Fool of Love (2)

Hello there dudes and dudettes.

I am back again with another caption, this time a new Patreon commission by eigth88 to continue the Fool of Love story.

I hope you all enjoy, and until the next time stay happy and healthy.

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"Come on Andrea, get that ass down! You have to really feel the burn!" Alissa shouted at her boyfriend Andrew as she watched him do squats in their home gym.

"But my legs are already burning" Andrew whined as his muscles screamed in protest after nearly 3 hours of workout ranging from donkey kicks to a leg press.

His whole body was covered in sweat from the rigorous exercising, making his black top cling to him like a second skin while his green leggings kept digging deeper and deeper into his ass.

"Can you remind me why I am doing this again?" he panted out between reps.

"This is all part of your empathy period, honey. For years the fitness industry forced standards on us girls to give us thick legs and tigh asses. Or do you think that this" Alissa said while sensually running her hands alongside her curves "comes from nothing?"

Andrew just grunted, too busy to keep his mind from his aching muscles as he continued to squat.

"Well, it doesn't, so you have to go through what I have gone through just for you. And now 3...2...1... And done! Great job darling!"

With that Andrew put away the weights and nearly collapsed to the ground, his legs feeling like they will fall off any moment as he greedily took deep breaths of air.

"God, I am never going to do that again" he managed to pant out.

"Oh, don't be like that" Alissa said with a roll of her eyes before handing him a pink shaker.

"Here Andrea, don't forget your after-workout protein shake!"

Andrew gave his girlfriend a deadpan stare, not amused at her using his female name, but even then he begrudgingly accepted the shake and drank it.

After a few minutes of rest Alissa grabbed his hand and hoisted him up while ignoring his weak protest.

"None of that. You never heard me complain about my workout, so I don't want to hear it from you either. Besides you really need a shower to get all this sweat and stink off" she said before letting her free hand wander down the front of Andrew's body.

"And who knows, maybe I can join you and we can have some fun" she whispered in his ear, and in an instant Andrew forgot his exhaustion and made his way to the bathroom to shower.

Shortly after, just as promised, Alissa joined him and pressed her chest into his back while her hands started to glide up and down his torso to slather it up.

"You know Andrew, I am very proud of you. I may not have said it enough for everything you have done for m- no, for us, but I really, REALLY am proud of you" she whispered in her boyfriend's ear.

"There are not many men who would do something like this for their future wife" she continued as she cupped his glued-on chest and ass for emphasis.

"But that just makes you just so much more special, and making me glad to see that I choose the right guy to be my future husband."

Andrew could only moan as his girlfriend continued her ministrations, and even after everything that happened so far he felt nothing but love at her heartfelt confession.

"D-Don't worry babe. This m-may ~ohhh~ be very unconventional, but I would endure much more hardship if it means to make you happy and be able to marry you."

"Well, I am very glad to hear that" Alissa giggled as she pulled her hands away to grab something before they found their way back to Andrew's nether region.

"Because it means you are one hundred percent behind what comes next" she continued with a grin, much to Andrew's confusion before he felt pressure down under and heard a click.

"W-What?" he mumbled before taking a look downwards where he saw that Alissa put a bright pink chastity cage on his manhood.

"The hell Alissa, why did you do this?!" he shouted, not knowing what else to do.

"Well, remember your date last week?" was the only reply he got as his girlfriend nibbled his ear.

"Yes, I remember" Andrew said as a shudder ran down his spine at the memory.

Having to spend the night watching a movie with a stranger that kept groping his ass while your girlfriend watches over hidden cameras, only to have to give the stranger a goodbye BJ at the end...

How could he ever forget something like this? And Andrew swears that even after a week he can still taste the slimy salty tangy taste of mangoo on his tongue from time to time.

"Well, I asked him how you performed, and he was not very happy with your job" Alissa teasingly replied while she continued to nibble on his ears, one hand massaging his crotch while the other rubbed his chest and teased his nipples.

"You what?" Andrew said, involuntarily bucking his hips as his girlfriend continued to make him feel good, but the cage prevented anything serious.

"I texted him and asked him to fill out a survey about your performance. How else am I to gauge if you are getting better at being a woman?" she giggled, now grinding more against him.

"And he was apparently not too pleased. He said you were an amateur at best, very sloppy with your technique, and that you did not really behave like you were into it."

Andrew wanted to retort something, say how he never did this before, making him an actual amateur, or how he was not into it, but he could only moan and groan.

"And that is why I decided you should start a bit of training!" Alissa exclaimed, grabbing a suction-cup dildo from outside and attaching it to the wall.

"What?! No way, I am not doing this!" Andrew screamed, finally having found his voice, but it was very shaky from the continuous arousal that he could not get rid of.

"Well, you have to. You know how much I trained with this to please you? Now it's time for you to return the favor. Besides I will only let you get off once you can give a decent blowjob."

Now Andrew found himself in a bit of a dilemma. On the one hand he really did not want to get better at giving head, on the other hand he really wanted to get off.

"Ok, you win, just get me out of this blasted thing!" he said, having broken in a matter of minutes.

"Not yet, only after you have given decent head" Alissa said to her boyfriend with a smirk, and so began his next step to becoming better at being a woman.

Now Andrew spent his time bobbing up and down the dildo while his girlfriend provided pointers.

"Breath through the nose, Andrea""Purse your lips more to get a tighter seal""Hollow your cheeks more""You have to go all the way, girl!""Man like it when you look them in the eye, sweet cheeks"

After 2 hours she finally deemed him ready, and with a cough he detached himself from the dildo.

"C-Can you u-unlock me now?" he said in a raspy voice as his throat was quite used.

"Sorry, but no can do, honey! The deal was you get unlocked after giving a decent blowjob. So you will have to find a guy to attest your skills" Alissa said with a smile, making Andrew's eyes go wide.

"But luckily for you I already called someone over! I already laid out an outfit for you in the bedroom. But you better hurry, he should be here any minute now. And remember: If you do a good enough job you get out of the cage this evening, so you better give him all you've got!"