I met Shelly and Jeff at the bar that evening. It was their last night of their vacation and after hooking up with Shelly twice, once with Jeff and once with a chick Shelly picked up, Shelly kept reminding me that I owed her a favor. Let’s see. She had been a part of the first two threesomes I’d ever had, gave me a couple great blow jobs, shaved my cock and balls, picked up a girl so I could have a FFM threesome that I’d always fantasized about and had basically made my whole time in Mexico closer to a dream than just a vacation. So yeah, I had no problem owing her a favor. Shelly was wearing a low cut top and no bra, so I was getting some nice peeks in and was getting excited about what she had in mind. I tried to drink my beer slowly so as not to give away how much I just wanted to go back to their room when finally Jeff chugged the rest of his beer and said “Enough of waiting around, let’s go.” Shelly laughed as both Jeff and I got up and looked at her as if to say “Get the hell up and let’s get naked!”
As we entered their room, Jeff went to the bathroom to get something while Shelly grabbed my hand and took me to the bed. As she reached down and gently stroked my crotch through my shorts I reached up and put my hand under her shirt, softly touching, almost tickling the bottom of her beautiful breasts. We started kissing and only stopped when we heard Jeff walk back toward the bed. I looked up to see he had a tube of KY with him and a big smile on his face. Jeff said “Well, it’s time for me to get my fantasy now. After hooking up with you the other night I have really wanted to have both of us take Shelly on again. She gets off when we watch porn when a girl is getting DP’d and I know it will just be wild if we do it to her now.” Shelly looked excited as can be and the idea sounded great to me. Shelly turned to me and said “Jeff gets to fuck my pussy all the time, I want you in my pussy when he pushes that thing up my ass. Besides, you’re thicker than he is and it will feel better if he’s in my butt.” Sounded great to me and Jeff and I started taking Shelly’s clothes off while she grabbed whichever cock she could as her clothes got tossed on the floor. Soon we were all naked and in bed, Shelly with a cock in each hand and a mouth on each of her nipples. This was going to be fun.
After Jeff and I feasted on her nipples for a few minutes he reached down and said “Wow babe, you’re soaking wet. I think you’re ready for some fucking.” Shelly, still stroking my cock, said “And this is ready to be inside me, lay back.”
As I released her nipple from my mouth I rolled onto my back and Shelly straddled my hips, grinding a bit on my cock before reaching down and guiding it inside her. Jeff had been right, she was soaking wet and I slid in quickly and easily. Shelly leaned down and started kissing me while Jeff said he’d get her ass ready. I saw him grab the lube and move down, then Shelly started kissing me again and moaning into my mouth. I sensed when Jeff started gently pushing a finger inside her as Shelly tensed briefly, then started moving on my cock again. Shelly and I were enjoying a great fuck and I think Jeff liked watching Shelly’s pussy slide up and down my pole while he warmed up her ass. Finally Shelly said she was ready for both of us, but Jeff said he needed a little help getting harder again.
Shelly told him to bring that cock up to her mouth and she’d get him nice and ready. She slowed down the pace on my cock so she could give him one of her great blow jobs and make sure he was ready. As she sucked him he laid down beside us so he could reach back and keep her ass ready for her DP. Shelly kept his cock in her mouth and lowered her body back down, her tits pressing against my chest. I was watching her blow him from just an inch or two away now and remembered how hot it had been when I had licked his balls and the underside of his cock while he fucked her the other day. Why not try it again I thought and I leaned over and sucked a ball into my mouth. Shelly moaned again and looked at me, encouraging me to keep it up. Jeff slowly moved his hips, obviously enjoying two mouths on his crotch. I moved from his balls up to lick the underside of his cock when Shelly moved to kiss me again, this time with Jeff’s cock between us. We tried to work him over while also kissing but it was less of a kiss than just licking whatever we could get our tongues on. Jeff moved his hips back a bit, trying to aim his cock back into her mouth but Shelly reached up and pushed the head of his cock towards my mouth and nodded at me. This was something I hadn’t thought of, wasn’t sure I was ready for, but I was also so damn turned on I went for it. I opened my mouth wide wanting to make sure Jeff didn’t feel my teeth on his cock. I hated it when I felt teeth on my cock during a BJ and I sure didn’t want him to know that I was the one blowing him instead of Shelly. I took an inch or two into my mouth and rolled my tongue around the head, licking at the tip the way I like it done to me. Shelly licked his shaft below and Jeff pushed his hips up harder, wanting more cock inside what he thought was Shelly’s mouth. I opened as wide as I could and let his hard cock push farther into my mouth. I could taste his pre-come and was enjoying my first cock. I blew Jeff for a few minutes before he said “I’m ready to take your ass now honey, let’s do this.”
As Jeff’s cock left my mouth Shelly leaned down and started kissing me again, holding my cock in her pussy while Jeff moved into position behind her. Shelly held still and Jeff started slowly pushing his cock into her ass. Once it was in a little, Shelly started moving against both of us, pushing Jeff deeper into her ass. Shelly moaned and said “Oh fuck yeah, this is even hotter than I thought” and really started fucking us both. I felt more pressure in her pussy now as Jeff’s cock was now fully inside her and we were filling her very full. Shelly moaned and moaned as both Jeff and I tried to avoid cumming too soon so she could enjoy this fantasy. Shelly hit her peak soon and came harder than I’ve ever seen a woman cum. I felt her pussy clench my cock and heard both her and Jeff moan deeply. As Shelly slowed down a bit, easing down from the biggest orgasm of her life Jeff and I held fairly still, letting her control the pace. Shelly finally stopped and said “That was fan-fucking-tastic!” and started laughing. She was amazed I hadn’t cum yet and I told her there was no way I was going to cum before she got a chance to ride this fantasy out. She said “I know how to make you cum, lay still.”
Shelly moved off of me and turned around in a 69, quickly moving her pussy over my mouth and taking my cock in her lips. She would alternate blowing me and stroking me with her hands. I’m pretty sure she was blowing Jeff when I wasn’t in her mouth but couldn’t really see much with her wet, shaved pussy covering my face. I felt something cool and slippery on my ass now. Shelly had found the bottle of KY and was lubing me up for her fingers again. Fine by me as long as she kept blowing me like this.
Shelly went to two fingers, then three pushing inside my ass as she gently blew me, trying to make sure I didn’t cum too soon. She withdrew three fingers, then she went for four. I opened my legs as wide as I could giving her more access. I also pushed my hips up trying to get more of my cock inside her mouth but she kept just the tip in. I moaned in frustration and eased my hips back down. She kept me in her mouth and I felt her push the four fingers in even deeper than she’d ever done before. It felt good having her fuck my ass while sucking my cock. She took her mouth off my cock for a second and said “That’s it, push it in deeper, fuck that ass.” I was confused as I didn’t think she’d be talking to her fingers like that when I heard Jeff say “He’s so fucking tight, this feels great.” That’s when I realized I didn’t have four of Shelly’s fingers in my ass, it was Jeff’s cock and I was getting my ass truly fucked for the first time. Shelly went back and started really working on my cock with her mouth to keep me happy and I decided to just go with it. I kept my legs spread wide and relaxed, starting to enjoy feeling Jeff’s almost 7 inch cock moving inside me. Shelly sucked harder and harder and finally I was cumming. Spurt after spurt hit the back of Shelly’s throat and she swallowed it down, slurping on it while I spent my load. As I finished cumming Shelly moved off of me and I looked down to see Jeff moving his cock in and out of my ass. Jeff said “The DP wasn’t really my fantasy, this was. I figured Shelly could get you so hot you’d do anything and since we’ll never see each other again why not?” I just nodded and let him keep fucking my ass. Shelly reached over and softly stroked my cock while Jeff sped up, getting ready to cum in my ass. Jeff shoved his cock even farther up my ass and held still, the first spurt of spunk emptying in my hole. As Jeff groaned I felt his cum in my ass and saw him start thrusting into me again, ready to cum even more. I started encouraging him and said “That’s it, fuck my ass, give it all to me” and he sped up even more. Between the KY and his cum my ass was slick and he moved in and out of me easily. After he finally stopped cumming he pulled out of me and Shelly moved up and kissed him, then leaned down and kissed me.
“That was insane, hot, kinky and amazing” I told them. I still hadn’t wrapped my mind around the fact that I’d just given a blow job and been fucked in the ass. It all happened while the hottest girl I’d ever been with was there, so while I knew none of this meant I wasn’t into women, I also wondered if/when I’d ever try something like this again. There was no doubt I’d enjoyed all of the threesomes and I guess now I’m just more ready to be open-minded if a magical opportunity like this ever happens to me again.