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This is one part of a multi-part story, which will eventually expand into a connected universe of characters and stories. Within these stories I will be exploring themes of exhibitionism, first-time sex, incest, fetishes, bondage/non-consent, toys and masturbation, and most likely others. I will not be warning people about what is in each part of each story in order to avoid spoilers, so consider this your warning. If you like this story, and want to follow my characters’ adventures, I recommend bookmarking my page, as the next story may or may not be in the same category. Constructive feedback is appreciated.
This part of the story continues directly from the previous one. I would highly recommend beginning with the first part, as it will make much more sense. Enjoy!
All characters involved in sexual or explicit activity are 18 years of age or older.
*****
Monday Evening
“How are you feeling, Cassadee?” he asked. “You seem nervous.”
“I am,” she replied honestly.
Mr. Maclochlan looked her over and then blew out a breath. “I thought this would happen a little more naturally, but maybe I should have handled this differently.” He walked to the large picture window and stared into the woods behind his house, which were brightly illuminated by an almost-full moon.
Cassadee swallowed the lump in her throat and looked at her hands. They were trembling. She had been 75% sure she knew what this was about, but now she was leaning more toward 95%.
“I won’t beat around the bush. I think you already suspect that I’m your mentor. It’s true. I am your mentor.”
The air left Cassadee’s lungs. As sure as she had been, hearing it confirmed by him was equal parts relief and devastation. She had fantasized over him for so long, yet she was totally self-conscious and feeling completely unworthy. This was Mr. McLovely. How could he ever think she was anything but an average-looking schoolgirl. He and his wife looked like supermodels. Cassadee felt like she was going to throw up.
“I wasn’t going to do anything with you tonight so you could digest the information and get comfortable with it,” he said. “But I think we need to work through this and just rip the band-aid off, so to speak. The longer we drag this out, the harder it is going to be on you.”
He walked over and sat next to her, then took her trembling hand in his.
“I think you should take a deep breath and calm down. Then I’ll take you up to the bedroom and make love to you.”
Cassadee’s face went white and she burst into tears. Connor MacLochlan’s jaw dropped. He was beginning to think he had sorely misjudged his approach with her. He could tell she was nervous, but he had no idea she would cry. “Oh, Cass…I’m sorry…come here…” He pulled her into a hug, rubbing her back and whispering that everything was going to be OK.
Every emotion Cassadee had ever felt concerning her secret crush came pouring out all at once. At one point she naively thought she might be in love with her teacher. He was practically a Greek god. His looks were off the charts and every girl she knew would drop her panties for him if he asked. But he never did. He didn’t behave inappropriately with any of the students. And that made him even more desirable.
He was so perfect that she felt like a troll next to him. As wonderful as she thought she should feel right now, finding out that Mr. MacLochlan was her mentor made her feel sick. There was no way that she could compete with his equally perfect wife. Danielle MacLochlan looked as if she had walked off the runway in Paris and settled in their dinky little town in Pennsylvania. How could either of them even take a second look at her?
“Cassadee, sweetie, talk to me. Be open with me. What has you so upset?” he said with concern.
Her teacher was still holding her in a warm embrace, and she was blubbering all over his shirt. “You are too good for me,” she wailed. “I’m nothing compared to you and Mrs. MacLochlan!” A new deluge of tears washed down her face.
“Oh, my goodness. Is that really what you think?” he asked, astounded. “Look…I’ve heard the rumors about me. That I used to be a male model and traveled all over Europe. That I come from old Philadelphia money and that I gave it all up because I’m so amazing I just wanted to teach country kids in Pennsylvania. All of that is ridiculous. I’m from Allentown. So is Danielle. We were high school sweethearts.”
He continued. “I’ll admit that I’m a little blessed, genetically. I know how people see me. But my looks are not me. I’m just an average person like everyone else. I didn’t do particularly well in school. I had to study my butt off. I did better in college, because by then, I was more invested in my future. We have this nice house because we foolishly buried ourselves in our mortgage. We are doing our best to get it paid off as quickly as we can, but I’m a teacher. I don’t aksu escort make a ton of money. Danielle actually makes more than I do at the hospital as a registered nurse. And Cassadee, you are absolutely crazy if you think that you are nothing. I probably shouldn’t say this, but you are my favorite student. And, if I may be perfectly honest, you are a total smoke show. Even Danielle thinks so. It was all I could do to convince her to let me have this first night alone with you.”
He kissed her forehead and moved her to arms’ length and dried her face with his hand. He stared at her for a few seconds and said, “Cassadee…I think you are absolute fire. When your mom asked me to be your mentor, I came home so excited that I did a little dance. I felt like I had won the lottery.”
Cassadee stared at him incredulously. How could this be? He was excited to be her mentor? Why? She must look terrible at this point. She could tell without even looking in a mirror that her face was red, her eyes were puffy and swollen from crying, her nose was running…ugh! How could he be attracted to her? She could hardly look at him, he was so hot. She cast her eyes toward the floor and he lifted her chin so she couldn’t look away from him.
“You…are…beautiful,” he whispered to her. He actually had tears in his own eyes. “It breaks my heart that you think so little of yourself—or at least that you think so little of yourself compared to me. Get that out of your head. If I was not already married, I would be having a very difficult time as your teacher, wanting more from you than I should.”
Cassadee sniffled and stared at him. Could he be for real?
“First things first. Call me Connor. No more Mr. MacLochlan, except during this last week of school. And I’m not Mr. McLovely either. Yes, I know what they call me behind my back.” He handed her a box of tissues and she pulled a couple out, looking away as her face got even redder.
“That’s going to take some getting used to,” she said honestly through the tissue.
“Say my name.”
Cassadee looked him in the eyes. “Connor,” she whispered.
“Good.” He stood up and walked into the kitchen. Pulling a bottle of red wine out of the refrigerator, he uncorked it and poured them each a glass. “I wouldn’t normally give alcohol to a teenager, but you are safe here. And I’m not going to get you drunk.”
Cassadee took a sip of the wine. It hit her stomach and began to warm her up on the inside. “Thank you.”
He led her over to the couch and sat down next to her. “Let’s watch some TV,” he said with a smile. He brought up an episode of the Big Bang Theory. “This good?”
She nodded and smiled. It was one of her favorites. He went back to the kitchen and returned with a bag of chips, which they ate while they watched. It was so weird seeing him eat potato chips like a normal person. She had imagined that he only ate health food and worked out for ten hours every day.
One episode ran into another as they sat there laughing and snacking. Her nerves began to calm down as she shared in this little bit of normalcy with him. They began to talk honestly and openly about life, just chit-chatting like old friends. After the Big Bang Theory ended, he flipped around the channels, coming across an airing of Titanic, which was also one of Cassadee’s favorites. She asked him if they could watch it, and he left it there.
“How are you feeling?” he asked.
“A lot better,” she replied with a smile. “I was so nervous and tense. I couldn’t relax. I think this has helped. And I’m sure the wine didn’t hurt either,” she said with a giggle.
“Here. Put your legs up. I’ll rub your feet,” he said.
Cassadee swallowed the chip she was chewing and leaned into the corner of the couch, resting her legs on his lap. She wasn’t sure if this would relax her or make her more nervous, but she went along.
Connor unbuckled her black heels and set them on the floor. He then began massaging her feet through her black stockings.
Cassadee closed her eyes. It felt so good. She hoped her feet weren’t sweaty and smelly, though. His hands felt nice as he massaged the pads under her toes with his thumbs, working his way down the arches to her heels. She wished she hadn’t worn stockings. This would feel even better on my bare skin, she thought to herself.
“Would it be OK if we took the stockings off?” he asked. “I can’t really get as good a grip as I’d like.”
There it was. They were on the same wavelength. And she knew where this would eventually end. She nodded through lidded eyes.
Connor went to reach up to the top of her stocking, then realized he would have to put his hands under her skirt. He caught her eyes, seeking permission, and she nodded again, then he pushed the hem of her skirt up her thigh until the top of the stocking came into view. He unclasped it from the garter belt, which was extremely antalya escort sexy, and began to roll it down her leg, exposing her creamy white thigh. Goosebumps popped up all over her skin and his heart began to beat faster.
Cassadee had chills from his gentle touch. Her left stocking came off her foot and Connor began to work on the right. The hem of her skirt was pushed really far up. She wondered if he could see her black thong. The thought made her secrete a tiny bit of wetness down below and she squeezed her thighs together in embarrassment. He gently pushed her legs far enough apart that he could pull the stocking down the rest of the way. Finally, her legs were bare, and Connor began massaging her feet again. This time, his touch was electric.
Connor thought Cassadee had beautiful feet. Her skin was soft and white and the pads on the bottom were the prettiest shade of pink. He was surprised to see that there were no callouses, even though she was a runner. He worked his thumbs into her feet and enjoyed listening to the sounds of satisfaction escaping her lips. Her head was resting on the arm of the couch and she finally seemed relaxed, so he began to massage her lower legs as well.
Cassadee almost felt like she could fall asleep. The wine was warm in her stomach and the foot massage was doing wonders for her nerves. As his hands worked up her legs, she squirmed. This was much more erotic than she ever thought a foot rub would be. When he moved up above her knees, she opened her eyes and studied his face. He seemed entranced. What was he thinking about?
Connor loved the feel of Cassadee’s skin. It was so smooth. He could feel the toned muscles in her legs from all the running, but her legs were still soft. Her thighs, and the thought of what lay between, were filling him with lust. He wanted nothing more than to part her legs and have his way with her. He needed to be a gentleman, though, and make sure he didn’t take her too quickly out of her comfort zone. Carefully, he worked his hands up under her skirt, massaging and squeezing her upper thighs.
Cassadee squeezed her eyes shut as his hands made their way almost to her sex. As good as the massage felt, she was now having thoughts of fucking him. She had simultaneously dreamed of and dreaded this moment. She wanted so badly to take him between her legs and feel him inside her, but she was terrified, unable to reconcile the fantasy with reality. Then she remembered, and it hit her like a bomb. Connor MacLochlan had already had sex with her. Over a week ago…
She prepared herself for the feeling of hands on her thighs and she didn’t jump as much this time when it happened. These hands felt smooth. The man pushed against her and she felt the tip of his hard member tracing its way between her lips from her clit to her entrance and back up to her clit. It traveled this route numerous times and Cassadee felt her body responding.
Her second mentor was teasing her, she thought with surprise. She hadn’t expected this. She thought this was going to be about the guys getting their rocks off and then moving on. Why was he teasing her? Was he trying to give her pleasure as well? Whatever his motivations, his actions were having a definite effect. She moaned out loud as the tip of his penis stroked her sensitive clit.
Finally, he moved to her entrance and pushed slightly inside. Cassadee moaned again. He had expertly prepared her body for intercourse, and this time it felt really good. As he slowly entered her, she instinctually tried to wrap her legs around him, but the restraints wouldn’t allow it. He began moving slowly in and out, working her up even more.
Suddenly she felt the angle change and the tip of his dick was sliding along the roof of her vagina. Whatever he was doing, he was hitting a very sensitive spot and she felt like she might die from pleasure before this was over.
After only a couple minutes, Cassadee could hear herself moaning almost constantly. The pressure deep inside her was building to its inevitable crescendo. In and out, in and out, every time sliding along that heavenly spot.
She had never known sex could feel this good. It had hurt at first when she had lost her virginity, but over the following five or six times she had grown to enjoy it immensely. But that was nothing like this. Who the fuck was this guy? She had to know. She had a feeling that she had so much to learn from this man.
Before Cassadee knew it, she was there. Her life was ending inside of a cosmic burst of sexual ecstasy. She screamed as she felt every muscle in her vagina squeeze and release, repetitively grabbing onto the dick of this sexual virtuoso.
As her orgasm subsided, he kept fucking her with long, deep strokes. He changed his angle again, allowing faster and more direct penetration. His speed picked up and she felt little kisses on her foot. Her toes curled at the antalya otele gelen escort sensation and she giggled. She hadn’t felt any whiskers, she thought absently.
Eventually, just as the heat inside her pelvis was beginning to rise again, she felt a stutter in his rhythm. He jammed himself against her once, twice, and a third time. On the fourth lunge he held himself pressed against her sex. Cassadee smiled as she took his seed. There was something about this man that made her think about warmth and love and family, and all those silly things that made girls swoon in stupid romance novels.
At last, he withdrew his penis from her body, and again she felt the tickle of running semen down the crack of her ass. An intimate, lingering kiss on her inner thigh made her heart leap, her body responding with thousands of little goose bumps rising on her flesh. She sighed. There were three more to go. They couldn’t all feel like this, could they? She was loving her life right about now.
Cassadee sat up with a start. Connor actually jumped, thinking he had hurt her. “You were my second mentor, weren’t you?” she asked.
He had to think about it for a moment, but then he nodded. “Yes, I believe I was.”
The memory of how amazing that experience had been, and how good he had felt inside of her gave Cassadee a shot of adrenaline and a fire smoldered between her legs. She crawled onto his lap and kissed him, her tongue exploring his mouth. As he wrapped his arms around her and returned the kiss, they melted into each other. Breathlessly, she said, “Take me upstairs, Connor.”
That was all he needed to hear. He lifted her in his arms and carried her to his bedroom, setting her gently on the bed. He crawled on top of her and kissed her deeply as Cassadee’s legs parted and wrapped around his hips.
Cassadee pushed him away and began frantically unbuttoning his shirt. He helped her out, finishing the job, and tossed the shirt on the floor. Her eyes grew large as she ran her fingers over his chest—his smooth pecs and washboard abs. She lay there and let him unbutton her blouse, shivering when he opened it up and exposed her little black push-up bra. He took it the rest of the way off and discarded it. Cassadee’s fingers were on his belt buckle before her blouse hit the floor. He took over, unbuckling and unzipping, then went to the edge of the bed where he kicked off his shoes, pulled off his socks, and dropped his pants. By the time he returned to her, Cassadee had gotten rid of her skirt and was lying there in just her matching black bra, panties, and garter belt.
Connor crawled on top of her again, his eyes smoldering with lust. His bulge was prominent, his penis already semi-erect. Cassadee felt it press into her pussy through the layers of their underwear. He kissed her deeply, touching the bare skin of her shoulders, her ribs, and her waist. Reaching behind her, he unclasped her bra with a flick of his fingers. Slowly, he pulled it away, exposing her breasts to his hungry eyes. Her pale, pink areolae were puffy, and her nipples were erect. Lowering his face to her chest, he took most of one areola into his mouth, sucking on it and using his tongue to stimulate her nipple. She responded immediately with a moan, pushing his head into her chest. He sucked her tits until she was practically in a frenzy, crying out and trembling, then he kissed his way down her flat belly to her panty-covered mound. She smelled of pheromones and feminine musk. Grabbing the sides, he pulled her thong down over her ass, the gusset momentarily catching between her thighs, before springing away as he pulled the panties off her legs.
Cassadee had a momentary panic attack. Mr. McLovely—Connor—had just pulled her panties off and was about to go down on her. She did her best to suppress the anxiety with thoughts of how good he had been the first time and gasped in pleasure as his mouth covered her sex.
Connor ran his tongue as deeply as he could manage into Cassadee’s birth canal. Her scent was driving him crazy, and she tasted as wonderful as she smelled. She was leaking fluid and whitish discharge, and he licked it all up, swallowing every last drop. He pressed his face into her vulva and time momentarily stopped—he thought he could live here for the rest of his life, smelling and tasting her feminine essence. He dipped two fingers inside, pulling out even more proof of her arousal, and sucked them clean.
Cassadee felt his fingers enter her and thought she might come right there. After he pulled them out and licked them off, which was totally hot, he pushed them back in and began to finger her. She threw her head back on the pillow as he curled them upwards, rubbing that spot that felt really good—the one that made her come so quic…”Ohmigod OH OH OH OH!” she yelled as she came around his fingers, bucking six inches off the bed.
Connor smiled as the walls of Cassadee’s vagina pulsed and flexed around his fingers. She was so tight, but when she orgasmed it got even tighter, he remembered. He couldn’t wait until his dick was inside her.
Cassadee shook with the last flutters of her orgasm. Connor licked her juices off his fingers, then cleaned up her pussy with his tongue. She gyrated her pelvis at him and moaned, “Fuck me, please.”