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Diary of my affairs. Chapter 26. Getting A New Asshole
Then it was the moment of truth as I opened my eyes and raised up seeing Bob below me smiling. Then seeing Ron and Wayne, I’d figured right about who was who, but it was more fun being blindfolded trying to figure it out than it would have been already knowing. It wasn’t as exhilarating as earlier in the day when I had no clue who they were, let alone that there was two strangers, but it was still pretty fucking exciting to me. “It’s you two, ” I said trying to sound surprised just sitting on Bob. “You guys knew you were going to fuck me all along.” “Yes we did, and hopefully we’re not done yet, ” Ron said giving me an evil look while pointing his dick at me. “You can’t imagine what was going through our minds while you were sitting at the table talking to us, ” Bob said laying under me with his dick still in my pussy. “What are you talking about, ” Wayne asked although he knew? “We saw her at the bar and had a drink together, but we didn’t let her know what was going on, ” Bob said before I could answer. “Did you get off, ” I asked, looking at Bob? “No, ” he replied only for Ron to say he could cum again any second. With his dick easily in reach, I leaned to my left, and while slowly bouncing on Bob, I started sucking him. Almost right away he grabbed the sides of my head taking control forcing himself balls deep over and over until he got off without so much as a warning. He never even moaned until after I felt his first burst splattering in the back of my mouth. “Show it to me and your husband and swallow it, ” Ron said in a demanding kind of way. Although I’ve never known of cum to taste like a fine wine his wasn’t near as salty as Wayne’s, and after looking at them, I gulped it down. “Well don’t just sit there, ” Wayne said. “Bob would probably like for you to get him off too.” Bob only smiled at me reaching up to grab my tits while I kept bouncing on top of him, but he was letting me do all the work. “Look at her ass cheeks bouncing, ” Ron said when I sped up knowing I could make myself cum soon. “She’s fucking the shit out of him.” With Bob making me do all the work until then while Ron and Wayne watched he was ready to cum too and started thrusting upwards. I was hoping we’d cum together, but hearing him let out a moan and seeing the look of satisfaction that came over his face he was flooding my pussy. Wanting to get off myself with his thick dick giving me a full feeling, I never slowed down even while he got off. I was afraid his dick would wilt if I waited too long and a luckily for me before it did the three of them saw the look of satisfaction that came over my face. “I need a beer break to build up another load, ” Bob said as I rolled off him rolling over on my back exhausted. “Why don’t we go to the lounge for a break and then bring some beer back with us, ” Wayne asked? “I need to get a quick shower first, ” I said. “Just meet us down there, but when we come back it’s Bob’s turn for your ass, ” Wayne said while they quickly washed their dicks and got dressed. “I don’t know if I can do that or not.” “You can let him try can’t you?” “I’ll let him try, bit I’m not promising anything, ” I answered before taking one of my quickest showers ever. Then only wearing only shorts, a t-shirt and flip flops with no underwear, I met them in the almost empty lounge where they were playing darts. “We were talking about you while you were gone, ” Ron said handing me a drink. “I bet you were, ” I answered. I was about to find out that although Ron didn’t seem to talk much about anything else he was the kinky type and would talk up a storm if sex was the subject. “Wayne made a bet with me that if I throw a bulls-eye on my first turn after you showed up you’ll have to strip in the elevator and walk back to your room naked.” “Not on your life, ” I replied. “Who the hell would get on an up elevator from the second floor or higher, ” Wayne argued? “What if there’s someone in the hallway going to our room, ” I asked in return? “You can hide behind us. Hell we’re in the first room off the elevator.” “What do I get if he misses, ” I asked? “What do you want, ” Wayne asked? “I want them both to eat me off solo before they take turns fucking my pussy and if he misses I don’t have to take Bob up my ass.” “Deal, ” Wayne said, “as long as you’ll at least let him try.” “Alright, but if I say no he has to stop!” With that Wayne agreed and as my luck would have it, Ron not only hit the fucking bulls-eye, he hit it on his first dart. After the game and finishing our drinks, the guys got some beers to take to our room, and seeing someone else getting on the elevator we waited for it to come back. With nobody around except them, I stripped and should have known something was up seeing how Wayne had already hit our floor number and was standing outside the elevator holding the door open while the three of them were supposedly keeping an eye out. Suddenly without Ron or Bob getting in the elevator and Wayne holding my clothes he let go of the doors and threw our room key at me laughing. It may have not taken very long to get to our floor, but standing there naked in the elevator, I started to worry. 'What if some and his parents are waiting for an elevator when the doors open?' Luckily for me when they opened there was no one there, and I quickly ran to our room opening the door and went inside. I thought about locking the door, but wanting to fuck Ron again and especially Bob I didn’t. “Since she held up her part of the bet maybe we should do what she wanted us to if she won, ” Bob said after they came in the room. Ron agreed and already being naked I hopped on the bed laying on my back waiting for one of them to eat me. Bob came over and started to get on the bed below me when I spoke up saying, “It’s not fair that I’m the only one naked in here.” To my delight I watched as all three of them took their clothes off with Ron sitting at the table drinking a beer while Wayne pulled a chair up beside the bed to watch, but first whispered something to Bob. After a while I figured out what Wayne whispered to Bob because after crawling between my legs he licked my inner thighs for what seemed like an eternity. Every now and then he would work his way up to where he was licking only an inch away from my pussy only to go to my opposite inner thigh and start all over again. “I love that all over tan and those thighs are perfect, ” Ron said scooting his chair closer. “Would you like to feel them wrapped around your face, ” I teased? “I can’t wait, ” he replied. “Either eat me or let Ron have at it, ” I said not wanting the teasing Bob was giving anymore. Bob took the hint and looking at Wayne at the time I jumped in excitement when he quickly slithered his tongue inside me. When he moved on to my clit he put a finger in me, but I had him take it out after a minute or so because if I was going to at least let him try anal, I wanted him to earn it with his tongue. Bob obliged, and when Wayne noticed I was close to cumming he mentioned it, and Bob intensified the pussy eating he was giving me until I was squirming all over the bed. Bob and Ron then changed places, so I wrapped my thighs tightly around Ron's head squeezing it like a big pimple. Ron didn’t do any teasing going straight to shoving his tongue in my pussy before moving up and sucking the life out of my clit until he got me off too. “Get doggie style with your feet off the bed, ” Ron said almost like it was an order. Standing by the bed not knowing if he was coming back for more ass or not, I felt him stab my pussy shoving it all the way in. Doing his hurry up and slow down style of fuck over and over like he did when he fucked me in the ass, Wayne got up placing his dick in front of me to suck him. Every time Ron would speed up he was pushing me forward so hard that he was driving Wayne’s dick all the way in my mouth. When Wayne said he was getting close to cumming, Ron went back to pounding me only for me to feel his first few powerful bursts of cum splattering inside my pussy. Having completed the cycle by cumming in my ass and mouth and now my pussy Ron was still erect and fucking me which was a good thing for me because I was about to get off too when Wayne started cumming in my mouth. Not being able to hold back any longer even though I wasn’t trying to, my body couldn’t take it anymore. Just before I got off I backed away from Wayne’s dick and swallowed his cum before quivering to their enjoyment. “Looks like she liked it, ” Bob said when I fell forward on the bed. “Now there’s a sight for sore eyes that I saw earlier, ” Ron said talking about when he saw me sunbathing on my stomach earlier. "Except there were a couple of straps across her back. I couldn’t take my eyes off that ass!” “Speaking of ass, ” Bob said throwing out a hint. “I need a break first, ” I said knowing what he wanted. Purposely taking my time while drinking a beer, I knew I was just putting off the inevitable and killed the rest of it before looking at Bob asking, “So what position you want to try it in?” “Doggie style if you don’t mind, but you’ll need to help me get ready, ” he replied spreading his legs apart while sitting at the table wanting me to come over and suck him. Getting on my knees I grabbed his half erect dick and looking at it I wondered if it would even fit in my ass. Meanwhile, Wayne wanted to make sure I could do it because he had me get on all fours and poured lube on me before using the same dildo as earlier and just left it in my ass after turning it on. Then he replaced it with my rabbit dildo which was about as thick before turning it on and leaving it there too. “Just lick me for now, ” Bob said once he was hard. I figured it was because if I kept it up he’d cum in my mouth, which would have been fine by me as opposed to the alternative! “Make sure you use a lot of lube, ” I said when Wayne told me to get on the bed after taking out my rabbit dildo! “Spread your ass for him, ” I heard Wayne say! Making my ass look like a target, I spread my cheeks and felt Bob’s dick touching me as he poured lube on his dick of which some dripped on me. Feeling him put the head of it on my asshole, I was gritting my teeth and expecting the worst while Wayne was standing on the other side of the bed looking right at me. Bob began to push, and I jumped away three or four times before I let out a loud moan as he somehow got the head in on the next try. He immediately let go of his dick and firmly grabbed my waist before going deeper at a snails pace and constipated does not even begin to tell of how I felt. With my ass stretched more than ever before, I was moaning out loud every time I felt any movement at all, but Bob wasn’t about to be denied. To my relief, if that’s what you’d call it, I finally felt him pressed against me balls deep just standing there. “Just let me know when you’re ready, ” Bob said. I knew it wouldn’t be any time this century, so after a few minutes Wayne tried to make me horny enough to do it getting on the bed for me to suck him which I did. “Bite me when you’re ready for him to fuck your ass, ” Wayne said. A minute or two later just wanting to get it over with, I bit him and Wayne got off the bed telling Bob to go ahead. “Let him know when he can go faster.” To Bob’s credit, even though it felt like he was tearing me a new asshole, he took it very slow for what had to have been about ten minutes. “Let him know when he can go faster, ” Wayne said again somewhere during that time as if I didn’t hear him the first time. Looking up at him, I couldn’t believe the look on his face because it looked like he was bored, but that would soon change. After all that time I'd relaxed some, but not quite enough to forget that my ass was getting fucked by the thickest dick to ever penetrate it. I was still in a little pain, but nowhere near as much as when we started when I suddenly realized that if he kept it up I might just cum from it. I’d gotten off from doggie style anal before, but very seldom. Missionary anal was my favorite way to do it. Anyway, not saying anything, the ten minutes had become about fifteen, and when I felt like I could cum I told Bob he could go faster. “How fast, ” Bob asked immediately? “Not as fast as you can, but you can speed up a little.” With Bob then going at what I’d call a normal speed my moaning didn’t get any louder, but it was a lot more often. “I think I’m going to cum, ” I said minutes later thinking I felt an orgasm coming on. Bob sped up even more and once I knew I was ripe I used the cock word even though I hate it. I can’t remember exactly what I said word for word, but it was something like, “Fuck me harder. Give me that cock!” All I’m sure of is that Wayne immediately said, “Bang the fuck out of her!” Grabbing my hips even tighter it felt like a telephone pole was being slammed in and out of my ass at the speed of light! I may have been moaning like crazy, but with every stroke that Bob gave me it only made my orgasm quicken towards a boil! “I’m going to cum, ” I heard Bob say jerking me back and forth. I do know I told him to cum in my ass as if it was an order, and seconds later he just stood there pulling on my hips getting off while I felt like I’d pass out. I wasn’t just cumming, I was cumming in what seemed like buckets full. “Bravo, ” I heard Ron say while clapping his hands before adding, "Look at her ass gaping, ” as Bob pulled out and collapsed on the bed beside me. Not knowing my first MMMF had now ended, I turned over on my back exhausted with some of Bob’s cum leaking out of my ass. Ron had cum directly in all three of my holes with Bob only missing cumming in my mouth, although I did give it the old college try. Wayne only missed out on my pussy, but for the two of us the night wasn’t over yet. Meanwhile, I’d gotten off more times than I could count. “That was a lot of fun, ” Bob said when he finally got up, “As much as I’d like to stick around for more we have to be up early for our fishing charter.” “Maybe we can catch you again tomorrow night, ” Ron asked? “Just knock, ” Wayne replied and with that we wished them luck as they got dressed and left. While I was recuperating Wayne started massaging me and pretty much talked about everything that happened before he fucked me in every position and every hole until well after midnight. The following evening after doing a few tourist things we got a bite to eat before returning to the hotel lounge for a couple of drinks. While walking there Wayne showed me which room theirs was, offering for me to knock if I wanted, but I didn’t. While we were in the lounge, I couldn’t help but think about Bob and Ron and made up my mind that I’d knock on our way back on our way back, but when I did I quickly apologized when an older gentleman opened the door. “You sure that’s their room, ” I asked? “Positive, ” he replied. Then leading me to the office he asked the clerk who told us they checked out that morning. “Why would Ron have said something about tonight if he knew they were leaving, ” I asked once we got outside? “Maybe they didn’t. Maybe they’re still in the area and just switched hotels, ” Wayne replied which renewed my hopes for a repeat, but there never was a knock at our door for the remainder of our stay. Back in our room Wayne watched a ballgame until it ended around ten o’clock before we gave up and fucked each other silly instead. With only three days left nothing more happened, but what did happen is something I’ll never forget. In chapter 21, I mentioned how Wayne wanted me to write a fantasy and how I finished writing my whole sex life diary first. What you just read in chapters 21 to 26 was how I actually lived out the fantasy for the most part. By that I mean the being naked and blindfolded with a sheet over me tied to the bed was the easy part. I figured the hard part would be finding decent looking strangers to pull it off. The quotes may not be exact, but they’re pretty damn close. In the full fantasy though, all three of them shot a load in all my holes and the next night I was alone with Bob and Ron in their room for an hour before Wayne came down to join in. Off the top of my head the only other differences were that, in the fantasy I wrote, Bob had a longer dick that kept pounding into my cervix and there was no elevator scene of me naked walking back to our room. Also, the fantasy had us in Miami as opposed to the Bahamas. As far as the guy named Terry goes who I told about in chapter 21, he wasn’t in the fantasy. Originally I wrote how Wayne faked me out making me think it was another guy since he was supposed to shoot a load down my throat. However, in chapter 21 Terry was the real thing in pulling the sheet off of my naked body before eating me off and then mouth fucking me until he filled his condom. Thanks for reading and please don’t forget to vote, Mary |
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