*Note: This is a true story about my ex-girlfriend, who I am calling here Analise. I hope you enjoy it! I love to hear from my readers, so please leave a comment or reach out with a chat or message.*
I’d been dating Analise for a few months. She was a short girl with pale skin and dark black hair, large soft breasts and a heart-shaped face. Though she was shy in crowds, with me she had a great sense of humor, and we had fun in bed.
Analise had let me know she had a bad gag reflex. She didn’t like to have her neck touched, ever. And she really struggled with oral sex. She’d had such bad experiences in the past that she just stayed away from blowjobs.
New Year’s Eve was coming up, and Analise let me know she wanted to give me a treat. After midnight, she wanted to give me a blowjob.
I was obviously really excited by this. But I was also curious how Analise planned on sucking me off with her bad gag reflex.
New Year’s Eve came and I partied with Analise and her roommates. We kissed at midnight, then Analise grabbed my hand and dragged me to her bedroom. Her roommates cheered as we walked off. I didn’t know how much Analise had told them about her plans, and I didn’t care.
We undressed in between deep, sloppy kisses, both of us a little tipsy on cheap champagne. Analise had the whitest skin, I loved kissing it and leaving little red marks all over her pale shoulders and round, soft breasts.
I took off Analise’s black lace bra and panties and tossed her onto the bed. I spread her legs and went down on her, licking her already wet pussy. This is how we usually started things, but this time Analise told me to stop. She wanted me to lie on my back and relax.
I turned over and propped myself up on the pillows. My cock was swollen, almost erect.
Analise got between my legs and bent down, her breasts swinging. She lowered her lips to the big, pink head of my cock and kissed it. I felt my cock leap at the touch of her lips. She laughed, and kissed it again. Then she looked up at me, over my hardening erection, and asked me what she should do next.
I realized that Analise had no idea how to give a blowjob!
I knew that Analise wasn’t going to deep throat me any time soon. Honestly she wouldn’t be able to take much of me into her mouth without gagging. But I figured with the right instructions she could still give me a really good blowjob.
I told Analise to lick the head of my cock, to circle it with the tip of her tongue. She did so, and was surprised when the head of my dick started to swell even larger. A bit of precum leaked out the tip, and she licked it up with her little pink tongue.
I then told Analise to start licking my dick from the bottom of the shaft to the top of the head. She held my cock in her hand and did so, getting my dick nice and slobbery. I had her pause on the sensitive spot just below the head of my cock, rubbing her tongue in circles.
This was feeling really good, and my dick was nice and hard now. I really wanted to fuck Analise’s pretty little mouth, but I knew that wasn’t an option.
I told Analise to use her spit as lubricant and start stroking my cock. She licked her palm, and with the saliva already on my shaft started stroking me from base to tip. Her dark eyes were on my dick, just watching it grow and harden. I couldn’t keep my eyes from her large, pale breasts with their perky nipples and pink areolas.
Analise asked me what she should do next. I told her to put the head of my cock in her mouth. She said she was worried about her gag reflex, so I told her to just put what as comfortable in there.
She lowered her head and her dark hair fell over her face. I told her to brush back her hair so I could watch her. She did so, and I had a great view of her lips parting over the head of my cock. I felt the warmth of her mouth, her tongue flattening against me.
I told Analise to keep stroking me with her hand as she sucked on the head of my cock. She gripped my shaft and pumped, saliva dribbling down from her lips.
Analise’s other hand settled onto my balls, and I told her to squeeze them gently. Analise started to bob her head gently, her lips sliding over the head of my dick. Meanwhile, she continued to stroke my shaft. I fought the urge to reach down and grab her hair, knowing it would be too much for her.
I asked Analise how she would feel about sucking on my balls. Without hesitation, she lowered her face further and licked my sac, then sucked them into her mouth. She kept stroking my dick, and I started to feel a familiar tingling.
I told Analise to keep going, that she was making me want to cum. She sucked harder on my balls and stroked faster, her hand sliding over the head of my cock. I asked Analise where she wanted me to cum, and she said she wanted me to finish on her tits.
I grabbed my cock and pumped myself as Analise pushed her big pale breasts together. She held them in front of my dick, her eyes watching me hungrily.
I groaned and came, shooting onto her soft breasts. I’d always had a condom on when we’d fucked, so this was the first time Analise watched me cum. I kept my eyes on her beautiful heart-shaped face, framed in her dark black hair, and on her large tits, pressed together in her small hands. I glazed those tits in my cum, so turned on from her first blowjob.
When I’d calmed down, I told Analise to lie back. As the cum dripped from her breasts, I ate her out, pausing every once in a while to tell her what a good job she’d done sucking my cock.
Source: reddit.com/r/gonewildstories/comments/soydzk/mf_i_taught_my_shy_girlfriend_how_to_suck_my_cock
I loved reading this! Amazing job for both of you; especially providing aftercare.