Part 5, (f)irst time anal and 3 night stand | 2016

This is part 5, previous parts are here.

http://www.reddit.com/r/gonewildstories/comments/25cyf6/part_4_first_time_anal_and_3_night_stand/

I wrote this out lastnight when absolutely hammered, and when I re-read it, it was terrible, so I didn't submit it. I hope this is better. :)

So we left off after breakfast, Dan and I returned to our hotel room. Or should I say his hotel room. He was successful, and I was a broke recent grad. When we got back to the hotel room he pushed me in infront of him and closed the door behind me. I was used to being pushed around by him a bit at this point so I just kind of went with it.

I turned to give him a kiss, and he grabbed my shoulders preventing me from turning.. he pushed me towards the bed again, and I followed his silent requests.

He forced me down onto the bed, and started to pull my jeans off. Reaching around me to undo the button, and then tugging on them, my panties went with my jeans to my ankles.. I was sopping wet by this time. Even though we'd just had sexy-fun-times earlier that morning I was ready again. But this time I was going to get him to fuck me.

WIth my jeans still in a tangled mess around my ankles, he lifted up on my hips and forced me further onto the bed. The hotels bed was pretty low, so on my knees was about the right height for him to take me from behind. The thought of having him take me from beind excited me.. but I wanted it in all positions.. so I didn't want him to cum too quickly. I reached back and tugged on his jeans and told him to drop them.. I pushed my bare ass back into him to tease him and encourage him.

He didn't take off his pants, and instead started lifting my shirt off. I went with it.. aand again pushed myself back into his clothed throbbing erection, I could feel it's stiffness through his jeans.. my juices spreading themselves on his crotch area. I remember saying "You should take those off before I ruin them." But in reality it was too late, he wasn't going to be able to wear those again until we found a laundry machine.

so now I was in my bra and socks, with my jeans wrapped around my ankles, and this amazing guy still fully clothed behind me... I kicked off my jeans and turned to him... kneeling on the edge of the bed.. I started to tug on his jeans again and he didn't resist, so I undid his belt, and button, and fly, and pulled his jeans and shorts off together.. atleast down to his ankles together.. his cock bounced out and was about breast height for me.. I gave it a few pumps.. and then put his pre-cum oozing head in my mouth and gave it a short suck.

This time I was determined to get my pussy fucked. so I couldn't do too much with my hands or mouth otherwise I'd have to wait for next time.

I helped him take off his shirt, and then guided him onto the bed.. on his back, his head on the pillows...

I straddled his knees and started playing with his cock.. first with my hands, then with my mouth, I started sucking on his head, licking his shaft, and sucking on his shaven balls. I slowly started to kiss my way up from his hard cock.. ensuring that beofore I left it I licked up all the pre-cum. I don't know why, but I had this thought that if I didn't I'd get pregnant.. the reality was I was going to ride him and let him blow his load inside my pussy... another first.. hopefully, and a little pre-cum wasn't really going to be an issue if I was doing the morning after pill anyways... but I licked it all up.. even going so far and to give him a big squease and stroke, and then flick my tounge in his cock hole.

As I move dup I finally started kissing his neck.. he was grinding his cock into my thigh now.. and I repositioned so he could grind into my clit.. he did and a wave of enjoyment flowed over me..

Finally.. it was going to happen. I had virtually discounted my previous sexual experience as a mistake... pretended like it didn't happen.. and was treating this event like it was my deflowering.

I sat up and leaned back, I could just barely see the head of his cock peeking out from between my swollen wet lips.. my short pubes gently wrapping around his shaft..

I raised myself up, and grabed his cock, put one hand on his chest to balance myself.. and pumped him a few more times. HIs cock was absolutely saturated in my juices..

I pointed his head right at my pussy hole, and started to lower myself onto his cock.. his head slipped past my lips easily.. and started to penetrate my pussy... just the tip was in.. and then slowly.. I was lowering myself..

And then he withdrew, he slapped me on the thigh and said "Bad girl!" in a cheekish way, and his cock was out of me faster then I knew what was going on.. I could barely speak.. I think I said "what?"

Then he said.. "that's how you end up with babies, and I know you don't want that."

I mummbled something about getting the morning after pill.. I was still reeling from having his cock so close to being in me.. waiting for it to slide back in.. he hadn't even let me go all the way onto him.. just the fucking tip.

I leaned forward and his cock rested between my lips.. right onmy clit.. his thumb went tehre too, and he started to massage it.. my eyes rolled back, I was so close to orgasm.. but I didn't want it. I want'ed sex.

I whispered into his ear.. "Please.. please fuck me.. " I was begging. I'm not ashamed to admit it. He was incredible, and I desperately want'ed him to be inside my pussy..

He pushed me back up.. so I was sitting on his cock again.. and then pushed my hips away.. back down to his knees. His cock was absolutely soaked in my wetness..

He grabbed my hair .. by the pony tail.. and guided my head down to his cock.. he whispered. "we'll see how you do with this, then we can see about the sex."

I belived him, and I took his cock in my mouth.. I could taste myself.. another first. It didn't taste bad.. I sucked and licked.. massaged his balls with my other hand.. and did my best to pleasure him. If I was good he would let me fuck him... I knew he would. He had to.. he must have wanted it as much as me.

His hips started to buck, and his head pressed me into his cock.. it tickled the back of my throat but I held it together.. to ensure his pleasure. but I didn't want him to cum. I wanted it in my pussy. I started to pull off of him.. I guess just as he came.. and stopped pumping him. He came a little in my mouth, that I swallowed.. and I fought myself off of him, trying to prevent his orgasm.. being selfish and wanting it inside my pussy..

He said.. "you ruined it.. you pulled away." I nodded, telling him I wanted it "inside me." he still had a very hard erection. I guess when you don't have a full orgasm it's easier to go again?

I remember him saying "I can handle that." and climbing off his back, he pushed me down on the bed face first, and spread my legs. again I was ready to get fucked from behind. I was finally going to get it..

And then he placed his swollen head on my pucker, and slid it inside again. I wasn't angry, I was definitely enjoying it. But I was frustrated. He was just not getting the message. I wanted my pussy fucked, I wanted it now, and I wanted him to cum inside me.

I told him as he was fucking my ass, that I had a condom.. and he should use it, and fuck me.. he was silent.. I was still enjoying it.. and his hand reached around me and started to tease my clit.. he rubbed it just like he had before as he slid in an out of my asshole.. and after a few moments, I started to cum. I clamped down on his stiff cock with my asshole.. and pushed back into him. This encouraged him.. and as I came down off my orgasm he started pounding away.. no longer gentle..

This is exactly what I wanted, but fuck, I wanted it in my pussy..

He rode me like this for probably 5-7 min.. and ofcourse me being post orgasm, and him having had a 1/2 orgasm, he was trying hard to cum... I couldn't take it anymore and I had to ask him to stop. I put the palm of my hand on his thigh.. and started to push him away.

My asshole was officially wrecked.. In hindsight I'm amazed it lasted that long. I was an anal virgin, that was just had 3 sessions of anal in under 72 hours, using only spit and my pussy juices as lube... but I was done. I had to tap out..

He climbedo ff of me, and I rolld on my back. I apologised.. perfusely.. I felt bad.. I told him to fuck my pussy instead.. He took advantage of my apologizing and said.. "no, I want something better." I felt a bit like maybe my pussy wasn't good enough. He was definitely avoiding fucking it.. but I felt bad for first ruining his orgasm, and then not being able to handle him in my ass.

He slid up my body.. sitting ontop of my chest.. I was still wearing my bra.. and he tease a nipple by sliding a finger under it.. then he grabbed his cock and slipped it into my mouth. I tasted my juices again.At the time I didn't realize it had just been in my ass. I was horny and completely oblivious.

I sucked on his cock as he straddled me there.. stroked him, licked his shaft again and massaged his balls.. but I was still determined to get my pussy some play. So I was being gentle.. trying to get him so horny he just took my pussy out of frustration..

He thrust hard into my mouth, and I felt him start to tense up.. I think I mumbled "no" again and tried to stop so he wouldn't orgasm. I wasn't very good at this teasing thing. He seemed to cum every time I was just trying to get him horny and frustrated.

I pulled my mouth off of him and pushed him away, I grabbed his balls.. I remember a girl friend of mine saying that if you pulled hard on a mans balls it would prevent him from cumming. I'm not sure if it works, maybe someone here has an answer, but it didn't work this time.

as I pushed on his stomach, and pulled on his balls, he 1/2 stood up, and moved back, all in mid orgasm. I was unable to prevent him from cumming..

From about 2ft above my body, he came. 5 long ribbons of cum...