Mother's Hard Choice

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here
Mikelh
Mikelh
2,258 Followers

I didn't even know what more I wanted until I started talking, while my cock slid in and out of her receptive pussy. "Mom this is so good isn't it?" She responded with positive noises. "This is all we need isn't it mom...just my cock and your pussy...we don't need anyone else...just you and me..." Then I said it. "You don't need Madeline anymore do you mom...do you?" She stiffened. She stopped. She urged me off her.

"Oh Billy...no...this was a mistake...Madeline and I...oh fuck..." I tried to mollify her and then I tried to make light of it. I wanted to be back inside her. It wasn't going to happen.

"This is my fault..." She said, "I'm sorry honey...I thought you understood..." She was distressed. She gave me a quick kiss and a half smile before starting to get dressed. "This is who I am sweetheart...I just can't tear everything...and everyone, apart." She was right, I didn't understand.

During the next few days we spoke and I started making all the right noises. I thought that if I ever wanted to have her again, she would have to believe that I would accept the fact that she would always be Madeline's lover too. It worked.

Something kept telling me that once my mother and I had been lovers for a while I could get her to forget about Madeline. It took me a few weeks to convince mom that I understood the situation and that it was fine with me.

The truth of the matter was that I couldn't even look at Madeline without it causing an unease in me that would last for hours. There had always been something about her that set me off. It also didn't help that when I imagined them together I found it exciting. I guess I didn't want my mother to find it as exciting as being with me.

On the night my mother invited me back to her bed, she had been feeling lonely and Madeline had been away for a few days and had only called her once. We shared a bottle of wine at dinner and I was doing everything I could not to pressure her or come on too strong.

It was almost funny because I acted as if we were on a high school date. I complimented her and as we sat and talked I put my arm around her. It wasn't really much of a seduction because I guess we were both ready. I stuck my nose in her neck and told her how lovely she smelled. When I began placing soft kisses up and down her throat, she lifted my face and we kissed.

I said, "Mom I..." before I could finish she interrupted me.

"Honey, let's not talk." I didn't say another word for the next hour. The best reason was that my mouth was full of her for most of the time. I suckled at her breasts and she seemed to enjoy it so I stayed fastened to each big nipple for a long while. When my mouth reached her pussy she seemed to enjoy it even more so I stroked her clit with my tongue until she came and I stayed on her until I felt her get stimulated again.

I ate her more forcefully the second time and massaged her pink pucker with my thumb. I drew the nub into my mouth again and again and felt it engorge. Each time her hips involuntarily raised, I stopped. After a moment my mouth returned to it's ministrations on my mother's clit and pussy. My thumb was inside her ass when she started pulling my hair with both of her hands. She came hard and loud.

I didn't give her much time to recover before I guided my stiff rod between her splayed legs. When I entered her, there were quiet undulations that seemed to go on and on. It wasn't that I wasn't excited to be inside my mother's pussy again, it was just that I was somehow at peace. I wanted to move slowly and feel each insertion to its fullest, and mom seemed to be at the same physical and emotional plane that I was. We kissed almost the whole way through. Our orgasms were only a moment apart with hers triggering mine.

Her hand cupped me and the first words were hers. "Mmm...that was so nice Billy...making love to me that way made me feel like we were the only two people in the world." I made an assenting noise and leaned to kiss her cheek. I wasn't sure if she was telling me something or it was just the feelings of the moment. I didn't push it. She never stopped massaging between my legs and I could feel the stirrings.

She turned so that we were both on our sides and while she put small kisses on and around my lips I took as much of both globes of her ass as I could fit into one hand. A finger found the small hole and pushed in. Mom squirmed and began breathing harder through her nose. I hardened quickly.

I slid my leg over her and she went on her belly. My balls and cock rubbed on her ass as I moved over it while on my knees. We were both breathing harder than before. Mom held the slatted headboard with both hands and I felt the pressure of her legs opening against mine. She raised her ass as I rubbed on her. I opened her cheeks with both hands and let my shaft fall between them.

We both accelerated and I could feel myself breaking out in sweat thinking about putting my cock into my mother's ass. She made a small sound when she felt me put the head against her rosy pucker. After the first attempt to enter her I knew it would be difficult. I thought of taking some moisture from her pussy but realized it wouldn't be enough to get me into her small hole.

The last thing I wanted to do was break the mood but I had no choice. I got off her and said, "Stay there." When I returned with my cock coated with lubricant she was in the exact position I had left her. She was holding on to the slats as if she was tied there. Her legs were opened slightly and her ass was raised.

I kneeled behind her and my cock easily penetrated past her anal ring. She let out a sound that was a combination of Ohh...ohh...ohh and Oww...oww...oww. I penetrated deeper, drawing out a long moan from her. It was hot, it was tight, and it felt good.

Unlike our first encounter of the night we were both vocal with words and noises. While I told my mother how good it felt to be in her ass, she was talking non-stop, "Yes baby...so good...fuck your mother...yes...yes...in my ass...oh...oh...yes..." The lubricant thinned and her grasp on my cock got tighter. I exerted more pressure to stroke in and out because there was no way I was going to stop to get more lubricant. Her noises became high pitched squeals as she moved her ass to meet my penetrating cock.

I didn't think anything could be as exciting as my mother's mouth on my cock when it happened, and then when I was inside her pussy, I thought that was it. But there I was, with my cock buried deep in my mother's ass and definitely more excited. I pushed into her until I was up against her and time and again drove back in.

I had fantasized about having a women's ass but I never thought that my first would be my mother's. I couldn't imagine my cock being in a tighter place and still be able to move. By the noises she made I knew my mother would be sore after all the force I had to use to keep penetrating her but at that moment all I could think of was pushing faster and harder into her ass. I was glad when I heard her say, "Oh Billy...don't stop...it's so big in me...I'm all filled with your cock...don't stop...don't stop...keep fucking your momma...make me cum...make me cum..." We got louder and our rhythm became frantic as we drove to orgasm.

I was loud as I shot the first hard stream of cum into my mother's ass. She let go of the slat for the first time and reached under, rubbing her pussy, touching my cock as the fast hard strokes took it in and out of her throbbing ass. My cum became a lubricant and I was able to give her my whole cock with each succeeding release. Her ass filled to overflowing and after our last synchronized thrusts, we both ended up laughing with relief as I kept repeating, "Whoa...whoa...whoa..."

After we caught our breath she kissed me and said, "Well honey, that's my second 'first' with you." I told her she was my first also and she smiled and said, "I'm glad." After a quiet moment she laughed and said, "I don't know how many more first's I can take if they're going to be that intense." We kissed softly and were both drifting into sleep when the phone rang. It was Madeline.

I was annoyed but not as annoyed as I would have been had she called ten minutes earlier. I listened distractedly to my mother's half of the conversation. When my mother said, "We did..." and "...it was wonderful Lennie...," she looked over at me and smiled widely. I was busy getting myself into an antagonistic state towards Madeline for inserting herself into my life when I really looked at my mother. She had a look of joy on her face and I couldn't help feeling good even if she was telling Madeline about us. When she turned back to crawl into my arms after hanging up she said, "I'm so happy Billy." I cradled her and stroked her gently.

I told her, "I'm glad mom; I like to see you like that." I smiled and as I ran my hand down her breasts and belly I added, "I also like to see you like this."

She laughed and then after a quiet moment she said, "Billy, what do you think is going to happen?"

"Good things mom" was my answer. We slowly drifted off to sleep.

In the morning I woke up stiff with a misty memory of a hundred sex dreams filled with unrecognizable participants. When I turned, mom wasn't there. I found her at the breakfast bar having coffee. Her warm smile woke me up and set off the buzz that starts in your stomach and works its way down between your legs.

I walked up behind her and engulfed her in my arms, caressing her breasts that slid easily under two layers of nylon. I kissed her neck and she made an mmm...sound as she reached back and touched my growing cock. "Well good morning to you too," she laughed. "Come have some coffee baby," she said. I remained behind her as she poured from the steaming carafe.

"I'd rather have you," I said.

She touched my face and murmured, "Sweet boy."

My cock contacted her ass that was a few inches off the back of the stool. I wanted it so badly I couldn't think of anything except getting inside her. I whispered in her ear, "I want you mom...I need you so much right now...I want to be inside you."

"Oh honey...yes...mamma's here for you." She got off the stool and stood with her hands on the bar. I had my cock out and lifted the nylon that covered her ass. Her legs opened as she said, "Take my pussy baby...take mamma's pussy." I slid easily into her wet hole and stroked her. I wanted to make her come quickly so I reached for her clit. I rubbed and stoked and she went straight up.

I spoke as each penetration went deeper into her pussy. "Do you know why I need to do this mom? Because you have the most beautiful pussy I ever saw...a perfect pussy for me...and you have perfect tits for me and a perfect ass for me...you give me what I need and you love me the way I need to be loved."

"Yes sweetheart...I want to be good for you...make you happy...give you what you need..." It wasn't long after that she stiffened momentarily and said, "Oh love...OH...OH...I'm coming baby...I'm coming..." She was panting when she came and when she finished she sat back down on the stool for support. She laughed and said, "God that was fast...you didn't have a chance to come did you baby?"

I said, "No mom...but I will." I urged her to slide back on the stool so that her ass was accessible. I held her cheeks apart and the head of my cock found her opening; she flinched.

"Oh honey...I don't know...I'm still sore there. Let momma take care of you with my mouth."

As fantastic as it was when I came in her mouth, what I wanted then was her ass. The memory of the night before was strong and the feeling of being in that tight hole was fresh in my body's memory. "I'll be gentle mom...I need you this way." Before waiting for an answer I started pushing in while the juices from her pussy were still wet on my cock.

She moaned loudly as I pressed in. As gentle as I was trying to be, her opening was still smaller than the object that was spreading and rubbing her tender flesh. I held her hips; she held the bar and bent over it opening her hole as much as possible for me. Perhaps because of her seated position, the sensation was even more intense for me than the night before. Maybe it was just that I wanted it so much and she was giving it to me.

I could feel the heat building as the friction of my cock going into my mother's narrow passageway intensified. I couldn't help speeding up and I couldn't help pushing my cock into my mother's ass harder and farther with each insertion. We were both inflamed and I enjoyed each thrust and savored the sensation of her response. Each time she shifted or twisted her hips I felt it on my cock. I was in the deepest part of her and I pushed to keep every inch of my cock moving in her ass.

The idea of a mother allowing her son to do what I was doing was mind boggling. But more astounding was that it was my mother and her ass was open for me as her pussy had been. She was taking her son's cock into her as lovingly as a new bride takes her husband on their wedding night, to please him as much as to pleasure herself.

I heard her moans as those of pleasure because I didn't want to stop. They easily could have been sounds of distress. Her words gave me some ease as she said, "Billy...I'm so filled with you...my baby's big cock...in me...in me...OH...OH...OH..." Before I came, each thrust elicited the same response.

Finally I realized that my mother was being stretched to her limit and I couldn't keep back the flood of semen that had built up. I called to her, "Mom...I'm going to come...in your ass mom...in your ass..."

"Yes baby...yes love...give it to me... fill me..." She was thrashing as I began an unrestrained insertion, releasing what I been aching to give her. The first seconds were exquisite as I felt my mother yielding and stretching to take me all in to her depths. My cum powered into my mother's ass and I could hear her relief as the soothing fluid filled her and coated the raw membranes that had held my cock so tightly.

After flooding her with every drop of cum I had in me, I put my arms around her and kissed her cheek. She reached her hand back and held my head, pushing her fingers through my hair.

"God mom...that was so good...I'm so lucky to have a mom like you...you're so beautiful...you gave it to me mom...just what I needed."

"Yes baby...and you gave me what I needed too...I need you to want me like that...to want my pussy and my ass like that..."

"Did I hurt you mom?"

"No love...I'm just a little sore...but I'm always going to give you what you need."

I turned her on the stool and kissed her long and deep until I said, "Thanks for being my mom." She got teary and hugged me until there was a knocking at the door.

"Oh no..."mom said, "I forgot...we have an appointment...tell Madeline I'll be right with her." She ran off as I did up my jeans and answered the door.

Madeline came in and immediately said with a laugh, "Billy-boy, you look worked up...is the little lady also?"

I said evenly, "Madeline, would you not call me that please?"

My tone must have stopped her because she looked at me almost apologetically and said, "Okay Billy...is your mother ready?"

"She'll be out soon." She sat on the couch and I wasn't feeling the usual resentment so I asked her matter-of-factly, "Does it bother you...I mean that she's with me too."

"No Billy...it doesn't."

"How come?" I asked her.

"I'll tell you Billy...because I love her...because her happiness is more important to me than my own."

That stopped me. In later years I would decide that it was the best definition of love I'd ever heard. But then, it just stopped me. That day marked a change in my relationship with Madeline; I spoke to her differently and I looked at her differently. She in turn stopped treating me as 'Billy-boy.' At times the four of us did things together but after a few months Sharon stopped joining us because she had found someone and became deeply involved. It was only a matter of weeks before she moved in with him.

Madeline's empty nest longings became evident on the day of the picnic. She, mom and I went up to the mountains to a small park on a weekday. The park was empty and the day was ideal, a warm sun, a cool breeze and a blanket of blue for a sky.

We ate and talked and laughed and after stretching out on the grass for a while, Madeline turned on the portable player we had brought. We held hands and circled until we were dizzy and she made us all dance together until we couldn't breathe. When we stopped and looked into each others smiling faces, Madeline said, "I love you Carol." She turned to me and said, "And I love you too Billy, I really do." She kissed me on both cheeks and then she said, "I had a dream last night that we all lived together...wouldn't that be fun?"

I didn't know how to react but mom who was always sensitive to Madeline answered her right away and said, "Sure it would Lennie." She hugged her and told her we would always be there for her. I guess Sharon's moving out had affected her more than I realized because I saw tears in Madeline's eyes for the first time.

I held Madeline's shoulders; she seemed small and fragile to me. I told her, "We love you Madeline." Mom said that she should come to our house for the night so we could make it a twenty -four hour picnic and she accepted the invitation. I can't say that what happened was a complete surprise.

I guess I was a bit worried that Madeline actually was going to come and live with us but mom said that she only needed to hear that we loved her. I had begun to fantasize about the possibilities of an encounter between the three of us. The actual event was tamer than the scenarios I had concocted. After a few drinks together that evening, I realized that I wasn't the only one who had expectations. Mom went over and sat by Madeline and they began kissing and fondling each other. My mother motioned me over and took my hand. She said, "Honey if this makes you uncomfortable, we'll stop...we don't have to do anything you don't want to."

I said, "I'm not uncomfortable." Actually the straining in my pants was. I bent down and kissed my mother and then kissed Madeline. Two kisses, each sweet in their own way. Madeline's tongue was much more tentative than my mother's familiar searching.

"Come loves," my mother said as she led us both to the bedroom. It started with mom and me undressing Madeline. Her body didn't have the rounded fullness of my mother's but was firm and well toned for a woman in her early forties. My mother went immediately to Madeline's pussy with her mouth and the reaction was more than I expected; she sounded like a woman who was about to come even though she didn't. Mom then stood and kissed her and I let my hands roam Madeline's taut body. Madeline and I stripped my mother.

The two of them next took off my clothes and we stood alternately kissing and touching each other. It was novel being kissed and touched in so many places at once. At one point as my mother kissed me deeply; I was treated to a new mouth on my cock as Madeline sucked me to full hardness. It was loving, but I could see that she was not particularly turned on by it.

As Madeline sucked me my mother whispered to me, "She doesn't like intercourse." I nodded and before long I realized that it would all be less than I expected. Madeline and I both suckled a breast and mom had a delighted smile as she held both of our heads against her. At that point I could hear Madeline accelerating again and she directed my mother the bed and went down on her. I straddled my mother and brought my cock to her mouth.

Mom took me into her mouth with kissing and licking noises as her pussy was being slathered by Madeline's tongue. Mom came and before long Madeline and my mother had switched positions. Madeline accepted me into her mouth but I knew that neither of us really wanted me to come there, so I held back. Mom made Madeline come even faster than she had. I guess they both knew exactly what sent the other one off.

Mikelh
Mikelh
2,258 Followers