Finally hooked up with my friend, the one I've been sending my GW pics to [18F/20M][First time][Hesitation/Encouragement][Cuddling][Shower sex][Oral][Ass] Part 2 of 2 | 2016

Part 1

Thank you guys for all the kind comments and messages on Part 1 ! And on my pictures too. :") To those who said I seemed like a good girl, that's funny, he said the same thing, even after all we did lol.

Sooo like I said we’re both college students and nearing the end of the semester, so when we got back after dinner we agreed to take a study break. I opened up my laptop at his study desk and he lay on his bed to take a power nap.

After a couple of minutes of pecking away at my keyboard, I heard him say something to me from the bed, but I couldn’t quite hear.

“Umm, what was that?” I asked, turning around in the chair.

“Don’t you… to…”

He still sounded muffled. I stood up and walked toward him.

“What did you say?” I asked, taking a seat on the bed.

“Don’t you want to stroke him?” he said quietly.

Ohhh. I laid over his chest, over the pillow lying on top of him. “But I thought you were going to take a nap,” I whispered.

“Could you stroke me to sleep?”

“I have to do my paper.”

“Do me first...”

That did it. I reached down and slowly rubbed him through his jersey shorts. I could hear him deeply purring as I applied pressure with every stroke. Then I lifted the waistband of his shorts and inserted my hand inside, stroking him through his briefs. Every now and then he’d emit a sound through his throat. I went on for about 5 minutes, cupping and rubbing his balls, and stroking him up and down the back of his shaft with my fingers through the thin fabric. I looked at him, his eyes were closed and he was breathing deeply. I slowly drew out my hand, then left him to finish my paper.

I finished at around 2AM. He decided not to get up from his power nap. Even though we’d planned on sleeping on the same bed, I didn’t want to wake him, so I turned off the lights and fell asleep on his brother’s bed.

I got up at around 6AM for a drink of water and a piss, then got back in bed. He was still fast asleep and I was too shy to wake him, like what if he wasn’t a very pleasant person in the morning or something. For some reason I was terribly afraid of annoying him. I passed the time browsing Facebook, glancing over at him from time to time to see if he’d wake up or at least move into a position where I could have some space on his bed. I was getting really antsy and eager for some physical touch, especially a good cuddle.

At around 6:30AM I finally gathered the courage to approach him and stand over his bed. “Move over a bit,” I softly whispered, nudging him. He moved just an inch, and I went over and lay on my side next to him, laying my right leg slightly over his. His hands were behind his head, so I my head was at about his armpit. God, he smelled great. I made a mental note to check out what deodorant he used and recommend it to my brother.

After about of five minutes of lying still, he moved his arm from behind his head and wrapped it around me, pulling me close. He also rubbed my back a bit before settling there. God did that feel good. I took from this that it would be okay to wrap my right leg around his waist. I was feeling all warm and fuzzy inside from the intimacy, but my heart was pounding like a drum against my ribcage. I had to put a fist over my heart to keep him from feeling it.

He pulled me against him again, so that I was half on-top of him. My head was practically on his chest, and my arm laid across his torso. I looked up at him and his eyes were still closed, so I just gave him a little kiss on his chest through his shirt and snuggled back against him.

Then he gave me another push with his arm, and the message was clear. I got on top of him, leaned over, cupped his face in my hands and so commenced another makeout session. As he swirled his tongue in my mouth he started to pull off my top, so I sat up and pulled it off the rest of the way, and pulled his shirt off him as well. I kissed and licked and sucked at his neck and ears as he grabbed my breasts and pinched my nipples.

I can never forget what he did next—he grabbed my ass cheeks with both his hands, pushing me forcefully against him and started roughly dry humping me, me hanging on for dear life. As soon as bouncing on top of him slowed I immediately continued kissing him down his chest and his stomach. Then I got off him, sat on his right side, and started rubbing him through his shorts, doing the same thing I had last night. But this time, I pulled his shorts and briefs down all the way so that he was completely naked and started sucking him.

I forgot to mention this before—my hair is dark and really long, like elbow-length long. When I sucked him before, I used the hair to conceal my face because I was embarrassed by how I might’ve looked while sucking cock. But this time, he grabbed all my hair in his fist like a ponytail and put it away. I immediately cried out, “Mmm!” in protest, and used my hand to cover my face to continue, but he also grabbed my hand and pulled it away as well, which was kinda hot, but I wouldn’t have it. “No, don’t look at me,” I whined, taking my hand back.

I could feel him start to tug at my shorts, trying to strip me naked. “Y…you don’t have to,” I said.

“I want to.”

He pulled my shorts and panties down to my knees, then to my ankles. I kicked them off, and he pulled and lifted my legs over until we were in 69 position again. This time, instead of eating me out he spat on my pussy and used his fingers.

I started getting really into sucking his dick. I felt him pause and tense several times, spreading his legs and thrusting into my mouth every now and then.

“Where’d you learn how to give head?” he asked in a ragged voice.

I didn't want to answer, but he prodded me. “Hm? How?”

“By watching other people do it,” I said meekly.

“Where?”

I kept going until he asked again. “Where, huh?”

“In porn.”

“You watch porn, huh?”

“Only snippets of it.” I felt ashamed even though I knew that was the answer he was expecting. The truth was I never really watched porn videos anyway, but there were some GIFs on Tumblr that I did like and find very nice.

I heard him grunt. “I’m getting close.”

He ended up getting close quite a few times. I really wanted to finish him with my mouth but I found it difficult to go faster than I already was without choking. When I paused for the second time to swallow and wipe the sweat off my forehead, I remarked, “Wow, you last long.”

“Don’t you like it?”

“Well, I’m getting sweaty…” I giggled, a bit jittery.

“You wanna move to the bathroom?”

“Yes, please…”

I got off and went ahead walking to the bathroom already naked. I waited for him to get in and turn it on, then drenched myself in the shower water, feeling relieved. Then I moved past him to grab the shampoo as he went and rinsed himself.

Soon enough I felt him press against me and his erection poke against my backside. “What if I put it in here?” he asked.

“Huh?”

“Here.” He poked his dick into my ass crack. “It’d be safer.”

“I… I don’t think that’s a good idea.” A million of the horror stories I’d read about anal sex ran through my head. Things like needing buckets of lube and anal training, and the pain and the tearing.

“Is it here?” He was still thrusting into my crack, somewhere above it.

“Um, no, lower.” What am I saying?

He started pushing into my asshole, but I could only feel the tip. “Wait, I don’t think it’ll fit…”

“Then would you rather it here?” he asked, sliding it under my pussy.

“No, not there please.” I wasn't going all the way with someone I wasn’t in a relationship with, especially unprotected. “Don’t you… have some oil? Like some baby oil.”

He looked up. “Um, I don’t know if we have any oil in here.” He grabbed a towel and left the bathroom. He came back a minute later. “Sorry, none.”

I got an idea. “Maybe we can use some soap.”

“Okay.” He grabbed the soap and started soaping up with his hands. “On me or on you?”

“Both.” He gave me some soap and I started applying it on myself. Then he tried again.

He kept pushing into me. I could feel it stretching a bit, but it didn’t hurt at all. Then—

SQUELCH

FUCK

OH FUCK

“It’s in!” I cried. It felt like the air had been knocked out of me, but there was no pain. “C…can you feel it inside?”

“Of course…” He’d started thrusting into me at a strong but steady pace as I clung to the bathroom wall for dear life. God, it was exhilarating—but more than that, it felt mind-numbingly good.

“Oh, oh god, oh my god, it feels so nice,” I was moaning so loud. I was always quiet when I touched myself, so I thought I would be just as quiet when having actual sex. But I was wrong! “It feels so good. Fuck! Ungh! Unngh! Mmgh!”

“You’d better keep it down,” he said, “There could be people outside. Some guy comes up every morning to collect the trash.”

I tried, but he ended up having to cover my mouth with his hand for a bit. “And I thought you didn’t want to,” he said teasingly. When he moved them back down to grip my hips I could tell he was getting close.

“You can… cum,” I said. “You can go ahead and cum anytime.”

“Inside?”

“Yes, inside!”

He started moving faster and faster. My head bumped into the wall a few times but that didn’t bother me. The feeling was indescribable, like being forcefully pushed into and filled up and the sudden relief of it all being yanked out of you only to be entered again. “Mmnggh, I’m getting close, ugh… Fuck!” He ended it in a thrust and shot it deep inside.

“Fuck, that was a lot,” he muttered.

I didn’t quite feel it, maybe because it was too deep to detect or because my head was still spinning, but in any case, I could feel his warmth as he pulled out.

He went back to cleaning himself. “So, you like A better now?” he asked.

“Uh, I don’t know, it’s my first time so I really have no point of comparison.” It was quite obvious how much I liked it though.

We got dressed. It was past 8AM. Suddenly there was the sound of someone outside calling for the garbage collection.

He gave me a look. “Told you,” he said. He grabbed the trash bag filled with what little trash there was, opened the door and gave it away.

We had breakfast afterwards (my treat…) and then we parted ways.

Just the day before, I had never been undressed let alone showered with anyone besides family; never had an openmouthed kiss, had never touched let alone sucked a dick, and had never been fucked in the ass. A lot of firsts have been had, but I don't quite regret it.

And I want to do it again.