My ex knew I didn’t want kids, and yet, she tried to get pregnant time after time. Things got so bad that I developed a severe case of sex related erectile dysfunction. I didn’t want to have sex, and this was my body’s get out of jail free card. My ex couldn’t get pregnant if I couldn’t get hard.
Naturally, we broke up a short while after. But my anxiety followed me. Shortly after the breakup, I decided to go online and find some fun. I figured the best way to get over someone was to get under someone else. I hooked up with this skinny blonde with perky tits and a firm muscular ass. She was absolutely cute and adorable, but when her clothes were off and she was fidgeting and biting her bottom lip, her hair over her eyes, I couldn’t perform.
I had that “bathroom conversation” with myself, splashing cold water in my face, telling myself I could do this. I jerked off frantically in her bathroom. Nothing. I was totally limp. I promised myself once the activities started, I’d spring to life. I was hard when I jerked off at home, so I knew it wasn’t an “age related” issue. I just needed to warm up. We started fooling around. She was soaking wet. I fingered her. Ate her pussy, made her cum all over my face. She was begging for cock. She had no IDEA I was totally, completely, 100% flaccid.
“Don’t worry,” she said with a giggle, “A lot of one night stands start off like this. You’re fucking a total stranger. Let me help.”
She slid down to her knees and put me inside of her mouth and, what do you know! I sprang to life, harder than ever. She slobbered all over my cock, greedily deep throating, spitting on me, jerking my cock, sucking my balls. She was ferocious.
“Fuck me,” she finally begged.
I ran to my jeans where I had left my condoms. But by the time I picked up my jeans and pulled out the condom, I was flaccid again. I just stood there, looking at my cock with disgust and shame.
“It’s really okay!” she giggled. “Why don’t you come sit and talk with me?”
I felt like I was going to vomit. I sat down on the bed with her, we snuggled and talked. A therapy major in college, she had a hunch that my “issues” were pregnancy related.
“You know, I have an IUD, right?” Even if the condom breaks, these things are like 99% effective.”
“99 percent,” I said. “Not 100.”
“Oh brother,” she said. “This ex of yours … she really did a number on you. I have another idea — let’s test your theory verses a few others. It’s entirely possible that you can’t perform when you don’t have a connection with someone. So, let’s be friends. Fuck buddies. You got hard when I sucked you off. So, let’s just focus on oral. I have toys, you seem secure enough to open up with me, so, you can watch me fuck myself with my dildo.”
I nodded, that sounded like an option. I got her dildo from the closet, she slipped it into her tight, pink cunt and fucked herself. I got incredibly hard.
“C’mere,” she begged. “I need to suck you.”
I straddled her torso, plunging my rock hard cock into her throat. She sucked and sucked and sucked until she hummed out, choking on my cock, that she was about to cum.
“Me too,” I grunted as I fucked her throat. Her mouth was wet, she made all the right choking and sputtering sounds until I exploded inside of her mouth. The gulp was audible. Massively sexy. We collapsed into each other, laughing, kissing, snuggling.
In the morning, she sucked my cock a second time and then sent me on my way.
A few days later, my phone buzzed. It was her. She had another idea: “Find someone who absolutely, 100% cannot get pregnant. I don’t mean an IUD and condom combo where there is even a slight chance. I don’t mean pull out, which can have risks, too. I mean, find a 50 year old. A post menopausal woman. Dump your load inside of her. If you STILL can’t get it up, your anxiety isn’t pregnancy related. It’s connection related.”
But how would I find a sexy cougar who I could basically use for sex without wasting any time?
A few weeks later, I found myself on a little road trip. One of those self exploration trips. I ended up in New Orleans, where I was visiting a friend whose mom was in town. We all went out for dinner and had a great time, but as the evening wrapped up, I said I was going to head out.
My friend’s mom said she’d take a ride back to her hotel, if I didn’t mind. I asked why she wasn’t staying with her daughter: Cat allergies. Of course, I drove her home and naturally, we got to talking. She asked if I was seeing anyone. I said I wasn’t at the moment because I was dealing with all sorts of anxiety related … issues.
“What sort of issues?” She asked.
For the record, my friend’s mom is incredibly beautiful and also had her child at a young age, so she’s not some 70 year old. Twenty years older, she was in fantastic shape.
“Oh,” I said, blushing slightly. “I think this falls into two categories: One, if your daughter found out we were talking about this, she’d murder both of us. And two, it definitely falls into the Too Much Information category.”
“Well,” she said. “It’s a good thing I can keep a secret. And honey, I’ve been married twice. There’s NOTHING I haven’t seen or done or talked about. Trust me.”
I decided to hell with everything and I told her the entire situation, down to the ease at which I got off during oral, but the total inability to get hard during sex. I told her of my friend’s theory. She nodded.
“I’m 55,” she said quietly.
I knew what that was. It was an offer! But … could I fuck my friend’s mom? I mean, it was for the sake of science and testing out various hypothesis’ and also, to come up with a conclusion for my angst related performance anxiety.
Next thing I knew, I was parking in a spot as we kissed in the car and rushed indoors and into her hotel room. She was patient and kind and incredibly sexy. But in my mind, I was beyond anxious. What if I couldn’t get hard? What if I couldn’t fuck? What if this issue was now a mental block? How would I EVER overcome this sex related fear??
I was nervous for no reason. I knew she couldn’t get pregnant. I was attracted to her. We had bonded and connected heavily over dinner and then in the car ride home. I liked her, I trusted her. I was attracted to her. Come ON, cock, don’t let me down.
But I couldn’t concentrate. We kept kissing, slipping each other out of our clothes. I bit her ear, she kissed my neck. I unhooked her bra. Her firm tits popped out. Surprisingly perfect for a 55 year old. I sucked her nipples, moved my hands down to her panties, dropping them to the floor. Her pussy was bald, wet. I touched it. She moaned as I slid a finger inside of her. She pressed up against me while I fingered her, bringing her to orgasm once and then twice and then a third time. She was trembling, weak in the knees.
She lowered herself to the floor and to be honest, I had been so distracted that I wasn’t even aware that I was rock hard! She deep throated me with ease, locking her eyes on mine as she sucked me from tip to base with no hands. In fact, she clasped them behind her back! I grabbed her head and held it in place as I pumped my cock down her throat, treating it like a pussy. She drooled, saliva running down her chin and dripping onto her thighs.
I hoisted her up and pushed her into bed. This time, I wouldn’t be running for a condom.
THERE’S NOTHING TO BE NERVOUS ABOUT, I said to myself as I slid my hard cock all the way inside of her.
“Ohhhh,” she moaned as I pumped in and out of her without the need for a condom. I fucked her hard. I fucked her long. I fucked her from behind, fingering her anus. She crawled on top and rode me, her tits in my face. She spun around and fucked me reverse cowgirl, begging for my finger up her ass a second time.
I flipped her onto her back and stood on the floor, her legs over my shoulders, a pillow under her butt, allowing me to fuck her as deep as physically possible, our eyes locked on each other until, finally, I came. And came hard, spurting massive amounts of thick semen inside of her tight, bald, soaking wet hole. She trembled with delight as my cock throbbed, pumping out rope after rope, coating her cunt with jizz until my balls were completely empty. I pulled out and took in the sight, my friend’s naked mother on the bed, her cunt full of my cum. She masturbated slowly, bringing herself to a very quiet orgasm.
“That. Was. Incredible,” She whispered.
I nodded as she asked me to go to the rest room and get one of those wrapped plastic cups from the bathroom. I filled the cup with water and handed it to her.
“Oh, no, no. Empty. I want an empty cup,” she said, handing me back the cup and telling me to drink it.
I drank the water and handed her the empty cup and couldn’t believe what happened next. She slid to the edge of the bed, holding the cup under her cum soaked lips and pushed. Suddenly, my entire load gushed from her, filling the little cup almost halfway.
“Ohh, fuck,” she said as she studied the cup, bit her bottom lip and winked at me.
With no heads up, she raised the glass to her mouth and downed my sperm in one solid gulp.
“Christ,” I whispered.
“Well, honey. I think we figured out your issue.”
Source: reddit.com/r/sexystories/comments/a0pke2/creampie_angst_mf_mf_oral_mast_swallow_milf_anal