u/Worried-Owl7804

My Cougar College Professor Part 7 [M22/F45] [Creampie] [Oral] [Public Play]

Part 7

“Yeah, let’s get cleaned up and get going.” I said as I began to up off from on top of her, and the table.

Sabrina reached down and touched her pussy, still leaking my white hot cum.

“Wow!” She said “Master gave me so much! Thank you Master!” She said while grinning at me.

“You’re welcome.” I said “I’m gonna wipe my cock off, and get my clothes back on.”

“Don’t forget about the butt plug Master.” Sabrina added

“Oh yeah, that’s right.” I said. I then went too lube up the butt plug and slide it into myself. “That feels good.”

“Well Mistress has always had a good taste in toys.” Sabrina noted “I’ll put mine in too and clean myself up.”

We cleaned ourselves up and I got dressed in yesterday’s clothes, the only ones I had available at the moment, while Sabrina cleaned off in her room. A few minutes later she came out to the living room. She was wearing a pretty blue sundress with a floral pattern.

“Is that all you’re wearing?” I asked. It was the start of the Spring semester so it was late January and of course very cold outside.

“I have a coat and hat on the coat rack by the door.” She said

She put on her coat, it looked fancy, gray fur with a hat that matched. Accompanied by a black pair of heeled winter boots too.

“I’m ready if you are.” She said

“I am, we can take my car.” I offered

“No, I’ll drive us. Master shouldn’t have to do work.” She said

She opened the door and we were met with the cold brisk January air. I followed her to her car, a nice black sedan with a leather interior. It was clean and smelled nice.

“I like your car.” I said

“Thanks, I got it with my bonus last year. I’m a fashion designer.” She replied “I’ve been at it a long time.”

“That’s interesting. Personally I don’t know a thing about fashion.” I said

“I’ll help you pick out something nice.” She replied “Ha, it’s funny. I’m so into fashion, but the minute I step into the house I get naked.”

“Well you look very good naked.” I said

“Thank you Master.” She said while blushing

We drove off to the nearest department store and searched for a spot in the parking lot.

“Damn.” She said “Lots of cars here, we have to park kind of far from the entrance.

“That’s ok. We’ve got our coats.” I replied

She parked her car and turned to ask me “Hey, you still feeling ok with the butt plug in you?”

“Yeah, I’m getting used to it. It’s not too big for me to handle.” I answered

“That’s good to hear. But remember, if you ever need a break you can take one. Mistress Romona wants us to be comfortable, and not feel pressured into this lifestyle.” She explained

“I don’t feel pressured. And besides, I like having my butt played with.” I said

Sabrina smiled “Ok, just wanted to check up on you.”

The two of us walked up to the entrance and headed for the men’s section.

“Oh, you’d look terrific in this!” Sabrina said while going to grab a black turtle neck sweater. “You’ve definitely got the face and cheekbones to pull this off.”

She placed the sweater up against me “This looks better than your Navy blue fleece. Also we should really get you some slim fit jeans.”

“I’m sure I’d look good, but a college student can only buy so much.” I said jokingly

“I’ll buy them for you. You definitely deserve them!” Sabrina said

I was amazed at her offer. “Why? I haven’t done anything to earn these.” I said

“Of course you have! You were a very good dom for me.” She replied

She then leaned in and gave me a kiss. “And I can’t wait until you dom me again Master.” She whispered

She then unbuttoned her coat and slid it off, now only wearing her dress.

Leaning in right next to my ear she whispered. “Did I forget to mention that I’m not wearing a bra or any panties?”

“Do you really want me to fuck you in the store?” I whispered to her

“It’s Masters decision, not mine.” She replied

I turned my head around to look around the area. Noticing that there weren’t many people in the store at the time, and thankfully we were near the changing rooms.

“I’m going to go into the changing rooms. Wait three minutes, and then you go into the changing rooms. Understand?” I ordered her

Her eyes lit up. “Yes Master.” She whispered seductively

I grabbed a neck tie that was on the shelf. “I’ll leave this on the doorknob to the room I’ll be in.”

I walked over to the changing rooms and requested to get in one. The changing rooms attendant told me to go to room number five. I walked down the little hall of rooms and left the tie on the knob. After getting in I placed the unpaid clothes on the hook and stripped naked. All I had to do was wait.

Three minutes later the door to my changing room opened slowly and Sabrina poked her head in.

“Are you ready to swallow some hot cum?” I asked

“Yes Master! I’ll suck and swallow until you tell me to stop!”

She immediately placed her mouth on my cock and started sucking.

“Deeper you fucking bitch!” I told her

She began to deep throat my cock “grah… gur… gork.” The sounds she made while nearly suffocating on my cock.

“Hold it.” I ordered

She stopped sucking and asked “Is there something wrong Master?”

“There is one thing that’s wrong, you still have clothes on. Take them off or I’ll cum on your face and not let you clean yourself off.” I said

Sabrina giggled. “Don’t you threaten me with a good time.”

She stripped down and was about to start sucking me again before I interrupted.

“No, you turn around and take that butt plug out.” I demanded

She did as was told and I took a hold of her plump perky butt.

“I’m gonna finger your ass you slut!” I said while spreading her cheeks

“Yes Master! Please finger me!” She said in a whisper yell.

I slid my index and middle fingers into her ass easily. Sabrina moaned a bit too loudly from it though.

“Shut up! Do you wanna get caught!?” I asked

“Hmmm… kind of.” She said while looking back at me and smiling.

“I can’t have that. Turn back around, you’re going to suck me until I’m done.” I ordered

“Yes Master.” She replied

She turned and began sucking again. I leaned forward to make her deep throat me. Reaching over her back I was able to stick my fingers back into her ass while she was sucking.

“Does my good butt slut like that?” I asked

Sabrina tried to respond, but it was hard to make out what she said with a mouth full of cock. But I knew she liked it.

I could feel myself getting closer “You’re about to swallow my load you slut. Do you want that?” I asked

“Mmm hmm.” That was the sound she made right as she began to bob her head back and forth faster, and faster, until my cock exploded with a huge load into her mouth.

She slowly slid her head back until my cock was no longer in her mouth.

“It tasted very good Master.” She said “And I like the stretch you gave to my ass.”

“Glad you liked it.” I replied “Shit, that was wild. I’ve never done anything in public before.”

“I have before, and it’s always a thrill. But now we should get back out before the employees suspect something.” She said

I began getting dressed into my clothes even Sabrina said “You should put on the sweater, take the tag off and I’ll pay. You wear it out.”

“Ok.” I said

“Also we still have you get you those jeans.” She said while reaching for her butt plug “I’m so glad that Mistress Romona chose you to be my dom. And I can’t wait to show you something I’ve been working on.”

“Working on?” I said with curiosity “Can I have a hint?”

“Sorry Master, but you’ll have to wait.” She answered

“Are you saying ‘no’ to me?” I asked, trying to make myself sound more dominant

“I don’t like saying no to you Master, I guess you’ll have to punish me later.” She said as she bit her bottom lip

We exited the changing room. Me first, and her three minutes later like when we went in. We got some new jeans for me and she paid. Back in her car I thanked her again for driving and buying me the new clothes.

“It’s what I wanted to do.” She said “Could I have another kiss like we had this morning?”

“Of course!” I said

She leaned in and we started kissing. She placed her hands on my shoulders, I placed mine on her waist. Neither of us were buckled up so we were able to move around a bit more. I felt her tongue slip into my mouth, sliding it over mine.

She moved her right hand up, leading it towards the back of my head. She pressed me closer to her, kissing with more passion. I slid my hands down to under to move her dress up. My right hand on her boobs, my left rubbing her clit.

“Sorry, I just don’t know what came over me.” She said in between kisses “I just can’t seem to keep my hands off this handsome young man.”

I kept kissing her, I could feel myself getting hard again. I moved my hands away from her to unzip my pants.

“Actually, let’s wait a bit.” She said

“Oh - I’m sorry! Did I do something wrong!? Is it too risky to do it in your car?” I asked, so nervous that I had just blown it

“No, it’s just that, well I was supposed to keep this a secret, but our Mistress has a special surprise for you tonight.” She said gleefully “And I don’t want to drain all your energy before tonight.”

“A surprise? Could I have a hint for this one?” I asked jokingly

“Afraid not.” She replied “But she told me all about it and I think you’ll really like it.”

She put her keys into the ignition and started up her car “So, where should we go now?”

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u/Worried-Owl7804 — 9 days ago

My Cougar College Professor Parts 5 & 6 [M22/F45] [Maledom] [Deep Throat] [Ass Play] [Creampie]

Part 5

I was standing in Mistress Romona’s shower enjoying the hot water when I heard the bathroom door open up.

“It’s me.”

I could tell it was Sabrina’s voice, I poked my head out from behind the shower curtain.

“Uh.. hi Sabrina. Do you need something?” I asked

“No.” She replied “Mistress Romona wanted me to check up on you. Our dinner is done also, if you feel like eating.”

“Yeah, yeah I can be out there soon. Thanks.” I said.

It was strange wrapping my head around everything. In the span of only thirty minutes or so, I got my dicked sucked, ate ass, and got pegged. All by two beautiful older women.

“Master.” Sabrina said

“Yes?” I responded

“Mistress Romona told me so did very good tonight, and I agree. Both as her sub and my dom.”

I smiled a bit after she said that. “Well, I could’ve done better at domming you. I’ve never been super good at it. I enjoy it, don’t get me wrong, but I feel like I lean more to a sub position.” I said

“You just need some more practice.” She added “Tonight after dinner, you can have me in anyway you want. I won’t refuse an order from you.”

My face turned red, a woman double my age was offering herself to me.

“I think I’ll be able to do that after dinner.” I said “Will Mistress mind?”

“No.” She answered “Mistress Romona told me that in this house sex can and will happen at any time. And you’re my dom, you’re the one in charge of me. Well, Mistress Romona also. I’m going to go and be in the dining room.”

“Ok, can you tell Mistress Romona that I’ll be out shortly?”

“Yes Master.” Sabrina answered as she began to turn around and leave the bathroom.

After exiting the shower and drying off I made my way to the dining room. Upon entering I mad met by Mistress Romona now wearing a simple white t-shirt and gray sweatpants. She had no bra and her nipples were showing through the thin cloth. Sabrina was seated as well, still naked except the collar. And I was still naked as well, but I felt comfortable.

“Was wondering when you’d join us.” Mistress Said

“I’m sorry Mistress, I j-“ She then cut me off

“Oh sweetie, that’s just when you’re subbing for me.” She said “When we’re not having sex you can just call me Romona. You can also get dressed, not be ready to strip when I tell you to.”

“Yes Romona.” I said

I sat down at the table to eat.

“I hope you like lasagna!” She said while serving me a plate

“I do!” I was happy I finally got to eat, was getting hungry after the session.

Dinner went well, Romona and Sabrina were talking to me about their pasts, their hobbies, careers, etc.

“So, I wanted to ask you something.” Romona had asked me

“Sure, what is it?” I responded

Romona smiled, and went down to pick up a box she had been hiding under the table. She opened up the wooden box to reveal a pair of golden buttplugs.

“I want you and Romona to wear these all day tomorrow.” She said “I have a controller, so don’t be alarmed when they start vibrating.”

The thought of going about my day while plugged up was hot, I of course after and Sabrina did as well. After dinner Romona announced that she was going to her bedroom, and that I would be sleeping in Sabrina’s room that night. Sabrina shot me a smile.

It was late at night, close to 11pm.

“Well, I’m going to sleep. I’ve got to get up early.” Romona said “You two don’t stay up too late now.” I saw her wink at Sabrina.

Sabrina and I walked towards her room. Sabrina opened the door, upon stepping into her room I noticed how it was decorated.

Sabrina had whips, paddles, handcuffs, ropes, restraints on the bed, ball gags, and so much more.

“This… is a lot.” I said with amazement

“Well Master, you can use anything you want on me here. I am all yours for what’s left of the night.”

She got down on her knees again in front of me. Both of us still being completely naked, she could see as my cock twitched and began to grow erect. She then placed the tip of her tongue to the head of my cock and slowly slid her tongues tip up along my cock to the base.

“I loved eating your cum from off the floor Master.” She said with excitement “Is there anything specific you want me to do?”

I thought about it for a moment “Yes, earlier I was about to eat your ass before Mistress Romona punished me. So… can I eat your ass?”

“Yes Master.” Sabrina replied

She got up and climbed onto her bed and positioned herself with her ass in the air.

“You can eat my ass for as long as you want Master.” She said

I climbed up onto the bed and sat on my knees behind her, admiring her beautiful pink pussy. I grabbed each ass cheek with my hands, and spread her cheeks apart revealing her pretty pink butthole too.

I leaned my head forward and began to lick. I licked her hole for several minutes before I heard Sabrina shout “Please Master! Please shove your tongue in my ass!”

I shoved my tongue as deep into her ass as I could. Her flavor was heavenly, she must’ve showered right before I came to the house.

“Thank you Master!” She shouted

I kept shoving my tongue in and out of her ass with force for what felt like forever. Sabrina’s constant moans encouraging me to keep it up. Until I decided I wanted more. I moved my face away from her ass, deciding what I wanted to do next.

“Oh Master, I want a taste!” Sabrina exclaimed.

She turned around so we were now face to face with each other. She moved her face to mine and began kissing me. She then slid her tongue into my mouth. I picked up on what she wanted, so I slid my tongue into her mouth. Then she began sucking on my tongue.

She slowly moved her head back until it was impossible to suck my tongue any longer. “Thank you Master for letting me taste!” She said filled with joy. “What else do you want me to do?”

I decided to really take charge. “I want you to get out your favorite toy.” I said

Sabrina giggled a bit “Yes Master.” She said seductively

She opened her nightstand drawer and pulled out the largest dildo I had ever seen. Easily two feet long, nearly as thick as a soda can, bright pink and heavily detailed.

“Where should I put it Master?” She asked

“Put it in your ass.” I demanded

She smiled wide and grabbed a bottle of lube from the nightstand. She doused the dildo in lube and left the bed to the hard wood floor. She attached the dildos suction cup base to the floor and made it stand at attention.

Standing up over it, she aligned her asshole with the dildo and slowly began to squat down.

“Ahh… yes…!” She moaned as the dildo slid up into her ass. “I love this toy!” She exclaimed

She stopped at about half way the dildos length.

“I’ve never taken more than this, my dream is to one day take this whole thing in me!” She said while bouncing up and down gently.

“That’s nice, I’m sure one day you will.” I said “But for now why don’t you take this cock?” I said while walking towards her.

I placed my cock as close to her face as I could, but she did have to lean forward a bit in order to suck me.

“Deep throat it you bitch!” I demanded of her

She then moved her head even more forward to take me all in. I began thrusting my hips to get a proper face fuck.

“Yeah you like that you fucking slut!?” I shouted while fucking her mouth

She couldn’t answer, other than the sounds of sucking my cock she was silent. I kept into her mouth while she kept bouncing on the dildo. I could feel myself start to reach climax.

“I’m about to cum and you’re going to fucking swallow it! Understand!?” I shouted while looking down directly at her. Our eyes met as I said that and I could tell from her eyes how excited she was for me to cum.

“Ahh… Ahh… AHH!!! Fuck yes! I’m fucking cumming!” I yelled out as I unleashed the largest load of my life into Sabrina’s mouth.

After all my cum had entered Sabrina’s mouth I finally took a step. I looked at her, and she looked at me. She opened her mouth to show me all my cum that was in there. She then closed her mouth and opened it again to show me that she had just swallowed all of it.

“Thank you for your cum Master.” She said happily

She rose of from the dildo and was now standing up. “Is there anything else you want Master?” She asked

“Turn around and show me your gape!” I demanded

She turned around, bent over and spread again, showing me just how open her ass was, that dildo really did a number on her.

“Hot.” I said while admiring her hole. “You can clean up now.”

“Yes Master.” She responded

She took the dildo off from the floor and walked out of the room with it to the bathroom. As I was laying in her bed I thought to myself how lucky I was. But I was also hoping that I didn’t accidentally hurt Sabrina.

A few minutes later Sabrina came back wrapped in a black towel, still carrying the dildo. She put it back in her nightstand along with the lube.

“Hey Sabrina, I didn’t hurt you right!?” I asked

“Not at all!” She responded “I would’ve safe worded if you were. You’re fine.”

I was happy at that response. She unwrapped the towel from herself and climbed into bed.

“Another thing Master, if you at all need my services again at any moment, I’ll happily serve you.” She said

We climbed under the blankets, cuddled, and fell asleep.

Part 6

The light peaking through the curtains woke me up that next morning. I looked around the room quickly, making sure that last night wasn’t a dream, thankfully it wasn’t. Sabrina wasn’t in the bed anymore, I got up and made my way back to the living room. Entering the living room I saw Romona standing near the front door dressed in a heather gray pant suit.

“Good morning!” She said “Sabrina told me that you two had some fun last night.”

I could feel the blood rush to my face as I blushed “Sorry, I didn’t know you could hear us.”

“Don’t be sorry, it was hot. And Sabrina was very satisfied with last night. We’ve been wanting a strong young man here in the house for us to play with.” Romona said “Listen I have to get to teaching my first class, so I have to go. I expect to see you at 3 o’clock again in the front row.”

“Yes Mistress.” I responded

“Great, see you then. Also Sabrina is making pancakes if you want some breakfast.” She said as she opened up the front door to leave.

I’ll be honest, some pancakes sounded really tasty. I walked into the kitchen to see Sabrina there just as she was plating a nice stack of fluffy pancakes. She wasn’t entirely naked, she was wearing an apron now.

“Good morning Master.” She said while turning around “What toppings do you like on your pancakes? There’s plenty of options in this house.”

“Can I have syrup, strawberries, and whipped cream?” I asked

“Yes Master.” Sabrina replied

She began adding the toppings onto my pancakes. And I could now see that the front of her apron was printed with something ‘Dom The Chef’ I chuckled a bit.

“Enjoy your breakfast Master.” Sabrina said as she handed me my plate.

“Thanks, are you going to eat?” I asked

“I already did, I usually get up early along with Mistress. Let’s go into the dining room.”

We walked into the dining room, I got a nice look at her butt while we walked.

“When you’re done eating is there anything I can do for you Master?” She asked

“Well, Romona’s class is the only one I have for today, and it’s the start of the semester still, so no homework has been assigned yet. Do you want some company?” I asked

“Well… I wouldn’t mind spending some time with you Master.” She replied “We can do whatever you want.”

“Wanna go to the store? I wanted to buy some new clothes actually.”

“Yes, that sounds fun.”

I continued eating and went to grab my clothes that were still on the living room floor when Sabrina added:

“Wait Master, you have to wear the butt plug that Mistress Romona wants. The box is over on the other end of the table.”

“That’s right, I’ll go put it in.” I responded

“There’s lube in the cabinet next to the fine China.” She added

“There’s lube kept in here?” I asked

“Yeah, you never know when you’re gonna need it.” She said as she smiled and slid her apron to reveal one of her nipples. “My pussy has been soaking since I woke up, I want you to pound me. But you can finish eating first.”

“Oh I’ll play with you.” I said “But first I want you to play with yourself for me.”

Sabrina moved with excitement “Yes Master!” She said

She untied the back of her apron and tossed it to the corner of the room. She lifted her feet onto the table and spread her legs apart to reveal her shaven pink pussy. She began rubbing her clit with one hand and grabbing her left boob with the other.

“Is this what you wanted Master?” She asked

“It is, you’re being very good for me.” I told her “You just do that until I’m done and then I’ll pound that pussy.”

“Yes Master!” She said while beginning to rub her clit a bit faster.

A few minutes passed while I ate and Sabrina played with herself at the table. But I teased her a bit, towards the end I ate extra slow, she definitely caught on.

“Ok, I’m all done.” I said as I stood up. I was hard from watching her play with her pussy. “I think my dick needs to get a bit wet though.”

“I’ll help you with that Master!” Sabrina said enthusiastically.

She left her seat and came to suck my cock. She instantly deep throated me like she had done yesterday.

“Fuck… you’re so good at that.” I told her while feeling the back of her throat. “I think you’ve earned a good pounding.

She got up onto the table, spread eagle position “Please punish this pussy Master!” She exclaimed

I did as she wanted and climbed on top of her. With the wetness of her pussy and her spit on my cock, we didn’t need lube. I slid my whole cock inside of her easily and began pounding.

“Harder Master! Harder Master!” She kept moaning as I pounded her.

I kept pushing as hard as I could. Her pussy was so wet and warm, her boobs bouncing a bit with every thrust.

“Cum for me!” I said “Cum for me!”

“I’ll cum for you Master!” She exclaimed

After a bit more pumping I began getting close. “I’m gonna fucking cum in you.”

“OH YES MASTER! CUM IN MY PUSSY!” Sabrina yelled loudly

“…Fuck…!” I yelled as I came inside of her, still pumping.

“Yes! Feeling you cumming is making… me… gonna… FFFFFUUUUUCCCCCKKKK I’M CUUUMMMMIIIIIINNNNGGGG!” Sabrina yelled even louder.

I could feel her whole body tense up, and her pussy became even warmer and more wet. The grip her pussy had on me felt inescapable. We lied on the table a bit longer, I was going soft, but still inside of her.

Sabrina giggled “So… wanna go clothes shopping now?”

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u/Worried-Owl7804 — 11 days ago

My Cougar College Professor - [M22/F45/F45] [femdom] [pegging] [threesome]

Gluh… gla… gork…” These were the sounds Sabrina was making as she was sucking my cock.

I was moaning pretty heavily at this point when Mistress Romona said “You two enjoy yourselves, I’ll be right back.” She then went down the hall into a different room.

I looked down at Sabrina still sucking me, our eyes met as she then pushed her face deeper into my crotch. My cock was completely in her mouth. Then I felt something on my balls, her tongue. She was able to deepthroat and lick my balls at the same time.

Mistress Romona came back into the room holding a bottle of lube “Don’t make him cum too quickly now, I’ve got a plan for him right now.”

Sabrina’s mouth retreated back to only licking and sucking the head. Then turned towards Mistress Romona, and I noticed something peculiar. Her robe looked a little different now that came back from that room. As if there was a strange lump underneath.

She then untied her robe and let it fall to the floor, that’s when I found out what the lump was. She was wearing a strap on dildo. It was a deep shade of purple and pretty detailed, with a black harness around her waist.

“Sabrina, pause!” Mistress Romona demanded

Sabrina stopped sucking me and Mistress approached her. “Now suck this cock.” Mistress ordered sternly

Sabrina began sucking on Mistresses strap as I watched. I’d never really felt inadequate about my size, but Mistresses strap was easily 10 inches. My cock was only just at 7 inches completely erect. And Sabrina was now deep throating it.

“That’s right, you get this cock all nice and wet!” Mistress exclaimed

She then turned her head to look at me “And you, come here, get on your knees behind me and eat my ass!” She demanded of me

I did as she ordered and placed myself directly behind her. I spread her ass cheeks apart and saw her butthole. It was so lovely and brown. I then began to slowly lick her hole.

“That’s right you be a good boy and lick me deep!”

I then moved my tongue to get inside of her ass and began licking deeper.

“Such a good boy!” She exclaimed “You’re such a good sub!”

This went on for a few minutes before Mistress ordered both of us to stop. Turning around she looked at me. “You’ve been a good sub. Now be a good dom and give Sabrina an order.” She told me

“Uh… uh… I don’t know what to tell her.” I said

“That’s ok, take your time in deciding.” Mistress said “Stand up Slut!” She yelled at Sabrina. She stood up at attention and replied “Yes Mistress.”

Mistress turned to me and said “Whatever you want to do with her, you can. Isn’t that right Sabrina?”

“Yes Mistress.”

I thought about it for a moment while admiring her body, and the spit trail that was going from her mouth down to her boobs from all the sucking.

“Can I see her from the back?” I asked

“Why are you asking me?” Mistress said “You’re her master.”

I studied Sabrina’s body and said “Turn around for me.”

“Yes Master.” Sabrina said as she turned around.

She had an amazing ass, perky and plump. “Now uh… can you spread your cheeks?”

She did as was told and spread her ass open to reveal her beautiful pink butthole. “Now, get down on the floor and keep spreading.”

Sabrina moved down to the floor and kept spreading with her ass in the air. Mistress Romona smiled and said “Why don’t you go and pleasure her ass with your tongue? She’s been such a good girl for us and I’ll tell you know, you eat ass so good.”

“Ok.” I responded

Just then Mistress Romona grabbed my wrist and angrily asked “Did you just say ok to me!?” She then moved her hand onto my cock and said “It’s ‘Yes Mistress’ when you answer me!”

“Yes Mistress! I’m sorry Mistress!” I said now filled with nervousness

“That’s not good enough!” She shouted

“Get into the same position as her! Next to her!”

I did as was told and was now on the floor with my ass in the air.

“Spread yourself!” She demanded

I Then spread my ass for her and revealed my hole. Then I felt the coldness of the lube that she had brought. The pressure of her finger against my hole made me tense up.

“Relax.” She said “If you don’t relax, it’ll be harder for me to get into your ass.”

I let myself relax. “That’s a good boy!” She said happily “Now I’m going to enter you.”

That’s when I felt the heat of her finger, as it was sliding into my ass. I moaned loudly and long. “Mistress… it feels really good!” I won’t lie, I’ve been dreaming of the day a woman decides to take charge and use my butt.

“Oh I knew you’d like it!” Mistress said while slowly sliding her finger in and out of me. “Soon I’m going to do two fingers, and I’m not stopping until my strap is in you, understand?”

“Yes Mistress!” I shouted

A second finger slid into my ass. “You’re taking both fingers perfectly! How often do you play with your asshole?” She asked

“Maybe three times a week.” I responded in between breaths

“Do you use dildos?” She asked

“Yes Mistress!” I answered

“Then you should be able to handle this!” She said excitedly

I moaned loudly as she removed her fingers from me. I then felt the tip of her strap against my ass. “Please give it to me Mistress!” I begged of her

“Oh I will!” She said

I felt her strap rush into my ass quickly. The feeling of finally getting a proper ass fucking was incredible! The room was filled with my moans and the sound of slapping as Mistress was giving me all she had to offer.

“What… a… good… boy…!” She added in between pumping into me. “By your moans I can tell you’re close to coming.”

“I am Mistress, I’m so close!” I shouted

“Well then, let’s finish off your punishment!” She said

She began fucking faster, I couldn’t think, couldn’t process anything else but the pleasure my ass was getting. I moaned more, she fucked me more, more, and more, and then it happened.

“I’m fucking cumming!” I yelled out at the top of my lungs. Mistress was still pumping into me as I was shooting out ropes of cum onto the floor.

“That’s right! Cum for Mistress!” She she shouted

Her pumps began slowing down after I was finished cumming. She then pulled out of me, giggled, and said “I love seeing a good sub get their asshole gaping. You can stand up now, punishments over.”

“Yes Mistress.” I said

I rose up from off the floor, my legs felt weak. Just then I heard Mistress call for Sabrina.

“Clean that up Sabrina, I don’t want my floors to get sticky.”

“Yes Mistress.” Sabrina responded

She moved her face to above the puddle of cum on the floor and began to lick it up. Lapping up every last drop I had made, Sabrina was making the floor spotless.

“Sabrina’s a very good sub.” Mistress added

“After you’re done with the floor, I need you to clean me off.”

“Yes Mistress.” Sabrina replied. She then got up from off the floor which no longer had any cum on it, positioned herself in front of Mistress Romona’s strap, and began sucking.

Mistress Romona turned to look at me. “There a shower down the hall, last door on the left.”

I was speechless at to what was happening, or what had just happened. I made my was to the shower to clean myself.

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u/Worried-Owl7804 — 12 days ago

My Cougar College Professor Part 3 [M22/F45/F45] [Femdom] [Threesome] [Deep Throat]

It was the next day, I had showered and shaved my body. Approaching the front door of the house at the address I’d been given, I rang the doorbell.

The big oak door opened and I saw Professor Romona standing there in a lovely burgundy colored bathrobe. I started getting hard again as her robe really highlighted her figure.

She smiled and welcomed me in “Come in my favorite student!” She took my hand and led me into her house. She was acting so bubbly as she led me in, it felt really nice seeing her as a normal happy person and not just a dom.

“Dinner just went into the oven, it’s going to be awhile. But in the meantime you can meet my friend Sabrina!”

She walked towards the hall in her house and shouted down “Sabrina! He’s here!”

“Coming!” I heard Sabrina reply followed by her footsteps down the hall.

Sabrina rounded the corner, entering the living room completely naked except for a single black leather collar. She looked to be the same age as my professor, and just as filled out. Sabrina was white with long dark brown hair.

My face turned red as I stuttered “H-hi Sab-Sabrina. D-did I catch you too s-soon?”

“You caught us at the perfect time!” My professor said “You see, Sabrina is my sub, and in the house subs must be naked at all times. Except her collar, the color brings out the green in her eyes.”

My professor Romona walked up to me and grabbed at my belt buckle. “So you need to get undressed now mister!”

I complied and began to undress, then she took a hold of my hard cock, snapping her fingers with her other hand “Over here Sabrina!” She said both excitedly and sternly.

Sabrina walked towards us from across the room. “Yes Mistress Romona.” She replied

“I want our guest to feel good. Now, get down on your knees and make him feel good.” My professor ordered

“Yes Mistress Romona.” Sabrina replied

Sabrina got down on her knees and began to slowly suck on the head of my cock. “Tell us how he tastes.” My professor ordered

“It tastes good Mistress Romona.” Sabrina answered

My professor turned towards me “Sabrina is a very good sub and has no problem pleasing others when I tell her to. You can use her body however you want, whenever you want.”

I was still in shock about what was happening. I’m not dumb though, I knew that something sexual was going to happen here, but I didn’t imagine I’d have a complete stranger sucking my cock because my professor ordered them to.

“P-professor” I said meekly

“Mistress Romona!” She exclaimed “On campus it’s Professor, outside of that you may call me Mistress Romona or Goddess Romona.”

“Sorry!” I said “Mistress Romona… what’s exactly going to happen throughout the night?”

“Pause Sabrina.” Mistress Romona ordered. Sabrina paused sucking but still held the head of my cock in her mouth.

“I wanted a third for this house. I want you to be my sub, but I want you to also be a dom for Sabrina. Have you ever domed before?” She asked

“Well, I was in a relationship last year. And she liked being dominated.” I answered

“And did you enjoy it?” She asked

“I did.” I replied “I really did but I never felt comfortable opening up about my submissive side.”

“That’s unfortunate.” She added “But here I want you to explore your submissive and your dominant halves.”

My heart was racing even faster now. I could be both the sub of one and the dom of another.

“But don’t feel pressured.” Mistress Romona said “I’m a dom, but I also realize that subs are people too, and I want my subs to have bodily autonomy. I want them to obey me because they want to. There’s a large difference between a dom and a saidist.”

She turned her head down to look at Sabrina “Isn’t that right Sabrina?” She asked

“Yeah!” Sabrina replied. Looking towards me she said “Mistress Romona knows what I like, and knows my limits. I’m enjoying this evening and if I wasn’t I would’ve used our safe word.”

“Oh that’s right!” Mistress Romona exclaimed “When you need to stop, say ‘mailbox’ we’ll all stop and address the situation.”

It made me feel a lot calmer hearing that. “So, do you want to keep going?” She asked

I thought about it for a quick second and nodded my head yes.

“That’s great!” Mistress Romona said. She then turned her head back to Sabrina “You, back to sucking!”

“Yes Mistress!” Sabrina shouted right before going back to servicing my cock

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u/Worried-Owl7804 — 12 days ago

My Cougar College Professor Part 2 [M22/F45] [Femdom] [Interracial] [Age Gap]

Part 2

I stood there like a deer in headlights, my hot professor just whipped out the most perfect pair of giant black boobs you could’ve ever imagined.

“Take your pants and shirt off!” She demanded

I quickly undid my belt and pulled my pants down to around my ankles. Then I quickly pulled my shirt up and off over my head. My penis was still standing at attention, harder than I’d ever been in my life.

She walked up to me and grabbed my dick, “And something that I definitely enjoy, is dominating over some white cock.”

I was shaking as she began to slowly stroke my cock “Why are you shaking?” She asked “I don’t want you to be nervous, I want you to enjoy this just as much as I will.”

“S-should we really be doing this!?” I asked nervously

“There’s no reason not to.” She replied “I could easily tell what kind of you are. I’m also a certified sex therapist, you eventually can tell a persons kinks just by looking at them. But tell me, does this feel good?”

I nodded my head yes without actually speaking.

“Good!” She said excitedly “Now why don’t you come and taste the tits of an experienced older woman.”

She grabbed my head with my other hand and began to push it into her boobs. “Now be a good boy and suck some titty.”

I began sucking on her right nipple and licking around her areoles. Eventually I made my way to the center of her chest. I used long slow licks for that, savoring the taste of her body. Ever so often moving my head back across her to enjoy all the boob that she had.

“You’re really into this!” She said happily “But I’ve gotta get to my next class eventually, so you and I are going to speed this up a bit.”

She began stroking faster and faster on my cock “Be a good boy and cum for me! Be a good boy and cum for me!”

As I was getting closer I yelled out “I’m gonna cum!”

Just then she moved her one hand to right in front of my cock as her other hand is still stroking me.

I came all into her hand with my legs shaking.

“You must have been really pent up, you made so much cum.” She said “But I need to clean up my hand.” She then grabbed my shirt from off the floor and wiped her hands off with it.

“Get your clothes back on and get your phone out.”

I did as she said and got myself together, luckily I brought a jacket that was hanging off the back of my chair for me to wear instead of the shirt now covered in my cum.

“Give me your phone.” She demanded holding her hand out.

“I’m putting my phone number in your contacts, text me when you’re able to. I’ll give you a time and place to be. You can choose not to, if you don’t message me, then I’ll never do anything sexual with you again, and we can pretend that this never happened. But if you do message and go to the place I tell you to, I’ll make you my perfect sub, I’ll give you the type of sex you’ve only dreamed of.”

She walked back towards the door, unlocked it, and left. I was fully dressed at this point, still shaking a little from what I just experienced.

Walking back towards my dorm my mind was racing. The thought of having a dom in my life was exciting, but I also thought that maybe I should take things slowly with her. If I was to be a sub I thought I should still get a say in what happens.

Sitting in my bed in my dorm room I held my phone in my hand, eventually deciding to message my professor.

“Hello Professor Romona, it’s me from class today.”

She messaged me back quickly with an address and a time to be there. Tomorrow at 7.

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u/Worried-Owl7804 — 13 days ago

My Cougar College Professor Part 1 - [M22/F45] [Femdom] [Teasing] [Public Humiliation]

There I was, a 22 year old college Senior dude, majoring in Health and Human Sexuality. Not even sure why I picked this major, but I was told I had to go to college so I just picked whatever.

When this past semester started I met my new professor, Professor Romona. She was about an inch or two taller than me, I’m only 5’9, she had a large pair of boobs and a huge ass. She was easily 45 years old, and carried her age with absolute grace and beauty. A dark skinned goddess with long curly hair.

Her first lecture of the semester started,

“Now class, because this is an advanced course on Human Health and Sexuality, we’re going to be exploring some more advanced topics. Specifically kinks and fetishes. There are a lot of different kinks and fetishes, and each one can tell you a lot about a person.”

Then she brought out a duffle bag out from behind her podium and reached inside.

“Everybody, this is a whip.”

She held that long black leather whip up in the air and that’s when I felt the movement in my pants.

I never told anybody, even the woman I briefly dated last year. But stuff like rust turned me on. A dominant older woman taking charge and putting me in my place was my ultimate fantasy. Completing releasing control and having a woman completely own my body, own my thoughts, and own my actions. Being seated in the front row, it was obvious how I felt when I moved my legs to hide my erection.

She pointed directly at me.

“You, does seeing this make you uncomfortable?”

“No.” I responded “I just wasn’t expecting to see something like that on the first day of class.”

“Well this is just the start of what we’ll be discussing in this class.” She then smirked “Are you going to be a good boy and listen to me?”

All the other students giggled as my face turned red.

“Yes Professor.” I answered

“Good.” She responded

The class went on with my face as red as a tomato, and my cock hard as a rock. I doubt the small desktop hid the view of my bulge.

As the class was ending and the other students were beginning to pack their books and leave, Professor Romona approached my seat. “I think you should stay after class for a little while. You look like you could benefit from some extra lessons.”

I didn’t think I could get harder, but I did. “Yes Professor.” I replied

Once all the other students had left the room, she walked towards the door and locked it. Walking back towards me she explained “This room won’t be used for a few more hours, but just to be safe, I didn’t want any intrusions. Now, stand up.”

I stood up quickly, still red, still hard. Her eyes gazed down.

“You’ve been pitching a tent for my entire lecture. This isn’t a class on wilderness survival.” She said jokingly

“I-I’m sorry… it’s j-just that when you pulled out the w-whip”

“Stop” she demanded “I’ve been alive for a long time, I’ve met men like you. You want somebody dominant don’t you?”

“Yes.” I replied quietly

“Why do you sound so embarrassed?” She asked “Some people enjoy being the submissive one during sex.” She then began unbuttoning her top. Popping her large black boobs out.

“And some people enjoy being the dominant one.”

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u/Worried-Owl7804 — 13 days ago