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His First Threesome

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By Morgan BurkettPublished 5 years ago 15 min read
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Back in the "good old days" of Craigslist, was the personals page.

Justin would frequently check the new posts. He wasn't really looking for anything in particular aside from a good laugh, or some mental ammunition for his alone time.

He usually skipped over the really nasty postings in search of something hot he could read through, or if he was lucky he'd find some naughty pictures attached.

Justin had been single for a while, and hadn't had much action. He wasn't a bad looking guy by any means, but he was a little introverted so he didn't go out to bars looking for hookups.

He found a post that stood out from some of the others, and it had just been posted that day. The post was from a married couple that was looking for a young guy to have some fun with the wife. Justin was no stranger to older and married women, in fact they were some of his favorites.

There were a few revealing pictures attached to the post and Justin was intrigued. He could feel his member waking up in his pants as he read what the couple wanted, and the pictures were only adding to his imagination.

Now, Justin wasn't an idiot. He knew better than to just jump on an opportunity or just agree to meet up with random strangers. He wanted to get to know them first.

He figured it couldn't hurt to reply, considering the responses were anonymous. If they were fake, no big deal. If they were real, he still didn't want to get his hopes up. They might not even pick him.

The post asked for a little basic info and a picture of the "equipment."

Sad as it may sound, Justin had an "equipment" picture ready to go. Why take one every time when you've already got a got example of what you're working with?

Justin wasn't the kind of creep that sends unwarranted dick pics, but when someone asks for one in the right circumstance he wasn't shy to show off.

He didn't have the biggest package on Earth and he knew he wasn't porn star level, but he was quite thick and proud of it.

Justin sent the reply and continued going through new posts. After a little bit, he got an email notification and to his surprise it was a response from the couple. He eagerly opened the message and read through it.

"Hey J! We got your response. This is Rebecca by the way! Thanks so much for the compliments. You're very cute yourself ;) Verrryyy nice cock btw hehe. So we got a lot of responses, but it was mostly a bunch of creeps lol! I really liked your reply, I thought you were very genuine and respectful. We'd love to hangout with you tonight if you're free!"

Justin felt a large grin growing across his face as he read the reply. His face started getting warm from blushing to her words about his tool. Rebecca seemed really laid back and he couldn't lie ... She was hot as hell. She even added a few extra pics for his eyes only. Justin guessed this was her way of enticing him as if he wasn't already interested.

Justin went back and forth with Rebecca for a little while and they agreed to meet a few hours later. Justin quickly got showered, freshened up and dressed for this hopefully exciting night. He couldn't calm his heart rate or his cock which decided it wanted to stay rock hard all afternoon. He considered taking care of it ahead of time, but decided against it.

Time came to meet and he drove to the meeting spot, somewhere public and smart just in case things went south. He got there a little early to be polite and a few minutes later they pulled up and got out. Justin couldn't believe she was even more gorgeous in person. A curvy mid-30s brunette ... Rebecca had an adorable smile on her face and she was wearing a tight little dress. She waved at Justin and approached him with her husband who was just as friendly. Justin immediately felt more comfortable about the whole situation.

They chatted for a few minutes before heading back to Rebecca and Daniel's place. They lived in a nice house which reassured Justin even more. He was kind of worried they might've lived in some sketchy trailer or something. Daniel and Rebecca warmly opened their home and offered Justin a drink and they went into an office/lounge room with a big comfy couch and sat down. Daniel offered Justin a drink and he graciously accepted.

They spent the next hour or so just chatting and getting to know each other. They each shared stories and really got comfortable with one another. Justin honestly started to forget the reason he was invited over as he was enjoying getting to know this couple. Rebecca gave Daniel a look and he turned to Justin and asked him, "So ... you ready to have some fun?" Justin blushed a little and nodded. He couldn't deny his attraction to Rebecca and she returned the feeling. Daniel assured Justin to just stay relaxed and jump in when he was ready. Justin agreed and watched as Daniel approached his wife who was sitting in a lazy boy. She was biting her lip and smirking at him as he dropped to his knees and spread her legs open. Daniel turned her so Justin could get a good view and Justin's jaw dropped when he realized Rebecca wasn't wearing any panties. He stared wide-eyed at her beautiful bare pussy which was already glistening with her excitement.

Daniel leaned down kissing his wife's inner thighs as his hands explored. Rebecca arched her back letting out a soft moan as Daniel started kissing her folds slowly and passionately. Justin sat back and watched in awe as a bulge quickly started growing in his pants. Rebecca noticed this and giggled as she watched his bulge grow. Daniel continued tending to his wife's pussy causing her to twitch, and kick her legs as her toes curled in pleasure. The wet sounds of Daniels intimate kisses only turned Justin on even more.

Not only was this the first time Justin would be in a threesome but it was also the first time Justin had ever seen a couple get in on in person. The thrill of the show was exhilarating ... Rebecca locked eyes with Justin and she spoke with her seductive tone, "Take that thick cock out baby..." Justin felt his face get red hot, but he eagerly obliged and fumbled with his jeans and got them pulled down revealing his tight boxers which left little to the imagination. He could feel her eyes on his bulge and he slowly pulled his throbbing cock out, setting it free to stand at attention ... Pulsing like a heartbeat and drooling heavily with warm pre-cum.

Justin could see the desire in Rebecca's beautiful eyes. She wanted that young cock ... And she was going to get it. Rebecca tapped her husband and he sat back leaving a wet mess behind and returned to the couch near Justin. The young man felt a little uncomfortable stroking his cock with another man sitting on the same couch, but that feeling quickly disappeared as Rebecca stood up and removed her dress revealing her voluptuous curvy body which made Justin's cock twitch eagerly. She let out a sultry giggle and walked over to him slowly, making sure to sway her hips as she moved and she could see the pure lust in his eyes. Rebecca stood in front of Justin as he worked his cock, her eyes never leaving that aching, leaking member and she gently dropped to her knees and took his cock from him with her soft fingers.

"Mmm ... Look at you all hard and throbbing for me." She giggled again as she moved her hand up and down his shaft. Justin blushed to her words which only made her feel more powerful as she literally had him in the palm of her hand. "Oh ... so much pre-cum. Poor boy, all pent up..." She used the most seductive voice she could muster and all Justin could do was grip the edge of the couch and breathe shakily as he watched her. "Don't tease him babe," Daniel chuckled as he was also taking his own cock out and preparing to enjoy the show. Daniel's cock was longer than Justin but his girth paled in comparison. Rebecca was excited because she now had the best of both worlds. Rebecca smiled and obediently leaned down and ran the flat side of her tongue along Justin's length from his big full balls all the way up to his leaking tip. That one motion forced an involuntary gasp to escape Justin's mouth as his back arched and he tightened his grip on the couch cushions. This reaction caused a proud smirk to creep across Rebecca's lips as they wrapped around his swollen tip as she held the base of his excited cock. Daniel watched proudly as he wrapped his own fingers around his cock and stroked as he watched his beautiful wife go to work on the lucky young man.

Rebecca never took her eyes off Justin, wanting to watch his reactions and see what made him tick as she began stroking his base and sucking on his mushroom cap. She kept her back arched and wiggled and presented her plump juicy ass doing everything to drive Justin wild. It was all Justin could do to stay calm and not get over excited and cum too soon. He wanted to make this night last as long as possible. Justin bit his lip as he watched Rebecca take his cock deeper into her warm, wet mouth as she moaned around his head. "Mmm this cock tastes so good..." She whispered between her sucking. Justin hadn't felt his cock throb and twitch this hard in a long time, and he could swear his cock was bigger than usual with how worked up she had him.

Rebecca decided to kick it up a notch and suddenly forced his entire length into her mouth as his drooling tip slipped into her inviting throat and Justin groaned loudly and his toes curled as his body tensed up. She held him in her throat and swallowed to add to the intense pleasure which sent chills down his spine.

Daniel couldn't be more proud of her right now. He loved how happy and content she looked worshipping a young, hard dick. His own cock was throbbing from how sexy she looked slobbering on Justin. Rebecca finally came up with a loud gasp and pop as her lips detached from his cock. The only thing connecting her mouth to his tip were long strands of drool and the sight turned on both Justin and Daniel equally. Rebecca stroked Justin's slobbery tool vigorously making him whimper from the friction.

Rebecca went back to sucking Justin, picking up speed. Justin moaned loudly loving every second of this and Rebecca started sucking him like a damn porn star, making lewd slobbery noises with her mouth as she worshipped his member. "Don't make him cum yet baby" Daniel smirked seeing the war going on in Justin's face as he was fighting the urge to cum. Rebecca ignored him at first, enjoying her work as she continued sucking him ... Edging him ... Making this cock her toy that she would use how she wanted.

After a few more minutes, she finally gave Justin a break and popped off his cock as they both panted heavily and Justin's slobber covered cock hung and pulsed craving more.

Daniel made the next move and got up and stood at the arm of the couch and beckoned his alluring wife. Rebecca was about ready to climb on Justin to give him the ride of his life, but she didn't want to leave her husband out. So she crawled over Justin letting her soft round breasts drag along his cock as she moved towards her husband. Justin shivered with desire to the teasing and his eyes glued to her perfect ass that she presented to him as her lips locked around Daniel's dick.

Rebecca reached back and grabbed Justin's hand and guided it to her dripping folds as she gave her husband's cock some attention. Justin eagerly started to rub and explore her beautiful pussy with his fingers making her moan around Daniel.

Justin couldn't believe how wet she was and he slipped his fingers inside her and bit his lip feeling just how tight she was. He couldn't wait to be inside her and his cock was aching with excitement. Justin got up on his knees for a better angle as he fingered her, and Rebecca quickly reached back and grabbed hold of his cock which belonged to her tonight, and she started stroking him. Justin's hips bucked instinctively, fucking her grasp as he continued exploring her tunnel with his fingers.

After a few moments, Rebecca popped off Daniel's cock and looked over her shoulder at Justin with needy eyes. "Please ... Fuck me?" Justin didn't need to be asked twice, and he quickly mounted her and she guided his tip to her pussy as his heart raced. He pushed his hips but she stopped him from penetrating for just a moment. Rebecca gripped his cock and ran it along her lips coating it in her juices and Justin didn't mind one bit. She then guided him inside her and the tip slid inside making Justin and Rebecca gasp in unison. She took her hand away and pushed her ass back forcing a few inches of his cock inside her. Justin's firm hands latched onto her plump cheeks to steady himself as he finally entered her.

Daniel smirked seeing both their reactions and spoke up ,"Her pussy feels good doesn't it?" Justin groaned in sheer pleasure as he pushed his entire length into her wet quivering pussy. Rebecca let out a loud whimper as she was stuffed, her moan was muffled by her husband's cock.

Justin kept a tight grip on Rebecca's ass as he began pumping in and out of her. Rebecca couldn't be happier, getting stuffed by two big cocks from both ends. "Spank her, she loves it." Daniel chimed in watching his wife get taken from behind by a young bull.

Justin eagerly obliged and slapped her ass making it jiggle and causing her to yelp with pleasure and buck her hips matching his rhythm. Justin picked up speed and started thrusting harder, loving the loud wet slaps of their bodies meeting as Rebecca tried to continue sucking her husband.

Justin was in heaven at that moment. Stuffing his lucky cock into a beautiful woman from behind ... A married woman ... Stretching a pussy that didn't belong to him but was graciously offered to him and he was going to enjoy it. He watched as her cheeks jiggled and bounced off his body. He felt so proud of his cock, listening to her muffled moans and occasional loud whines when she had to pop off Daniel's dick to let the air escape her lungs.

Justin couldn't get over how good her pussy felt wrapped around him, clenching when he'd pull out not wanting to let his cock go. He knew he wasn't going to last much longer inside her but he kept pumping and pounding into her from behind. After a little longer, Daniel arched his back and groaned as he came filling Rebecca's hungry mouth and she swallowed every last drop. She licked him clean and Daniel moved back to enjoy the view of his wife taking a young cock.

Rebecca looked back at Justin loving the pleasure in his eyes as he rammed his cock deep inside her. She could see that Justin was holding back his orgasm and she started clenching around him wanting to milk his young cock. Justin whimpered feeling her desire to make him explode and he fought the urge as best he could, but her tight pussy and plump ass was too much for him. He dug his nails into her cheeks and gave her everything he had for a few more thrusts until he couldn't take it anymore...

Justin started to pull out, expecting she wanted him to shoot on her back but she forced her ass back keeping him inside and he started to protest but couldn't hold it any longer. Justin's back arched wildly as he cried out and finally burst ... Shooting rope after rope of hot thick cum so deep inside her greedy pussy and she screamed in pleasure and came all over his young cock which only prolonged his orgasm.

Justin nearly collapsed on her back when he came down from his orgasm, and he braced himself looming over her as his cock continued to spasm and spurt into her. Rebecca's pussy hungrily milked every last drop out of him and their mixed juices swirled around Justin's cock keeping it nice and warm. "Mmm ... Good boy." Rebecca said sweetly and Justin trembled, being called a good boy was one of his biggest turn ons and his cock twitched inside her making her wince and whimper. Justin slowly slipped out of her and she whined in protest not wanting to let it go, as cum spilled from her happy pussy.

Justin fell on his back on the couch panting and sweaty, and Rebecca giggled and skipped off to the bathroom to clean up. Daniel smiled as he got dressed, "Feel good?"

Justin smiled like a drunk "Oh god yes..."

Rebecca returned after a minute with a big grin on her face, and Justin got dressed. Rebecca came over and gave him a hug and a playful kiss thanking him for that amazing lay.

The three chatted for a little while before sending Justin home with a smile on his face. They said he could come back any time and he certainly did. He was practically addicted to Rebecca and they went on to have a lot of fun times together...

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