A few people have asked, so let me give an update on my experiences with my masseuse (first story here (https://old.reddit.com/r/gonewildstories/comments/qxm2n3/mf_a_professional_massage_with_a_milf_takes_a/ ).

A quick refresher on the situation. I had a great masseuse (a legit maestro at working out knots). She was also a super sexy MILF, slightly thick/chubby, but with an astounding rack (38DDD, full and pillowy soft). After what must have been my 10th massage with her, she accidentally noticed that I was super hard and had pre-cummed through my underwear (I cum extremely heavy). She ended up jerking me off, swearing that it was a one-time thing. But, as there’s an update, you can probably guess that it was indeed not a one-time thing. This is the story of our second encounter together.

First, a visual breakdown. At the time, I was in my mid-20s. 6’ tall. Athletic/fit from a prior stint in the Army and working out 5x times a week. Attractive but not much game with women back then (it’s gotten better). Carol, my masseuse, was 5’5, late 40s/early 50s. Clearly a mom (aka slightly thick), but in good shape for her age. And, most importantly, she was blessed with truly magnificent boobs. If it helps, here are pics/videos of two women that Carol resembled (she’s a cross between them, big tits like the first one, but face/athletic body more like the second).

• https://imgur.com/a/Knv9X1t
• https://www.xnxx.com/video-l3gkb08/mature_love_-_bebaddie.com

So, after receiving a handjob to close out my last massage, I headed back home in a daze. My body was relaxed from the massage, but my blood was boiling from the insanely sensual handjob I’d just received. So much so that the moment I walked back into my apartment, I immediately jerked off again to the memory, just cumming buckets of semen. And I jerked off again at night in my bed, reliving the experience of Carol’s hand wrapped around my cock. The craziest part was that I still hadn’t even seen her naked yet.

Needless to say, I couldn’t get her off my mind. So the next morning, I scheduled another massage on her online booking system. Waiting a week to see Carol again was killer, but, with a lot of working out and a lot of masturbating, I managed to stay cool.

I arrived back at Carol’s place Thursday at our usual time. She had a basement apartment in her rowhouse that she’d converted into a massage studio. Lighting, music, padded table–the works. I walked in with a hint of trepidation. After all, last time was supposed to be a “one-time thing”...

Carol was wearing her usual massage outfit. Yoga pants and a workout shirt. But even the sports bra couldn’t hide how stacked she was. She welcomed me back with a smile, but something was slightly off in our interactions. We’d done something taboo. So we were both more awkward than normal. I started taking off my clothes and she quickly excused herself to get some water. I usually left my underwear on for massages, but this time I decided to get fully naked, figuring that she’d already seen all of me. And I wanted to signal to her that I was ok with something more happening again. I supposed I could’ve just told her, but remember, I had no game back then haha.

I laid face down on the table, fully nude. When Carol returned, she draped a blanket over me and immediately moved into a deep tissue massage, targeting a persistent knot in my shoulder blade I’d developed from lifting (pro-tip, always stretch beforehand, don’t be a dumbass like me). And I forget about sex for a minute, melting into the table, as she blasted apart my tense muscles.

But then it came time to flip over and I caught sight of her massive boobs again. And, yeah, the small head took over. As she massaged my thighs, I felt the blood rushing and my cock hardening, pushing against the soft cotton of the towel, drops of pre-cum dripping down my shaft. Carol had to notice my erection tenting the towel, but she didn’t mention it. And I started to wonder if our sexual encounter really had been a one-time thing.

But then, as she leaned over to massage my shoulder, I looked closer at her breasts. And I noticed that her nipples were rock hard. Large, thick, straining against the cotton of her shirt and sports bra. And I suddenly realized that she was more nervous than me. Not only was she older, she could lose her license for sexual activities. I had to push the situation.

As the massage finished up, Carol gave my shoulder a final squeeze and told me I was good to go back to the gym. Taking a deep breath, I slid down the towel, exposing my rock hard cock, glistening with pre-cum.

“I’m still not quite relaxed.”

She stared at my cock, softly biting her lip. “That was a one-time thing.”

“It doesn’t have to be,” I said as I slowly guided her willing hand to my cock. She softly touched a finger to my engorged head, feeling the sticky pre-cum, before tenderly tracing a line of cum from the head down the shaft as I quietly moaned.

And then her hand closed around my cock. “We’ll have to be quick. I have another appointment after this.”

As my body tensed, she started stroking my cock. Her grip was firm and, when she reached the top, she would trace her thumb over my engorged head, lubricating her hand with the waves of pre-cum leaking out.

“God, you pre-cum so much,” she observed with a smile.

“What can I say,” I responded, “I’ve been turned on all week since our last massage.” That comment seemed to make her happy as her hand started moving faster, her other hand moving to my balls, massaging them roughly, as she stroked my cock.

Her breaths grew shorter. And I couldn’t stop staring at her huge breasts. My hand wandered up her chest, cupping her heavy breasts, my thumb resting on her nipple, softly rubbing it as she worked my cock. I heard her softly moaning and looked up at her. Carol’s eyes were closed and her cheeks were slightly red. She must have felt my gaze on her because her eyes suddenly snapped open and locked on mine. She stepped back, my cock flopping as she removed her hands.

“This might help,” she said as she pulled her t-shirt and sports bra off, finally revealing her massive tits.

“God, they’re perfect,” I said in awe. And they truly were. Massively heavy globes. Slightly sagging from the weight, but incredibly sexy on her small frame, with huge areolas topped by nipples as thick as my pinky finger. I was in heaven.

“Stop,” she replied, blushing.

“These are the best fucking breasts I’ve ever seen,” I said as I sat up on the massage table, bringing both my hands to heft them. They must’ve weighed at least 5 pounds a piece. I have bigger hands, but even then, I could barely contain her breasts, the soft flesh spilling out from my palms. I softly massaged them, my thumbs tracing her areolas, brushing against her stiff nipples. Carol brought her hands back to my cock and started massaging my cock as I massaged her breasts.

But her nipples were calling to me. My hands weren’t enough. I leaned over, rested my lips against her left nipple. Slowly took it in my mouth. Massaged it with my tongue. I felt her body shiver, and she suddenly started jerking my cock hard as I sucked her nipple. I pulled her close to me, just nursing those fat tits that I’d dreamed of for so long.

Suddenly she stopped stroking me. I looked at her and noticed that her left hand was on the table steadying herself. And her right hand was in her pants, rubbing her pussy.

“Don’t stop,” she begged, and I didn’t need to be told twice, leaning over to worship her breasts with my mouth. Massaging them with my hands as I furiously licked and sucked her nipples.

“Harder,” she gasped, “harder!” And I started aggressively attacking her nipple, to the point that I was almost biting it. And then she wrapped her left arm around me, squeezing me into her chest as I felt her entire body shaking from a thunderous orgasm.

As she came down from her high, we separated. Her face red and sweaty, breath still ragged. She grabbed my head with both hands and kissed me hard. I could feel the slickness of her pussy juices against the side of my head as her tongue hungrily explored my mouth. We made out for a minute, bodies pressing against each other, the passion overtaking us. And then she broke away.

“Sorry, I got carried away. You know how to suck a nipple,” she said apologetically, still out of breath.

“It’s ok, you were so fucking sexy,” I replied, my hands still wandering over her breasts.

She eyed the clock with a frown. “We need to finish you off quickly,” she said. I wasn’t too worried. After all, my cock was already quivering from watching this sexy ass milf rub one out because she couldn’t resist my tongue. But Carol didn’t notice how hard I was (or didn’t care). She gripped the base of my cock and then leaned her head down, smoothly taking my cock in her lips. And my brain fucking exploded as she started furiously sucking my cock. Her soft lips gripped my cock firmly, her head bobbing up and down as she deep throated me with ease. Her hand crawled down to work my balls, middle finger pressing hard on my perineum.

With a muffled gasp, my hips suddenly bucked and I came like a geyser in her mouth, forgetting to warn her. But she didn’t care, her lips gripping my cock as she took eight ropes of cum, swallowing every last drop. And then, after I was spent, she continued sucking my cock, using her lips and hand to pull every last drop of cum out of me.

Carol finally removed her lips as I lay on the table, totally spent. She quickly cleaned my cock off with a towel and then ushered me out as she really did have a client waiting.

I walked away in a daze. And resolved that my next appointment would be the last one of the day.