This happened with my first wife when we pretty young. The buildup is true and it actually happened. The sex is embellished for entertainment purposes.
I am a tit man. This must be understood up front. I love big tits! I love to look at them, fondle them, squeeze them, suck them, fuck them, cum on them…well, you get the picture. It’s the first thing I notice on women and, in fact, the most beautiful woman in the world doesn’t do it for me unless she has nice boobs.
At the time of this story, my wife, Lisa, and I were in our mid-20’s and had been married for about 4 years. Lisa stood about 5’8” tall with a fairly slender figure and great tits. She was a full 36C and I loved to play with those big soft mounds, massaging them, squeezing them, sucking them... They were big enough that I could straddle her and fuck them, holding them tight around my cock until I came, shooting my loads all over them. She loved having her tits worked over, too. On a couple of occasions, she even came just from me massaging her beautiful breasts. For a tit man, this is like the holy grail. Occasionally, she will even just sit back and play with her tits for me while I jack off.
Lisa’s sister, Cheryl, was four years older than us and an absolute knockout. She was an inch or so taller than Lisa, a little more curvy with a nice, shapely ass. And she had an incredible set of tits. They were a full DD cup at least. I had never actually seen them at this point, but believe me, when she would wear certain tops or a swimsuit, I noticed!
Lisa and Cheryl joined a health club so they could exercise together. On the first day they worked out, Lisa came home and said,
“I know you think my tits are big, but you should see Cheryl’s. They’re huge! They actually interfere with some of her exercises.”
I kind of cocked my head to the side and gave her a smirk.
“Okay, first, you know how much I love tits so do you think I never noticed? And second, do you really want me to fantasize about her tits that way?”
I kind of chuckled and thought to myself, “I already do – a lot.” Lisa blushed, laughed a little, and just shrugged her shoulders.
We had a few drinks that evening and ended up in bed. Lisa and I had a fun, playful sex life, and we took it up a notch when we were a little buzzed. One of the things we liked was dirty talk and on occasion, fantasy talk, often involving other people in the fantasy. Not actual people we knew, just made-up characters. And we never followed up on those fantasies. Tonight was a little bit different.
I was feeling Lisa’s tits and telling her how beautiful and amazing they were and how much I got turned on by them, when she whispered in my ear,
“I bet you wish you were doing this to Cheryl right now, don’t you? You’d like to see her big tits, wouldn’t you?”
“Oh yeah, baby, I would love to see her big tits, and then squeeze them and suck on them.” I squeezed Lisa harder and envisioned what Cheryl would look like on her back with those huge breasts in my hands. I sucked Lisa’s tits hard, moving back and forth between her nipples.
“I bet you want to fuck those big tits of hers, too, don’t you?”
“Fuck yes, I do! I want to feel those huge mounds wrapped around my cock while I thrust in and out between them.”
Lisa held her tits together for me.
“Go ahead, baby. Pretend these are Cheryl’s tits and fuck them hard. Cum all over her!”
With that, I straddled her and pumped my cock in and out while she held her tits firmly around me.
“Fuck Cheryl, I’m going to cum!”
I proceeded to let loose a nice big load, showering those beautiful tits with cum, but still thinking about Cheryl while I was doing it.
As I fell back on the bed, Lisa finished herself off with her fingers, telling me how hot it was thinking about me fucking her sister’s tits and how she would like to really see that, and on and on until she came. When she was done, we collapsed into each other’s arms and drifted off to sleep.
The next several months passed by and our sex life kept going as it had. We would occasionally engage in fantasy talk, and once in awhile it would involve Cheryl. As for me, I was fantasizing about her more and more, thinking about her sometimes when I was fucking Lisa, and a lot of the times when I jacked off. When we were all together, I would try and sneak peaks down her shirt or whatever, just trying to see a little of the object of my fantasies. I was so fixated that I was afraid of getting caught for all my staring. Being so close to the objexts of my growing fantasies and, of course, being unsuccessful, just made me a little crazier.
Then came a Saturday night when a couple of people were over to our house for dinner and a little party action. It was a couple we were friends with, Cheryl, Lisa, and me. We had a good time, had a good dinner and a few drinks. Our friends left, but Cheryl was going to spend the night at our place and continue the party.
At some point, Cheryl and Lisa disappeared into the back of the house, leaving me on the couch, listening to music. I don’t know how long they had been back there before Lisa came out and sat beside me on the couch to my left. What she was wearing took me by surprise a little. She had a few tight tank tops that I liked to see her wear without a bra. To me, seeing her nice tits in those clingy tops was sexier than any lingerie. I loved starting off my feeling her braless breasts under that thin fabric and then slowly exposing them. And that is exactly what she was wearing. She had a yellow stretchy tank top on, no bra and only panties. I was confused as to why she was dressed like that with Cheryl at the house…maybe she went to bed already…
While I was wrestling with my confusion, Cheryl came into the room, also wearing a tight tank top, no bra and only panties. My eyes were instantly glued to Cheryl’s chest. The tank top she was wearing was a thin tight white one that left little to the imagination. I was finally getting a pretty good look at those huge tits, and they looked amazing.
Before I could respond, Lisa said, “I have been telling my sister how much you love big tits and about our fantasies and, well, she got excited at the idea.”
“So, my little sister says you think about my tits a lot. She also told me that you like to see this…”
With that Cheryl stepped in front of me and slowly slid her hands up her side and onto those huge mounds. She started playing with her boobs for me. She was rubbing them and squeezing them, lifting them up and holding them together while my cock immediately felt like it was going to explode.
“Is this what you want to see? Does this turn you on? Do you want to see more?”
“Fuck yes, Cheryl, let me see them!”
She grabbed the bottom of her shirt with both hands and slowly started to pull it up, first exposing her stomach, then a little of her underboob. It was so sexy; I was about to lose my mind. It was at this point that I felt Lisa’s hand reaching into the lounging pants I was wearing. As I watched the show that Cheryl was giving me, Lisa started stroking my now hard cock. Cheryl pulled her top off over her head in one movement and left her arms extended over her head for a beat. Damn, those huge tits were amazing. They were big and full, creamy white with light tan areolas about the size of fifty cent pieces with nice hard nipples. She threw the shirt to the side and started playing with her now naked tits. Lisa watched the show intently and stroked me a little faster. She was staring at Cheryl’s tits as intently as I was!
Cheryl stepped in closer, and I was able to reach up and feel them. As soon as I touched those fleshy globes, I almost came. I started rubbing them and then playing with her nipples as she leaned closer. She bent over and hung her tits in my face, so I took a nipple in my mouth and sucked for all I was worth. As I went back and forth between her tits, alternatively sucking and squeezing them, I could see my wife still staring at her sister’s huge tits and what I was doing to them. She was jerking my cock with her right hand and had her left hand in her panties, rubbing her pussy.
After a few minutes of this, I pulled Cheryl down next to me on the couch on my right so I could kiss her, while continuing to feel her tits more. I couldn’t get enough of them. At the same time, Lisa slid off of the couch, got down on her knees and pulled my pajama pants off, freeing my engorged cock. She started sucking my cock, taking it all way into her throat. Shortly, Cheryl said, “I want some of that, too,” and slid down onto the floor next to her sister.
Lisa took her mouth off of my cock, and offered it to her sister, holding it in her right hand. As Cheryl started to suck it, Lisa reached under her with her left hand and started feeling her sister’s hanging breasts, going back and forth between them, seemingly enjoying them as much as I did. When she took her turn sucking my cock, Cheryl started playing with Lisa’s tits. Watching the two sisters take turns sucking my cock and playing with each other’s tits was driving me crazy. After a while, Lisa looked up at me.
“Oh baby, don’t you want to fuck her big tits?”
Well, hell yes, I did!
We took a blanket off the back of the couch and threw it on the floor, then laid Cheryl down on it on her back. As I continued to squeeze and suck those beautiful tits, Lisa went to our bedroom and came back with some massage oil. She poured oil all over her sister’s chest and together we started rubbing her huge slippery breasts. Cheryl had her arms extended over her head and was moaning with pleasure as my wife and I kept massaging her oily tits. Lisa positioned herself at Cheryl’s head while I straddled her. Lisa held her sister’s tits together as I slipped my hard cock between them and started fucking them. It felt incredible and the visual of fucking those big tits while her little sister held them for me was intoxicating. I just kept thrusting my cock in and out between those beautiful breasts while her sister squeezed them around it.
“Baby, I want to fuck her so bad. Is that okay?”
“Oh yeah, I want to see your big hard cock in her pussy.”
“Please fuck me! Please! I want that cock so bad!”
I slid down off of Cheryl’s chest and ripped her panties off. Her pussy was glistening wet, showing just how turned on she was and how ready she was for me. I slid my cock into her waiting cunt in one smooth motion and started fucking my gorgeous sister-in-law with long, deep strokes. She was thrashing and pushing back against me with all her might. Lisa continued to play with her tits for a bit, then moved back against the couch, pulled her panties off, and started finger fucking herself while playing with her own tits with her other hand. She came almost immediately, and her sister wasn’t far behind. It wasn’t long at all before I was ready to come, too.
“Get over here next to your sister so I can come on you both. Hold your tits up for me!”
As both sisters lied on their backs and held their breasts together, I knelt next to them and jacked off furiously. With a groan, I unleashed the biggest load I had ever seen come out of me. Spurt after spurt of my hot cum splashed on their tits and some on their faces. When I was completely spent, I watched as the sisters kissed each other and licked the cum off each other’s faces and then took turns licking it off each other’s tits.
We were all completely spent after that. We had a last drink as we relaxed and came down a little. Lisa turned to her sister.
“Do you want to sleep with us in our bed tonight?”
She did, so we all crawled into our king bed, with me in the middle. Each of them laid their head on my chest and drifted off to sleep with me cradling a big tit in each hand. I was in heaven as I fell asleep. Sometime in the night I woke up and was instantly horny thinking about what had happened. Cheryl was asleep with her back to me, so I rolled over and put my arm around her, then started gently feeling her tits while spooning her. She raised her arm and reached back around my head.
She whispered, “You can go ahead and fuck me again, if you want.”
I slipped my hard cock into her from behind and gently fucked her, pressing up against her shapely ass with each stroke until we both quietly came with Lisa asleep behind me. It was so sensual and it felt amazing.
We woke up in the morning and had breakfast together. We all kissed each other good-bye, even the sisters sharing a nice kiss, then Cheryl went home. We never spoke of that night again. In fact, any talk of Cheryl and her gorgeous tits disappeared from our shared fantasies. I have to admit, though, that I think about that night often and jack off to the memory a lot.