Sweet Catherine's First Experiences (Unprotected Book 1)

by Matt Coolomon

  She stood and went to the door and saw a couple of the other boys giving Adrian a high five. Adrian went to the fridge in the corner and cracked open a beer. Catherine looked around at the others, feeling herself blush as she wiped her mouth on the back of her hand. She ended up meeting Brett's eyes again, but Adrian came back and claimed her with his arm around her shoulder.

  Catherine didn't drink anymore that afternoon. She swam and danced with some of the other girls while the guys cheered them on. They wanted to see a wet t-shirt contest, so she had to put her tank top back on and take off her bikini top. Some of the other girls had bigger boobs than hers, but she got plenty of cheers when they started spraying her with the water guns.

  She didn't put her bikini top back on after that, and she played some pool with a few of the boys while Adrian was gone getting more beer. She knew they could see her boobs every time she bent over the table to have her shot, but it was fun teasing them. And while Adrian wasn't around, Brett became more relaxed and friendly. He was helping her aim the cue and choose which balls to try to sink.

  When he would press his body against her from behind, Catherine would let him do that. He reminded her of Uncle Lester in how short and tubby he was. He seemed like a really nice guy too.

  When Adrian came back with the beer, the other boys seemed to gather around him and cheer on everything he did or said. He was like the star, and they were his side-kicks. They cheered him on again when he took Catherine by the hand and led her into the small office. He closed the door and guided her to a seat on the couch. Then he stood in front of her and started undoing his shorts.

  "Do you want to suck me off again?" he said.

  Catherine blushed. Even though he was an arsehole she did want to suck him off again.

  “Okay but I don’t really know what to do,” she uttered.

  He smiled and touched her lips with his penis. “It’s easy! Just suck it and swallow the load,” he said, and he pressed forward and pushed some of his dick into her mouth.

  This time he was less forceful, and she had the chance to experiment a bit. She used her hand more – stroking back and forth and seeing how he reacted to being touched in different ways. She played with his balls, massaging and stroking them – noticing he got harder when she just held them and squeezed softly. She also noticed his body thrusting when she used her hand more and stroked over the spongy dome – like that must have been super sensitive. Then, as he got more excited, she stroked him faster and faster until just before he was ready he grabbed her and pulled her closer, obviously wanting to put it back in her mouth – which she allowed, and just in time for the first squirt of cum.

  He then held her head still, and she relaxed and closed her eyes as he again flooded her mouth with his semen. He was convulsing a little, but he had turned away. "Hey Michael – just getting a shot off here, buddy."

  Catherine's heart sank as her eyes shot open to find the man, Michael, with his head poking through another door watching. She swallowed the cum in her mouth and pushed away from Adrian, who was laughing and pulling his pants up.

  "Just keep out of here, all right?" Michael said to him. Then he looked to Catherine and nodded apologetically. "Excuse me,” he said, which made Catherine feel even more deeply embarrassed.

  All she could think to do after that was get the hell out of there as quickly as possible. She didn't even try to find Anne. She just pushed past everyone and ran back to the villa, where Uncle Lester was again kicked back on his couch watching television.

  "Everything okay?" he asked with a little concern.

  "No. I'm just going to die of embarrassment," Catherine said, and she ran to the bedroom and threw herself on the bed.

  If only it wasn't him! If any of the other boys had walked in she wouldn't have cared – it would have been even more exciting to do that with some of them watching. But not the older man! What would he be thinking of me now? And he said excuse me! "Oh, my God!" Catherine almost screamed into the pillow.

  "Are you okay in there, Catherine?" It was Uncle Lester at the bedroom door. "Can I get you anything? Do you need to call anyone?"

  "No – I'm fine thanks."

  He poked his head in the door. "Are you sure?"

  "Yes. I just did something stupid. That's all. I'll live!"

  "Okay, then. But don't let it get you down. We all stuff up from time to time."

  He offered a big smile and left. Catherine was already getting over the embarrassment and thinking about going back to face the guy, Michael. Maybe she was overreacting and he didn't think anything of it. Although, she wasn't interested in seeing Adrian again. The way he spoke – saying he was getting a shot off or whatever. That made it even worse, and he obviously didn't care.

  She regretted giving him blow jobs now. Especially since he was always going to be the first guy she did that for. Plus she still had the taste of his cum in her mouth.

  She gave Uncle Lester a smile as she went back out the door, and she snuck into the party unnoticed. Adrian was in the pool room, so she avoided that and got a drink to wash away the taste of his semen.

  Michael was cleaning up at his barbeque. She approached and sat nearby dangling her feet in the pool. She kept looking over until he saw her, and when he did she blushed. He came right over, though, and sat down beside her.

  "I'm really sorry about busting in on you and your boyfriend," he said straight off. "That must have been embarrassing for you. I hope you can accept my apology?"

  "Thanks,” Catherine said softly. "He's not my boyfriend, though."

  "No? Well, he's a lucky fellow then," he went on with a smile, making Catherine smile too and relieving any remaining tension.

  "Well, he was sort of my boyfriend for a little while but he's not anymore," she declared.

  One of the other girls who had started cleaning up tossed Catherine her bikini top – the one she had taken off for the wet t-shirt contest. She caught it and scrunched it up quickly, but it had already drawn Michael's attention to her breasts, causing her nipples to firm up.

  She glanced, and he was looking right at them, so she kind of leaned back on her hands and pushed her chest out while she looked around pretending not to notice.

  "Well, I guess I'd better get back to cleaning up," he said, although he was still looking at Catherine's breasts when she turned back to him.

  "Do you want some help?"

  "Sure! Could you start collecting glasses, please?"

  Catherine did that, and Michael hurried everyone along declaring the party over. Adrian took off without saying goodbye, but that didn't bother Catherine at all. Then when the cleaning up was done she was one of only a few people left, and she was wondering what was going to happen next with Michael. She hoped he would invite her to stay longer.

  As it turned out, he received a phone call from his wife, and Catherine was dismissed with the others, which dampened her spirits a bit but not entirely. She had one more day, and the party was on there at Michael's house again tomorrow.

  12

  Anne had disappeared somewhere with her boyfriend, and that left Catherine back at the villa with Uncle Lester cooking the evening meal. He had such a funny face with his big, googly eyes magnified by the thick glasses. He was also joking all the time and he was so easy going, which was something Catherine enjoyed so much since her home life under her policeman daddy was so strict. She had gotten well used to Uncle Lester looking at her body too and she was having fun with that.

  After her shower she came back out in her satin chemise again. She made coffee and served him on his couch. She had been thinking about it, and she deliberately leaned over right in front, letting him have another look at her breasts. He made a funny face at that with his eyes popping and this silly big grin. Catherine laughed.

  After coffee she brought a cloth and wiped the coffee table over – that time staying bent over for longer and feeling his eyes upon her. She avoided meeting his gaze for a while, pretending not to notice but kn
owing full well he could see her breasts.

  After a moment she glanced and blushed at his grin.

  "Whew. You could give an old guy a heart attack doing that," he chuckled.

  "Well, you don't have to look," Catherine shot back at him, pressing her hand to her chest to stop her chemise from gaping – and she continued rubbing at some insignificant little marks on the wooden table.

  "Oh, yes, I do have to look!" he said flatly.

  Catherine blushed at that and shook her head. Then she took the cup tray and left him – glancing back and smiling as she did, and she noticed the bulge in his shorts.

  She came back and gave him one last look as she bent to kiss his cheek and say goodnight. Then she went to bed but left the door open slightly, and she went to sleep almost hoping he would come in and do something to her, but he never did.

  13

  At the party the next day there was no sign of Michael, and Catherine was kind of miffed. She had felt a special connection by the pool the day before, and her imagination had run along with that.

  She decided to make the most of her last day anyway. She was accepting the drinks the boys were giving her. Plus Adrian wasn't there, so that was even better.

  She ended up in the pool room again, and she was partnered with Brett while two other guys made up the opposing team. She had a bikini on this time, so they weren't getting as much to look at, but with the drinks getting stronger and her mind really cloudy, she didn't protest when Brett decided to kiss her.

  She just watched the other two boys and let him do it. They were encouraging him. "Yeah – go for it. Get onto her, Fats."

  Fats was his nick name. They had been calling him that all the time.

  Another boy came in and stood there watching too. It was Anne's boyfriend Nev. He closed the door. Then they were all just cheering and Catherine's head was spinning. She allowed Brett to kiss her again, but she was giddy and ready to fall over. The alcohol was really soaking into her brain, and she couldn't think to stop Brett when he started feeling her boobs. She let him lift up her top, and he pulled her bikini up as well. She was just looking down at his fat fingers squeezing her and poking her nipples, when suddenly the door opened and Adrian was standing there.

  "What the fuck?" he yelled, looking from Catherine to his friend Brett. "No fucking way!" he said and he barged in and threw a punch, but Brett blocked it and punched him back. He hit him hard too, and Adrian picked himself up off the floor with blood streaming from his nose.

  Brett was waiting with his fists up and ready. He was a boxing champ as a kid and apparently still knew how to fight.

  Catherine had slumped to the floor. She sat there in a daze as they fought. It seemed like it was a dream or something. Then there was another boy and more hands feeling at her breasts, and she pushed at him and turned her head so he couldn't kiss her.

  It was Nev. Anne was then in the room screaming at him and at Catherine, calling her a slut. Then Brett and Nev were fighting then Michael was there dragging someone out. Then everyone else followed and Catherine was left in the pool room alone, but her legs wouldn't work, and she just sat there against the wall with her head spinning.

  Sometime later she was being picked up and carried. She was told to drink water and swallow aspirin. Then she woke up on a couch covered by a blanket. It was dark and everything was quiet.

  She got up unsteadily and wandered toward a light in another room. It was a kitchen, where Michael was cooking.

  "Hello, sleepy, how do you feel?"

  "Horrible," Catherine said. Her head was clearing though. "What happened? Where is everyone?"

  "All gone home. Party's over!" He was all smiles and dressed in a white bath robe. "Are you hungry?"

  "My stomach feels horrible."

  "Well, you threw up, so I'm not surprised. I think they were spiking your drinks."

  Catherine looked at herself. There was dry vomit on her top and in her hair.

  "The shower is through there," Michael said. "When you get undressed toss your clothes out the door, and I'll put them in the wash. There's a robe in there for you and a new tooth brush…. Off you go!"

  He was still smiling, and Catherine tried to smile back, but she didn't really know what to think. She decided to do as she was told. She kept her bikini bottoms and put the rest of her clothes outside the door. Then she showered and brushed her teeth, happy to clean the horrible taste from her mouth. The robe was the same as the one Michael was wearing, really soft and comfortable. He was serving dinner outside on a balcony overlooking the beach when she came out.

  "Are you hungry?" he asked, pulling her chair.

  "I am actually. I haven't eaten much today."

  "This will make you feel better," he said, and he served a lovely pasta and salad.

  He was so attentive and nice. He just wanted to chat about what they could see up and down the coast – the landmarks and buildings. There was nothing of what had happened that day with the stupid boys fighting or with her getting so drunk and passing out.

  He was polite and very interested in anything Catherine had to say, which made her feel his equal in maturity. She thought of his wife quite a few times throughout dinner but decided not to mention her, as he hadn't.

  After helping him clear the meal away and tidy the kitchen, they strolled back out to the balcony, and he stood just behind Catherine as she looked out at the moonlit waves rolling ashore. His body was lightly touching hers, and his deep mellow voice was right there at her ear as he spoke.

  "You know, I should confess there's a security camera in my office downstairs. I was actually watching the whole time you were in there with that young guy."

  Catherine blushed as she looked up at him. "Were you?"

  "Yes, but to be totally honest, I've been watching you all weekend. There's cameras everywhere, and whenever I was down there I was always looking for you." He had placed his hand on Catherine's hip and leaned closer. "You're very beautiful."

  Catherine's heart was thumping.

  "But there were lots of girls at the party," she said.

  “Really? I didn't notice," he went on smoothly. And that time he touched her hair, moving it back from her neck and leaning in to press his lips to her skin.

  "So, do you mind that I was watching you and Adrian in my office? What you were doing for him was rather exciting. I could almost feel it."

  "It was the first time I've done that," Catherine uttered. His soft kisses were giving her the nicest kind of goose bumps.

  "Did you enjoy it?" he asked. The hand upon her hip had moved to her belly, and he was pressing against her from behind. She could feel his erection.

  "Yes, I enjoyed it," she said. "It felt nice…. It tasted a bit yucky when he was finishing, but I didn’t mind that."

  She was suddenly lifted and carried back inside. She placed her arms around his neck and closed her eyes as he kissed her lips. She was carried past the open door of the master bedroom and along a hallway to what must have been a guest bedroom.

  "You know – oral sex goes both ways," he said as he stood by the bed still holding her in his arms.

  "I know,” Catherine said, blushing. "Well, I sort of know."

  He placed her down with her head resting on the pillows and lay beside her. "Has a guy ever done it for you before?"

  Catherine shook her head. He was kissing her again, and she wasn't sure what to do with her hands, so she sort of clung to the bedspread as he undid the tie around her waist. He then opened her robe, and she caught a breath as her breasts were bared.

  "You should make it a rule with these boys," he said, smiling. "They're going to want it all the time, but you've got to learn to say – me first!"

  He sucked on one of her nipples and she squirmed up against him, pressing her boob into his mouth. His hands were inside the robe, raking down her back and holding her up while he softly kissed and suckled on her. He did that with one nipple until she was just about panting, then he moved to the oth
er and sucked it hard. And that made Catherine moan and grab hold of his head. He then rolled over on top of her, and when he kissed his way down her belly, she thought about parting her legs, but they were already spread wide open.

  He was at the top of her bikini pants and kissing and sucking her skin while he pulled at the edges of them. He tugged them down, and Catherine closed her legs so he could get them off.

  He pulled them from her ankles, and he forced her leg back over and held her spread open again. He had a hand pressed against each of her inner thighs, and she was clinging to the bedspread again when he opened his mouth over her pussy and licked it.

  “Oh, my God!" she uttered as the wave of tingly little thrills swarmed all over her body, and she lay there with her eyes wide and fixed on the ceiling as he nuzzled and licked inside of her.

  *

  Michael used his thumbs to hold Catherine’s pussy lips open, and he sucked on her pink flesh and worked his tongue up over her clit. He could taste her sweet young juices. He lapped them up then sucked on her little clit while she squirmed and ground against his mouth.

  He smiled to himself as he looked up and saw how she was then clinging to the bed head and arching her body up off the bed. He could see her tits shuddering, and she was moaning and panting away. He kept sucking on her clit and massaging it with his tongue while he untied his robe and opened it. He was fully erect of course. He wanted to be inside her when she came.

  *

  Catherine fell onto the bed when he kissed up over her belly again. She was on the edge of one of her orgasms, and she was in the middle of panting, "Don't stop," when suddenly she felt his penis slide right on in. Then she just clung to him as he started thrusting.

  She was wide eyed and staring at the ceiling again. Her chin was resting on his shoulder, and his body was rolling and humping between her legs. Her pussy was being split open and his penis was spearing in and out.

  The shock of being penetrated had doused Catherine's little orgasm, but the feel of him inside of her and the way he was grinding against her when he was all the way in soon ignited things again. And this time it wasn't just her pussy that was tingling. It was centred deeper where she could feel the excitement building in her belly.