The Confusing Double Life of a Widow

“I don’t know how they do it, honestly,” I said to my best friend Joyce, sipping my tea as she sat at my kitchen table.

“What do you mean?” she replied.

“Keep up the secrecy. These women are nothing but strippers and prostitutes, selling themselves for money. What I’m saying is, I really don’t know how they can keep it a secret.”

“You think people in their life don’t know?”

“I don’t know how they could, who would be associated with someone like that? It’s just… I don’t know, Joyce. I’m just really confused right now.”

My friend’s words brought back a flood of memories, a reminder of the journey I’d been on since my husband’s passing. It was something I’d never thought I’d be doing, yet here I was, searching for ways to make ends meet.

It felt like a lifetime ago when I stumbled upon the ad while scouring the internet for work. Paul, my husband of almost 20 years, had passed away suddenly from a heart attack the summer before last, leaving me behind with a mountain of bills to pay.

No one blamed me, and friends and family from both sides offered help, but I’d always been an independent person, determined to get by on my own.

It had taken me a year to come out of the haze, and when I finally returned to my job as a science teacher, it became clear that one income wasn’t enough to support Peter and me.

I’d become restless, bored with my routine, and decided to explore other options. Clicking through the “gigs” section, I came across an ad that caught my eye: “WORK FROM HOME!”

The words pierced through my mind as I read them, a shiver running down my spine as I thought about the possibilities.

“Have you ever been called a MILF?” the ad asked, and I felt a flush rise to my cheeks.

I couldn’t believe what I was reading, and yet, a part of me was drawn to it. The idea of working from home, of earning real cash, was tempting.

As I read on, my mind began to wander, and before I knew it, I was clicking on the link, and a new window opened, revealing a room filled with scantily clad women.

Most of them were around my age, and I felt a pang of self-doubt, wondering if I was too old, too out of shape, to be one of them.

But as I watched the woman on the screen, a blonde with big breasts and a confident smile, I felt a spark of excitement ignite within me.

She was beautiful, and she knew it, and that was what drew me to her.

As I continued to watch, my hand wandered down to my thigh, and I felt a rush of pleasure as I touched myself.

I was breathing harder, my heart pounding in my chest, and I knew I needed to touch myself or I’d explode.

I rubbed my tummy back and forth, scratching lightly, feeling the tingle move over the outside of my body and back to my very hot and very very soaked pussy.

I’d always known I was bisexual, or at least open to it, and seeing this woman made me feel incredibly sexy and down right hot.

I was just starting to move my hand under the waist band of my underwear when the screen tinted black and a pop-up window flashed up on the computer screen.

“Thank you for watching! Your free 10 mins is up! If you’d like to continue watching our models, please sign up now. It’s completely free!”

I let out a long and frustrated sigh, looking to the sky and groaning, knowing that now I had to sign up.

I filled out the little form they had and chose a screename, BestMomEver44, not knowing why I chose that name, but thinking if nothing else, no one would ever know it was me.

I was in, and as I returned to the room of the blonde I’d been watching, her name on the screen was MILFYME.

Now I could see all of her profile information and stats.

Age: 39 years old

Bra size: 34EE

Body type: BBW

Language: English

Location: New Jersey

Wow, I thought to myself, the only difference between us was that she was two years younger and lived in New Jersey.

There was more info about her below, but I wasn’t about to scroll so far as to lose the view of her amazing body.

She finally let her hands move, pinching her little pink nipples between her fingers and squeezing as much of her big full breasts as she could.

Immediately I pulled my tank top over my head and put it on the floor next to my discarded robe.

It felt so good to expose my chest and grab my own tits imitating “milfy” as she slowly teased herself for us.

I couldn’t take my eyes off my fingers as they slipped into my panties, the soft fabric a gentle caress against my skin. My clit throbbed with anticipation, the trimmed patch of fur a deliberate tease, beckoning me to come closer.

“Oh, God,” I whispered, my voice barely audible as I slid my index finger into my wet slit, the sensation sending shivers down my spine. I curled my finger up into my pulsing pussy, the pressure building with each passing moment.

My eyes glazed over, and I lost all sense of time and space. The only thing that mattered was the sensation coursing through my body, the need to cum growing more insistent by the second. I pushed my finger deeper, the friction sending me soaring.

“Faster,” I moaned, my voice a husky whisper, as I humped against my hand. My other hand worked my nipple, pinching and pulling, the sensations a delicious torment.

“Oh, fuuuuckk,” I cried out, the sound echoing through the room as I reached the peak of my pleasure.

I cringed and wiggled in my chair, wave after wave of pleasure crashing over me. The wet sounds coming from my pussy only added to my arousal, and I rubbed my clit a little faster, matching the pace of my fingers.

“Oh… Oh!… Ohhhh!… Ahhhh, my god, yesssss!” I screamed, my body shaking and locking up as my orgasm washed over me.

I felt like I’d been lifted out of my body, the pleasure so intense it was almost unbearable. My pussy spasmmed and built with pressure, forcing my fingers out as it tried to squeeze down on them. I felt relief wash over me as I came and came, over and over, moaning and moaning.

It took me a few minutes to calm down, my body still trembling with aftershocks. I sat up slowly, barely able to as my pussy was still so sensitive. My toes curled as they touched the floor, which I felt was very wet.

Looking down, I could see my feet were resting in a huge puddle of my own cum. I started to giggle, feeling a mix of embarrassment and amusement. I quickly grabbed a towel and cleaned up, trying to compose myself.

Just as I was finishing up, I heard the front door slam shut. “Oh shit, Peter’s home!” I whispered to myself out loud, my heart racing with panic.

I quickly grabbed a pair of yoga pants and another tank top and put them on, prancing out down the hall to meet him. “Hey, honey! How was your night?” I said out of breath with a big smile.

“It was fine, Mom. Just played video games at Jeff’s. We stayed up pretty late, so I think I’m just going to check my email and lay down for a bit if that’s ok?”

“Yes, of course, sweetie. I’m just doing some laundry and a few things around the house. I’ll call you later for dinner!”

“Sounds good. Thanks.” He smiled at me and gave me a quick hug before disappearing into his room.

I turned around, ran back to the laundry room to grab a towel, and then tip-toed down the hall past his shut door and into the office. I closed the door lightly and started to clean up my mess, the room still smelling of sex.

As I sat down and looked at the screen, I realized I was still signed in to MILFYME. I couldn’t help myself, I was hooked. I decided to get brave and see what kind of attention I could get, I desperately needed it.

I set up my room, giving them my real name and linking it with my PayPal account. Before I knew it, it was asking me if I was ready to go live… I took a deep breath, swallowed hard, and clicked YES.