Derek wasn’t particularly excited about the prospect of going on a blind date, but it had been a while since he’d been with anyone, and was getting desperate. The whole thing had been arranged by his friend Emily. She knew he was desperate and she knew just the girl.
After giving Derek the physical description, Emily told him about the girl Olivia’s personality and interests. Nothing of Emily’s description struck was out the ordinary. Derek thought it’d just be normal & casual thing
When the day of the date came, Derek was very anxious. The plan was to meet at the beach, which was exciting to Derek since he was in good shape, and it meant he’d get to see Olivia in a bikini.
It had been arranged for them to meet at a relatively secluded beach. From far away Derek was able to see Olivia on a bright pink towel. He only knew what she looked like since Emily showed him a picture. There appeared to be no one else around her. As he drew nearer, he was quite pleased with what he saw. She was definitely thick, but she wore her weight well. If she was self-conscious about her body, she didn’t show it. Instead of being covered up, she was wearing one of the tiniest bikinis he’d ever seen. When he first saw her she was sitting on her towel reading.
Derek approached her cautiously and said, “You must be Olivia.”
“And you must be Derek,” she replied.
Derek took off his shirt and plopped down next to her. He noticed her eyeing his body, and her smile indicated she liked what she saw. He was also liking what he was seeing. Olivia had a nice tan, tremendous curves, and a very pretty face.
Conversation came naturally as they mostly talked about work and interests. Eventually conversation reached a standstill, and there was an awkward silence. “Do you want to go for a swim?” Derek suggested.
“I’m keen,” she replied.
Olivia then stood up, allowing Derek to see her ass for the first time. She was wearing the skimpiest thong he’d ever seen, leaving her whole glorious ass exposed.
“That’s quite the bikini you’ve got there,” he commented.
Olivia grinned. “I like the attention.”
Her comments made him horny. “Well if you don’t mind me saying, it looks stunning on you.”
She lightly slapped her ass. “If you got it, you might as well flaunt it.”
For as great as Olivia’s ass looked before they got in the water, it looked even better when it was wet and glistening after they got out. When they got back to their spot, she even laid face down so Derek could check it out some more.
The two continued their conversation, and as they talked a few people passed by. Every dude that came by snuck a glance at Olivia’s amazing ass. One guy stared for a little too long, resulting in an angry scowl from his wife.
Another guy wasn’t even being remotely discreet as he checked out Olivia.
“I’m going to give him a little show,” Olivia said.
From her prone position she preceded to climb onto her knees with her ass facing the man. She then lowered her back stretching for a minute. She stood up, bent over and pretended to be searching for something in her purse. Satisfied, the man walked away with a huge grin on his face.
After the man left, Olivia laid back down, and the two started talking about dating.
“Is this your first blind date?” she asked.
“I don’t go on many dates period. Normally I hate dating.”
Olivia grunted. “Ugh. Me too. You have to put up with so much bullshit, when really we all just want the same thing.”
“And what’s that?”
“Don’t act like you don’t know.”
“To meet someone and make a connection?”
“Don’t kid yourself.”
“Okay then. To fuck.”
“Exactly. It’s what we all want, and yet we make it so difficult.”
“It doesn’t have to be that difficult.”
“Yeah?”
“I say we just cut the bullshit.”
Derek brushed the hair off Olivia’s face and went in for the kiss. She didn’t object. They made out for a solid two minutes, then Olivia playfully bit Derek’s lower lip and tugged on it. They were lying next to each other on the sand, and her large tits were pressed against his chest. It wasn’t long before he was rock hard.
“Well hello there,” Olivia said, as she felt Derek’s hardness on her thigh.
She took his hand and placed it firmly on her bare ass. Derek couldn’t help but grab a handful of flesh.
“You like that?” she asked.
He lightly slapped her ass. “I love it.”
She playfully nibbled on his ear and whispered, “How do you like this?”
The next thing Derek knew she was sliding her hand up the leg of his pants and onto his dick. He grabbed her ass and pulled her in closer. They were both breathing heavy, and Derek could feel her breath on his neck. Her fingers began to gently caress his cock.
Olivia moaned lightly as he bit her neck, and began to stroke him. She demanded he take off his trunks, and Derek obliged.
“Much better,” she said, as she gently rubbed his cock.
Wanting to return the favor, Derek slid his hand under her thong and towards her pussy, but she pushed it away.
“Play with my ass some more,” she whispered.
Derek did as he was told, slapping and massaging her voluptuous ass as she stroked him up and down. The harder he spanked her, the more vigorously she pumped his cock. As Olivia jerked him, she started kissing his body all over, beginning with his neck. She made a trail of kisses down to Derek’s solid abs, which she playfully licked. Her head dipped lower and lower until her lips were less than an inch away from his dick. She kissed his inner thighs nearing closer and closer to his dick, until it was pressed up against her cheek. She took his balls in her hand, and gave them a kiss before sitting up.
Olivia turned so that her sexy ass was pressed against Derek’s lap. She wiggled her ass against his hard cock. Derek forced his hand between her legs, and slid his fingers under her thong. Her pussy was already wet.
Olivia was moaning in pleasure, and struggling to remain still.
“I want you in my mouth,” she whispered.
“Yeah?”
She turned around to face Derek.
“I can’t wait to taste you,” she said, as she planted herself between his legs.
She took his balls in her hand and began to massage them. Looking at Derek with devilish eyes and a coy smile, she lowered her head and kissed his body all over. Derek’s cock was twitching in anticipation. Leaving one hand on his balls and the other on his torso, Olivia started kissing and licking the tip of Derek’s penis.
Derek put his hand on her head and tried to gently guide her down on his cock, but Olivia had other plans. Focusing on his shaft, she began to stroke him off as she kissed every last inch of his dick, leaving it wet with saliva, until her mouth was on his balls. She took them in and out of her mouth, making a loud popping noise each time she took her lips off of them.
“Does it feel good?” she asked.
“This is paradise,” Derek responded.
“Well it’s about to get even better,” she said, right before giving his dick a long, wet lick from the base all the way to the tip.
Olivia made out with the tip for another minute or so before she finally wrapped her lips around it. She sucked it tenderly, swirling her tongue around it like she was licking a lollipop. With one hand she caressed Derek’s balls.
Once she thought she’d given the tip enough pleasure, she lowered her head further down the shaft. She bobbed up and down, and any time she needed to gather her breath, she’d take her lips off his hardness and seductively make eye-contact with him, all the while licking and kissing his cock and balls.
The longer she sucked the more of his shaft she was able to fit down her throat, until she finally took his entire cock inside her mouth. It was just about this time that the man from earlier was walking back. Derek warned Olivia but she kept sucking, she thought the man might like the show.
The man wasn’t particularly discreet about staring. His walking pace slowed to a crawl, and the whole time his eyes were glued on Olivia’s big sexy ass, watching as her head bobbed up and down. He eventually picked up his walking pace, and soon enough Olivia and Derek had the beach to themselves again.
As Olivia massaged Derek’s dick with her mouth he could feel his balls getting tighter and tighter. He knew he wasn’t going to last much longer, but he wasn’t yet ready to finish. Gently grabbing her hair, Derek pulled her face off his dick.
“Is everything okay?” she asked.
“It’s good, it’s good, but I want you to turn around. I want to see that beautiful ass.”
Olivia laughed. “Emily told me you were an ass man.”
“She did?”
“Yup,” she said, straddling him with her powerful thighs and backing her booty up towards his face. “That’s why I wore this tiny little thong.”
Derek slapped her ass to show appreciation, and she went back down on his cock. He couldn’t decide what was a more joyous site; watching his dick disappear in her mouth, or seeing her perfect, plump ass right in his face.
Derek had no problem figuring out what to do with his hands. He grabbed her fleshy ass, and smacked it hard. “Back it up,” he demanded.
Olivia obliged, putting her plump ass right on his face. Derek grabbed it tightly, and perhaps being a little too aggressive, bit her ass forcefully. But she didn’t mind, and in fact reached back and pulled her thong to the side. Derek buried my face in her flesh, and started to tongue her pussy.
Her whole body shook as she kept bobbing up and down on Derek’s dick. She cupped his balls and held them tight, getting ready to squeeze every last drop of cum out of them. There was no going back at that point. With Derek’s tongue buried deep in her snatch, Olivia returned the favor and took every inch of his big dick down her throat. He slapped her ass twice as the cum went rifling out of his cock and into Olivia’s mouth. She kept her mouth on it the entire time as it fired rope after rope.
When Derek was finally done cumming, Olivia kept pleasuring him with gentle sucking, playful licking, and tender kisses. Derek finally had to tell her to stop, and Olivia rolled onto her stomach, exposing her great ass.
Derek grabbed her thong and playfully pulled it tight. “Best first date ever.”
“It was nice,” she said.
“That’s the best blowjob I’ve ever had.”
“Yeah? Might be tough to top on our second date.”
“So you do want to do this again, right? I mean, I want to too, but I wanted to make sure…”
She interrupted him. “Of course I do. You’re fun! Not to mention you have a great dick. give me your number and I’ll text you.”
Olivia returned to the parking lot and as she approached her car the man who walked by her and Derek came up to her.
“That was quite the show earlier,” he told her
Olivia giggled. “You think so?“
“Oh yeah, definitely.”
“Well maybe you can get a hands on experience. I don’t live too far away if you wanna get in your car and follow me.”
Source: reddit.com/r/eroticliterature/comments/rkt0sz/college_sexventures_chapter_5_blind_date_with_a