Whenever Kevin wasn’t around, we would usually talk about his mum. She always wore the tightest clothes to show off her wide ass and soft breasts. She wasn’t shy about baring the skin of her shoulders or her legs. High heels were her only footwear. And when she walked around with her butt pointing upward, it was like she was begging to be fucked. She loved to blow kisses. And it made my imagination go crazy whenever I got one.
I had her on facebook and had masturbated to all of her photos. Theodora was her name, and just recalling it in my head triggered a boner. Even though she was talkative and outgoing, she was secretive at the same time. She never talked what she’d done the other day or what her plans were. She’d usually joke about how many girls we’d hit on yet and was very open about sexual conversations. Kevin had told us she worked part time as a secretary for a bank, but she would be away for odd hours. He’d also told us his father had called her a dirty slut when they’d split up many years ago. He’d never asked why because he didn’t want to find out. I didn’t want to ask too many questions, because I knew he got uncomfortable.

Now I lay in bed, masturbating as usual. I imagined how she would pull up her bra and unveil her two mature breasts. Her lips always clean and glossy and her hair smooth and blonde. She would be on her knees sucking me with her experiences and skills. She would then stand up and press my face between her legs. It was normal jerking off fantasizing about her. Now that I’d gotten a bit older, I wanted to flirt and try to hit on her, but I knew I didn’t stand a chance as a virgin.

I woke up the next day. It didn’t feel too good to still be a virgin at the age of 21. I was dying to know how it would feel to finally have sex. I wasn’t particularly good looking. And I had very little one on one experiences with other girls. This morning it just crossed my mind to call an escort. It would break my shell and give me confidence for the future.

Scrolling down the escort website blueballed me to the point of torture. These were the hottest girls I’d ever seen. It turned me on even more when reading what they offered. GFE, anal, cim, showering, French kiss. I was in heaven. But still I gravitated toward women. For some reason they were less intimidating. I found a woman calling herself Sofi Goldfinger. The name was hot but her pictures were even hotter. I went through all of them and not jerking off was difficult. The nursing and teacher outfits. Her red and black lingerie. The leather leggings and a whip in her hand. She had her pussy and breasts censored. In the description, “You have to call me to see me, Kiss.”
One photo she was bending over the kitchen table, flashing her butt with high heels, described, “Spank me.”
Another one she was lying down on the grass masturbating titled, “I could need a few more fingers.”
Another she was by the bedroom beckoning me with her finger titled, “Come and please me.” I was hooked. It wasn’t only her photos but also the description. “Tired of girls looking at the clock instead of you? Full gfe experience, cum how many times you want. I promise and guarantee full privacy.”
I was worried about the legal part. Seeing an escort wasn’t legal where I lived. It was in this moment second thoughts finally arrived. It took a bit of thinking but I finally contacted her on whatsapp. I had butterflies in my belly. She finally answered. “Yes sweetheart, my pussy is yours this evening. How long do you want to see me?” She ended the text with a kiss and a heart. I got rock hard. I itched my armpits and wrote back with sweaty, slippery fingers. “An entire evening if possible.”
She typed back right away. “All nighters are my favorite. We will cum so many times together.” She sent me a picture of her breasts. “They are waiting for you.”
“Wow,” I said and left the phone on the table. This evening. I will finally lose my virginity. She texted me the street name. It was familiar and not too far away from where I lived. But my mind was racing, so I didn’t give it second thoughts. All the positions I wanted to try out… licking and sucking her breasts. Deep throat, anal, tasting her tongue, licking her ass, sticking my fingers inside all of her holes. All those dreams and fantasies will finally come to an end.
The sun was setting, and it was finally time. I texted her I was close by. She texted me her full address and told me the door was open. It looked familiar but those suspicious thoughts got pushed away by my horny mind. I got there and opened the door. “Hello?”
“I’m here.” She stepped out from the living room.
“Theodora?”
She giggled. “Oh, it’s you.”
My jaw dropped. It was her. It was Kevin’s mum. She stood there in a white robe, lingerie covering her breasts and vagina. Her long blonde hair thrown back over her shoulders. She walked toward me, her high heels clacking against the floor. She touched my dick and gave it a few gentle strokes. “You’re a bit nervous, I see.”
“I haven’t really done this before.”
“Sex or visiting an escort?”
“Both.”
She smiled. “This won’t the first virginity I’ve taken.” She placed her hands on my shoulder. She kissed my neck and whispered. “I promise you this will be an evening you’ll never forget.”
I found it difficult to speak. “I have little doubt about that.”
“Do you want something to drink?”
“I can take some water.”
“Just come in, don’t be shy. We can lay down in the couch first.”
I went into the living room. I had been here numerous times before. The purple curtains were pulled together, and the couch pulled out into a bed. There were lots of fluffy red blankets and pillows I hadn’t seen before. She came back in and handed me the glass. I was completely dry and made sure to drink a lot before putting the glass back on the table. She went all the way in and lay with her legs crossed. She patted the spot next to her. I crawled up to her. She threw her hair behind her shoulder and studied my body. She caressed my thigh. “How is it like being here again?”
“It feels a lot different.”
She laughed. “Yeah I get it, but I don’t mind. I like younger men.”
“Are there many in my age who visits you?”
“They are usually older and married, not many youths although some visit me.” She kept seeking eye contact. They were deep green and exotic. I found it difficult looking at her eyes when her breasts were right in front of me. Those I’d always wanted to touch.
“What turns you on the most?” I asked.
She leaned closer to me, her lips almost brushing my right ear. “Younger guys.” Her breasts were now right next to my face. “Can I?”
“I’m all yours.”
I squeezed them and tried to get my fingers under her bra. She smiled. “Unbutton them.”
My slippery fingers fumbled all over her back. I finally managed to unbutton them, a moment away from blushing. I reached her soft skin. I groped and squeezed them greedily. I loved her warm nipples and rubbing my hands against them. I moved my mouth closer and sucked them. I looked up to her lips. She licked them and pulled me closer to her. Her lips pressed onto mine. It was the first time in my life I kissed a female. My chest turned warm and time stood still. She went in closer and reached further in with her tongue. “Stick it out,” she whispered and smiled on the side. “I want to taste your tongue before I taste your dick.” She touched my pants for a brief moment and went back to touching my shoulder. I stuck my tongue out and swirled it around hers. Our lips closed and we held it there while our tongues exchanged our saliva. Her hand went further down and slipped below my pants. She wrapped her warm fingers around my dick that hardened the second she touched it. She moved away from my lips. Her spit was on my mouth and dripped onto my chest. She kissed it, but she kept kissing me further down. She unbuckled the belt and pulled my pants down. Her lips touched my dick. She stroked it a couple of times, breathing right onto the tip and along the shaft. She let out a lot of spit and sat it between her tits. She then stroked it with her soft breasts squeezed tightly around it. “Does it feel good?”
I just nodded. I couldn’t find any words.
She released her breasts and spat onto my dick. It trickled down. She put my dick in her mouth and went all the way down, deep in her throat. She held it there for a moment and went slowly all the way back up. She spat it back onto my dick again. She went deep down again, all the way to the root and held it there for a few seconds. I closed my eyes and moaned. I could barely look. It was too hot. She then quickened her sucking. Those sucking sounds. The gagging, the spitting, the kissing and the licking. I was in heaven. “Do you want my pussy?”
I nodded. She lay down on her back. I crawled to her, between her wide hips and just in front of her lingerie. I pulled them off, unveiling her shaven vagina. The slit so tight and moist. I played around with it, sticking my finger in and licking the lips. It looked so good but tasted even better. “You want your dick inside.”
“Yeah.”
“You must make me wet first.”
“Aren’t you wet already?”
“I can become wetter. Stick your tongue in there and I will show you.”
I went in with my nose pressing against her clitoris and tongue licking her slit. I could burry my head between her legs for the rest of my life. I wanted her taste to linger on my tongue in all eternity. It started to trickle more and more, and she made sure to push her vagina closer to my face. “Now, now I want you inside of me.” She pulled me up to her and kissed me on the lips. “I don’t usually do without but losing your virginity with rubber is no fun.”
“We can do without.”
She climbed on top of me. She rocked me first, rubbing her clitoris on my waist. She then started riding me. “Slap, slap, slap,” it sounded when her body bounced up and down on me. The heat was building up. She placed her hands on my chest and quickened her pace. I got a hold of her ass and started thrusting her. I breathed heavier and heavier. She lay further down, her breasts pressing onto my chest. She kissed my neck and there I came inside of her. She hugged me and whispered. “How did it feel to lose your virginity?”
“Great,” I said breathing, “to let it out.”
“We can lay here and cuddle. Your warm dick still inside of me… and maybe later move to the bathtub and see where it leads to when you are hard again.”
I could confirm again that I was in heaven.

Part two is up on dirtytell https://dirtytell.com/posts/i-lost-my-virginity-to-my-friends-mum-part-2