I really enjoy all-nighters.
Crawling into bed with someone and fucking them until you are both tired and fall asleep. Then, whenever one of you wakes up, you wake the other and fuck again until you both fall asleep again. This continues until morning when you fuck one final time (often in the shower) before starting the day.
And it's not just the fucking that I like. I also really like being naked with the other person. The body contact. Feeling them next to me. Kissing them. Falling asleep together.
The all-nighter is something I have done many times with a woman. But never with a man. I suspect the reason for this is because my sexual interactions with men and women are so different. With women, there is often an emotional connection. With men, it is all about being fucked and used.
I was on a business trip last week, contemplating my decision to let my submissive side take more control of my life. I decided that it was time that I spend the night with a man. I knew I would have a couple days free at the end of the week so I posted this ad on Craigslist a week before my planned trip...
Please read completely as I am looking for something very specific
I am a 49 yo bi mwm. 6'3" tall, bigger chub with a small cock that resembles a clit and nice suckable / fuckable tits. Strongly prefer being submissive and somewhat fem acting. Love sucking cock, swallowing cum, being fucked, having my tits/nipples sucked and played with, j/o, toys, porn, body contact, role play, groups, watching and being watched, blindfolds. Not into rimming, piss/poo, blood, pain.
I will be in town on business next week. On Wednesday or Thursday I would like to find a man spend the night with me. Something like this... you arrive and we fuck until we fall asleep. Throughout the night when one of us wakes up we fuck again then fall asleep again. This repeats until morning. I have done this many times with a woman but never with a dominant guy.
I am drug and disease free, HIV-, non-smoking and have perfect hygiene. You must be the same. This is non-negotiable. The disease-free and hiv- part is extremely important as I suspect some or all of our play will be bareback. Guys with recent test documentation go to the front of the line.
I am open to any age / race / body type of guy as long as you meet all of the above criteria. I want to be your submissive cumslut and have you fuck me multiple times so you need to be able to stay all night. I prefer guys who are clean-shaven (face) and groomed (cock) and who are into kissing/body contact but none of these are a deal breaker.
I will host in my hotel room. Respond if interested.
I received a few replies and responded to my favorite who happened to be a medical doctor in the local community. We agreed to meet at his office on Sunday when I arrived in town to say hi to each other and get tested for STDs.
When I arrived I was greeted by a beautiful, caramel-skinned black man. He was 6'6 tall and all 280 pounds on his frame was muscle. He could have fucked me on the spot and I would not have cared. We talked a bit and a nurse drew a blood sample from both of us. I gave him a key to my room and we agreed to meet Wednesday around 9:00 p.m. Before I left he kissed me. I let my hand wander down the front of his pants, hoping to unzip them and get an early taste but he stopped me and told me I would have to wait.
Needless to say, when Wednesday arrived I could hardly concentrate. I raced back to the hotel after the last meeting of the day so I would have plenty of time to shave, shower, douche and get ready for the evening. I put on a pair of red, crotchless panties that allowed full access to my cunt but kept my clit tucked away along with a matching red top that accentuated my tits. I then dimmed the lights and waited.
At 9:00 p.m. sharp I heard the door open. As he stepped into the room we embraced and kissed. My hands again moved to undress him and this time there was no resistance. Shoes, socks shirt and pants were soon on the floor. I dropped to my knees and slowly slid his boxer briefs off. His cock sprang free and was in my mouth almost instantly. Nine inches, not too thick, clean shaven.
"I've been thinking about you all week," he said as I worked to get as much of him in my mouth as possible. "If you don't slow down I'm not gonna be able to stop myself."
I think he thought that this would make me slow down... but his words only encouraged me. I wanted his cum.
His cock began to throb, and the distinct half-moan/half-grunt sounds coming from him told me that he was close.
"I cum a lot," he said as his hands held my head and gently pulled me closer. "Make sure you swallow it all, sissy."
He pulled me closer and held my head still... the head of his cock was at the back of my throat, the shaft now in full spasm mode. Then I felt it. The unmistakable spurts of cum from his cock.
He began pumping my throat full of his seed. I swallowed as fast as I could, but his cock might as well have been a fire hose. His cum leaked out of my mouth and ran down my chin and onto my tits.
He pulled out of my mouth and let the last couple of spurts land on my face. I was trying to catch and eat every drop that landed on me. I wanted it all inside of me.
After a moment he stood me up and led me to the bed. His cock showed no signs of deflating.
I lay on my back and in one motion he spread my legs, hooking them on his arms and shoulders. Missionary position, which I really, really love. He bent me in half further than I would have thought was possible. His mouth approached mine and he alternated between kissing me and sucking on my nipples. I could feel the head of his cock pressed against my cunthole.
I wanted him inside of me.
I tried to move my body so his cock would slide further forward and into me but was unable to move. He controlled me.
I could feel the precum from my clit oozing out from my panties and onto my hole. I wanted him more than I have wanted anything.
Then it happened. He gave my panties a tug to release my clit. Then the pressure on my cunt increased as he slid into me fully. I came instantly and violently onto my own face as he started fucking me.
Normally after I cum I need a break, but not tonight, My clit remained erect and throbbed so hard it ached.
He picked up the pace. Deeper. Harder, Faster. He fucked me like he was trying to impregnate me, and I urged him on. I begged him to breed me. I wanted nothing other than to keep him inside of me all night and forever.
He held me so tight that my hands were free to explore. I fingers pinched my nipples, only enhancing the sensation I felt inside of me.
And then I came again. This time the contractions of my cum spraying out actually hurt. He was holding me in a position that allowed most of my cum to shoot directly into my mouth. He was treating me like a slut and a cock sleeve. His slut. His cock sleeve.
I completely lost track of time. I remember feeling him get harder and pushing deeper into me. One final thrust that he held inside of me. He was filling me with his seed. I felt his cock throb inside of me. Felt the contractions of the cum being pumped inside of me.
He held me in that position until he was empty. I felt him start to get soft. As he did, he pulled out of me and a flood of cum rushed out. He apologized for the flood but I loved every drop. He owned me, and the cum rushing out of me was proof.
I lay back and he snuggled into me and started playing with my manclit, again. I was uncomfortably hard... everything inside of me ached from the previous orgasms. But that didn't matter. He owned me. He decided what would happen to my body. He stroked me and alternated between kissing me and sucking on my nipple.
When I thought I was seconds from cumming he stopped stroking my clit and fingered me. Then he moved back to my clit. I am not sure how long he did that but he finally let me cum, and I fell asleep almost instantly.
I woke to the feeling of his cock sliding back into me. Apparently, he fell asleep too but woke after a couple hours and fucked me again. I just lay on the bed on my side and let him use me. After a few minutes he came inside of me and fell asleep again.
This happened all night. I lost track of how many loads I took from him. By morning my cunt was sore. We took a shower together and he fucked me once more in the shower.
He called me the names I like. Whore. Cunt. Sissy. Faggot. Slave. In the shower he held my bag and balls so tightly that I thought he should squeeze them off. I would have been fine with that. I would have started hormones and agreed to having the parts that made me a man removed on the spot had he asked. I wanted all of him forever. Well, perhaps all of his cock forever.
After showering he thanked me for the evening. As he dressed he told me he was married to a woman and that the next time I was in town the three of us would get together. Then he left.
I stood there naked. Cum still running out me from the night before. My cunt and nipples were raw.
I wanted him again, but the day called be back to the conference.
Update: I visited town a couple years later and connected with him and his wife. She was just as amazing as he was. But that is a story for another day.