This success story starts sexual, but it doesn’t end there, and it hasn’t ended. It’s more about falling in love with oneself, building confidence to celebrate one’s body, boost their self esteem to help them feel at home in their skin and the clothes of their choice, even around friends and family.

THE FIRST TIME

Story begins roughly 2 years ago when I operated another Reddit handle. I received a message from an account with just comments on the profile, and it seemed like a guy’s profile. Let’s call him V. V mentioned that he’s inquiring about an erotic massage for his wife. We chatted for a few minutes, and it turned out he lived just 2 miles from my house. I asked for a video verification, and he asked to meet instead. That was good to know, but I was as nervous as I was excited. Although I had a similar experience before, a man was gonna ask me to potentially fuck his wife!

We met at a park near his house. V stated that he can’t satisfy his wife, and that they have decided to start with an erotic massage now and see how things go. His wife, N, was 36 at the time. He showed me her pics, regular and spicy ones. To describe N, she’s a 5’3, brown MILF body who’s thick in the right places with perfect DD boobs, the kind who’d turn heads in a grocery store. I and V discussed that the massage will start regular and turn erotic. I was allowed to use my fingers and tongue, and if things moved forward, it’ll only be safe. I emphasized that I prioritize comfort and safety. Also, V said N was a shy woman and hasn’t kissed another man and likely won’t, and won’t suck my dick. She never had anal and won’t do it. V would be in the house, and he’d be doing his stuff and may walk in or stay in the room, I had no problem with that.

V was very excited to see this happen, and so was I. I was going to travel in 2 days, so I asked if they wanted to meet the next day or after I returned. We decided to meet next morning. I assured V that I’ll read the room, frequently check pressure, have friendly conversations, and assured him that I’ll try my best to make N comfortable. Before parting ways, I showed V my test results from a few weeks back.

Fast forward to 9 am the next day. I pulled up in their driveway, sat in the drivers seat thinking to myself “Is this real? Is this happening?” I texted V and he asked me to go in.

I went in and saw N standing there, in a black babydoll suit. Those boobs looked like they were screaming to be let out, played with and sucked on. Half her ass was propping out from where the babydoll ended. So hot!! She was smiling, her eyes were glowing as if she’s very excited about this and nervous at the same time. So that’s the first time I saw her - a shy reserved woman with a hot body.

We got into the room. It was chilly. N took off the babydoll. I wanted to do so many things at that exact moment, but I had to earn it!! Time stopped for a moment, and I kept staring at the curve near her ass!!!

After I came back to my senses after what was probably eternity, I asked N to lay on the bed. I started with a back massage, then butt and legs. Then I gave her body rubs - I held her hips, started rubbing my chest from butt and go towards upper back with the right amount of pressure, and poke her as I go upwards. ;)

N found that very hot and moaned. I was so hard at that point!! I did that for a few more minutes. As I did another body rub, I leaned in to kiss her, and she kissed back. That felt like victory, but I still had a long way to go. I went on to massage her thighs and inner thighs, and teased on her clit while doing so. She moaned and thrusted her hips backwards, she was so wettt! I teased and massaged her for a while, before turning her over.

Next, I massaged her neck, shoulders and boobs. Those boobs are one of the best I’ve sucked. After spending some time playing with and massaging her boobs, I started massaging her pussy. At one point, I was sucking one boob, playing with the other with one hand, and fingering her with the other hand. Sometime during this whole thing, I saw V standing at the room entrance looking at this activity. It was so hot knowing V is standing there looking at his wife moaning continuously. I went on the eat her out while playing with both her boobs at the same time, and gave her a happy ending.

N was still so horny. N sucked me off next, and we eventually had sex. We spent over 2.30 hours that day. It was one of the best sessions I ever had. We had many good conversations, and we vibed really well. N said she’d love to meet again.

EVER AFTER

After I met V and N the first time, V called me in the evening. They were very happy and she enjoyed it very much. We decided to meet again after I returned. I and V kept chatting over time and became good friends. We still have great friendship to this day, sharing personal details and advising each other when needed. That has led to a great degree of trust with all of us involved. It’s reflected by them inviting me over when V isn’t at home, or N coming to my house a few times. Among the many times we’ve met over the years, we have done anal a few times and a MFM threesome with another guy.

I have always ensured that the woman is comfortable around me, or it doesn’t help anyone. N, being shy, lacked confidence of wearing sexy clothes in public, and would do so only on beaches. I tried encouraging her, and instill confidence that she has an awesome body and she needed to embrace it. After a looooong process, she started trying different revealing clothes in public. I and V had a call last night, and he mentioned that N has become so bold in the last few weeks, that she’s worn a bikini in front of her friends and their husbands. She has started a social media account with pics in bikini. Among many of my conversations with V, we have bought many sexy things for N, including lingerie, toys and dresses. Finally, she was on the cover of a magazine this month. That made me feel so happy for N. I don’t know how much my contribution was in making her this confident and bold, but whatever it was, it made her happy, and it made me happy. I call that a victory :)