So I haven’t written in a long time because I haven’t had ANY in a long time. But that all changed a major way not too long ago. This happened a few nights ago. My ex-boyfriend: R, friend’s, Mike and I were texting back and forth. Mike is cute older guy, my ex-boyfriend, R, was 10 years older than me and Mike is about the same age. When I was with R I was 19 & 20 and he was 32. That was huge age gap to me and to him, but we hung out at his condo a lot, watched sports or swam at the pool at this club house. Almost every Sunday during football season we would do this. Mike was always there along with some other guys. I was kind of a downer to them because I couldn’t drink alcohol at bars/clubs legal drinking age in the US is 21. The guys always wanted to go to bars and stuff. It lead to all the jokes about the age gap between R and me.
But ironically now I work at a bar and Mike found out through facebook where I work. He suggested he stop by since he lives near by, and he’ll catch a game here at the bar for old times sake. Well he stopped by and he had his room mate, Tom, with him. Tom’s a biker/hipster type if that makes any sense. He’s covered in tattoos. So they watched the game. I tended the bar, it was a pretty slow night. When the game was over we get to talking and Mike said he was surprised me and R broke up. And I totally got upset, cause I think what broke us up was the guys making fun of us all the time. Mike said something along the lines of, “You didn’t even hear what we said behind your back. We all thought you were golddigging off R and he must have got some awesome young pussy out of the deal.” I was shocked, mad, and I went on to defend myself like a maniac. But quietly because I was still at work.
Then he said, “The guys were really jealous because he had you and basically everyone wanted to fuck you. Some of the guys had wives and they never got laid. R said you were an awesome lay that was down for whatever.” Tom was just chuckling.
All I heard out of that was R telling everyone our sex lives and that everyone wanted to fuck me. Horny me asked, “Did you want to fuck me, Mike?”.
Mike said, “Of course, you were so sexy in your bikini swimming in the pool or just laying out in the sun. The fantasies we all had.”
In my best teasing voice I said, “Do you still want to fuck me?”
He said, “I’m single, I live close by, Tom here could get in on it. You still down for whatever?”
I said, “Okay, my shift is over in 20 minutes. I’ll meet you at your place.”
And there I was at his & Tom’s apartment 20 minutes later… Mike showered, (wasn’t that kind of him) and Tom had beers out. We sat on the couch, Mike on my right and Tom on my left. It was so awkward. I took a few sips of my beer, then stupidly starting talking about the last time I had sex. I think it got them both horny though. I started stroking Mikes cock through his pants. It was nice and long. I couldn’t wait to get my lips around it. Tom was sitting on the left of me, so I did the same to him. They were both hard. I took a deep breath, maybe my last one of the night, and got down on my knees, I turned around the face the couch and told them to both stand up. I was eye-level with two cocks. There was no other words to describe me but Cock Hungry, I must have had a goofy smile on my face. I popped Mike’s mushroom tip into my mouth and drooled on it and then used my drool to jerk him. I turned to Tom and found he was pierced. Well that is new to me… I licked up and down his shaft, it was nice and fat, so I didn’t take him all the way in my mouth yet. I drooled on his cock and went back to Mike, I figured Mike could get my jaw nice and loose and then I’d tackle Tom’s fat cock. Mike was excited, he was groaning and pushing his dick deeper in the back of my mouth until I was gagging. I had drool running down my chin, down to my shirt. His cock was so hard, I knew he wouldn’t get down my throat unless he forced it or unless we changed positions. I just opened my mouth as wide as possible and let him hit the back as much as he could making that squishy wet noise, I kept gagging every now and then. Mike said, “R loved fucking your mouth. Remember that time behind the pool shed? We could all hear you sucking his cock and gagging just like this. Fuck.”
Tom nudged his cock closer to my face, so I faced his cock again, I had to open wider and I looked up into his eyes silently begging him to take it easy. He jammed his cock in. Deeper than Mike had gone. He grabbed the back of my head and angled his cock so deep. I gagged and had to put my hands to his thighs to stop and breath. I loved it though and I opened my mouth back under him for more. He stuffed it back a few times and got back into that spot deep in my throat I could feel the barbell piercing. My eyes closed and rolled back a little as he used my mouth and throat.
While we were doing this Mike got on the floor behind me. I undid my jeans and pushed them down to my knees. Mike immediately stuck two fingers in my pussy. He said, “You are so wet. R said you were never dry, he never had to use lube. You were horny all time. Damn you’ve got a fine ass” Mike started rubbing my ass as he fingerbanged. He flicked his fingers around until they were against my g-spot. If R told him this too, I will gladly call R and thank him. I cum really quick from my g-spot stimulated roughly in doggy. I started moaning with Tom’s dick in my mouth. Mike quickly stuck his cock in me. I came right then. Fuck it was good, I haven’t cum around a nice warm cock in so long. I grabbed onto Tom’s pants in front of me and held on as my legs were shaking and Mike just kept on fuck me. I had to take Tom’s cock out of my mouth and just rest my face against it to catch my breath. Mike grabbed my ample ass checks and hammered into me over and over. It was so good. I kept repeating, “So good, so fucking good”. Tom slapped my face a few times with his cock. He leaned over to look at my ass. He asked Mike, “Did R ever mention if he had her ass?” R might have been a jerk, but I had got a lot of sexual lessons out of him, without judgement or anything. I did let him fuck my ass a few times after I came, I was sure he wouldn’t tell the guys this. But of course he did. And Mike said, “R said He popped her anal cherry and it was the tightest ass he ever fucked. You want to try it?” I said, “Oh no, Mike you can fuck my ass, not Tom, his cock’s too fat.” Mike said, “If that’s what you want.” Did I just fall into a trap?? lol.
I turned around to Mike and said make me cum again first. Mike looked up at Tom and gave him some kind of sign because Mike grabbed my tits, swung me up so I’m laying on top of him with his dick still in my pussy fucking me from below. I felt like a rag doll. Tom got my jeans off and spread my legs out. He spit on my clit and started to rub it. Oh my, I’ve never had a cock fucking me from below and someone else stimulating my clit. It felt a thousand times more sensitive and within 2 minutes I was cumming hard on Mike’s cock. I rolled into a fetal position and shook on the floor for a few moments.
Tom dragged me up to straddle him and he slipped into my pussy. He stretched me so good. I grinded on top of him for a while, I was a little exhausted. He lifted my shirt off and unhooked my bra. Now I was totally naked. He massaged my tits and lightly pinched my nipples. He licked my nipples and lightly bit them making me horny again, my pussy was getting wet on his cock. While we were doing this Mike must have got the lube. Once I again I felt his hands rubbing my ass this time he slipped his finger in. I hadn’t had anal in so long I was so reactive. My thighs were jumpy and I forgot to relax. Mike said “Damn, this is going to hurt.” I never had DP. I was scared but excited. He had Tom and me stay still. I was shaking, I was so nervous. He lubed himself up and started to push into my asshole, I whimpered my eyes teared up, I pushed back until his head was in. It burned, I told him to use more lube. He pulled out and put more lube on him and more onto my asshole. He pushed in again and it was much easier this time. I felt so full, it felt so good. Mike pushed farther back and forth, back and forth, a little further each time until he was balls deep. He said quietly, “I’m in”. Then he started to seriously move in deep long strokes. I looked down at Tom who asked, “Are you okay?”. I said, “Yeah I’m good. Go ahead.” He started to move from below, and Mike was still fucking my ass. I felt so strange, I really didn’t have to move the guys were see-sawing out of me. Sometimes they’d both be deep inside.
Mike kept saying, “R was right you’ve got the tightest ass”. Tom grunted and called me a little slut, at first I was like what? Then I looked down at his face and he had this bashful smile like yeah I’m fucking your pussy and a guy is in your ass, I think you’re a slut are you going to deny it?? It took me a second, I leaned my lips closer to his ear and said “I’m your slut tonight, so just fuck me. Fuck me hard.” I raised up my hands on either side of Tom’s head and I started moving my hips roughly up and down, working toward making myself cum. Tom grabbed my hips and helped steady me. I don’t think Mike could take much of my bouncing, he grabbed my hair and my neck and kept me still while he pounded his dick in my ass. His pace got faster and I knew he was going to cum in my ass, he gave a final grunt and spurt a few times so deep in my ass. His thrusts almost pushed Tom’s dick out. It felt like it was deeper than any other time before when he was fucking me. He slipped out of me, and left the living room.
That just left me and Tom on the floor. He grabbed me and turned so I was on my back. He said real fast, my turn, he bent my legs and pushed my knees towards my ears, it felt good for a moment, then he pulled out and pushed his fat cock into my ass. It hurt at first, like the first time Mike put his cock in. But Tom started rubbing my clit, it felt so good, I clenched down on him. It hurt a little, and Tom groaned and just continued to fuck my ass. I was going to cum, I could not believe it, I never came 3 times before and I never came from anal. I looked up at Tom, he was sweating lightly and panting, I think he was waiting for me to cum. I think I fell in love with him right then. The rush came through me I arched my neck and my back and came hard. Tom came when I did adding his cum to Mikes. I laid back onto the floor and Tom laid down next to me. I looked over and smiled at him, he smiled back and kissed me lightly on the lips. It was strangely intimate. I didn’t know where Mike was. I’m guessing passed out on his bed in his room. I used the bathroom and Tom set me up to sleep on the couch in one of his T-shirts since it was 4:00am and I was in no shape to go home. In the morning I got dressed in my clothes from the night before and made my way home. I got a text from Mike later saying we should hang out again. Tom texted me too, and we’ve been texting all week.
Source: reddit.com/r/sexystories/comments/4804rn/next_part_in_my_hotel_bartending_adventures