Disclaimer: If you are not of legal rights and/or age to read any type of adult literature or if you find the material offensive, please do not read any further. The author and site cannot be held liable as you agree to accept all responsibility for reading said material. If you wish to contact the author of this series, please do so at njgrad1982@hotmail.com, I will respond to all e-mails. This story is loosely based on events in my life however names have been changed.
It was a warm summer Friday night. The sun lit the sky in oranges and reds as it fell beneath the horizon. I sat on the couch in the living room of my house, watching reruns of old comedies with a rum and diet coke in my hand; the perfect way to end the week. As I sat there watching, Tom, my boyfriend of five years, came into the room.
"What do you feel like doing tonight" he asked; a common dilemma we had on Friday nights.
"I don't care; whatever really."
"Would you be up for some company?" he asked me with a slight smirk on his face.
"What kind of company are you talking about?" I asked him. A few weeks ago, Tom brought up the idea of maybe trying a threesome. It's always something he wanted to do. We had been in a monogamous relationship for nearly five years and while had a lot of fun, the sex life was getting a little stale, so I thought "Why not?" Tom spent the next two weeks scouring the internet to see if he could find anyone good. Apparently he had.
"How about a pizza boy?" he asked.
"A pizza boy! What is this, a bad porn movie?" I asked him.
Tom chuckled, "That's what he does for a living."
"Wow, please tell me he's not some 35 year old guy delivering pizza"
"No, he's 18"
"Is he cute?" I asked.
"Yeah, his pic was cute, I think we'll have fun."
While it made me nervous, I thought it'd at least by fun, and how many times would this opportunity come up. "Well then let's go for it. " I said.
Tom texted the guy the details and went to get ready. Being a lazy Friday, I was just wearing some torn shorts and a shirt, so I had to go find some more appropriate clothes to wear.
I wasn't expecting anything fantastic; I just hoped I was into the guy. I'd categorize my boyfriend and myself as both average looking. I was 27; pretty tall at 5'11'. I had an average build; I worked out 3 times a week and was slim but still had 10 extra pounds or so on me. I had red hair which was kept medium length and blue eyes; freckles dotted my pale irish skin. My boyfriend Tom was 40, shorter than me at 5'8" with chestnut brown hair and blue eyes. He looked relatively young although fine lines had began to accent his face. His round body, wide chest and body were covered in dark brown hair.
As I finished getting ready, I heard the doorbell ring and Tom open the door to greet our pizza boy. When I walked into the living room I saw a good looking skater type boy. Now normally I go for the older, more rugged guys, but Cory was definitely doing it for me. He was a close to my height so 5'11' or so and was dressed in baggy cargo shorts and a tight green tshirt that hugged his slim body. His blue eyes had a sparkle to them and his smile was so innocent. I was surprised, he didn't look nervous at all; although Tom said he didn't have too much experience with guys and was a virgin getting fucked.
We exchanged pleasantries and then my boyfriend and Cory went outside to smoke a joint and relax, while I made myself a good drink; I was never one for pot, it just didn't do anything for me. They came back in 20 minutes later and we went down into our basement/entertainment room to hang out. Tom and Cory were both flying pretty high, their eyes glazed over with a glassy look. While I didn't enjoy pot itself, I loved its effect on my boyfriend; it always made him crazy horny with a perma-boner that would never tire.
It was a cool evening outside, but basement was pleasantly warm with dim lighting illuminating the room. Tom and Cory sat together on a large 3-person black couch, and I sat next to them on the love seat. We turned the TV on for some white noise; at first it was awkward, because it was clear we didn't know how to progress to playing. Tom started to massage his cock through his baggy basketball shorts we all talked. Cory noticed and eventually reached his hand into his baggy shorts and started rubbing his crotch. Seeing this quickly got me rock hard, and I reached down and massaged my own member. After a minute of rubbing, I saw Tom reach over and start rubbing Cory's crotch. I felt an instant zing of electricity as I saw that. Cory's eyes slowly shut as Tom reached over and unzipped the cargo shorts and pulled out Cory's member. It was big; had to be 8 or 8 1/2" long and was thinner at the bottom but got thicker as it went towards the head. I hadn't seen a cock that big in a long time; Tom's cock was a little over 6" and that's all I'd played with for the past four years, so this proved to be a treat.
I watched as Tom bent down and licked the head of Cory's cock, causing it to jump in his hand. He then took it in his mouth and started to suck on the head. Then he slid down, trying to deep through the monster cock. I saw Cory's body tense up as he first felt his cock slip deep into Tom's throat and then relax in pleasure. With his mouth full of young cock, Tom looked at me and motioned for me to come over. As I got up to move to the other couch, Cory pulled his shirt over and his revealing a perfectly smooth upper body with a beautiful six pack. Tom pulled off his shirt and dropped his shorts, revealing his hairy chest and hard 6"c standing at attention. Not wanting to be left out, I peeled my shirt off and took of my jeans and briefs, letting my 7"c finally out to breath.
Tom went back to work on Cory's cock, slowly licking his way up and down the shaft. I sat next to them and started to rub Cory's body. It was so hot. He had pale skin felt silky smooth and my cock twitched as I ran my hand down his ripped abs. I never envisioned myself getting to be with a guy this hot, thank god for stoners who love daddy type men. Tom finally managed to pull himself away from Cory's cock.
"Your turn" Tom said as he smirked at me. I grabbed a hold of Cory's rigid cock and put my mouth on it. It was so hot to fell the wetness of the cock from Tom's mouth as mine slide onto it. The cock felt surprising thick as I tried to take it in my mouth with scraping my teeth again it; I wasn't used to working with anything this large. I took as much as I could into my mouth, hitting the back with still an inch or two to spare. I slowly worked on deep throating it until my nose reached his closely trimmed brown pubic hair.
As I worked on his cock, bobbing up and down, I saw Tom on the boy, kissing his neck and nipples and causing him to squirm in pleasure and moan quietly. Tom's mouth trailed towards mine, and he arrived at Cory's cock as well. I pulled off of his gorgeous cock and let my lips travel to Tom's as our tongues entered each others mouths in a passionate kiss. Tom then sucked lightly on Cory's engorged head as I moved down to licking his round, smooth balls and that sensitive spot right underneath them.
As I sucked his balls, I noticed Tom's cock, throbbing below and begging for attention. I pulled away from Cory and took Tom's more familiar cock into my mouth. After five years, I know exactly how to work it, swirling my tongue around the head and flicking the slit of his cock head with my tongue; then taking it all the way to the base, burying my nose in his dark curly pubes.
As I sucked Tom's cock, I saw him lick around Cory's smooth pink hole, gently probing it with one finger, but not fully inserting it, just applying pressure. As he did, Cory would squirm and raise his butt; not in protest, but from enjoying the new sensation. He may have been a virgin, but he was a born bottom, writhing and lightly moaning as Tom teased his hole.
"Want to go upstairs?" he whispered in Cory's ear. Cory responded with a "sure". We all stood up and walked up out of the basement and into the bedroom. I love watching men walk as their erect cocks bob in the air, begging for attention. I checked out Cory's ass as we walked up the stairs, it was a smooth little bubble butt, nice and tight. Now, I'm not a top by any means, but man, he had a hot ass.
We walked into the dark bedroom, lit only by the soft lighting in the hall. Cory laid down on the bed, his head sunk softly into the pillows, his body straight as a board, and his cock sticking straight up in the air. Tom got on the bed and laid down between Cory's legs and eagerly took his cock into his mouth again. As Tom did that, I kissed my way down to Cory's nipples which were hard from the cool air conditioning.
Tom reached over into the night stand and pulled out a bottle of WET lube. He squeezed some onto his finger and reached down between Cory's legs. Cory spread his legs apart and lifted his ass slightly off the bed. Tom gently probed the tight hole with his finger. As he started, Cory's body jumped up as he felt the finger enter him. Cory's face lit up, but then calmed back down as Tom let him get used to it. Tom stroked Cory's cock, getting it back to full attention with his left hand as his right hand slowly explored the depths of Cory's virgin ass. I looked at Tom, and he mouthed "He's so tight" to me, whispering as not to bring Cory out of the ecstasy he was experiencing. Tom slowly pulled out his finger, and squeezed more lube into his hand. This time, he reached down and pushed two fingers in, slowly working them in and out. He went faster and faster, getting Cory ready for his first fuck, Tom's eyes locked on his fingers going in and out of the hole; his cock raging hard.
After a minute or so, Tom look at him and asked "Are you ready?" Cory, who was still in his own little world from the pot, whispered "Yeah" and gave a light nod. Tom reached over and grabbed a condom. I opened it for him, and rolled it down the length of his rigid erection. I don't remember the last time I saw his cock this hard; he was ready to fuck. "Take it easy on him" I said to him and he lubed up his cock.
Tom spread Cory's leg apart and left them up to rest on his shoulders. At that point, all I wanted to do was watch. I was watching my boyfriend, who had fucked me thousands of times, take this boy's virginity; it was so hot. His face had a look of deep concentration as he moved forward, trying to restrain himself from just plowing right in. All the sudden, I saw Tom's face shift to surprise as his head popped in and as Cory whole body immediately tensed up. "Careful" Cory said.
"I know, just relax" Tom said calmly. Cory settled down and relaxed as Tom pushed in further, very slowly. It was dead quite in the room, you could hear Tom and Cory's exaggerated breathing. "All in" he said and Cory had a look of relief on his face; a mixture of pain and pleasure. His cock was deflating, so I leaned over and took it into my mouth as Tom slowly started to move in and out. First the movements were cautious, but he quickly moved to a regular firm pace. At the same time, Cory's cock sprang back to its full firmness in my warm mouth. Cory was really getting into getting fucked; he moaned lightly and squirmed in ecstasy with each thrust. Not wanting him to cum too soon, I pulled my mouth of Cory's cock and watched as Tom fucked him.
He was really getting into pace. He had Cory's ankles in his hands holding them in the air. His hairy chest puffed out and his belly shook as he pounded hard and harder into Cory. I knew the look on Tom's face well, he was getting close to cumming and cumming hard. He went faster and faster, as much as I thought Cory would be in pain, he was loving it; his cock bobbing up and down with each pound. The bed shook back and forth with the vibration, rocking us all in the same motion. "FUCK YEAH!" Tom yelled as he violently made his last few thrusts, his body glistening in sweat. His face exhausted and out of breath. Cory's body shook as Tom slowly pulled out, the condom filled with a huge load of his cum. He was exhausted, but Cory was still rock hard.
"Why don't you go for a ride?" Tom asked me referring to Cory's cock. "You up for that?" he asked Cory. Cory smiled and nodded. Tom reached over and grabbed a trojan from the night stand. He ripped it open and I watched him slowly roll it down Cory's large cock. It was a tight fit, it looked like a large Italian sausage ready to burst out of its casing. I reached over and grabbed the lube and squeezed the slick lube onto his throbbing cock. I felt a bit of nervousness and excited as I reached back and added some lube to my whole. The only cock I had in me in years was Tom's modest 6" cock (which he really knew how to use). I hadn't had anything this big inside me for over 5 years, I just had to remember to go slow.
Cory lay on the bed with his hands behind his head on a pillow, his cock standing straight up. I straddled my knees on either side of him, facing him as I positioned my ass above his cock. Cory looked less nervous this time than he did before Tom fucked him; he'd fucked plenty of girls and a guy before, so I think he was just ready. Tom reached down and steadied Cory's cock underneath me so I could slowly lower myself onto it. I felt his large head pushing against my sphincter, feeling the familiar pressure as he tried to make his way in. Slowly he slipped inside of me. His cock was thicker than I thought and it was not easy going on, I winced in a little pain.
"You ok?" Tom asked.
"He's big" I said almost breathlessly. Tom just smiled. I looked down at the boy and with my eyes I followed up from his smooth abs, to his tight chest, to face; his eyes closed as if in deep concentration. He was in a whole different place. I sucked it up and sat down all the way. My cock jumped up as Cory's cock was deeper inside me than I felt in years. I was now fully impaled on Cory's large cock.
I slowly started to move up and down on his cock, getting used to the girth and length. I loved the feeling as I moved all the way up so it was only the tip of his cock in me, and then quickly lowered myself back down, my low hanging balls smacking on his belly. I quickened the pace, thrusting forward a bit as I rode him. Cory started to get into it more, and his hips started to meet me as I came down, his cock hitting the far reaches of my insides. Tom reached over and stroked my hard cock, milking precum out onto Cory as I continued to ride. The feelings were so intense and amazing. I quickly had to stop Tom and slow down to stop from cumming to soon. I sat down all the way on Cory, rocking back and forth. Eventually, I couldn't take it anymore, and I started riding him full speed again. My legs ached from the position, but everything else felt so good. I felt myself getting flush, perspiration forming on my skin; I was on the edge of orgasm. And then, with one last thrust of his cock into me, Cory sent me over the edge. My cock started twitching and spewing cum onto Cory's lower belly. The orgasm ripped through me, sending shivers from my head to toes. It took a second to catch my breath and then I slowly pulled myself off of Cory. I always hate the feeling of a cock sliding out of me when I'm done, I just feel so empty afterwards. If only I could keep it in longer, but my legs were cramping.
Cory was still rock hard and ready to go. Tom and I were both exhausted, so we just wanted to help Cory finally finish. I pulled the condom off his cock and applied some lube directly to his cock. I ran my hand up and down his super slick cock. Tom leaned over and started licking Cory's smooth balls and shaft as I pumped faster and faster. Between getting fucked and fucking me, Cory was ready to go. Within a minute, his body tensed up and he let out the biggest sound he'd made all night. His cock started spewing cum all over his belly and chest. Shot after shot flew into the air and landed on his pale, smooth skin. When he finished, his body went limp and he looked exhausted. The cum on his belly started to dribble down and pool in his abs. Everyone grabbed a towel and cleaned themselves off.
"Have a good time?" Tom asked Cory.
"Yeah, it was hot" Cory said. We searched around for our clothes and got dressed. I am normally one to enjoy the afterglow of sex, just laying around and relaxing, but it didn't seem appropriate at this time. We said our goodbyes, and Cory headed out to go home.
"So did you have fun?" Tom asked.
"Yeah, but I'm going to be sore tomorrow" I said. "How about you? Not every day you take a boy's virginity."
"He was damn tight" Tom said.
"Well I guess he just needs some more work" I said with a smirk. With that, we got ready for bed and fall asleep.