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Courtney Gets Engaged

Alex paced back and forth outside Astrid’s house, his fingers nervously twirling the cold metal ring inside his pocket. He stood staring at the front door scared to face Courtney’s mom alone, but he had a very important question to ask her. He swallowed hard and took one last deep breath to muster up the courage before giving it a firm knock on the door.

“Just a moment!” called a soft, bubbly voice. The door swung open to reveal her. It was clear where Courtney got her stunning looks from. Astrid stood in front of Alex wearing nothing but a soft pink silk robe. It was loosely tied around her waist. The front fell open around her enormous rack and the short hem barely covered her thick thighs. She was barefoot so Alex could see her freshly painted pink toenails. Her blonde hair was wrapped up in a towel, while her skin still glistened from the shower she must have just stepped out of.

“Umm… hello Ms. Brost. I wanted to talk to you, but I can come back another time if you’re… busy?” Alex had to force his eyes away from her perfect tits as the robe slipped open as she leaned against the doorframe.

“Nonsense dear, come in! I just finished taking a bath. And what did I say about calling me Ms. Brost?”

She turned with a playful smile leading him inside. Her hips swayed as she walked making the hem of the robe swish giving Alex a glimpse of her perky, round ass.

“Sorry, Astrid.”

“That’s better, sweetie.”

As they entered the loungeroom, a tiny white fluff ball of a dog came yapping straight toward Alex.

“I think she remembers you.”

“Hello Princess.”

He reached reluctantly down to pet the little Bichon Frise. Princess ignored his hand completely as she lunged forward straight between his legs. Her little jaws clamped down hard onto his nuts through his pants. Alex let out a high-pitched yelp as her sharp teeth sank into his tender flesh.

“Get her off!” Alex squeaked, dancing around trying to shake the dog free. Princess held on tight growling playfully as she tugged at his scrotum like her favourite toy. The pain shot straight up into his stomach making his vision blur.

“Aww, Isn’t she cute Princess is playing with you.” Astrid’s massive tits jiggled as she laughed. “She must really like you, Alex!”

Alex’s eyes watered as Princess yanked harder. The dog seemed completely focused on his left testicle, shaking her head back and forth.

“Please… Astrid… make her stop!” he whimpered, his voice shooting up another octave. Princess’s tail wagged furiously clearly having the time of her life.

“Oh fine. Princess, come here girl!” Astrid scooped up the tiny dog. Princess finally let go with one last vicious tug that made Alex’s knees buckle. She nuzzled happily into Astrid’s massive rack. Her little head disappearing between her owners soft cleavage. “There, there sweetie. Alex will play with you later.”

Alex collapsed onto the couch his hands cupping his throbbing nuts. He could already feel them swelling. He tried to catch his breath while Astrid gently placed Princess in her dog bed. The little creature curled up and fell asleep instantly.

Astrid sat down very close to Alex on the couch. As she leaned back her right breast slipped out of the robe bouncing free. It rested heavily on her chest sagging just a little from its own weight, yet still looking incredibly perky for her being mature woman. Alex’s face turned bright red. Her ting pink nipple grew hard from the cool air. Alex was too embarrassed to say anything instead willing his eyes away trying to keep eye contact.

“You look nervous. What did you want to ask me?” Astrid leaned forward, her escaped breast jiggling softly. She was either totally oblivious or just didn’t care about the slip.

“I… uh… wanted to ask you something important,” Alex stuttered trying to focus. His nuts still throbbing from Princess, but his cock was twitching to life from her beauty.

“Go on, dear.”

Alex took a deep breath. “I love your daughter more than anything, and I wanted to ask your permission to marry her.”

“Marry my Courtney!” Astrid’s eyes lit up with joy, then turned serious. “That’s wonderful… but she needs a strong man to look after her. Are you that man, Alex?”

“Yes I am. I’ll always look after her.”

Astrid scooted closer her thick thighs pressing warmly against his.

“My daughter is all I have. I need to make sure you’re strong enough.” Before Alex could respond, her hand slid straight to his crotch and started rubbing his manhood softly. “Let’s test how strong of a man you really are.”

With a skilled hand she unzipped his pants pulling out his cock and balls in one smooth motion. Her fingers spun around the tip of his dick before her long acrylic nails traced slowly down his shaft. Astrid then wrapped her warm hand around his ballsack and gave a gentle squeeze. His nuts were already bright red and extremely tender from Princess.

“Mmm, nice big nuts… but are you a man that can take it?”

Alex winced hard as she tightened her grip. Her nails dug into the soft skin.

“… Astrid?…”

“Shh, just relax.” She squeezed harder, rolling his balls between her fingers. An unbearable pressure built up inside them as she crushed them together. Alex’s eyes crossed but he grabbed the couch cushions willing himself not to scream.

“You’re doing good,” Astrid grinned mischievously, her free boob bouncing with every word. She yanked downward on his sack, stretching his nuts painfully away from his body until his testicles were pulled tight against the bottom of his scrotum. Alex let out a pathetic squeak.

He wanted to beg her to stop but he knew that would only encourage her to go harder. He didn’t pull away because he wanted to prove himself. Astrid laughed softly as she slapped his trapped balls lightly before following it with a hard, stinging spank making Alex’s vision blurred. His nuts throbbed and turned a shade of purple, but he held on.

“You did good. You have my permission to marry her.”

Alex sighed in huge relief as Astrid finally released his sore balls and gave them a little pat.

“Thank you, Astrid.”

“Just make her happy… or I’ll do worse next time.” She smiled sweetly as she quickly zipped his pants back up.

There was an unbearable wave of pain that started in his nuts and rocketed straight to his stomach. His face twisted as he let out a high-pitched squeal.

“Mommy! My nuts!”

He looked down in horror as Astrid had zipped up his ballsack in his zipper. He could see his swollen balls mangled inbetween the metal teeth.

“Oops, silly me!” Astrid let out a soft giggle and poked his trapped balls back into his pants with her pointed nail.

“It’s okay. Thanks for your permission,” Alex squeaked in a high-pitched voice as he gently stood up, knees wobbling. He used every last bit of willpower to walk out of the house before he collapsed on the grass once he was out of view.


Alex spent the rest of the afternoon preparing the romantic evening at home with an ice pack cradling his aching balls. He scattered rose petals from the front door all the way to the kitchen where he set up candles in the shape of a heart. A bottle of champagne chilled in a bucket with two glasses. The ring box rested safely in his pocket. His heart was beating fast, he was both nervous and excited. He truly loved Courtney more then anything. Despite all her clumsiness and ditziness, she was the kindest and most beautiful person in the world.

Alex dressed up in a nice pair of slacks and a collared shirt. He removed the ice pack. Looking down to see that his balls had doubled in size and his tailored pants now outlined them perfectly. He tucked in his shirt, brushed back his messy brown hair, and made sure he looked perfect for her. After he was done he checked the time, knowing she would be home soon from a day of shopping with Amber and Brooke. He spent the next half hour pacing around the house waiting nervously.

The door finally opened and Courtney bounced inside. She wore a light blue button-up blouse with the bottom buttons undone to show off her toned midriff. The top three buttons had popped open, revealing the soft swell of her huge breasts. The edge of her black push-up bra peeked out which squeezed her massive tits together. She wore a short black skirt with stockings that had a lacy pattern running up her long legs. Her outfit was finished off with a pair of leather high-heeled ankle boots.

The house was dark to make it feel more romantic. Alex hid in the kitchen, waiting to surprise her. The quiet and dark house put Courtney on edge as she out down her shopping bags.

“Alex!?”

Courtney cautiously followed the petals toward the kitchen, her heels clicking on the wooden floor.

“Babe? Where are you?”

“Surprise! Happy anniversary!” Alex jumped out from behind the counter.

Courtney’s eyes went wide in shock as her reflexes kicked in. Without thinking she snapped her leg forward. The pointed toe of her boot met its target with a loud crunch. Alex let out a huge high-pitched yelp as his eyes nearly bulged out of their sockets.

“Alex?” Courtney giggled as she playfully slapped his shoulder. “You scared me!”

“Sorry babe, I just wanted to surprise you for our anniversary.”

“Oh my god, you’re so romantic!” She ran toward him excitedly, throwing her arms around his neck as she kisses him deeply. In her rush her knee shot up, slamming right into his balls with crushing force. Alex’s eyes went wide as the pain exploded in his groin. It felt like his nuts were completely flattened against his pelvis.

“Ow!” he cried pulling back.

“Sorry, did I step on your foot?” Courtney asked, tilting her head in confusion. Her massive tits jiggled heavily with the movement.

“No… it’s fine,” Alex said through gritted teeth, forcing a smile. He grabbed the champagne bottle as his hands shook from the pain. Courtney saw his struggling.

“Here let me help with that.” Courtney smiled sweetly as she took the bottle from him.

“I have something important to ask you.”

“Ooo tell me!” She smiled brightly as she popped the bottle. The cork slipped through her fingers and shot out like a rocket striking him directly in his swollen left nut. The full force felt like a punch from a tiny fist.

He let out a gurgled cry and dropped to one knee.

“Oh my god Alex! Yesss!!” Courtney squealed.

Alex looked up at her shocked at first, then realised the position he was in. He smiled the happiness completely overtooking his pain. He reached into his pocket and pulled out the ring.

“Courtney, I love you so much. Will you marry me?”

“Of course I will! You’re the best! I love you more than anything!”Courtney bounced excitedly on her heels making her enormous breasts nearly bounce out of her half-open blouse. She held out her hand as Alex slipped the sparkling diamond ring onto her finger. The centre stone wasn’t huge but it glittered beautifully, with three tiny diamonds on each side of the golden band.

“It’s beautiful. I love you so much!”

Courtney leaped forward with a delighted squeal, pulling Alex into the tightest hug. His face plunged straight into her massive warm rack. Her soft breasts completely enveloped his cheeks and mouth. Her push-up bra pushed the enormous tits together so tightly they formed a deep valley of cleavage right against his nose. He could feel her heart beating, smell her sweet perfume mixed with the scent of her skin, and feel the heavy weight of her breasts pressing and squishing around his entire face. For one blissful second the pain in his balls was completely forgotten as he drowned happily in her heavenly rack.

But Courtney was too excited to stay still. She bounced up and down on her heels as she screamed in joy. Each bounce made her massive breasts slap and wobble heavily against Alex’s face while the heel of her right boot drove straight down onto his balls flattening them hard against the floor with a wet meaty crunch. Alex’s muffled cry of pain vibrated straight into her cleavage.

Another excited hop sent her left foot crashing into his already mangled sack squishing the tender orbs sideways. The pain was so intense he saw stars. Courtney kept leaping and squealing completely oblivious to Alex’s plight. Her huge jiggling tits smothered Alex’s screams as she repeatedly flattened his nuts in rapid succession.

Tears streamed down his cheeks, but he was still smiling into her perfect breasts lost in a mix of agony and pure bliss.

She finally pulled away her face glowing with happiness. Alex’s face was twisted in a hilarious mix of pain and joy. His eyes were completely crossed, tears running down his cheeks while he cupped his massively swollen pulsing nuts.

“What's the matter?” Courtney asked sweetly but confused.

Alex held his throbbing balls. He could feel them pulsing in his hands as if they had their own heartbeat. Tears welled up, but he looked up at his beautiful fiancée and grinned through the pain.

“I’m just happy you said yes!”