Grayson sighed again; he was sighing more today day than he had his whole life. Well if he was going to do it then he might as well do it right. Grayson stood up and grabbed Harry by the hand and pulled him into the guest room that was under the stairs. He closed and locked the door behind them.
"Jo please go; we are going to talk down here and we will be awhile. Don't come back until I call you ok?" Grayson said.
'Ok Gray, call if you need me,' Jo said winking at Grayson, a big smile on her face.
Harry looked stunned.
"Jo always taught us if we are going to do something do it right or don't do it at all, remember? So if I am going to kiss you I might as well do it right," Grayson said.
Yet, it was easier said than done; he pulled on Harry's hand and sat him down on the bed. Grayson took a deep breath, trying to calm himself down, and then jumped in feet first.
Chapter Four
Grayson looked down at Harry and hoped he wouldn't ruin their friendship because that would be something irreplaceable. Even with their estrangement, it had never felt like Harry had truly left him. Grayson knew he had abandonment issues, but that was his problem, not Harry's. He knew one thing for certain; he didn't want to lose Harry. He was willing to do what Harry asked and wanted to make sure Harry understood he was important to him even if it wasn't exactly as Harry wanted. However, this was uncharted territory and Grayson was uncertain, nervous, afraid, and seriously confused.
"You are the only one that I have ever kissed, so if I suck, you've been warned," Grayson said quietly; Harry looked surprised at Grayson's words.
Grayson remained standing and lifted Harry's chin as Harry had done to him earlier and leaned in, kissing him softly at first. Harry wrapped his arms around Grayson's waist and pulled him close, their bodies touching as Harry's hand wrapped around the back of Grayson's head, demanding a deeper kiss. Grayson slipped his tongue into Harry's mouth deepening the kiss as Harry had been trying to do earlier, but Harry was pulling him down onto the bed, still not releasing the back of his neck and head. Grayson complied, thinking,
Make it a good one so he doesn't say he didn't get a proper kiss.
Yet, Grayson seemed to be losing himself in the feeling. Harry's lips were very soft. This wasn't fair, this guy had been the only one he'd ever kissed, and it hadn't even been him receiving it really. Now, the second kiss of his life and it was with the same guy (who by the way was his best friend) and he didn't like guys, but Harry felt so right, so good. Really, how unfair; nevertheless, his body was making his decision for him and at the current moment it wanted Harry.
Grayson was straddling Harry now and leaning into the kiss; Harry still had his arm wrapped around Grayson's waist, pulling him in close; he slid his hand around to Grayson's front and slid it up his chest making him shiver. Hey! That was not part of the kiss; Grayson tried to pull and swat his hand away but Harry misinterpreted and thought he was trying to get him to slide his hand downward. Harry obliged his misunderstanding, and slid his hand into Grayson's swim trunks, stroking and rubbing Grayson's semi hard penis, from the tip to the base and back up again.
Oh shit! THIS IS NOT GOOD!
Grayson gasped in the back of his throat. Damn! It felt really, really, good though, yet Grayson still tried pulling away but Harry wouldn't let his head go; he couldn't pull back. Why was Harry suddenly so strong?
Grayson was running out of breath, he tried to push Harry away from him and again Harry misunderstood Grayson, thinking he meant to lay down flat on the bed, and he pulled Grayson down with him.
Harry continued to stroke Grayson's hard penis, he was losing his will to fight back. It really did feel good. This was the first time anyone had touched him like this. Why did his first time getting a hand job have to be with a guy; but it was Harry, not just some guy.
Harry increased the speed squeezing a little harder. Grayson gasped again, it felt incredibly good, damn it! Harry rolled Grayson onto his back and pulled away from the kiss. Finally, Grayson took a deep breath, and then he realized what Harry was doing. He'd unzipped Grayson's jeans, pulled his swim trunks down enough to pull out his very hard penis, and proceeded to put him into his mouth. Grayson gasped louder than before and realized at that moment that he had completely lost to Harry. His mouth felt fucking fantastic! He'd never felt this good before!
Holy shit!!!!! God, this felt so fucking AMAZING!!!
Why was Harry so good at this? Grayson's hands moved of their own free will and cupped Harry's head as he sucked on him, then he felt himself almost coming and he fought the urge to thrust. He tried to pull Harry's head away, but Harry wouldn't budge.
"Harry, I'm going to come, stop sucking," Grayson said in a husky voice. Yet Harry didn't stop; he kept sucking, taking him all the way into his mouth and the back of his throat, licking his balls while he was still in his mouth.
Oh fuck! Too late!
Grayson felt himself throbbing in Harry's mouth; Harry hadn't stop sucking on him and he came. The feeling was too intense, and Grayson felt himself arch his back in ecstasy, his whole body tense as he clung to Harry's head like it was a life preserver.
"Fuck!!!!!!! OH GOD!!!" Grayson cried out breathlessly, lost in ecstasy.
He didn't want this feeling to end, it felt so good; he'd never come this intensely, he'd always just played with himself using a few dirty magazines. Grayson finally felt his body coming back down, it was starting to sink in now. Harry had just given him a blowjob; Harry had just given him a blowjob; Harry had just given him a blowjob.
Maybe if he kept repeating it to himself it would sink in; he tried again, but it all seemed so surreal and it seemed to quiet, what was Harry doing? Grayson could still feel Harry's hand on his penis and he could feel himself getting hard again. Wow, that had never happened.
He heard Harry gasp and lifted his head to look why he'd gasped. Harry had his pants and underwear off and he had his hand around his back. It looked like he was scratching his ass, but Grayson had a bad feeling that he was not scratching, but instead was playing with himself. Harry's expression was of both pleasure and discomfort. What was he doing?!
"Harry, what are you doing?" Grayson asked, scared of the response. Was he going to try to have sex with him? It's true the only one that had come was Grayson but there were other ways.
"It won't go in unless I loosen it up; please Gray, it's the only time I will ask you to do this. Please just this once?"
Harry looked at him pleadingly, it reminded him of when they had been little and Grayson had always protected Harry, and if Harry ever asked Grayson for something he would give in because of that look.
Why me?!
To save his friendship and his important person from feeling the pain of rejection he was forced to do this? What if Grayson wanted more than just sex and Harry didn't afterward? This was not fair! Harry's hand tightened on Grayson's penis again.
OH SHIT!
Not again! He was completely hard again; had he gotten hard over seeing Harry like that or was it because his hand was on him? This was too confusing, and he swore Harry was taking advantage of his lack of experience and his good nature. Jo's voice chimed in from his memory.
'Gray if you are going to do something do it right or don't do it at all. Put all your effort into it and you will see success even if at that moment it doesn't appear as if you will. If you can't do your best from the beginning then you have no business even trying to do it.'
Well that is how his Mother and Jo had raised him; he had better not make all their efforts worthless. He sat up and grabbed Harry by the hand and pulled him onto the bed, then got up, walked over to the bathroom that was in the room, and grabbed the baby oil that was there. Coming back, he pulled his pants and swim trunks off and got onto the bed, he lay Harry on the bed and spread his legs. He had no idea how to do this but he would at least try his best; the things he did for his best friend. At least he was hard; that in itself was surprising enough.
"Harry I don't r
eally know what to do, you are going to have to guide me," Grayson said.
Harry's eyes were huge with surprise; he simply nodded; his face red with embarrassment as he grabbed Grayson's hand and poured baby oil on his hand.
"You have to use that to loosen me up and make it slippery or it won't go in and it will hurt both of us and it can tear me back there. Use your fingers to apply the baby oil," Harry said very quietly, covering his face in embarrassment.
He should not be the one covering his face; that should be me!!
Grayson did as Harry instructed, going deep enough that the oil was in, and it was slippery, but it didn't seem loose enough. What now; well he was a guy (although he had never put fingers in his ass), so what felt good with him? What Harry had done just now to him had felt amazing, but could he do that for Harry, the way Harry had done it for him? He didn't think he had it in him, maybe just his hand would do?
Grayson poured some oil on Harry's penis and rubbed it the way he normally did it for himself, though it was awkward since it was facing the opposite direction, but he tried his best. He never stopped his fingers in the back either, continuously wriggling them.
"Should I move my fingers Harry?" Grayson asked, Harry nodded his head, not looking at Grayson, his hands balled into fist and he had an uncomfortable expression on his face.
"Does this feel weird? Does it hurt? Should I do it differently?" Grayson asked.
Harry shook his head, again not saying anything. Grayson thought if he could lift Harry's hips a little it might feel better for him. His Mom had a thousand pillows in this room including a body pillow. That would work.
"Harry hand me that body pillow above your head please?" Grayson asked. Harry did as asked, looking confused.
"Lift your hips Harry." Grayson commanded quietly.
Harry complied, still saying nothing. Grayson slid the pillow under Harry's hips and butt, propping him up higher; there, that was much better, and it was much easier to get to.
He remembered seeing a movie a while back where one of the main characters had gone to donate sperm for payment and he asked the hot nurse for some help. Her help had been to shove her fingers in his ass and make him come that way. Grayson found out later that what she did was called milking the prostate, and it was supposed to feel good and make you come fast. So where was the prostate again? He remembered the male reproductive system, form health class, but he would still have to find the nub that was the prostate. Well he'd find out soon enough.
Grayson slipped his fingers, one at a time, into Harry's butt slowly to not hurt him while he was jerking him off, and then he heard Harry gasp. Grayson looked up at Harry's face and saw his expression; he looked like it felt good now.
Good; well then, to business; Grayson started moving his fingers more, looking for the prostate, he knew it was close to the bladder, about one and half inches in and it was supposed to feel like a nub the size of a walnut or so. His health class teacher had been very informative; he continued to move both hands and finally found what he thought was the prostate when he heard Harry gasp loudly and moan.
"Oh god; right there! Ah god!" Harry said gasping; he grabbed a pillow from above his head and covered his face letting out another moan as he did, and he was moving his hips on his own now.
Harry was pretty loose now, and Grayson had three fingers inside of Harry; Grayson really hoped he wouldn't regret this later.
"Harry can I go in now?" Grayson asked quietly, leaning into whisper the question into Harry's ear.
Harry simply nodded his head, not removing the pillow. Grayson could see the red blush reach Harry's ears. He applied some more oil to Harry and some to himself then he pulled Harry up higher, resting Harry's legs on his shoulders and slid in as gently and slowly as possible so that he didn't hurt him.
OH!!! FUCK ME!!!!!
Harry was really, really, tight. It was a little hard to get in, but once he was in it felt beyond amazing; he'd almost come just from going in. Harry arched his back, smashing the pillow to his face harder; a cry escaped the pillows confines.
OH GOD YES!!!!
Grayson spoke quietly again, trying to keep as calm as possible because he was starting to lose control.
"I'm going to move now ok?" Grayson's voice was husky as he spoke.
Harry gasped loudly when Grayson pulled out, and let out a moan when he thrust in, then Grayson started moving faster, and little by little deeper, gradually getting deeper with each thrust as he aimed for Harry's sweet spot every time.
Harry seemed lost in pleasure, it appeared, he forgot about everything around him except for Grayson. He let go of the pillow, grabbed Grayson by the butt, and slammed Grayson into him; Grayson lost it then and started moving faster, slamming into Harry, whilst still aiming for the sweet spot. Harry cried out in pleasure repeatedly, still in a whispered voice.
"OH MY GOD!!!" Harry cried out.
Grayson grabbed Harry's hips and pulled him a little closer, and heard Harry cry out loudly, as he flung the pillow aside.
"Grayson!!!!"
Harry's back arched in ecstasy as he came hard, shooting onto his own chest and stomach as his butt clamped down on Grayson's hard shaft.
Grayson gripped Harry's hips, and thrust into him, deep and hard, and almost came, but he held on by a thread, gritting his teeth as he tried to stay in control. Harry grabbed the pillow again and began moaning each time Grayson thrust into him, moving his hips as well, until they were slamming into each other. After five minutes, Grayson felt Harry come again, his back arching again, looking very graceful and beautiful as if he were diving backwards, his butt clamping down tight on Grayson, and once again shooting his come onto his chest and stomach.
Oh shit!! Oh God this felt so good, I want more!!!!
Grayson ground his hips into Harry, pulling out a little and then slamming and grinding his hips into Harry again. Harry was panting and moaning, burying his face deep in the pillow and moaning louder, almost crying out in ecstasy.
Grayson was so close to coming, he was going crazy with this sensation, but if he kept it up the way he was now he would last longer. If he pulled out all the way and thrust all the way in he would lose it completely, but he wanted to see if he could make Harry come once more. Grayson pulled out and thrust deep and hard, he did it repeatedly, every time pulling almost all the way out, and then thrusting in, all the way to the hilt.
"Harry… this… feels… so… fuuuucking GOOD!! Fuck Yeah!" Grayson started out whispering but in the end didn't care who heard him.
"Harry, I'm gonna come. Can I come inside?" Grayson asked quietly, his voice husky, barely containing his ecstasy.
Spitting into his hand and wrapping his hand around Harry's oil slick penis, he started to stoke it, rubbing the tip than going all the way down, then back again, over and over, never stopping the movement of his hip thrusting deep into Harry.
"Yes," Harry moaned.
Grayson thrust one more time as deep as he could go; as he did this Harry arched his back and Grayson felt him throbbing in his hand. He saw Harry shoot onto himself once again as he tightened around Grayson's penis, squeezing him hard, it felt like he was sucking him again.
Grayson felt himself release at that moment, exploding into Harry, but this was way more intense than the first time. He felt his whole body shiver, and a chill ran up then back down his body. His entire body was tense, his back arched, and he swore his toes were curling. His mind was blank from the ecstasy. This was heaven!!! He never wanted to leave.
OH GOD THIS WAS AMAZING!!! Harry was amazing!!! HEAVEN!!!
Then they slowly started to relax and come down from their climax, breathing hard; Grayson fell onto the bed and Harry pulled the pillow out from under him. He looked embarrassed again. Really, after what they just did, he was embarrassed? Silly guy; Harry began to get up but Grayson reached out a hand and grabbed his leg, stopping him.
"Don't be silly Harry, lie down and relax; no one is coming in, the door is locked any
way."
Grayson left his hand on Harry's leg until he turned back and lay back down. Happy that Harry laid back down, Grayson lifted the blankets and got under holding them open until Harry got under also and then pulled the blankets over them. It had been so long since Harry had spent the night at his house, and they had always shared a bed because Grayson always had a big bed, and it was a cold day anyway. They could clean up in a bit; but now he felt awkward.
Were they supposed to cuddle or just lay there? Even as little kids, they had never cuddled, except for when they were sad or scared. He was even more confused than before, and he no longer understood his own feelings anymore. He needed to clear his head, but he didn't think it was appropriate to just get up and go either. He satisfied his befuddled mind by turning on his side and getting comfortable, he looked at Harry's face, looking at the ceiling; Harry looked sad.
I told myself not to regret it, but it looks like I am not the one regretting it.
Grayson reached out a hand and ran a finger down the contour of Harry's face, caressing it gently as he traced his finger over Harry's lips softly. Harry turned his face to look at Grayson, slight surprise on his face now; the sad look had vanished.
"Are you ok?" Grayson asked quietly, his hand still on Harry's face.
Harry looked sort of like a girl too, even after he had started to mature more, he still kept a bit of the girlish look; if his hair was a little longer, he would look a lot more like one. His eyes were very pretty though, Grayson had always liked his eyes.
"Yes," Harry said in a very small voice.
"Did it feel good?" Grayson asked him.
Harry's face turned beet red as he nodded and ducked his head looking at his hands. Grayson laughed in his head, how did he find this guy, that he'd, not only grown up with, but who'd actually grown bigger than him, cute right now? This is what he had meant by regretting it. Could he seriously fall for his best friend? He loved little cute things like Jo, and his Mom, and Phoebe and Sheila.
The Sentinels: The First and Second Page 5