The first time I ever saw Sherrie I was blown away. I tried to look up but I just couldn't stop gawking at her. Those things had to be the largest natural breasts I had ever seen. I had never seen a woman with so much jiggle up top. I didn't even know they made bras that big. I now know that a woman can buy an F cup.
I didn't start dating Sherrie because of her naturally large mammaries. Of course they have been a really enjoyable bonus to being with her but they are not why we are together. She is a wonderful woman, loving, kind, generous, intelligent, and surprisingly active. It was her personality and her smile that really attracted me. Her looks are average. I know thats a somewhat mean thing to say about a woman, especially considering I called her my girlfriend. Her nose was a tad larger, her cheeks are round just like her face, and she was certainly rotund.
Despite being a larger, rubenesque woman, she is immensely physically active. I'm not exactly sure how she can walk so far and exercise so much while still retaining her shape. I would imagine a girl like that to be much smaller. Despite her shape she had an incredibly cute look. I've already said she was no supermodel, and that is true. It is easy to see that there is a difference between hot and cute. Sherrie is cute; her eyes are deep and intoxicating, her smile will light up any room, and her skin soft as can be.
I'm a guy, so really I can't completely say I didn't start dating Sherrie for her tits. I was curious. I wanted to know what they felt like and how they tasted. My intention was to just get a little action from her and then move on. However, my intentions were overrun by her personality, which completely engulfed me. I didn't want to admit that a thin looking guy like myself would have fallen for such a voluptuous woman. For every passing minute I spent with her I would want to spend another five. She was really interested in me, my life, and who I was. It was hard not to do the same with her.
The first time I fucked Sherrie was really enjoyable. It was really tame, just the plain old missionary position. I had never been with a woman like her before. She put her entire heart and soul into making love. Did I also mention that her skin was extremely soft? It was like cuddling up to a plush teddy bear with a wet vagina. Up to that point in my life I had not felt anything like it.
It didn't take long for Sherrie to loosen up in the bedroom. She loves sucking her own tits. She gives blowjobs liberally, almost as if it is her duty to suck my cock. She will do any position I suggest. She is not afraid to bring toys in with us. She masturbates herself to orgasm after orgasm while I watch. I have been offered anal sex many times, even though I know she doesn't enjoy it. The words that would come out of her mouth during sex would make a sailor cringe. Yeah, she is definitely a devil in the bedroom, but a complete angel in public.
The only thing about Sherrie that gave me second doubts about my relationship with her was the chubbiness. Everyone wants the perfect mate, the ideal partner. In my mind Sherrie wasn't perfect for me, merely decent for me. It wasn't until I tried cheating on her by dating other women, that I understood how great she really was. Other women tended to either be timid in bed or have some serious bitchiness issues. After a little taste of how other women were it didn't take long for me to make up my mind about Sherrie.
The one thing that really pushed me over the edge was an awkward encounter with her mother. Sherrie still lived with her mother, which I was fine with. It was just the two of them, her father had been out of the picture for over twenty years. So I was sitting in their living room one day, waiting for Sherrie to get her hair done or something like that when her mom walked in. She looked at me and sat down across from me. Sherrie looked really similar to her mother. It was clear who she inherited her eyes and smile from, as well as her abnormally large boobs.
After what seemed like hours of awkward staring Sherrie's mom, Cassandra, spoke to me. "So, Sherrie tells me that you really like her."
"Uhm, yeah," I said.
"She tells me that you are a good titty sucker."
Now this was getting really fucking weird. "Thanks," I said bashfully, "I guess."
"She says you satisfy her."
"Then why is it taking you so long to get serious with her?"
"I don't really know."
"Well if you don't get serious soon she may just have to find another man. Do you understand what I'm saying?"
"Yeah," I said, "I'm pretty sure I know what you mean."
I did it. I took the fucking plunge. I was scared shitless to ask her. I made sure the day was perfect, with the perfect meal, the perfect hike up into the hills, the perfect view of the city below as the sun was setting, all followed up with the perfect diamond ring. You should have seen me! Kneeling below this wonderful woman, over 500 feet higher than the city lights, asking her to spend her life with me. "Sherrie," I said, "Will you marry me?"
She looked down at me, her smile as big as ever. "Oh shit," she said. "I knew this was coming. I can't say that I will marry you until I share something with you."
That was a bit odd. By this point we knew each other really well. We had talked about everything, our lives before meeting and our aspirations for the future. I was pretty damn sure she had goals that were very similar to mine. Still she told me to wait. I had not considered why she, at the age of 26, had not been already wed.
"Well, why don't you just share it with me now," I asked?"
"I can't. I don't have what I need here."
"What do you need?"
Sherrie sighed loudly, "Just come to my house for dinner tomorrow. I'll give it to you then."
Our trip back home was a bit awkward, to say the least. I kept trying to guess what this thing was she needed to share with me. Was it a gift or a secret? I had tried to coerce any information out of her that I could. Instead of talking more she became more distant, almost as if I had upset her.
I didn't see her at all the next day. She didn't go to work that day, called in sick. She wouldn't answer her phone. I sent her a text and she merely responded with a short message, "Tonight, 7pm. See you then."
I was anxious the whole day. I was able to bide my time, not that I had a choice in the matter, until that evening. I arrived ten minutes early. I knocked on her door but no one answered. I knew she was home, her car was in the driveway. Her mother's car was in the driveway too! I was really becoming irate because of Sherrie's disregard. I eventually sat on her front porch and fiddled with my cell phone. I was determined to find out why she wanted me there.
Right after the time on my cell phone turned to 7:00 it began to buzz. A text, from Sherrie. "The front door is unlocked. Let yourself in."
I opened the door. Sherrie had spent the day preparing for my arrival. Rose petals marked the path I was intended to take. Following them I made my way into the kitchen. It was adorned with the same rose petals and a tasteful number of candles, the lights were out. Sherrie stood next to the table wearing a very sensual black baby doll lingerie set.
"Please," Sherrie said, "Join me for dinner?" I walked towards her and moved in for a kiss. I was stopped short as she pulled away. "Not yet," she said, "We have much to discuss." She pulled a chair out for me, her hand directing me to sit. I did as was implied and she took a seat across from me.
I cleared my throat, "So your mom's car is in the driveway."
Sherrie cut me off, "Yes, she knows you are here."
"And you are comfortable sitting in the kitchen wearing such an enticing outfit?"
Sherrie seemed to ponder over what I said. When she spoke it was as if she completely ignored my question. "There are some things about me that you need to know."
"Okay," I said intently.
"You first have to promise that what you hear tonight does not leave this house."
I was completely intrigued. She greeted me in sexy lingerie and now was about to tell me why she wouldn't say yes to my proposal. "I promise I won't say anything."
"Good," Sherrie said, "The first thing you need to know is that you aren't the first guy who proposed to me."
"I don't care how many guys proposed to you," I told her, "I just want to know why you won't say yes to me."
"We'll get to that," she snapped. "The first guy who asked me to marry him wouldn't speak to me after I told him my secret."
"And so you think I'll do the same," I asked?
Sherrie seemed to ignore my questioning. "The second guy seemed fine with my secret until I asked him to do it with me." By this time I figured I would let her finish without interruption. "The third guy was willing to participate with me but went running after the first time we did it. Now there is you. You are number four. I love you so much."
I felt I needed to put in my two cents, "I love you too, baby."
Sherrie's smiled adorned her face, "I'm happy that you have asked me to marry you," she said before she went silent.
"So are you going to tell me this secret," I asked?
"I'll show you my secret after we finish dinner."
This wasn't the first time I had quietly spent time with Sherrie. It was pretty normal for us to just sit quietly together after our conversations had ended. This was different, our conversation had not been resolved. Our meal passed nearly noiselessly. Sherrie cleared the table, the only sounds were the dishes clanking together.
"If you really want to marry me," she finally said, "then you must agree to live with my choices."
"If you don't mind I would like to know what it is first," I said.
Sherrie slipped off her panties, leaving only the sheer baby doll top covering her. Trust me when I say it didn't really cover much. She dropped her panties on the table then took a seat next to me. She spread her legs and gently separated her pussy lips with two fingers. "Are you ready for dessert," she asked?
I was really curious to what her secret was. I figured if I didn't like it I should at least fuck her one more time. So I moved off my chair and onto my knees, ready to eat her pussy. "No, no, no," she said. "You can't eat my pussy until you think about a few things."
I looked up at her, "Would you just tell me already?"
She then screamed out, "He's ready!"
Cassandra walked into the kitchen. The sight of her was rather stunning. She stood before me wearing a matching baby doll lingerie set. The only difference is that hers was red. "Sherrie tells you are a good titty sucker," she said. I could only gawk at her without saying a word. Cassandra pulled out one of her mammoth tits, "Why don't you show me how good you are?"
I looked over at Sherrie, then back at her mother, then back at Sherrie. "Are you serious?"
"Yes," Sherrie told me, "I want you to love my mom."
Cassandra removed her panties just as Sherrie had. She walked over to the table and dropped her panties before sliding her ass up on top of it. "Please," Cassandra said, "taste me, suck my tits and lick my pussy." I looked back over at Sherrie, she nodded approvingly.
I reached out and grabbed Cassandra's tit, slipping her nipple into my mouth. I sucked for a moment before licking and kissing my way around her aureoles. Her skin was nearly as soft as Sherrie's and her moans were also identical. Before long I had lost myself in her bosom. I was finally awakened from the titty trance when Cassandra spoke, "Oh baby, you are right. He is a good titty sucker!"
What happened next really threw me for a loop. Sherrie answered her mom's remark, "Wait until he gets to your cunt." Then she got up off her chair and leaned in to kiss her mother. I really had to stop and take in the scene before me. My girlfriend had started making out with her own mom.
"Holy fuck," I said under my breath.
Sherrie smiled and pulled away from her mom, "I heard that," she said. "This is what I've been keeping from you. My mom is my secret."
"So you fuck each other," I asked?
Cassandra chimed in, "Yes! And my daughter is one fun piece of ass." After her statement they started making out again.
"Sooo..." I started, "you are bisexual?"
Sherrie and her mother stopped kissing and looked at me. "Only with my mom," Sherrie said.
"So you wouldn't fuck any other women," I asked?
"I have no desire to."
"But you want to fuck your mom?"
They both giggled at my last question. "Oh yeah," they both said in unison as their lips locked again.
"So you want me to just accept it?"
Sherrie moved away from her mom and knelt down by me. "I want to marry you. I love you. I can see us spending our lives together. But if you marry me you must promise to pleasure my mom as you pleasure me."
"So you are telling me that to marry you I must promise to fuck your mom too?"
Cassandra reached down and rubbed her daughter's shoulder, Sherrie returned to her embrace. "Yes," they both said together. Then instead of resuming their kissing they both watched, waiting for my answer.
Cassandra was quickly able to extract an answer from me. "Well," she said while spreading her legs, "If the answer is yes then it ain't gonna lick itself. If the answer is no then you know where to find the door."I looked towards both of them. At this point Cassandra seemed indifferent to my decision while I could see in Sherrie's eyes what answer she wanted.
I moved my head in between Cassandra's legs and lightly licked up her cunt slit. I started gently as I always had with Sherrie, licking the sides of her pussy gently before concentrating on her fuck hole. Cassandra tasted very familiar though slightly different. The more I ate her pussy the more I was amazed by her similarity to Sherrie. I knew exactly where to lick and when to lick it. I knew right when I was to ferociously tease her clit with my tongue. I could feel the tension in the room, Cassandra's orgasm was on the brink. Her moans were muffled by Sherrie's kisses as her orgasm began ripping through her body. I continued my barrage on her clit while Sherrie squeezed her in a lustful embrace.
"Fuck," Cassandra said, "You are pretty good. With enough time you can learn to be great!"
I looked at Sherrie, my love, and asked, "What about your pussy? Does it need to be eaten?"
"Oh," Cassandra said, "He is attentive to your needs. I think I might like him."
"Yes mother," Sherrie said, "He always makes sure I get off." Then she looked at me, "I do need my pussy to be eaten but I think my mom needs to feel your cock more than I need your tongue."
Together mother and daughter moved from the table. Sherrie leaned in to kiss me while removing my shirt. Cassandra fell to her knees and removed my pants hastily. I was kissing Sherrie while I could feel her mother inspecting my dick. She stroked my cock and lifted my balls, as if to judge their weight. Then she popped the head of my dick into her mouth, giving it a good sucking.
Cassandra stopped sucking on my dick, taking a moment to look it over again. "His cock looks satisfactory," she said. "I would like to try it."
"Yes mother," Sherrie said.
Cassandra bent her hips over the table, giving me a great view of her ass and inviting cunt. I reached down and stroked my cock a few times then moved it towards her. I rubbed my dick up and down her slit until our combined juices had created enough lube. I slid my dick into Sherrie's mom, taking time to savor the feeling. As I stood with my hips flush against Cassandra's ass, Sherrie climbed up on the table in front of her mom.
"Lick my cunny mommy," Sherrie said.
Just the mere sound of Sherrie pleading for her mother's mouth had caused me to become extremely horny. I started slamming my cock in and out of her mom's cunt. She wasn't as tight as Sherrie but she was taking it like a pro. Not that I'm hung like a porn star or anything. The decibel level of Cassandra and Sherrie's moans together implied that they thought otherwise. I'm not proud to say this, but the insane level of taboo that I was experiencing caused my dick to reach its peak faster than normal. I buried my cock balls deep into Cassandra, letting loose one long stream of hot cum. One shot of sexy sperm after another filled my girlfriend's mom. Cassandra's moans affirmed her pleasure of feeling my sperm.
"Well," Cassandra said, "He doesn't last too long."
"I'm sure it is just because he is watching my mom eat my cunt," Sherrie said.
"Lets hope so," Cassandra replied, "I would hate to think this will always happen. Lick your cum out of my pussy while I finish off my daughter," she commanded me.
I had never licked up my own mess but I figured there was a first time for everything. Hesitantly at first I took a small taste of our mixed juices. The taste was overpoweringly from Cassandra. As I continued licking her cunt the taste shifted to something completely different. I knew I was now licking up my own cum but I didn't care. At this point I was more worried about redeeming my abnormally quick cock eruption. I continued licking and sucking her pussy until Sherrie gave her signature orgasm moan. Thats when I stopped and looked up to see Cassandra licking her daughter's cunt with nearly all her energy. My view was incredible, I couldn't have asked for more.
After Sherrie was satisfied she moved off the table and came over to kiss me. "Mmmm," she started, "You taste good."
Cassandra turned around and snuggled up to me, opposite of Sherrie. "Let me taste," She said as she leaned in for a kiss. "Oh, yes. He does taste good. It looks like he swallowed all that cum too."
"So what do you think," asked Sherrie? "Do you want to marry into my family and have two women to be your cum dumpsters?"
"I don't know if I can support two women," I said, "but I'll do my best to fuck you as much as I can."
Cassandra laughed, "Oh sweetie, I don't need you to support me. I have enough money. What I need is a man around the house who can take care of me and my daughter."
"Sounds like I have nothing to lose," I said.
Sherrie squealed in delight while she bounced up and down, clapping her hands. "I'm so happy baby. If you love both of us then yes, I'll marry you!"
"If the sex is always this hot then of course I'll do it," I said.
"Thats good to hear," Cassandra said. "You can move in whenever you are ready. We'll make room for your things."
I spent the rest of the evening choosing which cunt to slide my cock into, watching a mother and daughter orally pleasure each other, and licking each of their sexual secretions. It was a night filled with fucking and proclamations of love for each other.
I woke late the next morning, completely exhausted. Both Cassandra and Sherrie were gone and a note was on the pillow next to me. It read: "Good morning sweetie. I hope to see you after I get home from work. I'll make you dinner then you can fuck my face, or my cunt, or my mom's face, or her cunt. Hope you have a good day thinking about us."
I had hit the jackpot. Two sexy ladies, though a little larger, were willing to give themselves to me fully. All I had to do was come up with an erection.
I picked up my cell phone and made a call. Answered after a few rings. "Hi mom," I said, "I've got some great news. Why don't you come over to Sherrie's house tonight at 7:00 and I'll tell you all about it."
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