has he done it to you?" "The spankings and canings yes, sex no" "Sure?" "Truthfully, he does not like me seeing him in his boxers, let alone naked" "Anna, what was his excuse to cane you?" "He claimed that I broke his ipod" "But, he was listening to it last night" "He lied" "Anna, I think a little revenge would be in order" "Yes, I think it is" We crept into Alex's room; he was sleeping on top of it in his boxers. Cora removed two pairs of handcuffs from a draw and two lengths of rope. Very quietly we fixed one end of the cuffs to the bedpost, then hastily closed the other end around Alex's hands. We then flipped his legs over and secured them. He was awake by then and not looking very happy, but he at least still had his boxers on, or so he thought. Cora produced a pair of scissors and cut them off. He was blushing, I don't think he minded be naked in front of me, but Cora was a different matter. "Anna, Cora Please untie me" We did not answer; each of us had a hairbrush, which we used to good effect; one buttock each and a lot of light smacks. His bottom reddened nicely, the blows stung, but were not delivered with any great force" Then Anna said "Twenty Four" The look on Alex's face was a treat. Our first blows landed simultaneously, Alex lets out a scream" His mum called up "Alex, is everything alright?" Cora answered "It's OK mum Alex stubbed his toe on the door, I will take care of it" "Thank you dear" We then carried on with the hairbrushes; Alex did not make a sound as the rest of the blows fell. It then stopped. Alex relaxed, but not for long. "Anna I would like to see my brother cum." Alex looked horrified. I began stroking his swollen cock. It was already well lubricated with pre-cum. As I built up speed, the look on Alex's face changed. He was using every ounce of his self-control not to orgasm, he did well holding out for a considerable time. However, when he did cum he did so very powerfully and a jet of cum shot up into the air. Cora gave a little clap "Well-done, Anna, well-done, Alex" She smiled then left. I untied Alex and Left him to clean himself up. An hour later Alex joined Cora and me in her bedroom. We thought he might be looking for some revenge. He was, however remarkably subdued. "Anna, Cora a deal" "What will that be, Alex?" "I still get to punish you and Anna, but in turn you can punish me, we will switch" "Interesting word Alex where did you learn it" Alex blushed "Somewhere or other" Anna grinned, I had a feeling she knew where he had learned it" Cora quickly said "It's a deal Alex" I followed in suite. After Lunch, the three of us made our way to the beach, when we arrived we striped off; Anna and I was wearing thongs and were topless. Alex was in his trunks; it was then Cora produced another pair of thongs. "Alex, you can wear these" He started to protest, then seeing the look on Cora's face he gave in. We were all lying there, just wearing thongs. The looks we got from the other people on the beach caused us all to chuckle. Later, when the beach had cleared, I turn to Alex "Did you know that when you fucked me, I was a virgin?" "Yes" "Fine, now I am going to fuck you in front of Cora" Striping of his thongs I started to work his cock with my mouth going up and down on its full-length. Soon he was very hard; I stripped of my thongs and straddled him slipping his cock into my pussy. I just sat there for a good five minutes feeling his full-length inside me, and then I started to go up and down on him. Slowly at first then more and more frantically, I do not think I had felt so good in a long time. The sensation of his cock penetrating me plus the look on Cora's face (she was by now naked and very wet) tipped me over the edge and I orgasmed, a full squirting orgasm, Alex came soon afterwards. We then both looked at Cora, she was breathing very heavily and her fingers were deep inside her pussy. It took her fifteen minutes to orgasm, but when she did her whole body shock. We then dressed ourselves and made our way home. A long languid walk in the setting sun, a bond had been forged between us, but where would lead.