Friend's Mom Ch. 03: Masturbates

Friend's Mom - Likes to Masturbate

Ron had invited me over to his house for swimming, a cookout and beers. Of course, I gladly accepted! I arrived around 5:00pm to find his Dad firing up the grill. "Hi Jack" he greeted me with a handshake and slap on the back. "How's your summer going?" he asked. "Couldn't be better!" I responded smiling at what I knew that he didn't. "Great to hear! Beers in the cooler" to which I quickly helped myself.

Rachel came through the back door looking fabulous as ever in a one-piece swimsuit and a see-through sarong tied around her waist. Her tits were perfectly highlighted by a deep v-cut laced together to barely above the pubic hair on her pussy. Her belly button was visible well above the bottom of the v. Holy shit! I thought to myself as she gave me a kiss on the cheek then planted another on Mr. Tyler, who softly patted her ass. As she walked back to the house, I couldn't help but notice through the sarong that the suit was cut European style so both ass cheeks were completely bare. Damn! Was she doing this for my benefit? It wouldn't take much more for my boner to kick in. That would not be cool under the circumstances!

Fortunately, the 'opportunities' for her to display herself were limited during the evening, so I was able to keep things in check. After dinner, Ron and I went to the basement game room to shoot pool and drink more beer. The time went by quickly and before I knew it, midnight had come and gone. Unfortunately, so had several six packs of beer. I was in no shape to drive home, so Ron threw me a blanket and pillow and said to crash on the couch there in the game room, then he went off to bed.

No argument from me. I stripped to my boxers and sacked out. Thinking crazy thoughts of sneaking into Rachel's bedroom and fucking her while her husband slept next to us. I must have drifted off pretty quickly as the next thing I knew I could feel the blanket being pulled off me. As I opened my eyes, there stood Rachel looking down at me. She was wearing a sexy little negligee with push up cups revealing her pert tits and erect nipples. The top stopped just over her belly button and her G-string was sheer black lace. My mouth dropped open, but before I could speak, she put a finger to her lips indicating for me to stay quiet. She took the blanket and laid it across the top the pool table as I hit the 'record' button on my phone and propped it up on a bar stool near the table.

Rachel then picked up a pool cue and crawled up on the table. She pulled out a little packet and opened it, revealing a condom, which she carefully rolled onto the fat end of the cue stick. Rachel then stretched out on the pool table and began rubbing the rubber covered cue stick against her pussy.

I stared in disbelief as I watched her slowly rub herself through her G-string as her husband and son slept just a single floor above! Then to my amazement, she pulled the material aside and slowly began working the cue into her pussy! I walked over to the end of the table to get a better view as she bent her knees and placed both feet flat on the table, slightly lifting her ass off the table to meet the growing assault from the stick.

This scene was one of the most erotic things I could have imagined, making my cock rock hard. I shed my boxers and began stroking myself as my eyes were glued on the rubber covered stick working its way deeper into her sweet cunt. She was now impaled on about 8 inches of the stick and working it in and out. I could see her juices covering the rubber as it disappeared then reappeared from her hole. Her pace quickened, and she began moving her head from side to side and visibly biting her lip to keep from screaming out.

I was transfixed on her masturbation as I furiously stroked my own cock. Just as I felt my balls tighten, Rachel raised her ass completely off the pool table and pushed the cue in a full ten inches, holding on with both hands as her orgasm let loose! She flailed side to side as her cunt milked the imaginary cock inside her. My cock erupted as rope after rope of jism shot out across the table, landing on her tits, stomach and twat.

After my cock was milked dry, I collapsed against the edge of the table as Rachel slowly removed the pool cue from her pussy. We stared at each other with the same lustful look. She again put a finger to her lips as she slowly got up and wiped down with the blanket before giving me a passionate kiss and quietly making her way back to the first floor. I retrieved my phone and watched the video over and over, still not believing what had just happened!

After my encounter with Rachel in the basement of her house, I could not get the image of her masturbating out of my head. I had beat off at least three times a day since as I continuously replayed the video. My balls were actually aching from cumming so many times in such a short period.

I realized that although I loved fucking her, watching her masturbate took my orgasms to a whole new level. So, I decided that our next encounter must include more masturbation. I decided to take a bold chance and send her a text. Without getting too descriptive in case someone intercepted it, I simply said 'REALLY enjoyed our game of pool', knowing she would immediately catch my drift.

To my surprise, my phone pinged within a minute. 'If you are free Saturday, name the time and place' was her response. My cock was already springing to attention. I thought about what could happen and decided this opportunity required some planning. I had an idea. 'Bike patch parking lot by the RR tracks noon'. Her response was merely the winking emoji face.

I had used the farm behind the parking lot for deer hunting since I was a kid and knew the property inside and out. About a hundred yards into the woods was an old deer stand that stood about ten feet up in a tree that had been dead for years. It was just a flat platform about 8' x 8' with a three-foot railing enclosing all four sides. What wasn't obvious was the second deer stand that was in the tree directly next to it. That stand was about twenty feet off the ground and completely concealed in thick foliage. In fact, if you didn't know it was there you would have a hard time even noticing it.

On Friday, I packed my 'goodie bag' and went out to the stands. First, I climbed to the higher stand and realized it was even better than I had hoped. The tree with the higher stand was less than ten feet from the dead tree and the line of sight was practically directly down onto the old platform. I then climbed onto the old platform and looked up. The higher stand was so well concealed and camouflaged that I could barely make out the stand even though I knew it was there. This was going to work perfectly!

The next morning, I set my plan into motion loading up the car with everything we needed. Once I arrived at the trees, I took a large camping pad, an overstuffed lean-back pillow and my 'goodie bag' up to the dead tree stand. Then I took my 35mm camera equipment to the higher stand. I tested the angles, so I would be able to position Rachel in just the right way for maximum effect. I also placed four 'mole' blue tooth cameras on the smaller stand. After testing them, I sat the equipment to begin recording video at noon, then I headed back to the parking lot to meet Rachel.

To my surprise, Rachel came riding up on a bicycle. She parked her bike in the rack and locked it. As she walked toward me, I simply admired her body. She was wearing the shortest Daisy Duke cutoffs on the planet and a skin-tight Houston Astros tee shirt that she had cut off directly below her firm tits. Damn did she look hot! We locked arms and walked down the path into the woods. Once we were concealed by the woods, she threw her arms around my neck and locked me into a passionate kiss, grinding her pussy into my thigh. She clearly wanted to fuck right then and there, but I had my plan, so I broke the kiss and lead her onward. When we reached the dead tree. I helped her up the rickety ladder on onto the stand. I glanced at my watch, 12:05pm. Perfect! The cameras were already rolling!

We immediately locked into a passionate kiss as we ground our bodies together. I squeezed her tight ass as she unbuckled my shorts, pulling them and my boxers off in one fast motion. My cock was already rock hard in anticipation of what I had planned, but Rachel seemed immediately ready for action. In order to slow things down, I said "I brought you a present!", then reached into my bag.

She got a devilish look on her face as I pulled out a black dildo shaped just like a real penis, complete with a thick head and vein running along the top. It was only slightly longer than my middle finger and a bit thicker. It also had buttons on the base to control different types of vibration. I handed it to her and she held it up for close examination. She clearly wasn't impressed by the size but thanked me for the gift anyway.

"Whatever would I do with this?" she asked, feigning bewilderment. "Should I demonstrate?" I offered. "Ooooh! Please do!" she said as I reached back into my pack and withdrew a huge tube of KY jelly. She then leaned back against the pillow that I'd positioned so she was facing directly at the camera in the other stand. She obviously wasn't wearing a bra, as I could see the entire underside of both tits protruding from beneath the tiny tee shirt. As she stretched her legs out, the little cutoffs gapped at the crotch and I could see her newly shaved pussy lips. No panties either! I rubbed the lube all over the dildo, then turned the vibration to low and slowly ran it up the inside of her thigh. She shuttered as I neared the bottom of her shorts. I moved the rubber cock into the gap and placed the head at the opening of her pussy. "Ooh that feels good!!" I continued moving it along the insides of her legs, occasionally touching it to her pussy and clit. Each time, she moved her hips upward trying to get it into her pussy. After a few minutes she was fully aroused. "Don't tease me! Stick it in my pussy!" she practically begged.

I slowly slid the head into her wet slit. It disappeared quickly. I then eased another inch inside her, before withdrawing and sliding in another inch. I kept this slow in and out game going until she couldn't take it anymore, "Shove that cock in my cunt!" she demanded.

I pushed it in to the knob with absolutely no resistance then left it imbedded while I unbuttoned her shorts and slid them down and off her legs. She immediately spread her legs wide and reached for the dildo, grabbing the knob she proceeded to move it in and out of her pussy with much more urgency than I had showed. Her head went back against the pillow as her eyes closed.

I moved to her side so as not to block the camera and placed the head of my own cock next to her face, rubbing the head against her cheek. She opened her eyes and immediately opened her mouth to take in my cock. Although she tried to suck me off, her attention was clearly on the prick between her legs. She unknowingly hit the control button on the knob and the vibration increased. "MMmmmmmm!! She whined a muffled groan. She was working the dildo into her pussy with her right hand, while her left hand frantically massaged her clit. Rachel began convulsing as her lips went tight around my cock. She again let out a deep groan "Aaaaahhhhh!" as her hands worked her pussy in a blur. She started bucking her hips up and down to meet the thrust of both the rubber cock and her fingers. Her thrashing caused my cock to pop out of her mouth, at which point she screamed "I'm cummming!! Oh fuck!! I'm cumming!!" as she threw her head from side to side, writhing in ecstasy.

I couldn't believe how violently she came! It made my cock rock hard.

As her orgasm finally subsided, I reached over and turned off the vibration. As I waited for her to recover, I spread some of the lubricant on my cock and slowly jerked off. Rachel watched and licked her lips. She slowly removed the dildo from her pussy and I rolled her over and onto her knees. The sight of her firm ass in the air was almost more that I could take. Fortunately, I was able to resist the temptation to jerk off and moved in behind her, placing my well lubed cock against her pussy lips. Since my cock was much bigger than the dildo, I had to slowly work it in.

"Oh yes!" she sighed as my cock finally bottomed out in her wet slit. As I very slowly started moving in and out, I reached down and picked up the dildo. Smirking to myself, I squeezed more KY jelly on the tip and pressed it lightly against her asshole.

At first, Rachel thought I was pressing my finger against her ass. Then she felt the vibration begin.

"Are you going to fuck me in the ass with that?" she said in a surprised tone. I said nothing, instead I gently pushed. She looked over her shoulder at me with wide eyes. I thought she was about to protest.

"Relax. That pretty ass of yours deserve some attention!" I felt her tension subside slightly as I continued to apply pressure against her smaller opening. As she relaxed, I eased the tip of the head into her ass. The initial resistance gave way and an inch or so disappeared. She let out a sigh and a whimper, so I eased another inch inside her.

I reached under her and lightly stroked her clit. I continued my fingering of her pussy and Rachel soon forgot about the cock in her ass. I pushed slowly as her anal muscles relaxed. The KY jelly was making the push easier with every inch. Soon I had the entire length up her ass. Now that it was completely buried in her, I started rocking back and forth. "Play with your clit!" I ordered as I moved both my hands up to hold her hips. Her face was now buried in the pillow as one hand went to her pussy while the other grasped my balls as my pace quickened.

I hit the 'pulse' button and the alternating vibration sent shock waves through both of us. "Holy fuck!" she screamed as she slammed her ass backward to meet my thrusts. I wasn't going to last much longer and hammered her pussy as hard as I could. "Aaaaaahhhhhh!! My pussssy! My...pussy...is...cumming!" she cried out as her body shook and convulsed. I slowed my pace to allow her full enjoyment of her orgasm and to keep myself from cumming. As her body began to relax, I announced, "I want to cum up your ass!" to which she quickly agreed "Yes! Yes! Do It! Fuck my ass with your big prick!" she pleaded. Not to disappoint, I withdrew the dildo and placed the head of my cock at the opening of her asshole. I pushed and immediately the head and about three inches went up her butt. I rocked back and forth as more of my cock entered her rear end. "I've never taken a real cock in my ass before!" she whimpered. I shoved forward one last time and my cock completely disappeared into her tight ass. "Oooohh Fuck!" she screamed. Grabbing both her hips I slowly worked my cock in and out a few times before I could feel the cum rising in my balls. Damn her ass was tight! I increased my pace until I was slamming my meat home, pounding her with all I had. My balls were bouncing against her pussy as they tightened to release my load. With one last thrust, I buried my cock and held her ass tightly against me, letting loose a torrent of jism straight up her butt. She squeezed my cock and milked me as load after load emptied from my aching balls. I grunted loudly with satisfaction as cum trickled out from around my cock and dribbled onto the pad below. Her ass muscles continued to pulse and milk my prick until every last drop drained into her hole.

Completely spent, I fell to the pad next to Rachel. We lay there for several minutes until we could regain our senses. We wiped down with the wet wipes I had brought, then we dressed (if you could call her outfit 'dressing') and walked back to her bike. I don't know how she was able to sit on the bike seat after that fucking, but she gave me one last passionate kiss before riding off with a big smile!

As soon as she was on her way, I literally sprinted to the deer stand and grabbed my camera. I hit 'play' and watched the entire scene play out again. The picture quality was excellent, and the angle was perfect. But the most impressive part was the sound quality! The 'moles' had picked up every little noise! You could hear the humming of the vibrator and even the squishing noises that came from her pussy when the dildo was going in and out. I realized again how much she liked announcing her orgasms and how loud she screamed, moaned and whimpered. When it got to the part where she fucked herself with the dildo, I was rock hard and had to spank my meat again as she came in that wild animal orgasm. This footage was golden! I've never seen a porno film that was this red hot and of this quality! I smiled to myself as my mind began to think of things I wanted to do with her before the summer was over.

I then went back home and started editing together the various videos I'd taken so far. My only regret was not having captured our first three encounters on video! But then I had an idea.