For those of you who have yet to have an bi encounter with another man, how would you want it to happen? When, where, how, who? Be as descriptive as you like. For those of us that have had their first encounter, how did it go for you? Was it what you expected? Were you scared? Again be as descriptive as you like.
If I were to go back I would want something like this: We would grab a cup of coffee, then jump in my Mustang and go for a drive. We’d chat for a bit to get comfortable. After a while I’d ask you to show me your cock. I’m guessing you would be a bit timid at first, so to show good faith I would slide my shorts to the floor board. (I’ve practiced this a few times.) You would eventually pull yours out and expose it for me to see. 'May I touch it?’ I would ask. By this point I would be well on my way to a full on erection, with you close behind. I would hope that you wouldn’t turn down my request, and I could begin stroking your shaft. You would begin to do the same to me as well. At some point we would have to find a secluded spot to pull into, where we could safely suck each other off to completion. In reality, my first encounter was nothing like that. My wife and I had been chatting with a guy in a AOL chat room ( remember those days?) And exploring the possibility of a MMF 3some. We got pretty explicit about what we were going to do. But I felt it was just talk. One weekend for our birthdays we went to Niagara Falls for our birthdays and stayed in a hotel there. My wife's phone goes off and she says "I'll be right down." My heart started racing, as I quickly figured out what was about to happen. I was quite nervous to say the least. It took a bit of coaxing, but I eventually reached out for his cock and jerked him for a bit. Not much longer after that and he was balls deep in my face. He exploded down my throat. I never did get off, I was just way over excited that night.
My first experience was with a gay man who I let suck my cock several times prior to me sucking his cock. I was experiencing a lull in sex with the wife at the time and had been propositioned by several men wanting to give me a blow job. I was stopping over at this guys apartment (1993) for blow jobs a couple nights a week after work when one night I asked him if I could suck his. This was the first time I was fully naked with another man and to my surprise I was quite comfortable and relaxed as I went between his legs and took his flaccid cock into my mouth. The little voice in my head says "You're sucking a cock!" Then the voice says "This is not bad at all, it's actually quite enjoyable". We ended up in the 69 position sucking each other off for about the next two hours and a part of "ME" was released that I never knew existed. Before I left we showered together and sucked each other off once again. It's been a very active 20+ years (off & on) with other married men lacking the oral attention they desired from their wives.
Mmmm. I remember my first time. I had wanted to suck a nice big cock for a long time. I had never told anyone about my fantasy. I used to be a swinger and I was at a party. There was a woman there that I wanted to have sex with and she had always said that it was a major turn on for her to see a straight man suck cock. I used this as my added encouragement that it was the right time. The guy she invited over was 24 and HUNG. He had a beautiful cock. She took it out and sucked it hard while I watched. Then she pointed it at me like it was a microphone. Lol. It stuck up far past his belly button. It had to be 10”. I remember taking his cock in my hand, it was so hard. I wrapped my lips around it and took it as deep as I could. There were 8 other people there watching me suck his cock. I loved it, but I didn’t want anyone to know how much I loved it. Now I’m off to play hockey and all I can think about is having a nice big cock in my mouth. I hope I don’t get hard in the dressing room with all the cock in there.
So far i have fantasized only about the sexual act(s) with a man, sometimes my wife is in these fantasies sometimes not. My wife went through menopause 5 years ago, as a result my masturbating migrated into edging at times and i can say that most of my fantasies involve a large erect penis pounding me on all fours. Taking a man in my mouth is also on the table within the last year. Im not sure " how i would want my first to go" at all although i usually feel like he is younger, ( I'm over 50) i wonder what those chances are? I think in order for me to actually have sex with a man, the situation would have to be impossibly perfect. I say this because i only think about being with a man when I'm masturbating. So maybe here's a scenario: i have been naked in steam rooms once or twice. Once was at a Ballys like 20 years ago and it was early morning and empty so i was a bit brave and actually masturbated in the sauna so ok, first time fantasy here goes : I'm in a steam room naked and a man whom my wife knows approaches me and tells me how beautiful my ass is, ( he of course has already discussed his desire to fuck me with her and she has green lighted us) im aroused right away, paying attention to my ass is my kryptonite i don't care if you are male or female. I roll onto my stomach on the tile bench exposing some of my ass for him and i can glimpse some of his girth beneath his towel. He moves next to me and asks if he can pull down my towel further and as i do my best to disguise my rising heart rate, i say yes. I hear a barely audible groan from him as my shaven ass is exposed and as his hand touches my thigh my legs begin to automatically spread while my back arches showing him more of what he now must have. I can hear his irregular breath and in my mind i believe he wants nothing more than to fuck the ass before him. He praises the shape of my buttocks and begins tounging each cheek slowly moving towards my most sensitive area. The closer his mouth gets to my anus, the more i begin to quiver, begging inside, for all of him but at the same time mesmerized by the process, wanting to savor each second. We're both sweaty and slippery and then finally i feel a warm smooth tongue on my neatly shaved anus and my lower body instinctively jolts towards his mouth a bit. His tongue is now hard on my opening, and i arch even further like a cat in heat... exposing and submitting at the same time. There's a pause and i feel him pull one leg away from the other as he moves in towards me... then finally, for the first time in my life I feel the firm warm head of a real live, very large cock glance briefly against my inner thigh then press onto the smooth glistening skin of my anus... from decades of practice on phallic shapes my body instinctively goes rigid with anticipation...my knees jerk outwards a bit and my ass centers onto the welcome invader remaining motionlessly polite devoid of any fore or aft movement... every ounce of me wants to thrust back but savoring every second with patience wins out. I feel strong hands on my hips and a pressure increase at my center... at this point, i am taken and so entranced that i no longer even feel male... in my mind my anatomy now possesses an inviting, tight, wet aching pussy dripping with the desire to be forced open. The moment arrives when his inflamed frenulum forges ahead gently opening me. I feel the pressure and silently beg for it's increase. Nerve endings sense his full diameter and to my utter joy, his amazing head is followed by a thick slippery shaft. With desires winning, his shaft finally begins to slide inside me, every nerve and cell in my pussy is lit up and each nano second of pleasure is committed to memory. My pussy begins to feel his head and individual veins as the pace begins to mount. I move to all fours in order to provide maximum access and submission to what my ass has begged for for so long. Fingernails begin to dig into my 34 inch waist while all of my 6'3" frame is rocked by the increase in contact... slight slapping noises begin as his pace begins to build and i shudder feeling his occassional exploratory urge to plow every centimeter he has deep inside, even though keeping his head just at my opening feels more intense for him. In no time the long entirety of this beautiful pulsating cock is now fully exiting me and plunging back in with each thrust only coming to rest momentarily to ensure he cannot penetrate further... confirming he has vanquished what is now his... it's at these moments when another fantasy comes to fruition: with fingernails into my hips and ALL of his manhood residing within me, it is his trimmed pubic hairs prickling my inner most vaginal flesh that tells me i have all of him there is to have. My thoughts become blurred as my mind races with pleasure ...im so overcome with erotica i barely noticed two newcomers , both men are naked, erect and seem to know the man fucking me. I can barely think im so drunk with bewildered pleasure but then feel a sensation deep inside me and i scream out realizing his head has flared even more with an acompanying new pulsating sensation and i realize that finally, finally! a man is going to cum deep inside me! Hot bursts light up a new place within me and Im dumbstruck knowing i finally have another man's semen inside but he stays rock hard and pulls out... little did i know this man's deposit was part of a plan. In an instant he was on his back pulling me onto him and as i eagerly positioned to be filled again i feel a second heavy cock thumping against my inner ass cheek. Instant shock hits me as i realize the beautiful hot ejaculate deposited in me has a second intended purpose, and that i would need it, in order to force not one but two beautiful huge erections into my now weary pussy. I jumped on my first partner's cock like a pro and arched my back impossibly high as if coaxing... begging this second man to follow through with what i thought might happen. I could feel the slippery cum oozing out of me and before i could do anything else a second equally large cock slams fully into my overloaded snatch. My body intrinsically begins to writhe and quiver in random directions as my mind is inundated with more than i ever imagined. As my beautiful little ass is getting more than it ever dreamed i began to yell only to have a third 11 inch erect penis slide completely down my throat...muffled... bewildered and incapable of any more sensory input i completely surrender as all three men push and pull violently... with the pleasure immeasurable and my brain in overload i barely can realize i have only one new sense left to discover but also knew that sensation would signal an end. the men grunted and thrust their members into me while a cacophony of moans filled the room for what seemed like an eternity...i continue to beg for more in my mind but exhausted i feared collapse... it seemed i may pass out from both sheer ecstacy and choking when the pulsing familiar swell within me began. My throat and pussy both seemed to shrink, then i realized it was the swelling of the three men inside me that had begun. I began stroking wildly in anticipation of the inevitable... with my ass stretched like never before and my throat equally full i gyrated my groin and thrust my head to and fro like a possessed demon coaxing what i knew i wanted in me... with all of their strength, these men pulled and thrust with all they had and with whatever it was i had left, finally identified a warm creamy pressure not only in my throat, but again deep inside my pussy once more.
My fantasy involves hooking up with another married guy that has some experience. I've never done anything sexual with another guy so I'm nervous and not sure how I might react. We meet for a drink and to check each other out and I'm pleasantly surprised that he's a nice guy, good at conversation, not overbearing at all, and we hit it off. After a couple of drinks, we decide to go to a hotel and split the room cost. I check in and go to the room, then I text him the room number, in a couple of minutes there's a knock on the door. We decide to shower together, and he has a nice package, not too big, not too small with a gorgeous cut cock, he evidently likes what he sees in my package, an uncut cock a tad bigger than average. We get in the shower, make the water nice and warm and pretty soon we're all soaped up, and the turning point happens when I'm washing my cock. Being uncut, I pull the skin back to wash the head when I notice him watching me, and he's getting hard. He says omg that is so awesome, and he gets on his knees and takes my wet, sensitive cockhead between his lips and at the same time, starts caressing my balls and moving his hands back and forth between my balls and my ass. I groan with pleasure and he takes my rapidly hardening cock all the way in his throat and then back out, then back in, over and over. The pleasure is so intense, I'm afraid I'm going to cum too fast, so I shut off on shower and we move to the bed which helps slow things down a little. He lays down on the bed and I lay down in the opposite direction because I'm so horny and turned on, I have to suck his cock. We move closer together and he takes my cock into his mouth and I move towards his cock, seeing the drop of precum that's formed at the tip. I gently grasp his cock, move my mouth to the head, using my tongue to taste the sweet saltiness of his juice, then in one motion, I take his cock in my mouth and I love it. Velvety smooth and firm at the same time, I suck him and deep throat his cock as much as I can, I make sure to keep it super wet and give the hole at the tip special attention with my tongue. He moans and I feel his cock swell as he begins to cum, I deep throat him once more, then feel his warm, sweet load in my throat, this puts me over the edge and I shoot my hot load into his mouth. We've sucked each other to completion and we both lay back, enjoying the warm, satisfied feeling that comes with orgasm. My first time has been incredible and I'm thinking, got to have more of this in the future....
I went to an adult book store to get a blowjob through a glory hole. A hard cock came through first and I sucked it. Loved it.
P.S. , but we weren't finished, after we rested for a while, I felt his hand on my ass, gently rubbing and squeezing them. I heard him say softly, " mmmm, you have a nice ass, can I play with it ?", I just reached back with my hands, and spread my cheeks, exposing my hole, he said " I guess that's your answer ", and gently rubbed my hole with his finger. He said " the water from our shower's gone, it would be better if it was wet ". I said " yeah it would, got any ideas ?" He said " roll on to your belly and spread your legs " , so I roll on to my stomach and spread out in a V. He moves in between my legs, spreads my ass open and in about 2 seconds I feel his tongue on my hole, licking it, fucking it, making it so wet... I moan in pleasure because I've never felt ANYTHING this good, my cock has gotten super hard and I know I'm going to cum if he keeps this up. After a few more seconds, he says " now you're nice and wet", and I feel him get up and he walks across the room and gets something out of his pants pocket. I have a feeling I know what it is and when I hear the condom package tear open, I know for sure. When he walks back to the bed, I can see he's put the rubber on his cock and in his hand he has a small bottle of lube. He leans over the bed and says to me " I want to fuck you so bad, do you want to try it ?". I said "yeah but take it easy, my ass has never had a real cock, and I didn't get to really prepare for it". He said" I'll get you ready and take it nice and slow, and don't worry about the other, I've got a rubber on" He then pours some lube on my hole and puts some on his fingers, and starts fingering me, stretching my hole slowly, preparing it for his cock. He said" you seem to be clean and I think you're ready, want to try it ?", I gasp yes in reply because I'm so turned on I feel like I'm about to explode, he gets behind me on his knees, puts his cock on my hole and begins to push slowly. I can feel my hole opening for him and I'm glad he's not any bigger, if he was it would hurt, but his cock feels wonderful in my ass. He says" you OK ?" I say yes, keep going easy, he pushes a little more and suddenly he's in me balls deep and I start shivering all over, I can't help it, the feeling of my virgin ass full of cock is so incredible, I feel like I might cum at any second. He slowly starts stroking my hole and the feeling only gets better, I reach under and feel my cock, I've lost my hard on but the sheet is soaked with my precum and I start stroking my cock as he fucks me. His cock and my ass are pleasuring each other and I know this can't go on much longer, the pleasure is just too intense. All at once I feel his cock swell just a little more and I know he's going to cum. His body tightens and I hear him gasp out " I'm gonna cum !!", I can barely hear him because my hand is stroking my still slightly soft cock, but when he says that, something turns loose inside me and I have the most intense orgasm of my life, my hand is covered in cum...
I’m 40 now and been bicurious for about as long as I can remember. Started out with tasting my own cum, playing with my hole then one day I kinda realized that’s kinda what guys do with each other. After YEARS of trying to figure out what I was I decided I was a guy that loved and would spend my life with a woman but the idea of sex with a guy on occasion turned me on..A LOT! After years of thinking about it and chickening our I was stuck in a hotel for a few days for work and under an extreme amount of pressure. So I started checking some guy/guy stuff online and I decided I was going to try to find a guy to come over and if nothing else masterbate together and possibly I would hold his cock. After a few guys flakes and I was kinda in a super horny state of mind I started talking to this guy and he was willing to come over. I was super nervous and kept telling myself “you aren’t really going to go through with this right” but I never told him not to come. It wasn’t long and he showed up at my door and I invited him in. We talked for a bit and he ask where I wanted to do it at on the couch or in the bed. I picked the couch. We undressed and started playing with our cocks and before long I ask him if I could touch it and he was cool so I reached over and started stroking his cock. It was at that point I threw total caution in the wind and I knew I was gonna suck on this thing. I ask him if I could and he readily said yes so I got on my knees and touched my tongue to my first cock....I was probably a little too eager at that point like I was in a hurry because I just took it in and started going at it. I think I was too nervous and forgot all about technique I had thought about for the past 22 years but I did deep throat without an issue so that was cool. I did it for a while and then he did me. He was insanely good at it. I could have cum really easy but he didn’t want me to in his mouth. He was a cool guy but he was uncut and I didn’t really like that. It was also very random and very risky which I will never do again because I would like to try more...much more and not worry like hell afterward. That’s how my first time went. It was fun and maybe I’ll do it again one day.
47 year old single guy here. Virgin to same sex pleasure so I'll be describing what I would like, depending on my mood. If I'm in a more aggressive mood, I would want to lose my same sex virginity getting gangbanged. Something about the thought of multiple guys desiring me sexually makes me excited. Sex doesn't happen right away. The guys get all of my clothes off so I'm naked in a room full of clothed guys. CMNM. I feel so vulnerable in the nude while these guys keep their clothes on and anticipate their turns to fuck me. Maybe I do a little dance to show off my body and whet their appetites for me. The guys pass by me, feel me up, kiss me. They tease me about how much fun it's gonna be banging me all weekend, how much fun they're gonna have making me realize I love being with guys. Slowly my fuckers start to take their clothes off. I get on my knees and take my first dick in my mouth. I enjoy his taste but perhaps more importantly, it feels so natural putting it in my mouth. The guys cheer me and urge me on. Another guy comes in from behind and inserts a wet feeling finger in my ass. I know this is lube and I know what he intends to do. He fingers me for a few strokes. After that gets smoother he continues adding another finger, then another. He whispers in my ear, "Do you want me to fuck you?" I take the dick out of my mouth and say in a bewildered voice, "Yes. Please!" In another whisper, "Say it louder so everyone knows what you want." I turn my head around to look him straight in the eyes and respond with a clear and determined, if still bewildered, voice, "I want you to fuck me. Please fuck me! Fuck me like a girl!" I'm gradually letting go of my inhibitions and not being fully aware of this. I'm kind of shocked that I just asked a guy to fuck me like a girl. But I'm also relieved that I have gotten past a certain hurdle, and I'm excited to experience this new adventure. "We're all gonna fuck you like a girl. We're gonna own you. Right, guys?" is his response, followed by a rousing approval of all the other guys who will have a piece of me. "And you're gonna love every bit of it. You're gonna love being passed around like a slut. The first guy's dick winds up in my mouth again, and the three fingers go in and out for some time. Now they come out and I know what goes in next. I can't wait! He puts his cockhead on my taint and drags it back and forth along my buttcrack, teasing my hole as he passes it. Now his head pokes in me. He stays there for a few seconds. I can feel more lube so he's probably lubing himself up. Slowly his dick slides completely into me. "Congratulations!" he whispers to me. "Now you're a faggot." It hits me like a ton of bricks: me, a faggot. A term of derision. Something I have always been afraid of being called. Something I have always been afraid of becoming. I have crossed that hard line. I have a man's erect penis inside of me, in the presence of other men who intend to put theirs inside of me too. In an act of sex. In an act of domination over me. In an act of my complete surrender of my will, of my hangups. Despite my fears this is the moment I have been preparing for, the moment I have been waiting for. The moment I embrace tightly my attraction, fondness, desire, lust for the same sex. And I'm doing it in probably the biggest way possible. Yes, I'm a faggot. I spend the weekend doing things and having things done to me I never imagined. I experience emotions I never knew I could ever feel. I loosen up in more ways than one! I spend most of the weekend in fingercuffs. Some positions work better than others. That's one thing I learn. At some point some of the more sadistic guys tie me up, gag me and blindfold me for awhile in various combinations while they fuck me. Over the course of time I get more covered in cum, and I swallow load after load. Lube is soon no longer necessary as there is so much cum in me it's dripping out of my ass. Towards the end of this hormone filled introduction, I'm so loose two guys manage to get both of their dicks inside of me and fuck me at the same time. When all is said and done, I'm finished. I ache. I can barely walk but it's not entirely because of physical abuse and exhaustion. I cry. The first guy who fucked me, the guy who made me embrace my faggotry, takes me in his arms and holds me. "You did really well. I'm proud of you, man!" he says while letting me continue crying. I am conscious of his pride for and support of me. My cry is deep. I haven't cried like this in a long, long time. But my cry is far from a cry of regret. It's a cathartic cry. He realizes this. It's not just my body that has been fucked hard and long, but also my soul. The sexual tension was building for so long and now I'm enjoying its release. As soon as I can compose myself, I say to him, "Thank you. Thank you for taking care of me in a way I have needed for years." Turning to the others, I continue, "Thank all of you! I'm so much better now." I go around the room hugging and kissing all these guys who rocked my world in a badly needed way. In a joking way but with full intentions, I ask if they can do me again sometime. "Sure thing...faggot!" now said not in a derogatory, submissive way, but with affection and a slight sense of humor. After this weekend fuckfest, I feel ready to attempt to realize every realistic sexual fantasy I have ever had, without hesitation, without doubt, without fear. And I have a roomful of horny guys to thank for my new freedom. I'll write my other first time fantasy at another time. It will come eventually, and could be hurried up if someone expresses they're eager to hear it. It's getting late now, plus writing this took a lot out of me emotionally. I hope whoever read this enjoyed it, and brings us, and especially myself, closer to fulfilling some of my dreams.
