May continued to moan, clearly building toward climax again. I looked up at her for the first time since I started fucking Daniella. She was now propped up on her arms, trying to get a better view of what we were doing. Sweat dripped down between her breasts. Her eyes were wide open, filled with lust, and looking right at me. She reached forward and pulled Daniella’s up by her arms until they were kissing again. As Daniella scooted forward, my cock slid out of her. I stayed where I was, holding my cock, waiting to see what ultimate position the two of them ended up in.
At May’s urging, Daniella climbed up on the bed and laid down on her back, stretching the length of the bed, her head toward the window side and her feet toward the door. May climbed on top of her, facing the other way, until they were in a sixty-nine position, each with their heads between the other’s legs. I just watched in stunned silence for a while, soaking in the sight in front of me. Eventually I couldn’t take it anymore and climbed up onto the bed, cock in hand, on the window side. I maneuvered until I was on my knees, just behind May’s ass and above Daniella’s face. May looked over her shoulder at me and panted “fuck me, Jake.”
I did as ordered, plunging my cock into her dripping wet pussy. She squealed in delight and resumed licking Daniella’s clit. As I grabbed May firmly around the waist and began thrusting in and out of her, I could feel my balls making contact with Daniella’s face. Before I knew what was happening, I felt her mouth on the underside of my balls. One at time, she sucked them into her mouth. It was a feeling I’d never before experienced. I slowed my pace, in part for my own safety and in part just to soak in the incredible eroticism of the moment.
After a minute or so of this, I felt Daniella let go. Her head disappeared and it became clear she was trying to change positions. I reached forward and lifted May up until we were both nearly upright. She twisted her head around to kiss me as I continued to fuck her from behind. Once free of us, Daniella spun around quickly until she was on her back again, but this time with her head on the same side of the bed as May. She threaded her legs in between ours until her hips were all the way through and then she spread her legs open just below me. May and I stopped kissing as I let go of my grip around her chest. She leaned forward again until her lips lined up with Daniella’s and they began kissing.
It was clear now what Daniella had done. She’d put herself in a position to be fucked, a position where all I had to do was pull out of May and I could drive my cock right back into her. I was in a position now that was ripped straight out of my wettest dreams, a life long fantasy come to life. Two pussies directly in front me. Both dripping wet and eager to be fucked. I pulled out of May and aimed my cock between Daniella’s legs. A second later, I was deep inside her, thrusting with a sense of urgency. She moaned something in Portuguese. I looked down and noticed that Daniella had a hand between her legs and was again fingering her own clit. I reached around May’s hips with my right hand, found her clit, and began stroking it with my middle finger. She soon resumed moaning.
After a minute or so in that position, I pulled out of Daniella and, without warning, plunged my cock back into May. She gasped. I continued to stroke her clit with my finger. I saw Daniella was still doing the same with her own hand, furiously stroking herself. Both of them were moaning loudly now, clearly getting close to orgasm. May was first to get there. I felt her start to tense up. She screamed “oh god, Jake, harder, fuck me harder!” I grabbed her firmly by the hips and began slamming into her. After a few more thrusts, she let out a high pitched “fuck” and I felt her spasm on my cock. Her whole body was shaking.
I was almost there myself, but I wasn’t done. I pulled out of May and thrust my cock back into Daniella, who was still frantically stroking herself. She let out a squeal and before I’d even thrust twice, I felt her coming too. As she clenched down on my cock, I felt my own orgasm coming. I pulled out and Daniella immediately grabbed my cock, tugging it as my cum shot out across her stomach.
A few seconds later, all three of us had collapsed in exhaustion on the bed.
The next thing I remember was a knocking on the door. The conductor poked his head in the room and said something. I heard the word “Milan.” May and I were in a spooning position, still completely naked. I rolled over and saw that Daniella was already up, sliding her clothes on. I watched as she slid her skirt up over her perfect hips and pulled her top over her perfect breasts. By the time she was fully dressed, I was rock hard again. Daniella saw that I was awake. She leaned in and gave me a kiss. “Thank you, Jake from Montana. I never forget this train ride.” She glanced down and saw that I had an erection. She grabbed it playfully for a moment and said, “sorry I can’t help you with that.” She kissed me again and then grabbed her bag and headed out.
I rolled back over. May was still asleep, curled up on her side, facing the wall. As I stared at her naked figure, I was flooded with memories from earlier in the night, each more erotic than the last. I knew that in an hour or so, we’d be in Venice, and we’d go our separate ways. Slowly I guided my cock toward May until it was brushing up against her pussy. Amazingly, it still felt wet. I slowly pushed against it, and my cock met little resistance. As it slid in deeper, she sighed and woke from her slumber. She turned her head toward me and gave me a groggy smile, then closed her eyes again and laid her head back down on the pillow. As I began slowly thrusting in and out of her, she reached back and momentarily grabbed my hip with her right hand, clearly encouraging me to keep doing what I was doing.
After that, though, I’m pretty sure she fell back asleep. As we lay there, in a spooning position, I continued to slide in and out of her, very slowly, very gently. She was motionless, her eyes closed. I had no sense of urgency. By now the sun had risen outside and I could see the Italian countryside flying by. In the natural light, lying in the position she was in, May’s body was simply stunning. Such perfect curves. So smooth. I ran my hand up and down the length of her body, exploring it’s perfection. I traced her breasts and nipples with my fingers. It went on like this for at least twenty minutes, maybe a half hour, as the train slowly rumbled toward Venice.
Eventually May stirred again. Her eyes opened and she smiled when she realized I was still inside of her. She began moving her hips, pressing her ass against my cock. She turned her head toward me and we began kissing, tenderly. We continued in that position for at least another ten minutes, at a completely unhurried pace Eventually she began to moan. At that point she reached back with her hand and gently pushed me back until I slid out of her for the first time in over a half hour. I rolled over onto my back and turned over and quickly she climbed on top. A moment later, she guided my cock back inside of her and began to ride me, both of her hands planted firmly on my chest.
I reached up and cupped her breasts as she ground her hips on my cock in a slow, rhythmic motion. Steadily, her pace increased. Her moaning got louder. She began to bite her lip. The bunk began to shake as she pistoned up and down on my cock. She bent down and began to kiss me again, urgently, passionately. Then she whispered in my ear: “come inside me, Jake.”
Those words were the first either of us had spoken to one another since we’d fallen asleep hours ago, and something about them – after such a long silence – triggered me. I let go and my orgasm swept over me. May sat up again, planted her hands on my chest and began grinding again furiously. It took her only a few more seconds, but then she smiled widely and let out a sigh as she came too. She trembled a little and then came to a stop, catching her breath.
It was just then that the door to the sleeper car opened and the conductor began to say something before stopping abruptly. May instinctively reached up to cover her breasts with her hands, but there was no hiding the fact that we’d been fucking, that my cock was still inside her. After a few seconds of uncomfortable silence, the man said “thirty minutes, Venice,” and then closed the door quickly.
We looked at each other and began laughing. May collapsed onto my chest and we lay there, in each others arms for another fifteen minutes or so before we finally got up and found our clothes. Once we were off the train, we walked together toward San Marco Square, where May was supposed to meet her boyfriend, Pete. We walked mostly in silence. Just before we got to the square, May grabbed my hand and pulled me into a side alley. She leaned up and kissed me on the lips. We kissed for a good thirty seconds. Then she pulled away and said, “as long as I live, I’ll never forget last night. Thank you. I’ve got it from here.” Then she pulled away, gave me one last smile and wink, and was gone.
About a month later, on my way back across Europe (my return flight was from Amsterdam), I went out of my way to make another stop in Paris. I spent four more days with May, which rank up there among the best days I’ve ever experienced. She had broken up with Pete, and we spent every moment of those four days together, falling hard for each other. I’m sure I’ve never had more sex in a four day span – some of it quite kinky – than I did with her during those four days in Paris, and maybe someday I’ll tell you about it. But as is often the case in life, it wasn’t sustainable. By fall we were living in different cities and our lives were headed in very different directions. We rendezvoused a few more times, rekindled the spark briefly, but eventually we went our separate ways. To this day, though, my thoughts often drift back to that overnight train ride, and without fail, I find myself hard as rock.