Dear Diary: May 30, 2018
I am devastated. I was so in love with Max. I waited for sex with the right guy and it was awful! Awful! It hurt like hell. And then he dumped me, saying I wasn't good in bed. What did he expect? I had not done it before. I thought the man of my dreams would help me with my first time ... show me ... and if we loved each other it would be awesome!
I can't believe this was my first-time experience. Isn't a first time supposed to be amazing? He lied to me. He told me he loved me. He kept pushing me for sex until I gave in. I leave tomorrow for my summer job at the lake and can't wait to get out of here. I am so embarrassed I can't face anyone. I heard he has told everyone I sucked in bed. I want to disappear.
Dear Diary: June 5, 2018
Wow, The lake resort is beautiful. We have a nice dorm-type building for the summer help. I spend my days waiting on the guests by the pool, running the bar, and driving guests around in the golf cart. And did I mention my boss, J, is H.O.T. so hot. He is the owner's son and oversees all the summer help. And his best friend, Bryan, also oversees us. Both guys are in their upper twenties and couldn't be more different. J is clean-cut, handsome and has a more serious side. Bryan is rougher around the edges with more rugged good looks, but so cute and funny. Most of the help get together at night and parties, but I stay in the dorm. I don't feel like partying and can't stop thinking about Max.
At the end of my shift today, J and Bryan asked me to meet them tonight at the lake by the firepit. I am kind of excited, yet nervous to go. What could they want with me? I hope I am not in trouble at work.
Dear Diary: June 6, 2018
Well, last night didn't go as expected. Here is how it all went down:
I walked up to the firepit and J and Bryan were already there.
"Hey Ari," said J, smiling. "Come sit down."
"Wanna beer," asked Bryan, opening his own.
"No thanks," I nervously replied. "Am I in trouble?"
"Of course not. You are doing a great job!" replied J. "You just seem a little withdrawn and we wanted to get to know you better. We want all our summer help to work hard, but also enjoy themselves."
"Tell us about yourself. You are so pretty. You must have a boyfriend back home?" asked Bryan, winking at me.
I grimaced at the thought of Max.
"Oooh ... that bad?" asked J. "Your face kind of says it all."
"I had a boyfriend, but don't now," I said.
"What happened?" asked Bryan, seeming concerned.
I looked down and didn't want to answer.
"Look, maybe we can help. We both have a lot of experience in dating ... if you don't mind us bragging a little," said J, chuckling.
I don't know why, but something made me tell them. I had told no one what happened. Max had spread rumors about me and I chose not to respond to them. I was too embarrassed. I wanted to get it out though ... just say it out loud.
"I was a virgin and I slept with my boyfriend and he dumped me because I ... I ... I was bad in bed," I blurted out. "There ... I said it."
J and Bryan looked at each other and then Bryan moved over beside me and put his hand on my back.
"Hey, you couldn't be bad in bed. You are too awesome. If sex wasn't good, it was his fault for sure!" he said reassuringly.
"Bryan's right, babe. I can't believe you are bad in bed," added J.
"You said it was your first time. You were probably shy and unsure and he didn't handle you right. How comfortable are you naked?" Bryan boldly asked.
"Not," I answered looking down.
"Well, that is the first thing we will work on. You have to feel confident naked to fully enjoy sex," said Bryan. "Come on. I know just what you need to build your confidence."
"J. Let's take her to our secret spot," said Bryan, standing up.
"Sound good," said J, extending his hand to me.
I was unsure, but something made me go with them. I took J's hand and they led me through some trees to a hidden cove. It was beautiful. The night moon was shining on the beautiful lake. It was dark, but we could still see each other in the moonlight.
Then, the boys started taking off their clothes.
"Wait. Whaaa ... what are you doing?" I asked, alarmed.
"We are going skinnydipping. It will get you over your fear of being naked," said Bryan.
Bryan and J were now standing in front of me naked. And both were aroused. Their dicks were very impressive, I must say. And both were in great shape. J was taller and slimmer, but still a great body. Bryan was a stockier build, with bulging muscles.
"Come on. Take off your shirt first, and we will go from there," instructed J.
I closed my eyes and lifted my shirt over my head and then took off my bra, trying to cover my breasts throughout the process.
"Put your arms down so we can see your breasts. They look amazing from here, so don't you dare hide them," said Bryan.
I put my arms down and looked up at them. To my surprise, they were both smiling and walking towards me. Before I knew what was happening, Bryan cupped my face and kissed me. Then, he took a step back.
"Let's work on kissing. You are tense. You have beautiful lips and can be the best kisser ever," said Bryan. "I am going to kiss you again and don't kiss back until you feel it. It will be more natural. Just get used to my lips on yours and do what comes naturally."
Bryan pulled me closer again and put his lips on mine and started moving them against my mouth. I froze and just got used to the feeling and then started moving my mouth with his. It felt sooo good. Nothing like when I kissed Max. I felt my nipples harden against his chest. I hoped he didn't notice.
"Babe, that was amazing," said Bryan after he pulled his lips from me. "You are a great kisser. You just need to relax and be confident."
Then, he reached down to my hips and started to slide my shorts and panties down. I let him but kept trying to cover myself.
"You are so gorgeous, Ari," said J, looking me up and down. "Stop covering up. You need to be confident naked and feel sexy!"
Bryan stepped away and J moved in.
"May I just touch you a little? Like kissing, just get used to my touch and relax and then do what feels natural," he said. "I won't do anything you don't want done. Just touching."
J started rubbing his fingers through my hair. Then, he lowered them to my neck and back and then his thumb found my nipple. I jumped. He kept rubbing my nipple with one hand and the other slid down to my bottom. I put my hands on his back and pulled him in and we started rubbing our bodies against each other. I lost myself in his caresses. We were moving against each other in a natural rhythm.
"That's right, Ari. You are doing great. How did that feel?" asked J.
"It felt good," I whispered.
J moved back a little and took my hand.
"That's enough for tonight. Let's go swimming," he said. He ran towards the water, pulling me in.
"Hey, wait for me," yelled Bryan.
The three of us swam under the moonlight and had the best time. We talked about everything. There wasn't any more kissing or touching.
Dear Diary: June 15, 2018
I love it here. My job is great, but I mostly enjoy my time with J and Bryan. We get together most every night. I have become more comfortable being naked in front of them. And I even feel sexy at times. We have still just kissed and touched and have gone skinnydipping some more. I have relaxed around them and they make me feel attractive. I can't believe these two amazing guys are spending this much time with me. I am slowly getting over my hurt from Max. And I am finding myself wanting more than light touching with J and Bryan. I'm not sure how they feel about me though. I shouldn't feel this way about these two guys, but can't help it.
Dear Diary: June 18, 2018
Today I worked at the pool, Diary, you won't believe what happened. Here it is:
I was carrying a drink tray to some of the guests when J walked up to me.
"Hey, Ari. Your shoulders are getting red. Did you put on sunscreen?" he asked, touching my shoulder.
"Oh, no. I forgot. They do feel hot," I replied.
"Come with me. I can't let my employees get sunburned," he said, flashing me a mischievous smile.
J pulled me into one of the cabanas.
"This is my private cabana. No one will come in," he said.
He grabbed some sunscreen and lifted off my top. He started rubbing sunscreen on my shoulders and then down my back.
'Oooh ... that feels good," I said, moaning. His hands did feel awesome rubbing me.
He bent his head down and started kissing my nipples. I immediately arched my back at the sensation. I felt a rush go up to my head when he sucked my nipples. Then, he reached a hand down between my legs. My panties were wet and I was immediately embarrassed. He had grazed his hands between my legs before, but nothing more, really.
"Ari, you are so wet," he said. He slid a finger inside my panties and inserted into my pussy. I almost collapsed in his arms. He lay me down on the beach chair.
"You are in need of more than just sunscreen," he said, smiling.
He slid my shorts and panties off and slid down between my legs.
I was so embarrassed but couldn't move. I was so aroused I wouldn't dare move.
"Just relax and enjoy the sensations. I will take good care of you," he instructed.
He parted my legs and placed them over his shoulders and buried his face in my most private area. I felt his mouth tugging on my lips and then his finger entered my pussy. It felt good, but then felt AWESOME when he hit a certain spot. I screamed out.
"What is that?" I moaned.
"That is your g-spot," answered J. "Just try to relax and I will make you cum."
I don't think I had an orgasm with Max. I knew it was supposed to feel good and nothing he did felt good.
Rubbing my g-spot felt good, but nothing compared to when he flicked his tongue on the front area. It felt like nothing I had ever felt before. I moved away and he pulled me back.
"Don't fight it, Ari," said J. "Just try to hold still."
"I have never felt anything like this. What is happening?" I asked, a little scared.