Popping All Cherries

Jonathan, a young mathematics professor, is visiting the home of two of his previous students, Elise and Otto. Otto is away visiting his mother, leaving his wife alone in the house with Jonathan. Jonathan an Elise used the opportunity to have sex, and they suspect that Otto was not only aware that this might happen, but wanted it to happen. During the night they got an unexpected visit from Elise's neighbor Naomi, which led to even more sex. They wake up on Sunday morning and expect Otto to return home that day.

Part 3: Otto comes home

At about 8 we both woke up, hugged each other and got out of bed. "Let's have breakfast," said Elise, and she made coffee and some toast. We had breakfast in our bathrobes. But the coffee was not enough for me to get completely awake, and Elise told me she felt the same. "Let's go to bed again and hug each other a little," she said.

"But Otto can come home at any moment!" I warned.

"No, normally he will have some coffee and cake with his mom, and leave at around 10. Then he still has to drive for about three hours. So I do not expect him until about 1 pm," she said.

So we lay down in bed, our naked bodies against each other. We hugged and kissed, and I got an erection. She noticed it and said, "Sorry, I am not ready for sex so early in the morning. I am a little saturated right now". We hugged some more and then both of us fell asleep. It must have been around 9 am.

I woke up again at around 10:30, and Elise was still sleeping next to me. I looked lustfully at her naked body. I caressed it, avoiding her pussy, because I thought that went too far when she was still asleep. But I did caress her tits very gently, and I got a rock hard erection.

Then she kind of woke up from the middle of a dream and whispered, "Otto, please continue with that, it feels great." She reached for my crotch, grabbed my cock, and said "Wow, you are horny, aren't you? But your cock feels a little different."

Then she opened her eyes and realized she was not with Otto. "Oh sorry, Jonathan, it's you!"

"Don't say sorry for calling me Otto, that is after all the person that normally sleeps here."

"Yes, of course, and I miss him already. But you are a great substitute while he is away. If you were Otto, I would have asked you to fuck me right now. So do your job as his substitute!"

"You want me to fuck you again? But you said you were saturated."

"That was two hours ago. Meanwhile I have slept a bit, and I had an amazing dream. No, don't ask me what it was about. But it made me very horny, and I badly need a cock."

I said, "OK, I happen to have one ready for you. Which position do you want?"

"I am lazy, so I want to stay on my back," she said. "So do the good old missionary."

She spread her legs, I got on top of her, and she helped me putting it in. Once again I was delighted to be inside her. I don't think I will ever get bored by that! I started making the inevitable rhythmic movements.

Then we heard a key in the lock of the front door.

"That's Otto!" she said. I started pulling out of her, but she whispered in my ear, "Please don't stop fucking! It is too late anyway. If you run to the guest room you will meet Otto in the corridor."

I continued fucking her. My penis had become a little less hard, but I could still manage to keep it inside her.

Then the bedroom door opened, and there was Otto.

"Sorry to disturb," he said. "I see that the two of you are discussing mathematics. I did not know that this required so much ass movement."

"I am so sorry," I said. I withdrew from Elise. "Please forgive me!"

"I was not expecting anything else, Jonathan. Except I had not expected to catch you in the act. Nice cock you have, by the way. Did you enjoy losing your virginity?"

"He fucked me twice, including this one, which is not finished yet. He also fucked Naomi!" said Elise.

"Naomi! You lucky bastard. Wow, you did not just eat the cake, but the cherry as well!"

"You are not angry then?" I asked.

"Finish fucking Elise first," said Otto. "I will watch."

"My cock is not hard anymore." I said.

Otto walked towards me, and took it in his hand. "That's a nice one indeed. But you should shave it, then it looks even nicer. I never thought I would ever touch your cock, Jonathan!"

"Make it hard, Elise!" he said, with an authoritative voice. "Suck it!"

Elise took my cock in her mouth and started sucking it. Otto realized that his dominant presence might dampen my libido, so he started encouraging me. "I am not angry at all, Jonathan. I am happy for you and for Elise. I want to see you fuck her, Jonathan. I want to that beautiful hard cock enter my wife's pussy. Please give me a show!"

Soon Elise got it hard again, and we resumed fucking. I felt Otto's hand on my bum, moving up and down with my movements. "Yes, that is how you do it, professor. Grind that cock in back and forth inside the hot and wet pussy of that horny bitch."

"Don't call me a bitch Otto. But 'horny' is correct."

Otto moved his hand between my legs, and played with my balls. "Empty these balls inside my wife, Jonathan. Nothing would make me happier!"

I did not take me very long to fulfill his wish, and to squirt my semen into his wife's womb. It was strange to hear him encourage me to do that. And even stranger that he was playing with my balls the whole time! I decided not to exaggerate my feelings of joy out of respect for him. I simply moaned softly and came fairly quietly. Instead of euphoric screams at the moment of my climax, I simply said, "mission accomplished!"

"Congratulations!" said Otto.

"Thanks! And also thanks for encouraging me. And thanks to both of you for allowing this, you have no idea what it means to me!"

Then I started wondering about what just happened.

"So you expected to find me in bed with Elise?" I asked.

"No, but I did expect you and Elise to fuck during this night. I know her. However, I did not expect that the two of you would so brazen to be caught in the act. I expected to find you dressed and looking innocent.

"I must admit that I returned from my mother a bit earlier than normal hoping to catch the two of you in bed. And I parked the car a bit further away then normal, and tried to walk very quietly to the door."

"So this whole thing was your plan?" I asked.

"Look," said Otto. "Three days ago Elise asked me if she could be alone with you for a few hours, to discuss her recent work on mathematics. I knew she had a crush on you while you were lecturing, and I could see from the twinkle in her eyes that she still had that desire.

"I also knew you were a virgin. I did not know if that was still the case, and I also did not know if Elise was aware of that. I was considering telling her, and ask her to let you fuck her. As a little gesture to our former teacher. Because I was really feeling sorry for you."

"Thanks, Otto, that was very kind of you."

"Yes, but I also had a promise to you not to tell her. So then I decided to give you guys almost twenty-four hours, including a whole night, so that things could develop naturally. Knowing Elise, I know that there is no way she spends a night in the house with a cute guy she loves without having sex with him.

"It looks like things developed as I foresaw. I hope you enjoyed all the fucking! Especially you Jonathan, since it was all new for you."

"It was amazing. So generous of you!"

"You know, I also thought about this story that Naomi and Denzel have told us about the Himba people. How they loan their wives to guests to have sex with them. You know that story?"

"Yes, Naomi told us last night. Jonathan and I glanced at each other, and I think we both thought of you," said Elise.

"I thought at that time that I would perhaps like to loan Elise to a guest if the right person came along. You know, I have this attitude that I want to try everything at least once in my life. I have a kind of mental bucket list. So now another item can be crossed off: loaning my wife to someone."

"Amazing how Elise, with a little help from me, guessed all your thoughts. You guys really know each other very well! Thank again for helping me with my virginity!"

"Not so fast. If Elise really guessed all my thoughts, she must also have guessed what's coming next. Because after allowing her to do twenty-four hours of 'mathematics' with you, I thought, 'what is in it for me?'"

"I got that right as well!" said Elise. "You mean punishment, don't you?"

"You bet! Since I saw all of this coming, I have been thinking about the appropriate punishment."

Now I got scared. It looked for a moment that my romantic comedy was turning into a horror movie. My penis shriveled.

"Can I talk to you for a moment, Elise?" Otto said.

They went to the kitchen and he closed the door. I half expected loud screams like "NO! Please put that knife away!" Then shrieks of pain and a little dribble of blood coming from underneath the kitchen door.

But instead I heard Elise giggling very loud. They seemed to agree, the kitchen door opened, and Elise and Otto came out smiling happily.

"Please sit down," Otto said. I had already covered my nudity with the bath robe, and sat down on the bed.

"The jury has decided," Otto said. He waved a piece of paper in front of my nose, just long enough for me to read the first line.

"Jonathan's bucket list," it read.

"I made this last week already," he explained. "It contains everything sexual act that you have probably never done before. I was thinking of doing all of them during the rest of the day, but I realized quickly that there was not enough time."

"Can I see it?" I asked.

"No, you cannot see it. I will just tell you the boxes that have already been checked, according to Elise. They are 'fucking', 'rubbing a clitoris', 'fingers in vagina', 'fellatio by a woman', 'sucking tits', 'cunnilingus', and 'threesome'. Did I forget something?"

"He also licked my anus," said Elise. "But not fanatically. And he licked the pee from my pussy. And he sniffed my panties. Including the one from the Galeria with your semen in it."

"You pervert!" said Otto, looking at me. "I did not even have a box for these things on your bucket list."

"Anyway, here is the deal. We are going to do some items on this list. Some of them involve me. Of course we are not going to do anything without your consent, although you owe me something for fucking my wife."

"But how can I give my consent if you don't tell me what you are going to do?"

"He wants to keep it secret," said Elise. "It will take you out of your comfort zone, but trust me, it is not going to damage you in any way."

Otto added, "As an extra incentive, you may sleep with Elise another night. Then you must postpone your return trip, but I assume that is possible. This gives us also more time to finish more items on our bucket lists, yours as well as mine."

Elise sat down next to me, hugged me with her still naked tits, and said, "Please say yes, honey. I really want another night with you."

Otto added, "You can still bail out at any moment. But then we will put you on the next train to Munich. If you go on, you will leave this house a proud man tomorrow. You will have lost your virginity in nearly all imaginable ways. All trauma's will be gone. So what do you think?"

"I am scared," I said.

"Don't be scared honey, I will be there to protect you," said Elise, and she kissed me on the mouth. "I will be on your side. You will not regret this!"

"OK then," I said. "I trust you."

"Great decision," said Otto. "Let us start with the first item: spanking."

"Spanking? Seriously?"

"Yes, and for two excellent reasons. Not only for fucking my wife, but also because you made me fail my exam!"

"It was you who failed the exam! You made some really terrible mistakes!"

"Yes, but it was you who gave me the grade. Now you have provided me an opportunity for revenge, by fucking my wife. Which student would not like to spank his professor on the bare buttocks sometimes?"

"Bare buttocks?" I said stunned. "You want to hit me on my bare buttocks? Like a child in the 19th century?"

"Yes, professor, that's the idea," said Otto, smiling mischievously. "But unfortunately your buttocks are already bare, so I will not have the satisfaction of pulling down you pants."

I said, "If having sex with Elise is part of the reason for spanking me, then shouldn't you also spank her? She is at least partly guilty, isn't she?"

"You clever guy! But I had foreseen this already as well. I knew you were going to say this. And I have a plan for that already. Yes, Elise is going to be spanked, but by YOU!"

Elise and I said almost simultaneously, "No please! please don't demand that!".

"She has been so nice to me, I cannot spank her," I said.

Otto said, "Since you are both objecting, it is clearly a good punishment. In addition, I am sure Jonathan never spanked a naked women, so it is another item on his bucket list. Furthermore, I already spanked Elise once, so it does not improve my bucket list if I do it. And finally, if I hurt my hands on Elise's bum first, I cannot give you a good spanking anymore, Jonathan. Elementary logic! You see, I have not forgotten my mathematics yet!"

"He spanked you?" I asked Elise.

"Yes, once, for his bucket list. But if you do it right, it is not that terrible. I guess he will guide you. He only spanks with his bare hands, not with a belt or a cane. So it could be a lot worse!"

"Don't give me ideas!" said Otto.

Otto told me to sit on the chair in the living room where I was seated before for the strip show. He told Elise to lie down on top of my lap, bum in the air.

He opened her legs a bit, and asked me to look between them. "Look at that pussy, Jonathan, isn't it gorgeous?"

"I know, Otto. Tell me what to do now."

"Raise your right hand and give her a slap on that bum."

My hand landed softly on her bum, and both Elise and Otto screamed "Harder!"

I gave a couple more slaps, until only Otto said "Harder".

Her bum was turning a pinkish shade of red.

Then Elise said, "Enough, please stop!"

Otto said, "When they say that, it is time to hit them lower on the bum, and let your hand slide onto their pussy."

I did that a couple of times, fairly softly, and Elise said, "Yeah, that's a lot better."

"Now you put two fingers in her vagina and your thumb on her clitoris. I guess you know by now where to find these, right?"

"You bet," I bragged. "I know that pussy like I know my own cock!"

I did what he said, and she started moaning and sighing.

"Now go for the climax," Otto said. "Make her come!"

That turned out to be easy. She increased her moaning dramatically, and gasped "Yes, Yes, I am coming! Aaah...." Her orgasm seemed even more powerful than the ones I had seen before. I noticed the muscle spasms, which were familiar by now, and I marveled once again at the splendor of the female climax.

"Now rub some lotion on her bum," said Otto. He gave me a bottle, and I lovingly put it on her luscious tush, softly caressing her buttocks, as well her pussy and everything around it.

"Wow, that's nice." she said.

"Your turn!" said Otto.

He sat down on the chair, and ordered me to stand in front of him. "Remove the bath robe! He took my cock in his hand, and said, "So you think you can stick this into my wife without any consequence? Lie down on my lap."

I did, but my cock was a bit in the way. He spread his legs, and said "Put your cock in between them, so that it has some place to move, if it wants to." My cock was almost completely soft because of fear.

"Wow, nice ass," He said. "Pity I have to hit it so hard!"

Then his hand hit me hard, and I screamed "Aww, this really hurts. I never hit Elise that hard."

"There will be many more," said Otto, and he hit me again.

Elise sat down on the floor in front of the chair, and caressed my soft cock that was dangling in front of her nose. "I hope this makes you feel a bit better."

Otto hit me again and again and I started screaming even louder. "Please stop, please stop," I sobbed.

But he gave me several more slaps. "This is for my exam grade!" he said. "And this one is for putting that big fat cock into my beautiful wife's pussy, you scumbag!"

Then he stopped hitting me hard and started exploring my balls and cock between my legs.

"Did it get hard?" He asked Elise.

"Only a little," she said.

"It did not excite me much either," he said. He was still dressed, so it was hard to verify.

"But in any case we have added two more items to Jonathan's bucket list, spanking a women, and being spanked by a man, and one more on mine, namely spanking a man."

He looked at his wife and said, "Now please put lotion on his bum, Elise."

That sounded much better, and indeed it was. "Your ass got quite red," she said. She spread lotion on my bum, and did not forget the crack of my ass. She knew I liked that, and lovingly applied lotion there. The she went on to put lotion on my balls and my cock. They were not hit by Otto at all, but the feeling was great, so I did not object.

"Now to the massage table!" said Otto. "The two of you go to the shower together, and I will get dressed for the occasion. Both of you remain completely naked. I want to find Jonathan on his belly on the massage table, and then we both give hime a massage, Elise."

That did not sound too bad. I entered the shower with Elise. She said she had gotten special instructions for preparing me.

After we had lovingly washed each other's bodies, she kneeled down and carefully washed my cock, pushing the foreskin back and cleaning very well underneath it. I kneeled down and gently washed her pussy and the crack of her ass. It was all very erotic, and my cock started growing.

Then she told me to bend over, and she kneeled behind me. She started meticulously washing my asshole, with lots of soap.

It did not take the full power of a mathematician's mind to figure out why. "Is he going to fuck me in the ass?" I asked.

"I am afraid so. But I am not supposed to tell you."

"Will that hurt a lot? Does he have a big cock?"

"You will see it in a moment. But don't worry, he has fucked me in the ass already, and I have a delicate female ass. His cock is slightly longer than yours, but also a bit thinner. It did not hurt that much, but it also did not give me a lot of pleasure. Apparently it feels better for men, because of the prostate."

"Did he enjoy it?"

"Well, he ejaculated, and I guess that always feels good. It was a month ago, and since then he has only fucked me in my pussy. So I guess it is not really his thing. But it was a bucket list item, so there is no stopping him."

We went to the sports room, and I lay down on the massage table, face down. Elise already started putting massage oil on my ass, and started massaging me, once again giving special attention to the crack of my ass and my perineum.

Then Otto entered, wearing only some speedo type swimming trunks. I immediately noticed a huge bulge, and I felt strangely excited seeing it.

Then for about fifteen minutes they gave me a great duo massage, each from one side of the table. They started with my back, went down to me ass, and I felt several fingers running trough the crack of my ass, one after the other. I purred like a cat to show my feelings of delight.

"I know he loves that," said Elise. Is there anyone who would not love that?

Then they started with my feet, and move up my leg, to my thighs. They softly massaged my thighs, and, as I expected, I felt fingers from both sides touching my balls. Nothing unpleasant so far.

Otto moved to the head of the table. Move a bit forward, he said. I lifted my ass, so that my hard cock could move forward.

"Look forward," he said, and he pushed his crotch into my face. I massaged his cock with my nose. It started growing. Then he took off the swim trunks. His cock sprang forward into my face. "Touch it!" he commanded.