A Weekend to Remember Ch. 02

I gagged a few more times, but with a little bit of work I was soon sucking Erin's cock to what I figured was her satisfaction, judging by the sounds that she was making.

"Mm, now we're talking," she muttered. "Amanda... your boy here really does know how to suck cock... good."

Out of the corner of my eye, I could see Amanda laying on the couch on the other side of the room. Her hand was slowly moving up and down the length of her own cock, as she watched me go down on her best friend. As I adjusted more and more, Erin seemed to feel like she could finally get a little rougher with me. She grabbed the back of my head again, and started forcing her cock down my throat as she had done at the start. This time though, I was able to take it and although I gagged a few times, I did a pretty good job. Within minutes, Erin was basically mouth fucking me, brutally. Amanda moaned, stroking her cock faster, as she watched.

"That's enough," I heard her call from across the room, and Erin sighed in disappointment, glancing over at her.

"What's the matter," she asked, sounding a little annoyed.

"Nothing... you just got me so turned on by watching all this that if I watch for any longer, my jism won't end up where I want it to go."

Erin laughed, and pulled her cock from between my lips and stepped to the side. Amanda got off the couch, and walked across the room towards us, her cock swaying back and forth between her smooth legs. She stopped right in front of me, and alongside of Erin who was still smiling at her.

"Mind if I play with his ass while you have your fun?"

"As long as it's okay with Tim, it's okay with me."

Both girls looked at me, as though waiting for me to answer the question that they had not even directly asked me.

"It's okay with me," I replied.

I had known the moment would present itself, so I had sort of mentally prepared for it. In a sense, a part of me was pretty curious and wanted to see what might happen. Erin smiled seductively, happy to hear my response, and walked around us slowly until she was behind me. Amanda ran a hand through my hair and started rubbing her cock against my lips. I started to lick the head as she moaned and leaned her head back. Then I took her in my mouth and immediately deep throated her.

As I worked on Amanda while Erin stood behind me and spread my ass cheeks.

I moaned around Amanda as Erin examined my hole, gently rubbing it with her index finger. She got down on her knees, and I felt her hot breath against my backside, as she now buried her face between my cheeks. I stopped and gasped, then groaned against Amanda's cock before continuing, as Erin started performing a rimjob, licking my asshole.

She lubed my ass up nice and good with her tongue, before inserting her index finger and pushing it in all the way to the knuckle. I tensed up a little, gripping the carpet underneath of me as I tried to focus on sucking Amanda's cock. I could feel her balls against my chin as she shoved herself down my throat and held her position for a few seconds before pulling back.

Erin's finger was moving in and out of my asshole, massaging that sweet spot within that had never been touched before. Once she felt comfortable enough, she slowly and carefully inserted a second finger, stretching my hole a little bit further. I groaned, feeling myself stretch around her fingers. It wasn't exactly painful to be honest... it just felt a little strange.

Erin withdrew both fingers, and stood up behind me. She walked off to the bedroom, leaving Amanda and me alone for a few seconds. I wondered where she was going, but Amanda didn't seem worried so I figured she must know. A few moments later, the Erin returned with a bottle of Astroglide lubrication. I felt my heart start racing as I realized what that was more than likely intended for.

Sure enough, she got behind me again, and with a slap on my ass I heard the cap on the bottle snap open.

"You sure he's ready back there," Amanda asked.

"I'm pretty sure. As long as I take it slow and easy, he should be alright. Trust me Tim, you're going to love this."

I heard the bottle squelch as she squeezed it, and I jumped in surprise when I felt the cold lube being poured on my ass. It ran down the crack and over my hole and she slipped her fingers back inside of me, smearing it all over my hole and getting my insides nice and slippery too.

She applied a little bit more, repeating the process and then an extra bit to her cock. She started stroking herself with one hand, lubing up her cock nice and slick, while using the other hand to finger fuck my ass again for a few seconds. I had slowed down a little on the blowjob I had been giving Amanda, so that I could focus on what this was probably going to feel like for the first few moments.

Amanda seemed to be pretty aware that I would need a minute or two before I could focus on sucking her cock again.

"We're all ready," I heard Erin whisper and then I felt the large bulbous head of her thick cock probing at my hole. She ran her hands up and down my back, her fingers wet with lube as she probed my ass for a few moments. Then, with a little bit of pressure, I felt a hot searing pain as the head pushed into my tight virgin asshole.

I gasped, biting my lower lip, and tried not to scream as Amanda ran her hands loosely through my hair in an attempt to keep me calm. I grunted, lowering my head as Erin stayed perfectly still for a few moments and applied a little bit of extra lube, before she started to slide forward, deeper inside.

Inch by inch she slowly pushed herself inside of me, until she was up to her balls, before she then held still for a few moments. I breathed a heavy sigh, and felt myself relax a little more. The pain was subsiding, and my cock was actually starting to get pretty hard too. It was a strange feeling of fullness, but it wasn't disturbing in any way... it was just... different. Erin sensed that I was ready, and so she pulled slowly, halfway out and then thrust balls deep back into me.

I grunted, as she slammed all the way in, and then pulled back again, before repeating the same move. She started thrusting, in and out, harder and faster. I grunted and moaned each time that she slammed into me. At this point Amanda grabbed my head and forced my mouth down over her cock once again, gagging me for a moment.

I eagerly restarted deep throating her cock, while Erin started to get a little more aggressive with my ass. Both girls were pounding me from both sides, and as strange as it was to admit... I was loving it!

My moaning was starting to get louder and my cock was probably harder then it had ever been before. Erin reached around and took hold of it, and started jerking me off while she continued to ram my ass.

At some point, both girls withdrew and flipped me over onto my back. Erin slipped her cock back into my asshole, and started fucking me missionary. Amanda stood over top of me and knelt down, her cock right in my face and I continued sucking her off as I had been a few minutes earlier. At that moment, the two girls did something that I found incredibly sexy, and added to my arousal.

They both smiled at each other, and leaned over me, and started making out with each other right above me. It was like a man's dream come true, two beautiful girls, totally naked, making out with each other over top of him... except these two girls had dicks, but other then that, yeah it was like a man's dream come true.

"Mm, you know," Erin said sexily. "As good as Tim's ass feels... I think I want a piece of your sweet ass Amanda."

I couldn't believe my ears. Erin had slowed down fucking my ass now, and Amanda had pulled her dick from between my lips. The look on Amanda's face matched Erin's, with the same hint of heat in her eyes as the other girl had.

"Well, it certainly wouldn't be the first time. I think I have an idea though on how we can make it different."

"Oh? What idea might that be?" Erin giggled.

"I think I want to try fucking some ass of my own," Amanda said, winking down at me and I knew what she meant.

"Hmm, getting adventurous now, aren't you," asked Erin.

"A little. But I think while I'm fucking Tim, you can have your way with my ass at the same time. Sound like fun?"

"It sounds good to me," I admitted, and both girls laughed.

"Alright then," said Erin, "I think the best way to do this, would be for Tim to go to the couch and lean over the arm. So get moving you dirty little slut," she said, slapping my ass as I stood up to move towards the couch.

I bent over the arm like she had instructed me to do, and Amanda came over behind me. She rubbed my ass and my back for a few moments, while kissing me on the neck. I turned my head a little and we started making out for a few moments. My asshole was already gaping from Erin's dick, so when Amanda spread my cheeks and gently pressed her cock against my hole, it didn't take much effort for her to slide right into me.

I heard her moan, probably as loud as me, as she slipped into me balls deep. This was the first time she had ever tried fucking someone in the ass, so I knew it must have felt good for her. She seemed to adapt pretty easily though, and soon she was fucking me with long hard strokes, as I continued to bend over the arm of the couch. After a minute or two, Erin came up behind Amanda and the two girls started making out while Amanda continued fucking my ass. From behind me, I could tell Erin was attempting to prepare Amanda's ass for her cock.

I heard the bottle of lube being squeezed again, and Amanda moaned as Erin applied some and slipped a couple of fingers into her.

Erin spread Amanda's cheeks and pressed the tip of her cock against her hole. Erin kissed Amanda on her neck, before reaching around with both hands to take hold of her breasts. She started to massage Amanda's breasts, tweaking her nipples and stroking them as well. Amanda moaned at the feeling of the two hands on her tits, and started pounding me harder at the same time. She slowed down briefly then suddenly pushed deep inside of me, causing me to gasp for air. She held her position, as Erin proceeded to carefully slide her own cock into Amanda's asshole.

Amanda moaned loudly right next to my ear, and Erin groaned as she now slid her cock into her friend's asshole. Amanda gripped my hips fiercely, digging her nails into my sides as Erin slipped the rest of the way inside.

I felt an extra bit of weight against me, as Erin started pounding Amanda against me, causing Amanda to start fucking me deeper and a little harder too. It was funny how the extra bit of weight actually made it feel even better. Both girls were slamming deep inside of me. Every time Erin slammed deep into Amanda, she would moan loudly, and push deeper inside of me, causing me to cry out in pleasure. Soon, the three of us were all fucking in perfect harmony, moaning and panting.

Within minutes, the pace had increased, and it was obvious that all three of us were approaching orgasm. It made it a little more intense to know that the three of us were probably going to cum all at the same time. Erin was first, pounding harder and harder at Amanda's ass, before slamming deep into her and pushing her hard up against me. Both girls cried out pretty loud, and I could feel them shaking against me, Amanda's tits pressing hard against my back.

Erin exploded, pumping her load deep into Amanda's asshole and at about the same moment I felt Amanda's cock start to pulsate as she screamed in my ear and unloaded her cum deep inside me.

My body started to shake, a little violently, and I gripped the sides of the couch feeling my asshole clamping down around Amanda. I moaned loudly, perhaps more wail than moan, in any case I wasn't making much of a man's sound at that moment, as I felt my dick explode, spewing cum all over the side of the couch and the floor. I was too caught up in the whirlwind of emotions and pleasure to really think about the mess I was making on the hotel room floor and couch. When it was over, all three of us slowed down and eventually stopped moving all together.

I was slumped over the arm of the couch, with both girls on top of me, pushing me down hard into the cushion. While I was able to deal with it for a few seconds, it soon became a little uncomfortable. I pushed my ass back against Amanda, giving her a little nudge to snap her back to reality and let her know that she and Erin were both crushing me.

Erin slowly withdrew from Amanda, and Amanda followed suit by sliding out of my gaping hole. Her warm cum leaked out of my ass, and down the back of my leg, as I slid forward to lay the proper way on the couch and sank comfortably into the cushions. Both girls dropped to the floor, exhausted and laid there for a few moments, making out with each other. I could see them kissing over the side of the couch, and if I hadn't been so tired, I might have gotten up and joined in with the two of them.

Eventually, Erin drifted off to sleep, at which point Amanda crawled up onto the couch with me. We didn't bother to pull out the bed, we just laid like that, with her on top of me, making out and caressing each other.

"Did you enjoy what we did honey," she asked finally.

"It was fun," I said... she gave me a look as if expecting me to say more then that, and I laughed nodding my head, "Okay... it was fucking awesome sweetheart. It felt really great."

"I'm glad you liked it," she whispered, kissing me on the lips.

"What about you," I asked, "This was the first time you've tried the topping, isn't it? How did you feel about that?"

She smiled, and reached down, taking my hand and placing it on her flaccid cock.

"I had a lot of fun. But I'm probably not going to go full-on Dom or anything. I love having my ass fucked too much to swap roles permanently. But I think I might enjoy being a switch, and swap things around every now and then."

I was glad to hear that she didn't have any sort of regrets. We didn't have much else to say after that, and in a few minutes, Amanda had drifted off to sleep. I could feel her warm breath on my chest slow down, indicating that she was out cold. I ran my hands through her hair, enjoying the feeling of skin on skin.

But as I held her close, my thoughts drifted to the fact that this weekend was almost over. I didn't know what would happen with Amanda and I when we had to go our separate ways. She and her friends were all from New Jersey, and I was from Philly. I had never been a fan of long distance relationships because I'd seen so many fail, and so incredibly quickly, for my friends who had tried it at some point in the past. I had always tried avoid any serious situations with anyone living too far away.

But I hated the thought of never seeing my Amanda again...