I was dating this girl several years back. We dated for several years but the odd thing was she never really talked about her mom. One day when I went to her apartment to see her she was on the phone in a very intense conversation. I gave her some space as I knew something was up and none of my business. After a while she came into the living room where I was sitting watching TV and she said that she was talking to her mom. I was a little shocked because as I stated before, she had never once spoken of her.
She went on to tell me that she was coming into town from Arizona and needed a place to stay. She said that she felt bad for her and was going to let her say at the apartment for a few weeks until she got on her feet and could get her own place. I had nothing to really say as I had my own apartment and it really wasn't for me to get in-between that relationship. She went on to tell me that her mom was a mess. Alcoholic, prescription pill issues, she had abandon her and her brother at a young age, and basically was in and out of their lives all the time. She hurt them emotionally over and over again.
I didn't say much other than I'm sorry and I was there for her in any way she needed me. Well the next week the mom shows up and makes here way into my girlfriends life. My girlfriend called me and said to come over and hang out and meet her mom for the first time. As a supportive boyfriend I said yes and went over there. When I got there my girlfriend had a very embarrassed look on her face as she took my by the hand to meet her mom. She introduced her as Lillian. I said hello and that it was a pleasure to meet her. Lillian was very "life of the party" and started chatting away. She started to ask me all kinds of questions about me, my upbringing, my work, my intentions with her daughter, like she was some kind of rockstar mom or something.
That first time we met was pretty standard and normal. Pleasantries and basic conversation. As time went on the mom started to get comfortable as I assume any mom would at a daughters house. A few evenings later my girlfriend Jessica and I went out to dinner and had some drinks. We came back to her apartment and went to her room and started to make out. We started to undress each other and I sat on the bed and she started to give me a blow job. I was facing the door and she was kneeling in front of me and I could see a shadow of two feet underneath the door and floor. I didn't say anything but I kept watch. I took Jessica and sat her on my cock and kept watching to see if my eyes were playing tricks on me. The shadows of the feet were still there. We had some great sex as usual and Jessica made noise as I did my thing and I was thinking "did Lillian listen to us fuck?". I was kind of shocked and didn't say anything to Jessica because I still wasn't sure.
This went on every time Jessica and I would fuck, the shadows underneath the door. One night Jessica and I had a lot to drink at a party and we took a Lyft back to her house at 1am. We came in laughing and having a good time and the mom was awake. We all had some more drinks together in the living room and Jessica started to get drowsy as she always does when she had way too much to drink. We are all sitting around and suddenly Jessica is out cold. I lay her over to the side and grab a blanket and cover her up like a good boyfriend and me and the mom continue to drink and party. Jessica is a deep sleeper when she drinks so we are chatting as normal.
I was sitting next to Jessica and Lillian across from me and by nature I am confident and bold so I look at her and say "Lillian, are you listening to me and Jessica fuck though the door?". She got red in the face and didn't know what to say. Now the mom is fairly good looking I guess. She was around 46, her tits were big but had the older lady sag, nice ass for her age, she had that rough look like she had a rough life but still attractive to some, nice lips, big blue eyes, slender and petite maybe around 115 lbs, but you could tell she had it rough in life.
She was a little shocked by the question and stuttered and said no. I told her not to lie that it was okay to admit the truth. I asked her "did you touch your pussy listening to us?" and looked down and was ashamed. I got up and sat next to her. I lifted up her face with my hand and looked at her and said "Lillian, is your pussy wet now?" She was quivering and bit her bottom lip and just shook her head up and down indicating yes.
Now as I said earlier I am bold and confident by nature plus I am a big man. I'm 6'4" and 245 lbs so I am dominate in my presence as well. I told her "stand up and take your close off". She didn't hesitate and stood up and started to do so. I sat back and started to watch her undress. I was admiring her older body as her clothes came off. Her belly was flat, as her bra came off her tits were big and sagged but not as much as I would have thought for her age, she had nice pink nipples that were already hard. She started to remove her panties and I asked her to turn around and she did. I admired her little ass as she slid them off and as she bent over I noticed she had a fat cameltoe pussy. She turned to face me and I said "come here and place one leg on my knee". She did and I ran my hand up her thigh slowly and started to play with her fat cameltoe pussy. I couldn't believe how wet she was. As soon as I started to finger her the juices from her pussy ran down her leg.
She started to moan loud and kept looking over at Jessica on the couch to see if she was waking up and she was still passed out. I started to finger her hard and she began to have an orgasam all over my hand. Her body shook and trembled as she came. I said "get on your knees" and she did. I took my wet fingers from her juice and made her suck all the juices off my fingers. I stood up and unzipped my pants and pulled them down. She was glued to the bulge in my boxers. I took off my shirt and stood in front of her.
I said to her "Lillian, tell me what you want?" and she said "I want it". I told her to be specific, and then she said "I want your big cock". Then I asked her where does she want it and she said "everywhere". I pulled my boxers down slowly so my cock would peak out then flop out as it did. I was semi hard so It still hung down. She extended her little hand to grab it and I pulled away and I said, "no, only your mouth". She opened her mouth and I guided my semi hard dick in her open wet mouth. I started to face fuck her slow at first to get her used to the size, then a little more aggressive. She started to make the familiar sounds they all make when a big cock goes deep down the throat. Eyes watering and saliva out the side of the mouth dripping all over her tits.
After a I was satisfied I enjoyed her face enough I said "get up and bend over and spread your ass apart" and she did as she was told. She was short so I had to squat down to line up my dick to her little fat pussy and I felt it enter her warm hole. I didn't put it in all the way just the tip to let her know what was coming. I teased her like that for a bit to drive her crazy and then she said "please fuck me now" and said what I cant hear you and she said it louder "PLEASE FUCK ME NOW".
Then I did it, I thrust my entire dick into her warm little hole until my balls slapped her clip. She let out the most satisfying moan I have ever heard to this day. I kept stroking her over and over, a steady stroke and rubbing her clit at the same time. She was in heaven. I felt her pussy clamp down on my big cock and then she came so hard. Her body got stiff and tense, her face was paralyzed and mouth wide open. She fell to the floor in front of me and was in the fetal position still shaking from the orgasam.
I remember her looking up at me, eyes glazed over and me standing over her with my cock rock hard and she was completely satisfied. I told her "get up and come with me". We went to her room and I told her to suck her pussy juice off my cock and she did as she was told. She was sucking me like a porn star. Slurping and gagging all over me. I picked her up and threw her on the bed. I spread her legs and stared at her fat cameltoe pussy and rubbed the head of my cock all over it. I remember flopping my cock on her belly and thinking of how deep it was going to penetrate her. I lined up the head and in one deep stroke buried it again in her tiny pussy. She said "Oh my fucking God" as I pounded her little body over and over again. Her tits were flopping all over the place and I told her "suck your nipples while you get fucked Lillian". She did exactly as she was told. She looked so hot doing that, sucking her own tits as I rammed her over and over again. I started to feel the nut building up so I pulled out and moved up her body and shoved my dick in her mouth and stroked her face for a bit until I came in her mouth. I came so much it oozed out the sides. I pulled out of her mouth and she was laying there. Her legs open with her little pussy red from the pounding I gave her, cum on her face and her pink nipples red now from her sucking on them. She was breathing heavy and I went to the bathroom and found some baby oil. I came out and told her to roll over on her stomach.
She didn't hesitate at all. She knew what was coming. Baby oil in one had and being ordered to roll over meant only one thing. I got behind her and spread her little ass cheeks and started to lick her asshole. I played with it and ate it then started to finger it. She was tight so first one finger then two and eventually I was fingering her ass with three fingers. I got extra baby oil on my cock and squeezed some into her open little asshole and lined up my cock to her ass. I started to press in slowly. Inch by inch her little asshole swallowed my cock until my balls rested against her pussy lips. I was gentle at first, slowly fucking her ass until her wince of pain turned into moans of pleasure. Once that happened I knew it was time to assault her ass with my cock. I did, I pounded her little asshole over and over again. I felt my cum building up and I gave her one last thrust and came deep in her ass. I must have showered her insides because I felt so much cum dump deep into her body.
We laid there together for a while, it was 4am. The room smelled of baby oil and sex. My cock was oily and her body was a mess from the fucking I gave her. We went to the bathroom to clean up and as we were looking into the mirror, she was standing next to me. She told me how tiny she felt next to me and she looked at my limp flopping cock and couldn't believe she was able to take all of that. She asked me if we could do this again some time and I told her yes as long as she can keep a secret so could I.