When I was 19 and in college, I was dating a female friend who was 22. We had known each other for about three years by then I guess, and I had gone to school with one of her younger cousins. We had flirted a lot even when we were seeing other people, so when we both wound up single we decided to see if we could make something work for us.
Jenny was taller and bigger than I was, especially then. I’m 5’8″ and have a lean runner’s build but she was almost 5’11 and super curvy — very voluptuous with long dark curly hair down to her waist to go with her dark brown eyes. This girl had a body like Jessica Rabbit and a sexy flirty smile she would flash to get her way. And if I didn’t give in right away, she would just lean in with those 40F tits (!) and rub them against me as she nibbled my ear and my neck until I did she wanted. We had a lot of fun when we were dating and then off and on for a couple years after.
One morning she showed up at the house I was sharing with some older friends and told me she had called out of work. I was just heading out the door to catch a bus but I wasn’t really feeling like class that morning anyway, so I agreed to take her to breakfast and then see where the day took us. Yeah, as if we didn’t know where we would end up.
All through breakfast, she kept running her foot up and down my leg under the table to tease as we talked. Halfway through breakfast she was literally just rubbing her foot on my cock through my jeans to get me hot. There was nothing subtle about any of this, and we abandoned the diner as soon as I knew my housemates would be gone for the day.
As soon as I slid into the passenger seat, she fished my cock out of my jeans and started stroking me as she backed out of the parking spot. “Mmmmm someone is excited to see me this morning,” she laughed as we sped down the streets to my house. She always gives amazing hand jobs to this day. As she parked I started to tuck back into my jeans but she stopped me. “Don’t bother! I want your dick as soon as we get in the house.”
I grinned and nodded, “whatever you say baby.”
She dashed around to meet me as I tried to stay covered getting out of her car, holding her jacket in front of me as she grabbed my cock again, using it to lead me toward the front door. I don’t think anyone could see, but I was too horny to care anyway by then.
I fumbled with the lock as she slowly jerked me off at the door at this point. “Let’s see how many times you can cum for me today,” she whispered in my ear as I felt the lock give way and the door opened.
“We’ll be alone for hours. At least five or six times,” I moaned as she led me through the house to my bedroom, still using my cock as her handle.
As soon as we closed my door, she let go and pulled her t-shirt off as she laughed “Let’s go for seven!”
Within moments we were both naked and she was laying back with those long sexy legs spread out wide for me to have a clear view of her soaking wet shaven pussy. “I need that cock inside me! Quick!”
That was all the invitation I needed and I slid deep into her, pumping away at her like we both needed. I knew that she had me super worked up and warned her that the first time might be quick. She wrapped her legs around my waist and pulled me in tight as she ran her nails across my back. Her voice was a throaty whisper as she told me, “it’s okay baby we have all kinds to do whatever you want to do to me. Cum inside me and we’ll do it all over again…”
Just hearing that was too much and I cried out as I pumped the first of many loads that day into her tight pussy. We didn’t care about anything but how much we could both get off that day.
I lost track of how many orgasms she had and how many positions we were in that day. We fucked for hours, like you can do at that age. She kept counting mine though, and after the seventh time, she wanted one more from me, even if she was a little worn out and totally cock drunk by then. My cum was leaking from her pussy, with more on her stomach. I’d sprayed some across her ass at least once, and I know she took at least one or two loads in her mouth.
She got down on the floor with a lust-drunk look and crawled between my legs. Jenny sucked my cock back to life for one last time that day and then wrapped those amazing tits around me. “You did it baby. You gave me seven!” She pouted a little as my head fell back, lost in the overloaded sensation of her soft flesh milking my aching cock. “I just want one more. I want you to cum anywhere you want. ”
She kept talking dirty until she was literally begging me to cum for her as she used those amazing breasts on me. I was panting and softly moaning as she whispered for me to paint her with one last load. I was already right on the edge and she pushed me over into that point of no return just as the bedroom door opened.
Her cousin walked in to ask me a question, just as I gave one last load onto her chin and her neck, dripping into her deep cleavage as she looked up at him.
He froze for a second and then turned and walked out with a nervous laugh. “Fuck I didn’t need to see that….”
We both laughed, embarrassed but still excited as I looked at the closed door and then back to this sexy woman who had coaxed eight loads from me. “I fucking love you,” was all I could say.
After a moment to catch her breath, she crawled up onto the bed and collapsed next to me with a laugh. “I bet you do.”
We were laying on the bed, looking up at the ceiling, and I said, “We should order pizza.”
Without missing a beat, Jenny said, “Would it be wrong to ask Jason to go pick it up?”
I laughed again and reached for my phone to place an order.
Source: reddit.com/r/gonewildstories/comments/r5be3n/mf_how_many_times