Massaging The Horny MILF

This next story is one of my first encounters for milfs, and what really set the tone for my craving for older women. This is the story of Joanna. She was the mother of one of my students, back when I was teaching guitar. Lets get to it then. As usual, expect a lot of foreplay.

Back in college, I used to give private guitar lessons. In Bangalore, I got some good business. I’m really passionate about music, and I like teaching as well. I offered to go to the students house and teach them. It was a busy gig, but fun. And I got paid pretty decently. One of my younger students, Adam was also one of my most promising. This kid was around 12 years old, but he was a natural born talent.

Adam lived with his dad in the outskirts of town. His dad was a reasonably relaxed guy, and later on I found out that he separated from his wife. I never found out why, and frankly, I never really cared. I used to meet Adam in the weekends, and this ritual continued for a good few months, during which time young Adam had mastered most of the basic chord structures, and was moving into some harder territory. He was definitely a faster learner than me, to say the least. We grew quite close, and everything was going smooth for the first couple of months.

Somewhere along the line though, I missed having free weekends. So I discussed with Adam and his dad if it would be possible for me to shift the classes to some time within the week. Neither of them had any issues with that, but his dad let me know that during the week, Adam lived with his mother, so he would have to confirm with her first. The following weekend, all the arrangements were made, and I was to go to Adam’s mother’s apartment on the other side of the city, Tuesdays and Thursdays, after 7pm.

The first night I went to Adam’s mothers apartment, I didn’t really know what to expect. The house wasn’t exactly in the centre of the city, but the ride was worth it considering I got free weekends. Making sure I got the right address, I knocked on the door. A woman in her mid 30’s opened the door, wearing a t shirt and a pair of tights. I was spellbound, and just looked at her with my mouth slightly open for a second. Then, snapping to my senses, I ask “I’m sorry, I don’t know if I got the right address, but does Adam live here?” I asked, certain that this bombshell couldn’t be his mother. “Ah, we’ve been expecting you. Come on in.”

I stepped inside the apartment, which was decently big with a great open balcony. I followed her to Adam’s room, where he was already practising. “Hey little buddy,” I said as I sat down. His mother smiled and left us alone. I started the tutorial session, but my mind was on the goddess I just met. Finishing up the session, I started to pack my things ready to leave. I was hoping to catch a glimpse of her again, before I left. As I was exiting through the main door, I saw her come in from her bedroom, and close the door with a smile. That night after I got home, I must’ve jerked off at least 5 times.

Time flew by again, and ogling at Joanna become a regular practice. We would have small casual conversations sometimes, but our relationship had always been professional. Adam was getting exceptionally good at guitar, and had started to win small time competitions in college fests and such. It was all going smooth.

Then, one fine Sunday evening, I was heading home after a poker game with friends. I was forced to stop at a red light, and I was waiting for it to turn green. That’s when I noticed Joanna, at the other side of the light, where she looked like she trying to flag down an auto. As the light turned green, I pulled up next to her. “Hey Ms.B, what are you doing here?” She took a moment to recognize me, before saying, “Oh hey John.

I was just waiting for an auto to take me home. What about you?” She slurred quite a bit, indicating that she was a bit intoxicated. “I was heading home after meeting up with some friends. It looks like it might rain soon, so I can drop you off if you like?” She pondered for a minute, “That would be amazing John”, she said before hopping on board my bike.

On the bike ride, she held me close, and I could feel her tits rubbing up on my back. “So how was your Sunday evening?” I ask, trying to create some small talk. “It was good! Adam is at his fathers place, so I went out with some of my lady friends.”

“Sounds like a great time!” I said, as it started to drizzle. “I bet you got hit on a lot out there eh?” I said with a chuckle. She was silent for a second before laughing, “And what makes you think that?”

“Well, with someone as attractive as you, it’s only natural.” I say, a sense of honesty in my voice. “That’s very nice of you to say John” she said. She held me little bit tighter after that, and her hands were inches away from my crotch. I would purposely ride on bad roads, so that I could feel her rubbing up against me. Finally, we reached her apartment.

“Thank you for that John, I’m really grateful” she said, getting off the bike. “I’ll see you on Tuesday then.” she said, with a different sort of smile.

“I hope I will,” I say, returning the smile, and driving off.

The following Tuesday, as I was heading to Joannas apartment, I had a weird feeling in my stomach. Just as I got there, torrential rain started to pour down outside. I knock on the door, and Joanna opens the door, wearing nothing but an extra long t shirt. She was clearly not wearing a bra as her nipples were sticking out.

Again spellbound, I stood there silent for a minute. “Hey Ms.B” I say with a weak smile. “John! I thought Adam told you, but he’s on a field trip today”, Joanna said, a bit surprised. “Oh I guess he forgot to mention it. I’ll see him next week then.” I say as I turn to leave, preparing myself to embrace the rain outside. “Oh you poor thing, you came all this way for nothing! Why dont you come inside for a bit and wait for the rain to die out?” Joanna asked just as I turned around.

“Sure, that would be great Ms.B.” I say, walking in. “Call me Jo”, she said with a smile.

I took a seat on the sofa, and Jo disappeared into the kitchen. She came back with two mugs of hot cocoa. “Oh! Thank you!” I said taking the mug from her.

We proceeded to make small talk and I tried my best to concentrate on my hot cocoa and not on the fact that she was just wearing a t-shirt. I could see her legs disappear into a darkness. Her nipples were staring at me, and I knew then that I had to fuck her. “So what are you upto for the rest of the week?” I ask, trying to maintain eye contact. “Well I have yoga every day at 8 am..but I seemed to have hurt my back during the last session, so I am not sure if I’d go tomorrow.” She said, piercing me with her eyes. She was sitting quite close to me now, with her legs crossed. “That’s a shame” I say, my eyes darting between her lips and her eyes.

She stayed silent for a while, “Yes..I was wondering, maybe you could press my back for me? I really have no one else to ask, and the rain seems like it could be a while.” she said, a bit hesitantly. I couldn’t believe my luck. “Yes, of course!” I say, sounding a bit too enthusiastic.

“Are you sure?” she asks. “Absolutely. I have magic fingers after all. ” I say with a smile. “Alright then. I’ll set up the table in my bedroom, and call you in once I’m ready” she said, before getting up and leaving. I watched her ass sway to either side as she did.

I waited in the living room, nervous as fuck. After a while, I heard her call “Ok come on in.”

I went inside, and my cock instantly twitched in my pants. She was in her bra and panties, with a small towel to cover her ass, lying face down on a massage table. “There’s some oil on the shelf”, she says, almost like she was expecting this scenario. I silently went over to the shelf, and picked up the oil. I poured some into my hands, and started spreading all over her back. I started to press down slowly and gently. “Mmmm”, said Jo, ever so lightly.

“Enjoying that?” I ask, as my press my knuckles in gently.

“Very much so,” she said.

I pressed and massaged her lower back, occasionally squeezing her love handles. On one particular squeeze, I noticed that her she curled her toes and shuddered a bit. She was hooked now. I slowly started to massage her upper back. I unclasped her bra, and she froze for a second, but said nothing. I started rubbing her whole back, systematically and gently, and this went on for a while.

“Time to do the front” I said. She obediently flipper around, her open bra concealing her tits. Her eyes were still closed. I massaged around her almost flat stomach. I stuck my pinky into her bellybutton and wiggled it around, and her breath immediately got shorter.

I pressed gently into her ribs, and massaged her everywhere but her breasts. I moved down the table, and started to slowly press her toes. I gave her feet a good long press, and I could see a small wet patch growing in her panty. I moved up and started to press her calf.

I could see her get a bit uneasy, and struggling a bit. I slowly moved up to her thigh, and pressed down gently, rubbing my way up. Her breathing had gotten quite short now, and as I started to move into her inner thigh, she started to moan.

“Ahhhh, that feels so good, please dont stop” she said, almost pleading. I continued to rub her inner thighs, and just about when I was at her pussy, I stopped.

“Turn around, time for the back again” I said, with a commanding tone. She looked so frustrated that I stopped. “No, I believe you’re not done with the front” she said, her hips raised. “I believe I am. Now turn around, I dont like asking again” I say with a new-found authority in my voice.

I grabbed a few pillows from her bed and kept it under her stomach. I got on the massage table, and started rubbing her back again. I rested my cock, which was now rock hard in my pants, directly on her soaking wet panty. She gasped, but said nothing. I started to rub her sides now. Every once in a while my hands would graze her tits, and as a response, she would grind on my cock. I continued my rubbing, as her subconscious grinding got more intense. She was panting like a dog now. I brought my rubbing to her ass, squeezing it, guiding it as she continued to grind me. She was making small moaning noises with every grind, and I knew she was lost in another world.

I suddenly stopped pressing and moved my mouth to her grinding a cunt. “Mm mm mm mm OHHHH” she went as she felt my tongue. I slid my tongue in and out of her cunt, pushing her panty to one side. She was bucking her hips faster than ever now. “Dont stop, please dont stop!” She started crying. I stretched her pussy out with my tongue, while my hands started to rub her clit. After furiously shaking a bit more, she screamed ” IM CUMMING!!!” and started to shake like she was going into a seizure.

I held her down as she rode out the orgasm. She stopped shaking, and just lied there, shivering every once in a while. I pulled out my cock, and placed it on her cunt opening. “No…please…this isn’t- AAHHHH” she screamed, as I shoved my cock in, not waiting for her to finish. I pulled my cock out and shoved it back into her tight cunt again. “MMMPPHH” she said, biting into her sheets.

I started to fuck her with a regular rhythm now. Despite her protests, she was reciprocating my strokes by moving her ass back and forth in rhythm. I slapped her ass, and said, “Who’s a good bitch” She only bit into the sheets and cried. I yanked her head back by hair. “I asked you a question.” I said, growling.

“I am…I’m your bitch, I’m your whore…Please don’t ever stop fucking me,” she said, sobbing with pain and pleasure. “Your cock is so big…it’s tearing my pussy apart.. ah..ah…AHHh” she said, as I pounded into her again.

“Ah..ahh…..AHHH…DONT STOP….DONTT…..I’m CUMMING!!!” she announced, as I felt her cunt try to milk my cock, and she went into another raging orgasm. She just lied there, shivering, with my cock still inside her. After her orgasm, she took in a deep breath, like she couldn’t breath during her cumming session. I removed my cock from inside her.

But like a cat, she turned around, pulled me closer to her, and moved her hips to engulf my cock again. She started to hump me, doing all the effort, a wild carnal lust in her eyes. I flipped her on top, as she started to ride me cowboy style. She was intense and fast.

“Yes..Yes….FUCK ME… FUCK MY CUNT, MAKE ME YOUR WHORE” she screamed, as she jumped faster on top of me. I could feel my cum building, just as she screamed again,

“YEAH…YEAH….IM CUMMING!!!” as she fell on top of me, shuddering again, like she was having a seizure. Her cunt milking my cock did the trick that time, as I spurted my hot cum into her throbbing cunt. “AAAAHHHH” she screamed, her orgasm multiplying as she felt my hot cum. She laid there on top of me, motionless. I caressed her hair, as my cock still stood straight.

“My god, I haven’t been fucked like that ever” she said, panting.

“Well, get used to it” I said, as I positioned my cock at her cunt opening, ready to go again.

That’s the end of this story. As always, thank you for reading. Feel free to contact me at [email protected] with comments, suggestions, and opportunities ;). I’ll post my continuing escapades with Joanna and others, if I get the appropriate feedback. Cheers!

Massaging The Horny MILF