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***This can be a stand alone story but I recommend reading Anally Yours first for some background.***
I always get extremely excited as I prepare for a night out. My pussy is creaming as I bathe, shave my legs, trim my pussy, and prepare my ass with an enema. Tonight though, I am also quite nervous. My stomach is in knots as I imagine what may take place tonight and I consider canceling the evening. I guess I should explain.
My name is Susan James. I am a 59 year old widow. I am still in good shape at 5’10” and 130 pounds due to many aerobics classes and healthy eating. I have brown hair (with help from Miss Clairol), large brown eyes and have been told I don’t look my age. I lost my husband, the love of my life, a little over 4 years ago. We had a very active sex life together, he was ten years older than me and opened my sexual world up to many things. When he introduced me to anal sex, I was hooked. I love all aspects of sex but nothing excites me like a thick, hard cock sliding into my ass!
Before he died, my husband made me promise to move on and live life after he was gone. I tried but never found a man that met the high standard he had set. My libido is still quite high, so I have settled on just using random men to satisfy my urges. I travel as part of my job in pharmaceutical sales so I have the opportunity to meet different men.
I have developed a few “fuck buddies”, my favorite being Pete Harrison. He is in medical equipment sales and we get together when our schedules permit. He is much younger than me at 32 years old and oh my is he gorgeous! He was an athlete in college and is 6’4″ and 220 of muscle with blonde hair and baby blue eyes. The cherry on top of the sundae though, is his thick, veiny, 9 inch cock. It is the largest I have ever seen, or felt. The first time we hooked up, I felt filled like never before and he just about fucked the ass off of me!
I had cum a couple times as he fucked my pussy and just had to feel that big thing in my ass. Pete had never done anal before, since all his past lovers said he was too big. It was a tight fit but felt heavenly. He was like a kid in a candy store and ended up fucking my ass three times that night! I could barely sit down for a few days afterwards. We get together when we can since then and we had an interesting conversation the last time.
We went to dinner and then back to my hotel room. Pete had licked and sucked me to two wonderful orgasms, while I sucked a big load out of that beautiful cock of his. I love the taste of cum and love to watch my lovers’ pleasure as they moan while cumming in my mouth. Plus they then last longer in my pussy and ass.
Anyway, we were relaxing after our orgasms. Talking, kissing and caressing each other anticipating round two when Pete says, “Can I ask you a question?”
“Sure, go ahead.”
“Well, please don’t take this the wrong way, I really like and respect you. I just thought you might enjoy this,” he shyly replied.
“What? Just ask.”
“My buddy is getting married next month and I am his best man. I am organizing the bachelor party and I thought you might like to attend,” he sheepishly said.
I wondered why he would invite me until I realized what he meant. My voice started to rise in anger. “You mean as the entertainment?”
“Now don’t get mad. Hear me out. The groom has never had anal sex before and I know how much you enjoy it. I thought it might be enjoyable for everyone.”
I thought about it as my anger cooled a bit. I do enjoy meeting new men, especially the young ones. I decided not to be offended and get more information. “So just the groom? You don’t expect me to fuck everyone at the party?”
“Well, I was hoping that I could be with you too but it is up to you. Unless you want to fuck everyone,” he said laughingly.
That got me thinking. I had never been with more than one man at a time. I had to admit, the thought started to excite me. I sometimes fantasized about being with multiple guys while I masturbated, but I could never do that in real life! Could I? “How many guys are we talking about,” I asked?
Pete’s eyes opened wide and he smiled as he said, “It’s a small wedding, just me and one other groomsman. Maybe a few other buddies. Probably six.”
“Six,” I exclaimed! Could I fuck six guys? What kind of woman would that make me? Well, I have been pretty slutty since my husband died if I really was honest with myself. I wasn’t getting any younger. This might be my only chance to live out my wildest fantasies. I don’t know, I would have to think about this.
Pete just waited while all these thoughts went through my mind, then said, “I will be there to take care of you. Anytime you feel uncomfortable and want to stop, we stop. No questions asked.”
“I don’t know, Pete. I need to think about this.”
I guess the thought of it excited Pete, because I saw his cock was hard again. I spread my legs and said, “Come here, we might as well fuck while I think about it.”
I did think about bahis firmaları it while he fucked me, and I had to admit the thought of it excited me. I rubbed my clit rapidly as Pete hooked and spread my legs back and fucked me hard. I don’t usually squirt but I had quite a gusher as I came! Both our crotches were soaked in my juices.
“Put it in my ass Baby, I need you in my ass!”
Pete reached for the lube but I was in a frenzy. “Forget the lube. We are both plenty wet, just stick it in now. Please!”
He removed his cock from my pussy and placed his big cockhead at my ass and started to push. We usually took our time and eased into anal because Pete is so big, but I could not wait. I pushed down to meet him and begged him, “Jam it in there lover, please I need it now. Fuck me hard!”
The pain mixed with the pleasure as he jammed that huge tool in me. “Aaaah fuuucckk,” I screamed!
Pete started to piston his hard cock in me as I writhed in pain/pleasure. I was in sensory overload as I came hard, again splashing my juices across his abdomen as he buried his shaft in to the root! I was screaming out incoherent noises as my legs flailed around. Only Pete’s strong body kept us from falling off the bed. Pete was on his toes slamming his pelvis into mine, my head and shoulders the only parts of my body in contact with the bed as I thrust up against him!
“Aaaarrrrrgggghhhhh!” With a roar, Pete started to fuck me even harder and came so far up my ass, I swear I could taste it. The people in the rooms next to mine must have thought we were killing each other!
Finally we collapsed in a wet, sweaty pile of tangled limbs. We were so worn out, we didn’t even shower. We just covered ourselves in the sheet and fell asleep.
I woke early, Pete snoring lightly next to me. I started thinking again of his proposition. I admit the thought of it excited me but could I actually fuck six guys? What would they think of me? Did I care? I would probably never see them again anyway. Plus as I thought earlier, this could be my only chance to fulfill a deep seated fantasy. My thoughts went back and forth until I finally made a decision.
I got up to use the bathroom and Pete was awake when I returned. “I made a decision,” I told him.
“Ok baby, what did you decide?”
“I’ll come to the bachelor party,” I said.
His face lit up, “Great!”
“Hold it. I will come to the party, have a couple drinks, meet the guys, maybe dance a bit. I will fuck the groom and let him know what anal is like. I will probably fuck you too, maybe both of you together, I don’t know. I may or may not fuck the rest of the guys, it will depend on how I feel at the time. Please let them know I am nervous about this and if they pressure me I will probably bail. Ok?”
“Susan, that’s fine. I understand and will make sure the guys are on their best behavior. I will be there the whole time to take care of you.”
We showered and got dressed. We were both worn out from last night and had appointments to make that day. He gave me the date and all the specifics of the party and left.
I spent the next month agonizing over my decision. I almost called Pete to cancel several times but didn’t. Finally, here I am getting ready for the evening as stated earlier. I have on a tight black dress cut low to show as much cleavage as my B cup breasts allow. I am not wearing a bra and my hard nipples are slightly evident. It hugs my firm ass well with a hem several inches above my knees. My long legs look good in black thigh high stockings and 4″ heels. I am in my own hotel room, waiting for Pete to come get me.
They have rented a suite on the top floor for the bachelor party. Once again I pick up my phone to call Pete and cancel, when there is a knock on my door. I put my phone in my purse, take a deep breath, and answer the door. I let Pete in and softly say, “Baby, I am not sure I can do this. I am so nervous that I am trembling.”
He hugs me closely and says, “Susan, I will be with you the whole time. Let’s just go up, meet the guys and have a few drinks. Just socialize, no strings. If you want to leave it at that we will. Brad, the groom, knows how nervous you are. Hell, he is too. He told me that he may not be able to go through with it either.”
That actually made me feel better. It sounded like this wasn’t going to just be a drunken orgy. Now why did that thought make my pussy wet? I think I am becoming schizophrenic. I agree to just go and meet everyone and see how things play out.
I hear music and laughter as we approach the door of the suite. A tall black guy answers the door and Pete introduces me to Lee, he shakes my hand and welcomes me with a smile. I have never been with a black guy before and my mind again starts to wonder. I am then introduced to the rest of the guys including the groom, Brad. I find it hard to remember all their names but as we talk and get to know each other, I start to imagine being with each of them.
The other three are Frank, a stocky dark haired guy kaçak iddaa about my height. John a lanky guy with long shaggy blonde hair with blue eyes and a nice tan. The last guy is Bill, average height and weight with brown hair and eyes.
They all appear to be around Pete’s age, and they are all good looking and polite. John plays bartender and gets us all a drink, giving me a rather strong rum and coke. Pete sees my expression after the first sip and chuckles, “Sorry, John is known for making strong drinks.”
John says back, “Hey, the ice melts and waters it down.”
There is soft music playing and we stand around getting to know each other. Before long, between the drinks and good company, I am feeling much more relaxed. Pete grabs my hand and asks me to dance.
As we dance close together, Pete softly asks,” How are you feeling?”
“Much better. Your friends are all very nice, and cute too. I’m still nervous and not sure I can do everyone but let’s see how things play out.”
He smiled and said, “We will go only as far as you want to.”
The song ended and Brad asked me to dance next. I snuggled into him a litttle as we danced, enjoying the feel and scent of him. I could feel my pussy moistening and my nipples hardening. From the lump in his pants, my nipples were not the only thing getting hard. As he held me, Brad said, “Susan, you are lovely. Thank you for being here tonight.”
“I am having a great time, I hope you are not disappointed. I know I am a bit older than you…”
He put his finger to my lips and said, “Hush. I find you sexy as hell. I am not the least bit disappointed!” He then removed his finger and placed his lips on mine. It was not an open mouth kiss but soft with a promise of more to come.
I danced with all the guys a couple times and really enjoyed being the center of attention. I was fully horny and ready to proceed while dancing with Brad again. We were dancing closely, our crotches rubbing together, my pussy dripping wet. Brad steered me into one of the bedrooms and started to kiss me passionately. I did not even care that he left the door open. I moaned and kissed him back, our tongues dueling back and forth.
Brad unzipped my dress and wiggled until it pooled at my feet. I removed my black lace panties and my heels, leaving my thigh highs on. I unbuttoned and removed his shirt. He had nice pecs and a tight stomach, no six pack but tight. I then knelt before him and undid his belt and zipper, pulling his pants and boxers down. I admired his cock while he took off his shoes and socks, then stepped out of his pants.
His cock was rock hard, about 7″ and average girth. I couldn’t wait to suck it. He started to pull me up telling me I didn’t have to do that but I said,”Shhh, you are the groom, this is your night.”
I then started to lick the head, tasting the fluids leaking there. I licked all around his shaft and even licked and sucked his balls. He moaned deeply as I then slid my lips over his head taking about half of him in my mouth. I started to move my head slowly taking more of him in on each stroke, until my lips were at the base and my nose in his pubic hair. I fondled his big balls as I sucked him, drawing another long moan from him.
He then stopped me and laid me on the bed kissing and licking his way down my body to my pussy. My nipples were so hard I thought they may explode as he sucked and nibbled them. When he started licking my pussy, I grabbed his hair and pulled his face in. I came hard when he started to suck my clit. Not a big squirt but a little gusher.
Brad then rose up, slipping his beautiful cock in my wet pussy. I tasted myself on his mouth and face as we kissed passionately. He started to fuck me hard in his excitement, hitting my clit as he bottomed out. I started to feel another orgasm approaching when he stopped, “Susan, you are so fucking hot, can I do your ass now, please?”
“I would love that baby, do you have lube?”
He reached over to the nightstand and grabbed the bottle he had ready. “Ok, lube up my ass and put in one finger. When it loosens up, add more lube and another finger. Then lube up that lovely cock and slowly put it in.”
He carefully did as I instructed, I grabbed my legs and pulled them back and out. I loved this position so I could look at my lover’s face as he penetrated my ass for the first time. His look of wonder was amazing as he experienced anal for the first time, “It is so tight!”
“Now hook your arms under my knees to hold my legs. Start slow, then fuck my ass hard Baby.”
His cock felt so good in my ass and I came hard as I rubbed my clit while Brad pounded my ass,
Brad then stopped and asked me to get on all fours. “I love your ass Susan and want to look at it and feel it as I fuck it!”
He inserted his cock again and grabbed my tight ass cheeks with both hands and started to pull me onto his cock. I helped by slamming my ass back against him.
As we were fucking, Pete entered the kaçak bahis room and started to strip. I didn’t even notice him until he climbed on the bed and put his huge cock in my face. I just moaned and grabbed it and started sucking him for all I was worth. I was occupied and did not see the other four guys filter into the room. Honestly, I was so hot I would not have cared anyway!
Then, with a bellow, Brad started to cum in my ass, “Oh fuck, yes, yes, yeesssss!”
As Brad pulled out, Pete laid on the bed and asked me to ride him. As I straddled him, rubbing that huge cockhead around my wet pussy lips, I noticed the other guys were all in the room and naked. I started to tense up and Pete said softly, “It’s ok Sweetie, if things get to be too much, we will stop. Relax and enjoy it.”
I decided to do just that, I was super horny, so I just went with whatever happened. Pete’s big cock felt so good in my pussy and he was playing with my titties, pulling and twisting my nipples as he knew I liked it. He pulled me down close to his body and as I laid on him, someone was playing with my ass.
I looked over my shoulder to see Lee fingering my ass as he lubed up his long black cock. It looked to be as long as Pete’s but a little thinner. I tried to relax my sphincter as I prepared for my first double penetration. It hurt a little as he slowly pushed it in. Pete held my ass cheeks open to help Lee get it in. He was gentle, sliding it in and out a little at a time adding lube as he went. When it was finally all the way in, I felt an incredible full feeling. It was unbelievable! I love a big cock filling my pussy or my ass, but to have them both filled at once was so intense. I came almost immediately, squirting my juices over all three of us. It was hard to get a good rhythm going at first but then, the guys synchronized it with one going in as the other retreated. I was screaming and cursing in incoherent pleasure!
I lifted my body up on my arms so I could push back against them. I seemed to be cumming every few seconds. Maybe it was just one long cum, I don’t know. All of a sudden, there was another cock in my face. John had a long lanky cock just like his body and was standing on the bed with it against my lips. I just opened up and sucked it in. I felt hands on my titties again, playing with my sensitive nipples. I was in sensory overload, when I felt my arms being raised and a cock placed in each hand. I didn’t even know whose at the time but I had Franks rather thick cock in my left and Bill’s nice 6 incher in my right.
I was not in control at this point. I was just a receptacle for these mens’ pleasure. However, I was enjoying it more than anyone. It was almost like an out of body experience! I wasn’t moving, they were holding me and moving me like a rag doll. Fuckiing my hands, mouth, pussy and ass at will. I felt sensations and pleasure like never before and was cumming non stop. Then with a yell Lee started to cum in my ass. Then like a chain reaction, Pete filled my pussy with his cum and John came in my mouth. He was so deep, it just flowed down my throat, I didn’t even taste it.
We all took a breath, and fell about the bedroom. Frank and Bill had not cum and were still rock hard. I did not object when they positioned me over Franks thick cock and lowered me down. Then Bill got behind me and slipped into my ass. I was so spent, I just laid there for a while as they fucked my pussy and ass. Then the wonderful sensations gave me a second wind and I started to fuck back against them. We were all so excited by this time that we all came quickly. Mine was not earth shattering like before but still intense.
We rested a bit, then all took showers. I showered with Pete and Brad. We got excited again as we soaped each other up. Before long, they had picked me up and slipped both their hard cocks in me. Pete in my pussy, and Brad in my ass, standing with me sandwiched between them. I don’t know how we did not slip and kill ourselves as we all came together.
After we all cleaned up, we went out to the living room area of the suite, eating the finger foods and making more drinks. None of us had put our clothes back on and unbelievably, we were all comfortable as we socialized naked. We talked, we laughed and had a good time as we recharged our batteries. I danced with all the guys, kissing them and allowing them to take any liberties they wanted. Enjoying it all. I could not believe I fucked six guys and now felt so comfortable with them all.
There were a lot of hard cocks in the room and the sexual tension was building. Pete had an idea, they would each draw cards. High card got my ass. I would sit on that cock reverse cowgirl, filling my ass. Then the other guys could fuck my mouth or pussy in order of the card draw. Pete won.
He sat on the couch and I lowered my freshly lubed and tender ass onto his big cock. I was in heaven, it filled me like no other. I bounced on it for a while when Frank walked up. He had the next highest card and wanted my mouth. He climbed up on the couch, straddling my face and fed me his thick Italian sausage. I just let him grab my hair and fuck my mouth, using my tongue for more stimulation. He came after several minutes and I swallowed his tasty cum.
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