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Part 4, first time anal and 3 night stand. | 2016
Part 1, 2, and 3.
Part 4!
This evening we made it back to the hotel late. Like 12 or 1:00. It was a long day and we were both exhausted. Despite the heavy petting we had done all day long at every oppertunity, I don't think either one of us had the motivation for sex.
We stumbled into the hotel, but we were sober. We hadn't been out drinking or anything. Just walking and enjoying the city.
I started to get changed into my PJ's again, this time infront of him, as he stripped down to his boxers and climbed into bed, I hit the bathroom one last time before going to bed wtih him. When I came back out he was still sitting on the edge of the bed, and motitoned me towards him.
As I got closer he wrapped his arms around me, pulled me in tight, and then we started to kiss again. He peeled all my clothes off me like an expert as he rolled me over him into bed. I was naked again. I used my hands and feet to kick off his boxers, and once again felt his semi-hard cock pressed into the small of my back.
I really had no energy though, and so besides some light grinding, I didn't instigate. I still wanted his cock, I wanted it in all three of my holes, but I just had no energy.
Finally he pushed his head down so it rested between my legs, just touching my pussy, and then he wrapped his arms around me and we went to sleep.
I woke up in the middle of the night, this time I was spooning him, and I tapped him on the shoulder to wake him up and show him the full moon that was perfectly set over the water. We were both groggy, but apparently getting woken up in the middle of the night can be a huge turn on for boys?
He rolled over me, and spooned me while we looked at the moon.. then he started reaching around my legs and massaging my pussy. His expert hands once again made me soaking wet before I could realized what was going on. The other hand exporing my breasts and teasing my nipples..
Then I could feel him grinding his rock hard cock into my lower back, between my now sopping bum cheeks. I wiggled back into him encouraging him in my sleepy stupor.
Finally I reached back and gave him some manual attention, stroking his cock, feeling my juiced flow all over it.. Then I pushed it down, trying to get it to go between my legs like it had earlier in the night, rest it on my pussy so that he could penetrate me. At this point I must add, I was so excited for this amazing boy to fuck my pussy, that I had thrown all caution to the wind. He'd fucked my ass the night before with no protection, and I knew I only had one condom. We were definitely going to get it on more then once so after the first time we were either going to have to run out and get more, or just go bareback..
In those days, I was very shy, and the thought of having to buy rubbers scared me, I didn't know if he had brought any, I know in a previous conversation he said he didn't normally bring them on dates, because it was a good way to ensure things didn't move so fast.
Earlier in the night I had cursed myself for only stealing one from my sister, but it was all a moot point now. My plan was to get fucked all weekend long, and then hit the pharmacy for the morning after pill early in the next week.
So as I pushed his cock down towards my pussy slit, I rolled my hips forwards to give him access, he put a hand on my hip, and pre-maturely pulled me back intowards him.. and once again his rock hard cock slipped into my incredibly sensitive, but no longer virgin asshole.
I moaned loudly initially, a combination of pain and pleasure. Then his fingers picked up the pace on my clit, and started teasing my pussy hole. I pushed back into him to get that more full feeling that I knew he could provide.
I started rolling my hips against his rythm, and pushing back into him as he brought me closer and closer to orgasm. I started to cum. Harderd then before.. infact really hard, I lose feeling in my legs, and my whole body tensed up, my asshole clamped around his cock, my pussy around his fingers, and my clit lit up like a christmas tree with pleasure. I moaned loudly again, and wrapped an arm around my back, and his to pull his ass towards me and get that little bit deeper, little bit fuller feeling I was chasing.
I finally went limp and he chuckled at me, I was completely exhauseted. He 1/2 climbed ontop of me and whispered. "My turn?" as he kissed me. I giggled and nodded, he gently grabbed my torso, and breasts, another hand on my ass, and now slowly and carefully fucked my still tingling, still pulsating asshole. My body was otherwise completely lifeless. I asked for him to cum inside me, and he lasted maybe 60 seconds further, and then gave two long thrusts and moaned.
He shot his cum deep inside my now quivering body, and then rolled over onto his side. He pulled me in closely, and then we fell asleep together like that. The two of us a soaking mess of my pussy juices, and his cum. His cock was still deep inside me, and as he dozed off and I started to fall into a sleep, I could feel it going soft, slowly, and slowly start to back out.
When I was completely asleep it was still iniside holding in all his cum.
We woke up the next morning still mostly in that position. He was soft ofcourse, and the cum had started dribbling. I was a little embarrased by that and tried a couple of times to stealthly get to the bathroom, but he was wrapped around me pretty well, so I just live with it.
We eventually both woke up, I went to the bathroom, then started the shower and invited him in.
I received another standing orgasm with him behind me, and then I gave him another blowjob in the shower. THis time not choking on his cum when he shot it at me. I spat that one out, I'm not sure why, it just seemed like the right thing to do in the shower? But that's the last time I didn't swallow his cum when he put it it my mouth. Other guys since I haven't swallowed, but his cum tasted amazing. It was like an orgasm in my mouth.
That day was gloomy, and we got dressed and went to a greasy spoon for breakfast.. We eneded up back at the hotel shortly after lunch... which leads to the final night of our relationship... so I'll leave that for when I have more time to type it out.
As always, any couples/girls that want to chat please feel free to PM me. That's my thing now I guess. Feel free to leave your comments too. I really appreciate them.
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