14 years ago I posted a couple of stories from my first sexual experience, which…
Mum's Friend Jane
Mum’s Friend Jane
“Oh, hi Jane.” I opened the front door and there stood my Mum’s friend. I never liked her much, though I’d always found her sexy. It was that kind of ‘you’re a bitch and that’s why I want you’ attraction. She was recently divorced and still single. She had a daughter in the year below me at school.
“Hi, is Mum home?” She started walking in as I stood aside.
“Ah, no she’s not actually. She said she’s gone shopping and she’ll be back in about half an hour.” I still held the door handle, expecting her to leave.
“Okay, I might as well wait for her then.” I closed the door as Jane sat on the two seater couch. She put her hand bag down beside it and crossed her legs. I sat adjacent to her on the three seater.
“So what have you been up to today?”
“Oh not much, just mucking around on my computer.”
“What on your computer?”
“Not much, just watching stuff.”
“What are you watching?” Honestly, I was watching porn but I obviously didn’t want her knowing that – it might get back to my Mum, so I lied. I looked around the room and saw a clock.
“A Clockwork Orange.”
“Oh, I love that movie. Do you mind if I watch?” She stood up and waited for me to stand.
“Ah, yeah, okay.” I started walking to my room with Jane behind me. ‘Shit,’ I thought to myself. ‘I’m fucked.’ I opened my sliding doors to my room and immediately went for my mouse to change video but it was too late. She saw the paused porno.
“Stephen? What is this?” I took my hand off the mouse and stood back. ‘Fuck.’ I put my hands to my head and turned bright red.
“Please don’t tell my Mum, Jane.”
“I’ll have to think about that.” Jane pushed in front of me and clicked ‘play.’
“I’ve never seen one of these before,” she continued. She watched it, transfixed for about thirty seconds, then looked me square in the eyes, then down at my bulging crotch.
“How old are you?”
“Eighteen.”
“They say men reach their sexual peak at eighteen. Women reach theirs at forty. I’ll tell you what, Stephen. You fuck me and I won’t tell your Mum you have porn.” My heart was racing and I immediately screamed ‘FUCK YES’ in my mind but I didn’t want to sound desperate. I brushed past her and stood at my doors for a couple of seconds before closing them. I turned around and stared at her tits, then at her eyes.
“Okay, Jane.” I walked over towards her and violently grabbed her waist as I kissed her. She put her hands down my shorts and felt my cock. She pulled her head away from mine.
“Wow, I’m impressed,” she said.
“Just wait till I use it.”
She was wearing a white sleeveless top and a tight pair of black pants. I felt her arse as we still kissed passionately. She had such a good body for a forty year old. She was wearing lacey panties that I couldn’t wait to rip off. I thought ‘fuck it’ and took a step back before I undid her fly and dropped her pants. There was a pair of lacey orange panties that looked like they belonged on a girl my age instead of a middle aged slut like her. She stepped out of her pants and softly kicked her slippers off, keeping her white socks on that were too big for her petite feet. She sat on my computer desk with her legs closed before spreading them, revealing see through material. I could see her mass of pubic hair through them.
“Like what you see?” I walked towards her and she pressed her right hand against my chest.
“Hold on there, Stephen. Stand back and watch.” She opened her legs right up and started rubbing her pussy for me, on the outside of her orange panties. She started moaning, turning me on hugely. I wanted so badly to fuck her brains in but she kept on telling me to wait playfully. She was a fragile woman, only about five feet tall and probably weighed barely over 100 pounds. As she rubbed her pussy with her right hand she grabbed the edge of the desk with her left and her knuckles turned white. Her short brown hair bounced against her ears and her fringe covered only half of her forehead. She had pale blue eyes that opened and closed as she masturbated and her full, soft pink lips gasped for breath to slow her heart. She tilted her head back and her slightly upturned nose breathed for her mouth when it was closed. She turned towards the computer screen; the porno was still playing and some whore was getting done anally while she sucked off another cock.
“I’ve never done that,” she joked as she still masturbated in front of me.
“What? Sucked a dick or taken it up the arse?”
“Neither.”
“Well we can do it now. Choose which you want.” I knew it was a gamble, but I was going for broke.
She fell to her knees and took off her white singlet, revealing a matching orange see through bra. Her skin was fair and well kept. It was obvious that she’d moisturized every day since she was a girl. Her tits were small and perky, her nipples small. I met her face to my crotch and she pulled my blue shorts and boxers down in one go, to the floor. I stepped out of them and kept my blue singlet on. I had bare feet.
“You’ll have to teach me,” she said.
“Okay, just pretend your mouth is a pussy.” She looked at the wall and thought about what I’d just said. She nodded.
“Yeah, I think I understand you.” She grabbed my hips with her two hands and moved her full pink lips around my cock, tightly. She closed her eyes and started sucking, though not very well. I kind of felt sorry for her so I pretended it was good for about thirty seconds. I wanted her to get some confidence before I showed her the correct way. She pulled her head back and took a deep breath.
“Was that good?” She asked, wiping the saliva from her mouth and chin.
“It was pretty good. Can I take control and show you?” She nodded.
“Okay, first of all, hands behind your back.” She did as I told.
“Now, you have to let me put it a bit further down your throat. Sex is better for you when a cock goes deep into your pussy, right?”
“Yeah.”
“Well it feels better for me too if I put it a bit further down the back of your throat. Just relax and I’ll teach you. Whatever you do, don’t use your hands. Keep them behind your back until I take my cock out of your mouth. You ready?”
“I think so.” I pulled her head down on my cock and she immediately gagged. I released and did it again. She wasn’t ready for it this time either.
“Relax, Jane.” I went down a bit slower this time but rammed it further than the first two times. I held her head here for about ten seconds. She started gagging immediately but I forced it anyway. Long strands of thick saliva started dribbling down her chin and dripped onto her tits. It reflected off the light in my room. I released.
“Good, Jane. We’re ready to start now.”
“To start?” she wiped her mouth and swallowed.
“Yeah, that was just the warm up. This time you have to open up a little bit wider.” She looked at the wall and caught her breath, thinking whether or not she wanted to.
“Okay, fuck my throat until I start to scream.” Her voice was one of acceptance, that she was going to be orally raped.
“I will.” Jane looked across at my desk.
“Wait a second, I have an idea,” she said. She grabbed a roll of duct tape from my desk.
“Tie my hands behind my back. I don’t want to stop myself.”
I just smiled. I wrapped around her wrists, then over, like handcuffs. I repeated the action until I was sure it was tightly fastened. Her hands were small, like an elf’s hands would be. I rolled the tape so tightly the circulation cut off. They turned a deep red. I tore the tape and dropped it on the floor.
“Yeah, that’s it, nice and tight.” I was so turned on that I couldn’t wait. I grabbed her head and without warning started fucking her face as hard as I could. She looked right into my eyes and I saw the pain in them. I didn’t care. I grabbed her short brown hair and thrusted it down as far as I possibly could. She tensed up, closed her eyes and closed her mouth a bit. I kept it rammed down her throat so far I could feel my erect dick imprinting on the back
of her throat.
“Swallow and I’ll release.” She couldn’t manage to. She was so worked up that snot beg
an to run from her nose. She tried to breathe and a bubble formed on her left nostril. I didn’t show any mercy and kept it there as she moaned and gagged, trying to pull her head away against the force of my arms. She didn’t stand a chance.
“Come on Jane, swallow. This is tough love.”
She managed to finally swallow and I released, though I kept my cock in her mouth, resting on her tongue.
“Good, Jane. Don’t fight. Just relax and stay calm. Open up wider now.” She did so. I fucked her slowly now. A slow flow of mucus and saliva continuously poured down her chin and onto her tits. By now there was so much on her breasts that it had started to make its own trail down her stomach, through the soft outline of her abdominal muscles and onto her panties. Her thighs sat tightly closed together and received an occasional drip directly from her chin because there was so much saliva. She was getting used to a cock in her throat and was relaxing now. Each time I rammed my cock down her throat she gagged, though the gags weakened over time. My balls bounced off her chin and became wet from bouncing off her dribble. She stuck her tongue out between my cock and her bottom lip and pressed against the top of my sack and the base of my cock. She was trying to relieve some of the impact on the back of her throat. I wanted to punish her because of this. I purposely went as deep as I could and didn’t pull back very far on the back stroke of the action. My cock was basically half way down to her small intestine. I could feel I was going to cum soon when she started moaning in pain.
“I’m cumming. If you want it in your mouth, stop crying. If you want me to cum on your face then keep on.” She kept on moaning so after another few times of fucking her face I pulled it out and started masturbating inches from her face. She gasped for breathe as I released and a river of saliva and pre-cum semen fell from her mouth onto her tits and thighs. She opened her mouth widely so I could cum in it. Bam! I came straight in her eye. She closed it just before it connected with her eyeball and instead hit her eyelid. She kept her eyes closed and opened her mouth. The second burst shot out all over her nose. The third I aimed in her mouth and I finished it off all over her tongue. She sucked the post cum out of my shaft and savored the taste.
“Mmm. I didn’t know cum tasted so good.” She sucked again until I was dry, then breathed a sigh of relief. She opened her eyes. I looked down at her and saw my accomplishment. There was Mum’s friend Jane in her bra, panties and socks with her hands duct taped behind her back. She had cum all over her face that dripped down to her tits and thighs, along with the pre-cum semen and saliva that had accumulated during her face fuck. The saliva ran down her chin, chest, stomach and panties and it glistened in the light. Her legs were wet with it too. She licked her lips and caught the cum running off her nose.
“I’d better be going,” Jane said. I grabbed a pair of scissors and cut her hands free. She stood and looked in my full body mirror. I stood behind her.
“Wow,” she said. “That was incredible.” I grabbed a box of tissues off my desk and offered them to her. She wiped the saliva from her legs, stomach and chest as I returned to standing behind her. She used about a dozen in wiping herself clean.
“Oh my god, feel how wet this is.” She grabbed my hand and placed it on her bra. We made eye contact in the mirror. It was saturated with her saliva.
“Now feel this.” Our eye contact didn’t brake as she guided my hand down to her panties. They were saturated with her saliva.
“Wow, your panties are even wetter than your bra.” I let go.
“Yeah, I know. That turned me on big time. I’ve never been that wet before.”
“I’m glad to hear that, Jane. You were great. Don’t forget to wipe your face.” She wiped her index finger across her face, gathering a mound of cum, then licked it clean. She continued to do so until her face was clean.
“Damn, you sure do love cum, don’t you?”
“It’s like drinking melted chocolate.”
“Can I get your mobile number?” She asked.
“Sure, I owe you a favour.” I grabbed a permanent marker and wrote it on her palm.
“I’ll call you soon.” She pulled her pants on and her top and I put my boxers and shorts back on. The front of her pants were immediately wet from her panties, as was her top. She straightened her hair with her hands, slipped into her slippers and opened my doors. She grabbed her hand bag from the lounge room and I opened the front door for her.
“I think we can have something special here, Stephen.”
“We will, Jane.” She walked across our lawn and into her car and drove away. I went back to my compter.