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A Night of Firsts (My First Gangbang)


pinkroses

In my high school years, I was always the most sexually conservative of my closest girlfriends. Two of whom were very active with long time boyfriends, the other two were much more promiscuous. By my 19th birthday, I had only had sex with one boyfriend, and only experimented with oral sex with two more.

 

In the fall of our sophomore year, my friend Tina, started having an affair with one of her professors. While her motivation for an affair with a married man was to boost her grades, she admitted to me that there was a certain excitement in being with a married man.

 

Two months into Tina's affair with Jose, she came to me and asked for a favor. Jose had a friend, John, who was going to be in town. Tina asked me if I would go along with her to simply keep John company. Reluctantly, I agreed.

 

John, who is also married, is a high level executive who is in town frequently enough to maintain an apartment in a very upscale high rise. Tina and I arrived for our discrete meeting with the two. After a nice dinner, Tina and Jose excused themselves and headed to the bedroom. John and I sat on the couch and made small talk.

 

I was surprised how well I was getting along with a man who was nearly my father's age. Soon, the chemistry between us led to some kissing and the fact that it felt so wrong also made it very exciting. After some more time, John, placed my hands on his crotch and I could feel his hard cock. He then said, "see what you did to me?" To which I responded "I don't see anything." John then proceeded to open his pants while we continued to kiss passionately. Once his cock was exposed, I took it in my hand and began to fondle him as we kissed. After some time, John placed his hand on my head and assertively moved me toward his cock. As his cock touched my face I heard him say "suck it."

 

I had never been with a guy who was this assertive, but I did find it to be exciting. I opened my mouth and began to suck his cock. Soon, I got on the floor on my knees and sucked him while he sat on the couch. As I continued to suck, John became more aggressive. He began to hold my head and started lightly thrusting. I was also experiencing dirty talk which was also new to me. "Suck daddy's cock you dirty little girl" was something I never heard before but was a surprising turn on. John eventually finished in my mouth and we sat on the sofa and continued to chat until Tina and Jose emerged from the bedroom. We eventually said goodnight, but not without exchanging numbers.

 

In the following months, John and I began a discreet relationship. On average, we saw each other once a week when he was in town for the night. While I knew the relationship ultimately would not last, I enjoyed the fact that a mature man was teaching me things sexually that a man my own age never could. I eventually went on 'the pill' for John and he became the first man I had unprotected sex with.

 

Early in January, John asked me if I would be interested in attending an "adult" party with him. He explained that it would be a swingers party but I was not obligated to do anything with anyone. While I was unsure about being with anyone else, the thought of being with John while others watched was both exciting and a bit scary. I agreed to go to the party which delighted John.

 

As the party approached, John told me that there was a slight change of plans. The party would now be hosted in his apartment. The fact that it would be in a familiar place made me much more comfortable attending.

 

I arrived at John's building at 7 pm. I was nervous with anticipation as I approached the 14th floor apartment. I knocked at the door and was greeted by a smiling John. "Come in, Monica, we have been waiting for you," John said. I entered the room and was soon greeted by several men. All of them which were at least fifteen years older than me, with one probably being close to sixty. After John introduced me to the ten men, I asked where the other women were gathered. John then said "honey, first, I want you to know that you don't have to do anything or anybody you are uncomfortable with. These are my closest friends. We have had these discrete get-togethers for years. I would like to be with you while they watch. I would love it if I could share you with them."

 

I looked at John, he kissed me, then I looked into his eyes and, hesitantly nodded. John then turned to the group and said, "let's show Monica what a gangbang is."

 

Soon thereafter, four of the men surrounded me and began to undress me and explore my body. While this was going on, John and the the other six men quickly undressed. Before long, I was surrounded by eleven naked men. John, on my right, grabbed my hand and placed it on his hard cock. Then, another voice said, "you know you have another hand." I was in a nervous state of disbelief as I stood there among all those naked men. Eventually. John said "get on your knees honey, these cocks don't suck themselves." I looked at the clock, it was 7:15 pm.

 

I then knelt in the middle of the men. John, as assertive as usual, stood in front of me and I immediately took his cock in my mouth. I heard a couple cheers from then men and then heard John say, "let me show you what this bitch likes." John then held my head and began to aggressively thrust into my mouth. While assertive in the past, John had never taken it to this level. I began to make sounds I never had before as John thrust in and out of my mouth, occasionally bringing me to the edge of gagging. As this was happening, I felt several hands touching my ass and large tits with the occasional finger finding my pussy. John then stepped aside as another of the men took his place. The second man thrust into my mouth with the same vigor as John. The men were cheering and encouraging as each of the men aggressively fucked my mouth while being constantly groped. Surprisingly, being dominated by the group was an enormous turn on. As the eleventh man was taking his long awaited turn in my mouth, one of the men, kneeling next to me and fingering my pussy, said "that pussy is really wet, she's ready!!!" It was now 8pm

 

John then told me to lie down. In the same spot where I was previously kneeling, I now found myself on my back as John knelt between my legs. As he pushed his hard cock into my wet pussy, four or five of the other men surrounded me. I immediately orgasmed from the anticipation and excitement. Hands immediately were drawn to my breasts as cocks were presented to my lips. Men were cheering and encouraging each other. I heard "fuck her," "make that bitch scream," "take that cock, slut," "suck this cock" among other things as the men fucked me in succession. The men continued to take turns fucking me in missionary and doggie style and I had several orgasms. I finally got my first break at 9:50 pm.

 

After a short break, John told me to kneel again. As I got on my hands and knees, One of the men got behind me and immediately began to press the head of his cock against my asshole. I never experienced anal sex before, but this was certainly a night of firsts. Before I could protest, the head of the cock entered me and it was a very uneasy feeling. All of the men were standing in front of me and it was obvious that they were very excited to see the look on my face as I lost my anal virginity. The man behind me was holding my hips tight and began to thrust harder and I moaned loudly. Seeing excitement of the men made me excited and after some time, John replaced the man in my asshole. As he pumped my ass, he whispered in my ear "we are just getting you ready for what's next you little slut." A third man then took a turn fucking my ass and was more vigorous that the first two. The third man chose to hold me by the hair and pull me back into him to meet his every thrust.

 

I was then motioned to the couch where Ron, the man with the largest cock, was sitting. I was instructed to get on top of Ron who told me he was going to be my first "Anchor." Once I was on top of Ron, with his large cock deep in my pussy, The other men started to take turns fucking my ass. The feeling of a cock in my pussy and ass together was the most amazing thing I had ever experienced. Over the next hour, the men double penetrated me in various combinations. At times, both cocks would pump me at the same time. At other times, they would pump opposite of each other. Many more orgasms ensued for me.

 

As 11:00 neared, the men again had me kneel on the floor. Exhausted I did as told. The men circled me with John directly in front of me. The male dominated blow bang scene from earlier in the evening repeated itself, but this time the men were taking much quicker turns. Finally, John took position in front of me and began to stroke his cock. He told me to look up at him and open my mouth. Continuing with the theme of the night, I knew I was now about to receive my first facial. As I opened my mouth John started to shoot his cum across my right cheek although some landing above my eye. As he finished, I moved my hand toward my face as to wipe it away. John then firmly grabbed my wrist and said, "no honey, that's not allowed until we tell you it is."

 

The next man who approached me said, "this load has been building up for hours." Soon thereafter, his huge load erupted across my lips and nose. As the third stepped up, I heard a voice in the background say "we made her a gangbang girl and now we're making her a bukkake bitch." More laughter

 

The third man stood close to me and lightly pulled me by the hair to position my face straight up. He told me to stay in that position, and two more men joined him standing over me. One more time I was instructed to look at them, and open my mouth. I was then told to stick my tongue out. Soon, all three men were unloading copious amounts of cum onto my face.

 

The five men who had cum on my face had completely covered my face and made me feel as if I was drowning in semen. The next man approached and told me to tell him what I want. I then uttered the first the first dirty talk of my own that night. I said "I want cum" I was then told "that's not good enough honey, who's cum do you want and where do you want it?" I said "I want your cum on my face." I then heard him groan and his cum hit me as he said "take my cum you nasty slut."

 

The next four men finished as I helped egg them on. After the last man finished, John told me to lick the cum off my tits as the group watched. I did so to the approval of the men. Another one of the men then produced a spoon and scooped a spoonful of the mixed load and instructed me to eat it. The men then took turns scooping up the mix, each of them feeding me a spoonful of their man nectar.

 

By 11:30, my eyes burned from semen. My breasts and ass were sore from hours of groping and spanking, my jaw was aching from lots of fellatio. My pussy was swollen and sore (but it was a good sore). As I finally got to shower, I realized, I was a goddess for eleven men. I was the goddess of pleasure, and although the gangbang was male controlled, I enjoyed that role.

 

As I exited the shower, John was there. He looked at me, smiled, and said "Monica, I hope you're ready for round two." He received a smile in return.

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      All of a sudden she starts trembling all over and moaning guttural. She spits out my cock and tells us she is going to cum. Cum was an understatement, she literally gushed girl cum all over my hotel bed. I've never seen such a gush, it sounded like somebody flushed a toilet.  
       
      "Sorry about the bed, but I told you I was a gusher," she says.  I suggest we all move over to the other bed and pull her on top of me. She is so wet that my pubes are soaked immediately. Dave pushes her forward onto me not too gently and we kiss as he works his cock inside her asshole. She starts to buck wildly and again tells us how hot this is. Her pussy is so wet that my cock falls out with every thrust into her ass. I suggest we switch positions and push into her ass as Dave fucks her with that monster cock. I spank her with every thrust talking dirty to her which sends Dave off to cumming inside her. We collapse for a minute and Dave excuses himself to get a drink of water. We are all sweating profusely.
       
      But I'm not done with Cindy yet, and lay on her missionary, spreading her legs wide and fucking her well used, stretched pussy like mad. I fall out a couple times and then decide to put my slippery hard cock into her ass, butt fucking her missionary. I think this was a first for her, since she calls Dave in to check it out. He watches and nods then leaves the bedroom to sit on the couch outside and listen.
       
      I give it to her for another 30 minutes easily, fucking her ass and rubbing her clit. She cums again and again but my cock gets desensitized due to the rubber and I can''t cum. As she is getting wore out, she asks me what she can do to get me off? I tell her that I don't think I can cum from fucking or sucking, come sit on my face and I'll jerk myself off. She looks at me devilishly and climbs right on top, lowering her big cunt right on my face, holds my head with both hands, and slides back and forth, giving me an opportunity to lick her ass. After two minutes of this I feel my cum boiling in my nuts and explode a huge load on my stomach. She smiles, licks some up and then snowballs me! Another first.
       
      I lay there not believing what happened as they get dressed and pack up. I email her after to check if Dave was OK with all of this and she says sure. I never hear from them again.
    • By C3po
      This all started around forty years ago when my wife Beth and I had dated for a few years then married. It wasn't long after we married that I introduced her to her first big realistic porn star dildo.  When she first saw it she laughed and said, "That'll never fit in my pussy, are you nuts?!" But she agreed to trying and found not only did it fit but she really enjoyed it. She was amazed by how much she enjoyed it.  So much so that she requested I use it on her quite a lot. She also discovered she enjoyed big cock porn, she was fascinated by it. Soon was I combining using a huge dildo on her at the same time she watched big cock porn, this led her to experience huge orgasms. She couldn't get enough. She was finally exploring her sexuality and expanding her outlook on sexual pleasure.
       
      One night after some really hot sex I  questioned her if she ever fantasized about fucking other men, especially well-hung men. She responded that of course she did, stated that most women had this fantasy, and she believed it was quite common. So I pursued it further and asked her if she wanted to try another man's cock and how much did she really desire to do it? She said that it sounded exciting and fun but she would never do anything to endanger our marriage. I said,  "What if I told you that I wanted to watch you have sex with another man, one that had a really big cock. Would you then consider it?" She laughed and said she'd be game if it was something I was serious about and really wanted her to do. She said, "Come on, let's be real. It's exciting and fun to imagine it, but to really do it? Please! That's a major game changer."
       
      So I said, "I'm very serious. I've watched the way you enjoy the dildos especially while watching big cock videos. It turns me on big time seeing how excited you get and how many times you climax from doing these two things at the same time. I want to watch you do it for real. No BS, just watching you getting slammed by a big cock would be a huge turn-on for me. So what do you really think now that you know that I'm serious and am giving you this opportunity?"
       
      I could see her giving it some serious thought, she didn't get mad or upset at me or the idea, no resistance whatsoever to my request.  The more she considered the idea the more it appeared to me that she was very intrigued with the idea and it excited her.
       
      She started asking all kinds of questions, like wouldn't I be jealous, or think the worst of her, or what if she really enjoyed it and wanted more or didn't feel comfortable screwing another man, then what? Were there any rules and what were the consequences? Was I absolutely sure that I really wanted her to do this, because once done there was no going back!
       
      After she finished asking everything she had concerns about I answered all her questions and we talked about the rules/boundaries we would have in place to keep it fun and exciting without any reservations or guilt. This was to make sure she fully understood my concerns and alleviate all of hers as well. It seemed she came to a decision at which point she smiled and enthusiastically said yes, she'd do it! Did I have someone special in mind she wondered? She said she had to agree to my choices for her sexual escapades or it wasn't gonna happen.
       
       I then informed her I was thinking of Bruce. Beth squealed with glee, she admitted she has had fantasies about Bruce for some time now and I couldn't have picked a better choice for her first time. She would absolutely love to fuck Bruce. She said she was getting wet thinking about sex with him.
       
      A few days later I met up with Bruce for an after work drink. As we enjoyed several drinks we talked a lot. Soon I steered the conversation towards my wife Beth. I asked  Bruce to be honest and tell me what he thought about Beth. He admitted he thought Beth was smokin' hot. She had a killer body and was just gorgeous, always was friendly, and liked flirting with him when they were together. I asked him if he' ever had the chance would he consider having sex with her? He looked a bit concerned by my question but answered yes, he wouldn't hesitate to take advantage of such an opportunity. So I told him that Beth really wanted to have sex with him, and that I was okay with them hooking up. I explained that was my kink watching her get fucked by other men, it really turned me on. Bruce considered it for several minutes then said okay sure, he'd love to fuck Beth. Just give him the details when we're ready to make it happen.
       
      When I got home I told Beth about my conversation with Bruce and what he said. She looked startled and said she couldn't believe I did that. So I asked her if what I did was so wrong and did she still want to go through with it? She excitedly said Oh hell yes she did, and no I wasn't wrong! So we made plans and set a date for Beth's first cock. 
       
      The night arrived finding Beth both excited and hot with anticipation. She was dressed to kill showing off her sexy body wearing no underwear. When Bruce knocked on the door I answered it and escorted him into our house. Beth entered the living room and gave Bruce a big hug pressing her chest and pelvis into him and then kissed him on the lips. Bruce kissed her back and he sat down pulling her on to his lap. Nether one of them wasted any time, tongues going everywhere, hands exploring and groping each other, clothes coming off. Soon they were both naked and Beth got a pleasant surprise, Bruce was very well hung. She giggled with delight.
       
      Beth took Bruce's hand and led him to our bed. She pushed him down on the bed and went to work on Bruce's big cock giving him an enthusiastic blow job. After a while Bruce flipped Beth on her back and went to work on her pussy and clit. Beth orgasmed in minutes, fully enjoying Bruce's skilled tongue. I stood in the background watching the show.
       
      Soon Bruce moved into position between Beth's legs. As he rubbed his cock against Beth's open pussy and clit she responded with loud moans and started pressing her pussy against Bruce's cock. As he slid his huge cock into Beth's pussy she had a big climax. As he went deeper he increased his speed and Beth climaxed again. She was enthralled with his big cock pumping her pussy, she was moving her hips and swearing, telling him his cock felt so good. She looked over at me and said she loved how good his big cock felt inside her. She told Bruce to stretch her pussy good, to fuck her hard. She was in sexual ecstasy, a place she'd never been before. Her facial expressions showed pure bliss and the sounds she was making were hot as hell. I never seen her so turned on, she must of had a dozen orgasms, many of which were huge.
       
      They fucked each other hard for a good twenty minutes then Bruce erupted into Beth's pussy, filling her with his cum. This gave Beth another climax. Afterwards he laid on Beth for a minute then rolled off her. He'd destroyed her pussy, it gaped open with his cum dripping out of her. They kissed and he got up to dress while Beth laid there spent. She looked at me and smiled big time. She said, "Your turn!", so I took sloppy seconds and enjoyed it beyond belief. Bruce watched us have sex then commented that watching real sex was so much hotter than any porno ever could be. He understood my enjoyment of watching my wife fuck other men. He said he'd like to do it again and Beth was all for it. So they made plans to hook up again. Then Bruce left.
       
      Beth and I talked about how well things went, and how she wasn't prepared for how much she enjoyed his big cock. It was mind boggling! She thanked me profusely for asking her to do this, the opportunity to experience such awesome sex. She says she'll never be the same again and is looking forward to more big cock sex. So our new lifestyle began.
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