Doug got back to his room, carrying Jack's dick on his shoulder, grinning. He opened the door to find Tim laid face down on his bed, with both hands in his own ass. "hot," he moaned quietly as his cock twitched and grew a little more.
He started gently stroking Jack's toy cock, it had a heat to it like it was real, and it was. it quickly hardened to its 2 ft length and even starting leaking pre on the floor. Dougs own cock was much longer, not as thick but it was long enough to get in the way, but he wasn't worried...
Doug got close behind Tim, he could see that Tim's ass had came again, it was still wet, good he though, lube. He gently got on Tim's bed, lining his own cock up with Tim's wet hole and gently pushed his cock in between Tim's hands. Tim started moaning softly in his sleep, while his hands were forced aside by Dougs cock, they held their position beside the invading member as it glided in.
Doug was moaning himself as he inched forward, now straddling Tim's legs just above his knees, he brought Jack's dick that he'd been stroking to keep it hard, up to Tim's hole, just above his own cock and gently pressed the slick and very hard pole in with his own.
Tim moaned louder as his ass opened and expanded to accept his hands and the two invaders at once, Doug was only slightly surprised that Tim still hadn't woken up, but he probably would soon.
Doug kept pressing jacks cock in at a steady pace, so far only half of its head was in Tim's hole, but his hole was still stretching and was still making itself wet with pre. A short time later and jacks dicks head popped into Tim, obscenely stretching the hole around all that was in it, Dougs cock was about half way in, Tim's own hands to their wrists, and jacks dildo cock, which only had the head in, which was quite large on the whole thing. About a quarter of its length.
Doug gave a pleasured moan as the pressure on his cock got to him, he leaned into Tim and pushed more of himself and jacks dick in at the same time, jacks dick going past its half way point.
Tim moaned and pushed his hips back, as he squirmed and tried to get to his knees on his bed as he woke up. Feeling very full but very good. He tried to turn his head, he could only manage enough to see that Doug was behind him. "Doug, oh my God... Pant... Why can't I move... Moan... My arms and legs?" Tim asked.
"let me help you," Doug smirked, and put an arm under Tim's waist and pulled him up as he leaned back on to his ass, pulling Tim's hole onto his dick, and jacks dick, forcing the rest of both in suddenly.
"OH FUCK!" Tim screamed, his insides feeling more filled very quickly. His ass creamed Dougs lap white as it came all over him, lubing up the two cocks even more.
Doug was still pushing jacks dildo dick in as Tim's ass came, the extra lubrication making the huge dildo dick slip completely into Tim's hole. Doug smiled, and took his hand away, then started pounding his cock into Tim's massively stretched ass. He could feel his dick rubbing against jacks, and Tim's hands, each time he ploughed back in it forced jacks dick in deeper. Doug thought it was the hottest thing he'd ever seen.
Tim couldn't stop moaning, his eyes were rolling back in his head, he was drooling from the side of his mouth, he was in extacy. Doug pulled Tim's hands from his ass, they popped out all wet with his lubricant, his hole was so stretched open, still had its perfect rubbery lip, but was now so wide, it was almost as round as a water bucket, and depth was obviously not an issue either.
Doug continued to fuck his roomy for his entire lunch break, he came twice filling Tim as deep as he could reach, he knew jacks dick came a few times, he could feel it moving around the length of his own member, and throbbing against him.
When he was finished he pulled his slightly softened and spent dick out of Tim's ass and went to wash up, Tim was still moaning and writhing on his bed as jacks dick still throbbed in him.
Tim was just calming down as Doug came out of their rooms shower, he was sat up, and covered in sweat and his backside was covered in cum. "have a good nap?" Doug asked.
"man, that was intense," Tim panted. "what did you do?"
"well I fucked you with my huge dick, while your hands were in your ass while you slept, then I pushed my buddy jacks massive dildo dick into your ass past your hands and my dick. You woke up when it was about half way. Then I just shoved it all in... You seemed to enjoy it," Doug laughed.
"man that's fucking hot," Tim moaned.
Doug smiled at him, "you know what the best part is?"
Tim just looked at him, half dazed and shook his head. "jacks 2ft long, 3/4ft thick cock is still in your ass," Doug said.