Random Gay Sexual Encounter with Curtis
My sexual relationship with Nessa did not seem to make much improvement when I turned 34 years old and still weighed 165 pounds at 6-feet tall with hazel eyes and brown hair, and a 7 inch, cut and thick cock with a large mushroom head that I would suck myself if I was able. Every now and again, when Nessa was feeling physically affectionate, she would crawl into bed naked with me for a quick moment of intimacy. Nessa would take off my underwear while I was in bed to get me naked and suck my cock deep while holding my butt cheeks in her hands until my cock was fully hard. Often, Nessa would be on top riding me as I laid on my back with her big, black and beautiful large full figure moving with passion as her large curvy ass and massive sized breasts bounced and swaying as she rode me, fucking me until she had an orgasm and screamed as we both came inside her pussy. These experiences became rare as stress and family tension increased. The challenges with her daughters, including Beth moving out to live with her father and Alisa becoming combative with Nessa and myself, added strain to our connection and made those moments of closeness infrequent. Despite the rarity, I cherished these times, holding her when we were naked in bed and feeling loved as I would suck on Nessa’s large nipples on her enormous breasts that I rested my head on and rested after we finished having sex, even as she gained some weight from the emotional stress. I still appreciated her curves and the comfort they brought, reminding me of the deep affection I felt for her.
I felt like I was in the sexual rut from not having sex or making love to Melissa and Nessa for over three months. I began looking for men to have sex with in adult gay chat rooms and Adult Friend Finders. I began to feel a sense of sexual desperation and began looking for random gay sexual hookups with men. I was open to most gay sexual acts as a top willing to fuck men or a bottom to let men fuck me.
After four months of not having sex with men or women I began chatting with Curtis from the man for man gay chat room. Curtis told me he was only into having sex with men. Curtis told me he was a bottom gay white man who was five foot, eight inches tall with blonde hair and hazel eyes. Curtis let me know he had a six-inch cock that was thick and cut. Curtis let me know that he was not looking for another long-term relationship with a man because he was already living with his current boyfriend that had not had sex with him for over a year because he is busy with school and never has time because of his studies. Curtis said he wanted to find a man to just have sex with once as a bottom. Curtis told me that he was more effeminate and wanted men to fuck him in the ass, not fucking men. Curtis let me know he was into oral sex exchanges with men so we could suck each other’s cocks and eat each other’s ass before a man fucks his ass.
Curtis explained that physical appearance wasn't a priority for him when it came to casual random sexual encounters with men; after going over a year without sexual intimacy with his boyfriend, what mattered most was simply connecting with a gay man who would follow through and help him break out of his sexual rut. He emphasized that, while he still hoped to rekindle a committed sexual relationship with his boyfriend someday when he was ready, his immediate need was just to have sex with men. Curtis was clear that he was not seeking anything long-term at that moment—he was looking for a quick, random sexual hookup with a man who could be a top to fuck him in the ass, not a bottom for me to fuck. In gay sexual relations with men, I prefer being the woman in the situation because I love sex with men and I would happily get pregnant and carry a baby as much as I love children, but, unfortunately, men cannot get him pregnant.
When Curtis asked me in the man for man gay chat room if I was OK with that, he explained he'd be happy to come over and have sex with me, but he could not have me come to his apartment since he lives with his gay boyfriend and didn’t want him to find out. He made it clear he did not want to risk his boyfriend coming home and catching him having sex with another man. I told Curtis that was fine with me, and I would be happy to host him, especially since I had not had sex with men or women for over four months and was feeling eager to connect with another gay man. However, I also told him I would like to know what he looked like first, since I need to feel sexual attraction before meeting anyone in person to have sex with if that was OK with him.
Curtis and I both agreed to exchange photos on the computer with each other and both of us sent regular casual pictures along with nude pictures of ourselves showing pictures of our front side and our back side. I told Curtis that he looked remarkably attractive for a gay man. I told him that he looks adorable in clothes while looking beautiful while he is naked. I let him know that he had an adorable butt and an amazing looking cock that I would enjoy sucking while giving him head. I told him that I would really enjoy getting together with him to have gay sex if he is interested. I let him know that I am a top that loves to fuck gay men that is versatile and if he changes his mind. I am always willing to be a bottom for gay and bisexual men that want to fuck me because I love being fucking gay and bisexual men and having them fuck me.
Curtis told me that he thought I was incredibly attractive for a gay man after looking through the pictures that he could see of me dressed casually and the adorable nude pictures that I sent to him showing how I look naked from my rear view and my front view. I also sent Curtis a picture of my cock alone. Curtis told me that he would be happy to meet me as soon as possible so we can make out and have oral sex with each other sucking each other’s cocks after he saw how beautiful my cock looked, you have a bigger and more beautiful cock than my gay boyfriend and I can hardly wait to suck it and have you fuck the shit out of me with it for hours on end until I have to leave before 10:00 PM at night so my boyfriend doesn’t get suspicious. I cannot wait to get together with you, but you must understand. This will be the last time we will be able to get together to have gay sex with each other since this is a random, onetime gay sexual hookup for sex.
I let Curtis know that I fully understood and I was OK with that since I have not had sex with anybody for over 4 months since my girlfriend and fiancée Nessa has not been having sex and made out with me for a long time either. I let Curtis know I was fine with us only getting together one time for a random gay sexual hookup since I was not sure how much longer it was going to be before Nessa and I will have sex again either and if things got much worse with Nessa’s daughter’s hostile behavior I might decide to move out and get a place of my own so I can have some sense of peace and focus while I’m trying to finish school. I told Curtis that Nessa and her daughter would be coming home at 11:00 PM so we will have to finish so he can leave before 10:00 PM so they do not catch me cheating and having gay sex with a man either. I gave Curtis my home address along with my cell phone number to call me in case it gets lost and let him know that if he ever changes his mind and would like to get together for another random gay sexual hookup, I would be fine with that. I let him know that I was going to take a shower and I would be ready for him and lay naked in bed when he arrived. I told Curtis that I would leave the front door unlocked and he could ring the doorbell and wait for a minute before opening the door and entering. I asked Curtis to lock the door after he comes inside and when he is in the living room to take a left to walk to the end of the hall and right into the open door to the master bedroom where he could enter. I let Curtis know he could take his clothes off to crawl into bed with me where I will be lying naked waiting for him to make out with me before we have oral sex with each other and I fuck him in his ass intimately in the way I enjoy making love with men.
I went to the master bathroom and got naked to take a shower after I finished chatting with Curtis on the man for man gay chatroom. After I finished washing myself off, I dried myself with a towel before crawling in bed naked with no covers on the bed as I laid naked waiting for Curtis. As I lay there, anticipation built with every passing minute. The quiet of my bedroom amplified my excitement and nerves, making me hyper-aware of every sound in the house as I waited for Curtis to arrive. The vulnerability, both physically and emotionally, made the moment feel raw and electric, heightening my longing for the random gay sexual hookup connection we had both craved for so long.
Five minutes after I finished taking a shower and laying naked on the bed waiting for Curtis, I could hear him ringing the doorbell and entering the door one minute later and locking the front door after entering. When Curtis got to the door of the master bedroom he stood at the door looking at me in bed naked as we both were looking at each other. Curtis told me with a gay sissy voice, “You look so hot compared to my gay boyfriend that I live with. You are an adorable and sexy gay lover laying naked in bed and your cock looks so beautiful that I can hardly wait to have it deep in my mouth as I suck your cock. I cannot wait to have you fuck me with your amazing cock that is making me so horny.” Curtis took off his clothes and folded them to place in the chair by the bed.
As Curtis settled into bed beside me, the anticipation between us was palpable. The warmth of his body against mine felt comforting and exciting all at once, as we explored each other with gentle, affectionate touches as we held each other’s naked bodies. Our kisses deepened, growing more urgent as our connection intensified, both of us eager to fulfill the longing that had built up over months of solitude and unmet sexual desire of us both. Curtis’s compliments and tender gaze made me feel seen and wanted, reassuring me that, for this moment, we were exactly where we both needed to be sexually.
Curtis began kissing and tonguing from my mouth to my neck and ears prior to kissing all over my chest as he massaged my body while working his way down to my stomach until he made it down to the head of my cock. Curtis spread my legs and slightly lifted my legs, and he began sucking my cock while holding my ass in his hands as it became hard. Curtis then gave the head of my cock a kiss and looked up at me and he told me, “Your beautiful cock is mine for the rest of the day. You have an adorable ass to Honey, I am not into it, but I can see why other men want to fuck your sexy ass. I just hope I can fuck with my ass as good as I am sure you fuck with your gorgeous ass. I can hardly wait to see where things go from here. You are so adorable it almost makes me wish that I had met you before I got into a committed gay relationship with my boyfriend that I share my apartment with because I would enjoy making love with a guy like you every night and day of the week as sexy as you are.
Curtis went back to sucking me until he completed utilizing his oral skills. I enjoyed every moment of it as I reach the point of having a gay orgasm with my cock exploding with cum that began dripping from in his mouth as he continued sucking my cock until I stopped cumming. I filled this mouth full of cum, and Curtis moved back up my chest, holding me and deep kissing me while his mouth was full of cum. Both of us continued to deep kiss each other sticking our tongues deep into each other's mouths as we both swallowed cum as I licked it off his face until the come was gone. We both kissed and held each other and Curtis looked passionately into my eyes and told me with his sissy gay voice, “OK boyfriend #2 it is your turn to do what boyfriend #1 has not done for over a year. I am going to turn around and lie on my stomach so you can eat my ass until my asshole is fully wet and ready for you to bury your cock deep inside of my ass and fuck me like there is no tomorrow. Sadly, with my gay lover not having sex with me for over a year it is going to make me wonder if there will not be a tomorrow. I am beginning to fall in love with you, and I am ready for you to make love to me and fuck my ass belongs to you. For the next 8 hours my ass and the rest of me actually do belong to you so you can fuck and make love to me as my extra gay lover as much as you want for the next eight hours while I’m in to loving you on this wonderful gay one time random sexual hookup that I’m enjoying with my whole heart. Curtis then rolled over onto his stomach, and he said with his sissy gay voice, “My ass is ready Honey, come and take it.”
I went down between Curtis’s legs and began eating his ass and deep tonguing it for five minutes until it was fully moist and ready for my cock deep inside his ass. When I laid on his back and slowly worked my cock deep inside his ass as he moaned while I began fucking him. Curtis and I held hands with our fingers interlocked as he turned his head for us to passionately kiss each other while I was fucking him. My cock was feeling so good in Curtis’s ass that I fucked him slow and passionately as I was enjoying the feeling of my cock in his ass.
Curtis took a break from kissing, and he looked lovingly into my eyes when he said with his gay sissy voice, “This feels so good. I have not had a man’s cock in my ass in so long that I was beginning to forget how good it feels and how I enjoy having a man fuck me. Your cock feels so good in my ass that I am not sure if I will ever want you to stop fucking me. Is it ok for me to feel that way Honey?”
I gave Curtis a soft kiss as I continued fucking his ass slow and easy and told him, “My cock is feeling so good in your ass that I am not sure if I want to take it out either. Your ass feels so much tighter than my girlfriend’s pussy that I wish you were the one having sex with me more than her. I am liking the feeling so much that I almost would not care if Nessa and her daughter were to walk in on us as I am fucking you. It is just too bad I could not honestly get away with it. So, are you ready for me to fuck your ass hard and cum deep inside your ass Sweetheart?”
Curtis nodded his head yes and he told me with his sissy voice, “Yes Honey, I want you to fuck my ass hard and cum deep inside my ass. I want you to fuck the shit out of my ass and fill it full of cum Honey. My ass belongs to you until it is time for me to leave so you can fuck my ass as much as you can before we go and take a shower at 9:00 PM before I leave so neither of us get in trouble fucking around on our lovers. I want you to fuck me silly until then.”
After hearing what Curtis had to say I was so sexually excited that my cock exploded with cum in his ass as I laid on his back and held him as he moaned deeply while I was cumming inside his ass and he yelled with his sissy gay voice so loud that the neighbors could have heard him saying, “I can feel your cock exploding cum in my ass so much that I do not want it to stop. I wish your cock would never stop pumping warm cum deep in my ass because I enjoyed the feeling so much that I came on the bedsheets underneath me. That is how much of a gay anal orgasm you gave me fucking my ass.”
I laid on top of Curtis on his back with my cock deep inside his ass long after I was no longer cumming inside him and held him as we continued making out until I could feel my cum dripping out of his ass when Curtis said softly with his sissy voice, “Are you ready to fuck me again, because this time I want you on your back so I can fuck you by riding your cock like a cowgirl so hard that I will make both of us cum and ride your cock like a bull rider at the rodeo. I will ride you so hard that I will be screaming with extasy from the joy of the feeling of riding your cock deep in my ass as we both cum. It is time to open my ass and ride you like the masculine bull you are Honey.”
I turned over on to my back as Curtis got on my stomach and laid on top of me kissing me deeply as he reached behind himself and clutched my cock into his hand as he kissed me as my cock began getting hard again. When my cock was rock hard again stopped kissing my and looked into my eyes as he spoke in his sissy voice with conviction telling me, “It’s time for my to ride the bull and I’m not going to let you throw me off the cock of my bull until your cock explodes inside my beautiful ass. Are you ready for me to put your wonderful cock into my shoot?”
When I nodded my head yes Curtis stood over my cock facing me as he held my cock and worked it deep into his ass as he sat on it and began riding it rough and hard as he screamed with excitement and joy like he was riding a bull in a rodeo competition. Curtis screamed and moaned with his sissy voice saying, “He Haw, I am riding my cowboy. I can feel your cock so deep in my ass as I’m riding the bull, He Haw, I’m never going to let you throw me off your cock cowboy, I’m going to keep riding you until you blow your load deep in my ass before I stop riding you cowboy.” Curtis kept repeating himself until my cock exploded with cum in his ass from the sexual pleasure and excitement when Curtis screamed, “Oh yes Honey, cum feels so good in my ass. I am so happy the bull bred me.” After I finished cumming deep in Curtis’s ass he leaned down to hold me while he deep kissed me as we made out until we were both fully rested When Curtis told me with his sissy voice, “Are you ready cowboy, I am ready to ride the bull again doing the reverse cowgirl ride facing the other way because it feels so good riding your cock deep in my ass until you blow your load deep inside of me. I want more of your beautiful cock deep inside of me to ride again.”
When I nodded my head yes again, Curtis held my cock as he kissed me as my cock got hard again. When my cock was fully hard Curtis stopped kissing me and look into my eyes with conviction when he said with his sissy voice, “OK cowboy, it is time for me to ride the bull again so you can fill my ass full of cum again.” Curtis stood over my cock, facing the other way with his back towards me as he worked my cock back inside his ass as he sat on it until my cock was all the way deep inside his ass gain as he rode my cock hard and rough again, screaming with sexual pleasure with his sissy voice, “I love riding the bull cowboy, He Haw, I want to win this rodeo cowboy. I am not going to let you throw me off your cock until you cum again deep inside my ass cowboy. He Haw, you cannot steer me queer cowboy. I am already gay as a motherfucker.” Curtis repeated himself screaming with sexual pleasure until I was so excited that I came deep in his ass when he screamed, Oh, yeah cowboy, your cock and you cum feel so good flowing deep inside my ass now that you filled my ass so full of cum it feels like I won the trophy to take home with me.” Curtis leaned down holding my legs until I was finished cumming deep inside his ass when he got up and laid beside me while holding me and laying his head on my arm as he kissed me deeply with his tongue in my mouth for a few minutes before he asked me with his sissy voice, “Can we shower together and clean each other off after we clean the bed and start washing the bedding before your girlfriend and her daughter get home, as much as we covered your bed with cum we need to clean it up before they get home so we do not get busted for being a pair of cheating fags. We do not need my boyfriend and your girlfriend finding out about our mischievous gay sexual actions and behaviors with each other. That should be our business alone.”
I agreed with Curtis and we both cleaned off the bedding and placed it into the washing machine as we took a shower and made out with each other as we cleaned each other off with all the cum that had drained on the both of us while we were in bed making love with each other. When the washing machine was finished we put the bedding into the dryer and an water in the bath to take a bubble bath where we made out in the bathtub and I fucked Curtis one last time as he rode my cock in the bathtub and screamed with pleasure with his sissy voice, repeatedly telling me, “It is going to be hard for me to get past this, your cock feels so good in me that I am not sure how my boyfriend is going to compete with this. I have never fucked anybody this much, it feels so good that I am not sure if I ever want to stop.” Curtis kept going until I came deep inside his ass again as he kissed me until I finished cumming deep inside his ass. When I finished cumming deep in Curtis’s ass he laid back on my chest in the bathtub as I held him while we kissed until Curtis said with his sissy gay voice, “Ok Honey, I am not dripping cum from my ass. You might have gotten me pregnant by now with all the cum you fed my ass from your beautiful cock. We need to put our clothes on and get the bed made so I can get out of here before your girlfriend and her daughter get home. This is a one-time random gay sexual hookup was sexually pleasing to make up for sex neither of us were getting from our sexual partners.”
Curtis got out of the bathtub as we drained it and dried each other off with a towel before we put our clothes on and took the cleaned bedding out of the dryer and made the bed before Curtis gave me one last kiss and headed out the front door as we said our goodbyes. Curtis and I never saw each other again after out gay sexual excursion, but it was an unforgettable gay sexual moment with another man.
My girlfriend and her daughter got home less than a half hour after Curtis left, so we were lucky we did not get busted having sex together as two gay men when Nessa and her daughter did not know that I was bisexual with craving for sex with both men and women and it needed to stay that way for the relationship to survive as complicated as things already were in our household.
