Have you ever been asked the question “if you awoke to someone sucking you off would you open your eyes to see who it was?” I had always laughed at the question. Never would I have thought that I would be placed into a situation of having to answer it. My mother in-law has always been a decent looking woman. Tall, thin, with a face that seemed ten years younger than her 47 years of age. She could go out with her daughters and at times be questions if they were all sisters. This is the curse I married into. To have an attractive divorcee who frequently came for visits.
She had just arrived for one of her usual visits. The three of us had gone out for dinner that first night her plane arrived in Nashville. After dinner we returned home opened a bottle of wine and enjoyed conversation in the living room. After the first bottle my lovely wife got up and said she was heading to bed because she had an early shift at the coffee shop in the morning. I offered to join her. “No you stay and hang out with mom more, I love you.” She said walking up the stairs. “Love you more!” I yelled after her. I got up and started opening another bottle and asked “more wine?” “Please.” Mom responded eagerly. We stayed up a few more hours talking over the wine. She had told me how glad that her daughter had met someone like me. How grateful she was that I was taking care of her daughter. Both my wife and I have been asking my mother in-law to move in with us to get her away from her ex-husband who was mentally draining her. I again reminded her of this. She said that she was thankful for the offer and she would think about it, slurring about half the words. At this point I was feeling pretty good but sleepy and kind of horny so I said I was going to head to bed. Wandering up the stairs with Mom following I could not get help but feel her eyes on me. Opening my bedroom door I looked back at Mom. She was standing in front of the guest room looking back at me. She looked a bit flustered as she quickly walked in and shut the door. I laughed to myself and walked into my room shutting the door and undressing. I started rubbing my hands gently over my wife’s sleeping body. She stirred and mumbled “not now, maybe in the morning.” Grumpily I rolled over. It took me awhile to get to sleep. I could not help but wonder what that look my mother in-law had on her face was just before she ran into her room. Thinking about this I drifted off to sleep. With the wine still heavy in my head I awoke to a cool hand caressing my manhood. As it started to stiffen I soon felt a burning hot mouth engulf it. This hastened the stiffening, pushing its self half way out of the moist mouth. Thinking to myself “man she actually held true to her word. It’s been forever since I have been woken up like this”. So I just lay back with my eyes closed enjoying the moment. As I lie there the wine started to loose its hold on me and I started to think. Didn’t the wife say she had to be at work early? At this thought the question popped into my head. Do I look or just lay back and enjoy? I could not help it, racing fantasies of my mother in-law came flooding into my head. I had to look. I risked half opening an eye.
To my surprise it was not my wife slobbering up and down my shaft. No the image I saw was that beautiful older woman staying with me for the week. She was stairing up at me stroking in time with the bobbing of her mouth up and down my shaft, wearing nothing but a pink thong. Shit! She saw me I thought quickly closing my eyes. That warm mouth left me as the hand continued to stroke up and down. “I know you’re awake.” She said. I opened my eyes fully and said “what on earth are you doing?” “You are so kind and it has been for ever since I have felt a man. All though you are a bit much more than I had imaged.” She said gesturing to her hand she could not fully wrap around my cock as she continued stroking. “No wonder the wife is so happy all the time.” She winked and proceeded to try and take all of me down her throat.
I laid back and just thought “now what?” Screw it she isn’t stopping and I have fantasized about this, might as well go with it. I thought to myself as I started running my hands up and down her smooth legs. She spread her legs some, never taking her mouth or and off my cock. I took the hint and moved my hand to her inner thigh and ran it upwards slowly. I reached her panties and started to rub her slit. At this I felt her moan and again feebly try to take all of me in her mouth. I don’t know what it is about having my dick sucked but my mouth started to water and crave the taste of pussy. I turned a little and reached my hands up hooking my thumbs around each side of her thong. Started sliding them down over that cute little ass, she moved her legs back together allowing me to slide them off. “I have to taste you.” I said as I started pulling her towards my face. She took the queue and moved unstill she was straddling my face on her hands and knees in the classic sixty-nine position.
I felt her hot sex just above my face, smelled that sweet musk. Noticing she was cleanly shaven, I don’t know why it surprised me; she always took care of herself, why should this area be any different. I started to run my tongue up and her slit. At this she removed her mouth and loudly moaned driving her hips back and grinding into my face. I reached up grabbing her by the hips drove my face deeper, stabbing my tongue into her. With a fierce renewal she eagerly attacked my cock with her mouth. Pulling back I resumed licking up and down her slit. Each time traveling from her clit and backwards just a bit further each time until I reached my goal. That little pink puckered area of flesh. I paused here for a moment to lick around and gently try to slip my tongue inside. I was too busy to notice that she had stopped sucking and had her head tilted back moaning gently rocking back and forth almost fucking my tongue with her ass. I stopped and coyly asked if she had ever had someone play with her asshole. “No, but it was so wonderful please done stop” again focusing her attention on my penis. I resumed my licking of her, all the while feeling that building tension in my balls. “I’m licking my mother in-law’s asshole and am about to cum in her mouth. This is better than I ever fantasized.” I thought to myself. I broke from her ass and said “don’t stop I’m about to cum.” With a new vigor she devoured my cock, drool dripping down to my balls. I exploded into her mouth. She never missed a beat, just kept sucking. Moving her hand down to my balls she started to massage them as though she was milking every last drop out of me. When I had finally stopped cumming she dismounted me and gave me a sly smile saying “feel better?” I was at a loss for words. Lips tingled and exhausted. That was hands down the best blowjob I had ever received in my 28 years of age. She walked out of the room and left me laying in the bed drool drenching me from tip to balls. She came back into the room holding a small plastic bottle. Looking at me she laughed “you’re not done yet stud. I have just begun with you.” She came over to the bed where I lay and squirted some of the bottle’s contents on to her hand. I realized it was lube when she started stroking me in an attempt to wake me up. I worked. I was at full mast when she stopped and climbed on top of me. It dawned on me then that I was about to have my mother in-law riding my cock. “It might be a bit of a squeeze with your size and the fact that nothing has been in me in over four years.” She said as she reached down and positioned my freshly lubed cock at the entrance to pussy. I felt my head part her lips as she slowly lowered herself on to me. When I say slowly I mean it. It was agonizing how low she engulfed me. Inch by inch she lowered down onto me. She did not lie, if it was not for the lube she never would have been able to sink down onto all eight inches of me let alone one. When she hit bottom she stopped and gasped “holy shit! You’re so big! I feel like I’m being torn open.” She rested for a minute before she started to rock her hips back and forth. The back and forth began to become up and down. Man this woman knew how to ride a dick. The bucking became her rising up to the point of almost falling out and promptly dropping back down. Her body started to glisten with sweat. I knew she was getting closer to her orgasm. I let her ride me until her body started to shake with that orgasm she longed for. This drove me crazy. The thought of my mother in-law cumming on my dick and the feel of that asshole tight pussy pulsing tighter and tighter on me drove me over the edge. “FFUUCCKKK!” I yelled as I started to dump my load into her. “YES CUM FOR ME! YESSS!” She screamed as my orgasm sent her into a second one. She collapsed onto my chest, both of us breathing heavily.
Once we caught our breath she detached herself from me and stood on shaky legs that threatened to give at any moment. Taking me by the hand she said “let’s go shower and get cleaned up before the wifey gets off work.” Holding my mother in-law’s hand I followed her into the bathroom and started the shower.