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LIFE STUDIES 3 (fm:seduction, 5660 words) [3/3] show all parts

Author: jwdoney
Added: Apr 15 2025Views / Reads: 360 / 228 [63%]Part vote: 10.00 (5 votes)
Romance blooms with Skye, Heather is curious, Addison pushes Jason then makes a startling confession, followed by a mind blowing situation in front of the entire Cheer Squad. Answers, Sex, Questions, and a shocking ending, plus more sex!
 


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A long, strange, amazing and confusing sex filled day was barely half over as Skye and I went to my office. I sat behind my desk and she said "So you have lunch monitor responsibilities, but me and Chloe are going to take the Squad and cover that for you. Addison... sorry... Miss Clark wants to have lunch with you. Spoiler alert, she wants to talk to you about giving up her apartment." I blinked as Skye asked "How big is your house?" I smiled and said "Four bedrooms and if you want to come stay, you can." Skye sighed "Maybe, when you ask me for real, but my question is, do you really expect me to sleep in a different room than you? I can do that at home and my mom does my laundry." I laughed, "Baby girl, you can sleep in my bed every night on two conditions."

It was like I jolted Skye with electricity.

Skye wrapped herself around me, kissed me furiously, and it seemed like she was purring. When she finally calmed down enough, she panted "Call me baby girl from now on. It feels special." I said "Because you are" and Skye said "There are no conditions I won't agree with. You might be a few years older than me Jason, but I know when I meet a great guy and I did... you." I said "The conditions are, regardless of what sex and lust you and Chloe drag me into, the fun and games are exempt at my house. The only people that will ever be in my bedroom are you, Addison and Chloe." Skye pouted so I asked "Heather?" She nodded and I sighed, then Skye said "She's my best friend."

I laughed, "You said Chloe was your best friend."

Skye shrugged and smiled "She is."

I realized the whole time I was sitting in the chair behind my desk, Skye was perched on the sofa and to be honest despite her short sundress, was sitting like a lady. I asked "Are you upset with me baby girl?" Skye beamed, her eyes were excited as she sighed "No. I really like when you call me baby girl. No one ever has." I smiled and Skye asked "Why do you think I'm mad? Because I offered to hook you up with the girls in my Squad? Most guys would jump at a chance like that." I said "I agree, but I have a lot to lose and even Addison can only cover up so much. Someone will talk and we both know it." Skye sighed "Yeah. I didn't think about that. You're right." I said "Thank you. Being with you and Chloe is more than enough for me to realize how lucky I am."

Now Skye got up and came to sit on my lap.

When I smiled she said "Oh, okay, You were asking if I was mad because I didn't sit on your lap. Sorry. Is that like a thing for you?" I said "It wasn't until I met you. Don't share this secret, but when Chloe or Addison sit on my lap, it's nice, but when you do it I feel loved. I can't explain it." Skye kissed me softly then said "You don't have to. Your words matter to me Jason and I can tell you mean it if you weren't with Addison, we would be together." I said "Spoiler alert baby girl. I have spent the most time with you today and enjoyed every moment." Skye sighed "Do you have time to mess around before you meet Addison for lunch?" I put my lips to Skye's ear and whispered "I'm getting addicted to you and it could be a problem."

Skye shifted and moved until she was facing me, straddling me, and we kissed warm, romantic kisses until she eased back with romantic eyes and sighed "I don't see how. I gave myself to you. Aside from Cheer and class I am focused on your happiness, and I'm willing to move in with you on day one. If you want something from me, Mister Jackson, just ask and you can have it." I stared into Skye's amazing eyes and said "I want your heart" and she sighed "I'm working on it, but I assure you it's yours." Then with a grin I said "I want you to take off your clothes." Skye smiled and said "That I can do" and she got up off me, went to close the door, then said "Getting naked for you is a wish I will always grant."

By the time I was undressed to just my socks and the 10K t-shirt, Skye was completely naked, even barefoot. We kissed as she pulled at and guided my hard cock until I slid slowly into her tight pussy. She was warm and wet, excited and eager. I asked her as we made love, "Can we talk about anything?" Skye panted "Yes" so I steeled myself, continued to stroke deep into her fit body, then asked "How many guys have you been with?" Skye didn't freak or even seem to react, she just shifted to kiss me, smiled, then said "Two, including you."

Wow.

Then she laughed, "Don't ask Chloe, trust me, you won't believe her number." After seeing some of her videos, I knew about 4 guys for sure, not including me, so thinking it was funny I said "Probably close to 10." Skye was holding my sides, rocking her hips with my strokes, and stared at me until I asked "Less than 10?" She shook her head, closed her eyes, then said "Closer to 20."

What the fuck?

Chloe had barely turned 18 a few months ago.

20? Wow.

We were making love quietly until Skye said "In fairness, only 4 have been boyfriends, 5 if we include you." Considering the course I teach, the tame version previously and the revised one that started today, knowing Chloe had sex with 15 men quite possibly for content creation sake, the shock value decreased. If a woman slept with 30 men she would be considered a slut, but if that woman was a pornstar or content creator, the consensus changed from what I knew. Besides, if a guy was a stud for scoring with different women, why was a woman a slut if she did the same thing and took care between lovers?

I made a mental note to discuss the topic in future classes.

Time for a fast forward, there's a lot of story to get to.

That afternoon when my classes were done, Chloe and I were in my office discussing ideas for the next two days when I would be the ‘model' for my students to understand a man's body. Lunch with Addison had gone well, so I let her bring up the topic of moving in and said "If you can promise not to scorch Earth when we have a disagreement, I'm ready to go all in right now." Instead of any reaction I expected, she sipped her iced tea and said "Unless you do something horrible, there is no breakup in our future Jason, just engagement and marriage, but I do have to confess something that I sure hope is not a dealbreaker." I said "Tell me" and Addison sighed "I can't get pregnant. Side effect of a Cancer scare that I don't wish to discuss during lunch." I said "Sorry, and it's not a deal breaker. We can discuss options if you're ready, when you're ready, and until then, I accept you as you are."

All in all, it was a really nice romantic lunch.

My last class had been uneventful aside from the girls being excited that I would be the model for them on Wednesday. Chloe was really helpful, and so far was an excellent TA. Skye found me before her class for a kiss, hug, and to tell me her advisor had switched her classes so that she was basically free during all of mine. Well, except for my sole Friday session which was longer since it's one session rather than two on Monday and Wednesday and the same on Tuesday and Thursday.

Anyone who has gone to college understands.

So, in my office, Chloe answered my question "Babe, aside from giving the girls a thrill seeing you without a shirt, mostly you would be the subject of extra attention and a lot of flirting. Both Skye and I will be there for all four sessions, especially considering we're both in your classes on Wednesday." I asked "What about the girls from your Cheer Squad?" Chloe set her tablet aside, got onto my lap, and after a warm kiss said "Skye told me you like affection like this." I asked "Did she also tell you that I missed you this afternoon?" Chloe asked "For real?" I nodded and said "Chloe, you cannot give me such an amazing gift, make me feel like a King, tell me you love me, then expect I won't miss you."

Chloe sighed "I am an amazing gift huh?"

We kissed then she said "So I have to film some stuff with a couple guys from the soccer team later. Will you be mad if we wait until tomorrow to fuck?" I grinned and said "It sucks that your filter doesn't work." Chloe said "I know right? Apparently mine is one of a kind and there are no replacements for it." I smiled and said "If you slow down and give me your heart, I will never break it." Chloe sighed "Deal" then said "Kiss me before I jet." Heather stood in the doorway and knocked. She was so beautiful, as fit as any of the girls, but was shy despite being a cheerleader. The skirt and blouse she had stroked me to cum on were gone and she stood there fidgeting and biting her lip in a cute mid thigh miniskirt and flirty blouse that did NOT conceal her large chest.

Chloe got off my lap, waved Heather over, whispered something that made Heather blush, then said to me, "Skye and I made a deal. Until you're ready to get to know the other girls on the team, the only thing we ask is to include Heather." I thought about Addison's warning, that she would only protect me when it came to Chloe and Skye, no one else.

It couldn't hurt to just give Heather some attention...

Right?

I smiled then asked Heather if she wanted to help me plan for tomorrow? She blushed then asked "I have a free period then. Can I come to the class?" I said "Yes, you can even help Skye and Chloe if you want." Heather shuffled nervously as Chloe leaned closer to kiss me, said "She wants" then pushed Heather until she got onto my lap.

I held Heather as Chloe said "Kisses. I love you" and because she deserved to be treated special, I said "I love you too Chloe" She beamed, exhaled, then waved and left. Heather stared at me with all dreamy eyes and I asked "Are you a virgin Heather?" She blushed bright red, laid her head on my shoulder, then asked "How... how do you know?" I asked, "Remember what I teach? You should be proud to be a virgin by choice." Heather held me but huffed "It's not a choice. My last two boyfriends broke up with me when they found out I was a virgin. They said they didn't want the pressure of being my first."

I kissed Heather softly then asked "What if I spent time with you, helped you get ready for the special moment." Heather sighed "I'd like that" and now we kissed romantically. It was a long, warm kiss, but unlike Chloe or Skye, when Heather realized I was getting hard she blushed then asked very softly "Does that mean you like me?" I touched Heather's pretty face, played with her hair, then said "You are a special, beautiful girl becoming a lady."

Heather sighed "No wonder Skye wants to marry you."

Wow. Okay.

I closed my eyes, exhaled, then asked Heather "She said that?" Heather blushed and begged "Please don't tell her. You're only her third boyfriend and only her second lover. She's super into you."

That didn't really surprise me.

Everything happened quickly and suddenly today. Sex with Chloe, sex with Skye, finally sleeping with Addison, the curriculum change, all the girls openly flirting with me, the strange erotic handjob back in the last class, now Heather on my lap hoping to be added to a list that shouldn't even exist. Still, the connection with Skye was real and strong, despite me falling in love with Addison and the carnal relationship Chloe and I were exploring.

Again... What was happening?

Addison knocked, stepped in, and I had forgotten the door was open. She closed it with a smirk as Heather was anxious on my lap. I held her and said "It's okay" and Addison came around the desk and said "You're fine sweetheart, I just came to give Jason some good news." Heather shifted on my lap, sort of lay against me embracing me, so I held her and blew Addison a kiss. Addison blushed, leaned closer and returned an actual kiss. It was nice. She perched against my desk, slowly rubbed Heather's back, then said "Two things and just listen, okay?" I nodded and Addison smiled at me, continued rubbing Heather's back, and I realized I was still hard.

Addison said "After a discussion with Skye and Chloe followed by a conversation with the Dean, we have decided to modify a couple of things. First, by the end of the day, all 11 members of the Cheer Squad including Heather will have signed NDA's and CONSENSUAL RELATIONS forms, just in case."

BOOM.

Never saw it coming.

Heather eased up to look into my eyes, then kissed me. Another long, warm, romantic kiss that told me I was in serious trouble. Not because of potential sex with Heather that seemed very likely to occur, but because there was zero question that Heather was not only falling in love with me, but had strong potential to be clingy.

I've never broken anyone's heart and I sure wouldn't break Heather's.

After another shorter kiss, I asked Heather "Are you sure you want to pursue this?" She nodded then said "I know you are with Miss Clark, seeing Chloe, and that Skye is in love with you, I just want to be special too. There's no one like you Mister Jackson." In unison, Addison and I said "Jason." Heather sighed "Jason" then held me again. Addison said "Be careful with this one babe, she's fragile and wants to be loved."

How was all of this happening?

Was I inside an erotic story or some kind of sexual, romantic VR?

Addison leaned forward, surprised me when she kissed the back of Heather's head, played with her long hair, then said to me "In about ten minutes we are going to meet with the entire Cheer Squad where I will discuss some non negotiable ground rules. Then as a way of compromise, you will have a short demonstration of the male body, call it practice for what happens tomorrow and Wednesday." Heather inhaled, was seriously blushing, then Addison said to her, "Head out and meet with the girls, change into your uniform, and meet us in Study Hall C in about ten minutes." Heather kissed me softly, her eyes were sparkling, then she sighed and whispered "If you want to be the one, I think I'm ready."

Wow.

Heather left, the door was shut, then Addison said "I have great news and bad news for you love." I said "I think I really love you" and Addison smiled "Back at you. I feel it babe, I love you and I'm so glad you asked me out." Addison sat on my lap and said "Word got back to me that you prefer Skye to sit on your lap?"

I exhaled but Addison wasn't jealous, I could tell.

I said "No man alive would turn down the combination of sex and romance Skye is willingly offering. I do feel things for her, but there is no way I would ever walk past you." Addison said "The only reason I don't fuck you right now is I want you to brew knowing I will let you treat my body like a playground when we get to your house and I will do things with Skye that will blow your mind." I gasped but Addison said "Mark my fucking words Jason, if you follow the outline I am laying out for us, I will grant every wish you have, including some you don't have yet. Plus, I will include Skye as if we were a ‘throuple' even though I hate that word."

I took a real chance and asked "What are you up to Addison?"

After a warm kiss, my beautiful flame haired girlfriend purred "Keep an open mind, do what I ask, treat the girls with respect, and you'll realize it sooner than you think." We kissed, then Addison said "In your top left drawer is a present. I want you to clear your mind, put it on, read the note, pause your morals, pause your ‘do the right thing' programming, and meet me in Study Hall C in a few minutes." I glanced at the closed drawer, Addison kissed me, then she said "Remember babe. Listen to me, trust me, do what I ask, and you can have everything."

Feeling dickish, I asked "Is that why you're essentially giving me the Cheer Squad?" Addison flared, she was visibly irked, but to see her calm down was life changing. With a serious stare, Addison said "I will give you the entire female student body if it gets me what I want, and if you don't know what I want, you haven't been paying attention." Remembering earlier with the hair pull and Addison's ultimate reaction, I stood, put my hands on her neck, squeezed to make my point, and she went berserk trying to kiss me. I applied a little more pressure, squeezed just enough, then hissed "You want me to treat you like a lady, fuck you like a slut, and love you like a best friend."

Addison broke my grip, slammed me against a different wall than earlier, we kissed frantically, then she said "Forget everything you know about life, love and rules. After pulling my hair earlier, fucking me like a slut, after putting your hands on me again, we are mated for life and you can buy a ring today, next week or next month, but no more secrets Jason. I want us to be permanent, forever, and I want you to open your mind so that we can play around once in a while. I'm bi and refuse to hide it anymore. You want to know why I'm giving you the Cheer Squad? Do you want to know why it seems like Chloe and Skye threw themselves at you? Why am I so eager to protect you and the girls?"

Addison stepped back from me with wild eyes and exhaled.

She was seriously worked up, and I was either about to get laid or say my last goodbye. Despite my office being small, she paced for a bit, then faced me and said "I have been seeing four girls on the Cheer Squad for a while now. It started with Laura, then Chloe, Kylie, and most recently, Skye. I have wanted to try things with Heather but as you are figuring out, she's innocent in a world filled with sluts. I wanted to hook up with you last semester, but you were so focused on your students and the girls on your volleyball team that you didn't notice me. You never stood back and realized what you could have because you were always giving everyone else what they wanted. So I'm asking you Jason, can you please trust me and know that I will do anything for us to be together. Five consecutive dates you treated me like a lady, like a friend, and that was great, but all I wanted was for you to fuck me."

We exploded into kissing and touching, grabbing and rubbing, and more kissing. Then gasping, Addison stepped back and said "No. You can fuck me like a slut and play with me like a toy. Anytime, all the time, but I have put some serious work into this session with you and the girls. Trust me, relax, put on the gift I left you, then come to Study Hall C. I fucking love you Jason. I fucking love you." Addison left, shutting the door behind her, and I stared at the back of the door.

So much.

Like a bunch of grenades followed by a nuke.

So much to digest and process.

I opened the drawer and there was a small package containing very small men's underwear that intentionally would not cover or conceal much. I smiled at the thought that Addison was orchestrating so many sexual games and realized not only was she granting fantasies I never imagined coming true, but was all in on our relationship while somehow protecting me from termination... or worse. I took a deep breath, pushed aside all overthinking and worry, then undressed and struggled with the pouch like underwear. Besides being a size too small, I was rock hard with no chance of it easing anytime soon. It took some effort, but I got the ridiculous thing on and had two issues. My cock, hard as it was, barely and I mean BARELY fit in the underwear. Secondly, it was tight and only added to my excitement and arousal.

The note said "Wear the robe behind the door. Stop thinking and let's do this." Against all better judgement, morals, and rules of society, I slipped the robe on, and in just the tiny, straining underwear, my socks, and the robe, left my office. I got some gasps and stares by passing students, felt flush and further aroused by the time I made it to Study Hall C, then saw the taped note that said "PRIVATE INSTRUCTION. DO NOT ENTER WITHOUT PERMISSION." It was signed Dean Winters which made me grin when I thought about the actor from BATTLE CREEK, RESCUE ME and the ALLSTATE ‘MAYHEM' commercials.

With a couple of deep breaths, I entered the study hall and Addison immediately announced "Lock it behind you babe." Once I locked the door, I took a deep breath, held it, then turned to face the room. Addison was in a chair behind the teacher or monitor's desk and smiled at me. Of the 11 girls, all in cute Cheer uniforms, I knew 5 of them. Skye, Chloe and Heather of course, as well as Laura, an outspoken redhead with a near perfect body and bright red hair, and Chelsea, the prototype brown haired, super fit Cheerleader. Of the other 6 girls, I had seen most of them around the campus, but unless I was mistaken, the only one that wasn't a Freshman was Kylie, a cute, petite blonde that had been in my class last semester.

The same Kylie that Addison admitted to being with.

As if rehearsed and coordinated, Chloe, Laura and Skye each went to a door, ensured they were locked, then taped a dark black cloth over the small window in each door. The blinds on the windows were closed, this did not bode well for me. Without sounding arrogant, the entire situation screamed something straight out of a porn shoot and why was I in such a small, tight pair of underwear? Last year, in all my classes, the male student we used to introduce the men's body was fully dressed except when he was asked to take off his shirt. The LIFE ART models were a different situation that wasn't relevant at the moment. I know I should have been worried, and I was, but Addison had asked me to trust her, and insisted really. So had Chloe and Skye.

Oddly it was the thought of Skye that calmed me, soothed me.

Was I falling for Skye more than Addison?

Now first, while our State ranked Cheer Squad has four or five sets and types of uniforms, today they wore the traditional short skirt, tight crop top, low cut white socks and matching white New balance sneakers. Tall or short, fit or petite, the uniforms were fitted to each girl's height and body type, but on every girl the skirt was mid thigh and attention grabbing. Fully dressed and on a normal day that wasn't today, being in a room with all 11 of them would be a dream come true I could never admit to anyone. Despite seemingly having a Presidential Level Pardon from Addison and perhaps the Dean, perving on 18, 19 and 20 year old girls was a bad idea.

Addison surprised me when she got up, touched my neck with her fingernails, grazed my lips with a teasing kiss, then asked "Don't my girls look amazing?" I grabbed Addison, put my lips to her ear, and whispered "Keep pushing me Red and I will fuck you in front of all of them." I was rock hard, and my cock was straining the size too-small underwear. Addison stared at me with flames in her eyes and purred "I fucking dare you."

Silence.

Like a tentative US/RUSSIAN detente, there was silence.

Chloe and Skye bookended Addison and asked her almost in unison "What are you doing?" Addison still stared into my soul with sheer desire and panted "Calling an audible." Then she yanked my robe open so fast I didn't have a chance to stop her from taking it off me. Suddenly I was standing there in the middle of the room completely naked except for the seriously bulging, straining briefs. Every girl in the room, including Skye and Chloe inhaled.

It sounded like a massive gasp.

Then it was as if time stopped for an instant.

I realized Addison had changed clothes, and now wore a flirty mini skirt that started about mid-thigh, along with a tight, sleeveless, sheer white blouse that buttoned up the front and did not conceal her pink bra. My ardor and arousal took over the side of my brain that makes good choices, and almost in response to her tearing my shirt open earlier, I grabbed the front of Addison's blouse and shredded it. Again the unified gasp as Addison's eyes widened then she said "It's so fucking on" and yanked my tight briefs to my knees before I could stop her. Now the girls behind her gasped "Oh my God" and "He's huge" along with "Holy shit" and "Wow." Addison unzipped her skirt, let it fall, my cock stood straight up in all its fury, and then I reached for Addison's bra and she begged "Wait. Wait babe. I have to have something to wear after" and she took it off.

Meanwhile the sharks were circling, and with her bra on the floor Addison snapped "If a single one of you touches him, every promise I made you is void." Again in unison the entire Cheer Squad said "Yes Miss Clark." Wow, she had her own followers, like some kind of fit, sexy, young and cute cult. Now I grabbed Addison, leaned her against the desk, then shoved my cock deep inside her smokeshow body. Terminated or not, I fucked Addison like the hot, fit, red haired slut she was.

And trust me, she was all in.

I have no idea how long we lasted, but I fucked Addison with one goal, to make sure she knew that she was mine and that her body belonged to me. Before today, I was a good guy, trusted, respected, but something happened today that the students were throwing themselves at me, Addison couldn't wait to be in a bed for sex, and the erotica Gods were granting me wishes I had never imagined. I drove into Addison as she moaned ‘'Fuck me like I stole something" and I gasped "What?" Between strokes, Addison moaned "You broke my brain. Fuck you."

I could feel the pressure building and stroked as deep and hard into Addison that I could until she gripped me and moaned "Oh God" then rammed her face against my chest and still had one mother of an orgasm. I blew deep inside Addison and pumped until I was certain I had nothing left. Literally. When we leaned there gasping for air, Addison put her lips to my ear and whispered "I belong to you now. You get me." I whispered back "What was the plan? Don't lie to me."

Addison held me, kissed my neck and ear, then whispered "My plan was to expose you, tease you, arouse you and excite you. Then... when you could not take any more, set off every guy's fantasy." I gasped "No" but Addison moved her face to smile at me, nod slightly, then kiss me before she purred "Yes." Still inside Addison I glanced around to see all of the girls were shell shocked and just staring at both Addison and I naked and me still inside her.

I swallowed, and again said to Addison "No way."

She smiled and said "Yes way. My plan, lover? My plan was to give you every man's fantasy. To fuck a Cheerleading team."

... to be continued!

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