Completing high school in the early 1980s, and growing up in a very religious family, it was very taboo to even think about sex let alone talk about it. I was always taught that you never have sex before marriage. I was also told, “Never let my bottom head do my thinking. ”I guess Rose and her five sisters became my best friends. I was told that would make me go blind. I at that time was a sexually awkward kid.
“Wow, I was fighting an uphill battle here.”
I had turned eighteen and one of my mother’s friends invited me to come to her place for dinner. We had made a date and time, it was a week away. I was so excited, we had talked about it and she had asked me not to tell my parents. That made it even more exciting for me.
I was in my senior year of high school, and she was in her late thirties. I was in pretty good shape as I ran track and played football all through junior high and high school.
She was fit and beautiful, with long dark brown hair, she was five foot nine inches tall, one hundred and twenty-eight pounds, and she had that hourglass figure that you would find in Playboy magazine.
Needless to say, my mind was whirling, thinking of all those sinful thoughts a young man can have.
I was trying to imagine what my evening would be like. The only problem was I was still a virgin other than rose and her sisters. I read articles and watched a few porn films, but I never had a real naked woman with me. So my thoughts were mere imagination.
I did know that she was a great cook, and I knew she had been engaged one time before, but they had split up rather abruptly. I knew that when she came to our house to visit mom she dressed a little more scantily than mom liked. I remember her and dad having a conversation about it. Mom didn’t like her showing so much skin especially when her teenage son was home. I remember dad commenting about the size of her breast and mom smacked him for even thinking about it.
It seemed the week just drug along, it was never going to get to Friday night. I went on Thursday evening and got a haircut. I took the time to groom my beard to make myself look as good as I could. That night I stood in front of the full-length mirror in my room trying to figure out what I would wear.
On Friday, school went by pretty quickly as it was a busy schedule.
Friday afternoon I got done at school a little later than normal, so I went home and got ready to go out, as I was leaving mom asked where I was heading to. I was very nervous at that point not knowing what would happen that night, and going to an older woman’s house. Mom probably could sense my nervousness but I just told her I had a date, as normal she gave me the “Date speech.”
“Don’t let your bottom head do the thinking!”
My drive over to her home was a big blur. My mind was going a hundred miles an hour. I wasn’t sure that she was even in the same frame of mind, we had never discussed anything of a sexual nature. It was only my eighteen-year-old mind running laps around the world. I could have been making all of this up in my head.
I did one thing that I thought through on my way there, I stopped at the grocery store and bought a small bouquet to take with me. Ladies love flowers, my mom has told me many times.
When I arrived I rang the bell, stepped back, and looked at myself to make sure I looked alright. She came to the door and invited me in. I handed her the flowers and she thanked me.
We walked into the house, I had been here lots of times before with mom, and she told me to make myself at home. She was heading toward the kitchen so I followed her in. She got out a vase and placed the flowers in and watered them.
She told me that dinner was almost ready and asked if I would like something to drink. She told me she had a bottle of wine, coke, or water.
I was so busy gawking at her, she had to ask again. I just took a glass of water.
She was wearing a shorter-than-normal skirt that accentuated her little bubble butt, and a button-up sleeveless top that she bubbled out of, up top. I was trying to see, but it appeared that she wasn’t wearing a bra, but didn’t want to get caught staring. I was looking and determined she did, it must just be thin lace.
She had made a nice salad, baked chicken breast, and vegetables. We sat and ate at the dining table, while we ate she kept rubbing her feet up and down my leg.
I would like to say that I was not nervous and knew exactly what to do in this situation but I didn’t. I was so nervous and she could tell. I think maybe she was trying to set me at ease.
After we finished eating she didn’t even ask she poured us both a glass of wine and invited me to the living room. Knowing I was so nervous she took control, she placed the wine on the coffee table and sat on the sofa. She asked me to come to sit beside her. We sat and sipped our wine and had a conversation about our week, she was hoping that would ease my nerves.
I had been on dates before, but this seemed so different from those high school girls. I had made out with those girls before and even rubbed a booby a few times, but this was different.
We began to kiss and I felt her tongue touch my lip, I opened my mouth and returned the gesture. Our tongues danced together to my delight.
She reached down and slid her hand up and down my leg as we kissed.
As it slid up and down my leg it got closer and closer to my ever-growing manhood.
Now being from the family I was from and the teaching I had, this is where I had to make that decision, do I let my bottom head do my thinking? It didn’t take long to make it.
I reached over, while our tongues were tangled together, and grasped ahold of her mountain of flesh over top of her blouse. She instantaneously showed her approval with a little moan as her hand landed on my cock.
She squeezed it and said,
“Ohh, very nice!”
At that point, I was past anything I had ever done before, I was in uncharted water, but I liked it.
She pulled her hands away, and I thought, oh she is just going to tease me but to my surprise, she reached up and started to unbutton her top.
One button, two buttons, at three buttons I could see her lacy bra, for the first time in my life I could see most of the mound of flesh I so earnestly desired.
I must have looked very eager to see more, as she kept unbuttoning, she chuckled just a little.
After she had taken her shirt off she asked if I would unclasp the bra. I was so amazed as I reached back and released it and she let it fall to her lap.
“Do you like what you see?”
“Ahh, Yes, Ahh,” was all I could get out.
She had the most beautiful 34Ds and they were staring at me.
I stammered, “Can I touch them?”
“Oh honey, you can touch them and I hope you would even suck on them, ”she replied.
She stood up and said, you know I can see that this is your first time going this far, why don’t we make both of us comfortable?”
She took my hand and led me to her bedroom, she stopped at the edge of the bed and pulled her skirt off. Then she took the hem of my shirt and pulled it up over my head, she didn’t stop there she unbuttoned my pants and let them fall to the floor. She reached down and pulled my underwear down to my knees, pushing me onto the bed and pulling them off completely.
As she did so my rock-hard cock sprang up into the air, all eight inches flipped up almost poking her in the face.
She took a breath and said,
“I could tell you had something nice hiding in that package but I never imagined that nice.”
Every time I was around her in times past my cock took on a mind of its own.
We crawled up on the bed, she had left her panties on, and laid down. She started with a gentle kiss, then said to me that she wasn’t sure how far I would like to take this but she was open to whatever I was comfortable with, then back to kissing me.
I leaned up beside her and reached over and took a handful of the softest flesh I had ever touched, I squeezed it and she let out a beautiful, “Ohhh Yesss”
While one hand was rubbing and squeezing, I took my mouth down to encapsulate her other nipple. It was stiff, it had little goosebumps around the silver dollar-sized dark brown spot. The more my tongue raced around it the harder it became, and the more she cooed.
“Do you like the feeling of them in your mouth, ”she asked.
I didn’t answer, I never took my mouth off of them. I have always loved pictures of Breasts, I guess you could say I’m a boob man. Now I know for sure I am!
I played with them for a long while and she was getting heated up. She pushed me back onto the bed, slid down my body, and said “My turn Mister!”
She took my cock in her hand, it was already as hard as it had ever been, and slid her hand up and down it a few times. She squeezed just the head a little, squeezing a little bit of liquid out, took her tongue, and licked it.
“Yummy, you are very tasty as well.”
Then without another word, she placed her mouth over my head and didn’t stop until her nose was touching my pubic hair.
“Ohhhh”
She didn’t gag, she didn’t choke, just pulled out and back in, all while she sucked so much I thought I would explode right then.
She must have sensed it as well, she let up and asked,
“What do you think?”
I told her, “that was amazing, I never knew a woman could do that.”
“If you think that was amazing you should try the rest of me”
With that, she reached down and pulled her lace panties off.
I could see this beautifully trimmed patch of hair in a triangle shape, and right below it was a pair of lips that glistened in the dim light.
She reached down and spread it open and dipped a finger in her wetness. Then she put her finger to my lips, asking, “Would you like a taste?”
I opened my mouth and she slipped her finger in.
“Oh my, I think I have gone to Heaven.”
Only seeing a porn movie a couple of times. I didn’t know what to do but I knew I wanted to experiment with that wet spot.
I told her that I didn’t know how but if she wanted to teach me I would love to pleasure her the way she had just pleased me.
She agreed and I scrambled down between her legs, she opened them wide and showed me her lips, her clit, her inner labia, and the virginal hole.
She taught me how a woman wants to be pleasured, licking in circles, sucking on her clit, and applying a little pressure on it. She told me some ladies will want a little more pressure than others, but if you pay attention to the clit the lady will give you anything you want. That night I even learned some ladies will even like you to lick their little puckered holes.
She taught me a lifelong lesson all in one night.
I was a little apprehensive at first, not knowing what to do and if I could hurt her, but the more I was playful the more she moaned. I decided then and there that I loved giving oral pleasure.
I licked and sucked making her moan and buck until she wrapped her legs around my head so tight I couldn’t move. She squealed and squeezed until she let her cream flow from her, I loved licking that up.
After she calmed down she rolled us over and said it’s your turn young man. She asked me if I was ready to go all the way with her or if I chose to only do the oral thing. I had never imagined anything like this but I wanted everything this lady had to offer. I let her know I wanted to have the whole experience if she was ok with it.
I was laying on my back and she started to climb up my body, with a knee on each side of me she hovered over top of my rock-hard eight-inch member.
She reached down between her legs and took hold of it, wiped the head through her wetness, and place the head at her opening. . She began to sink on top of it, I went in just a few inches then she pulled back up. She continued her descent to the very bottom until I filled her cavity.
I could feel her quaking inside, she was setting there breathless on my shaft. It felt so warm and wet as her muscles inside were massaging my manhood.
“How do you like that?” she asked.
“I love it,“ was all I could reply.
She began to stroke up and down my shaft, with long strokes. She moved slowly but steadily, knowing it was my first time, and not wanting to set me off too fast. I was the one moaning at this point.
Her intensity picked up as she was heating up. I asked her where she would like me to finish, she told me she was on birth control and wanted to feel it pump inside her.
In my mind I questioned it but my bottom head took over. She began to rock hard and fast, willing herself to get off one more time before I sprayed the inside of her canal. She was moaning loudly and she began to shake as her orgasm hit her hard when my solid cock hit hard against the cervix and began to spray my hot liquid deep inside her.
She fell on top of me and we cuddled for a minute. We kissed and I placed my hand on those beautiful mountains of flesh one more time.
She asked me what time I needed to be home and if I had time for dessert.
I laughed and said I thought that was dessert.
We remained naked as we went to the kitchen to get the dessert she had made. I sat on the stool in the kitchen and ate the cheesecake she had made. While I sat there she stepped in front of me and gave me another kiss with passion.
“I have wanted you to come for dinner for a while now,“ she said.
“I am glad you asked.”
“I have watched you out of the corner of my eye every time I visited your mom,” she told me
I told her I hoped she would invite me again.
She said, “You never told me what time you have to be home?”
I told her midnight.
She got excited about that, she said she had enough time to get a drink and laughed.
She knelt right in front of me and took my cock into her mouth. She stopped about halfway and looked up at me, then she went all the way down. It only took two strokes like that and I was completely hard again. She sucked my cock like she knew exactly what she wanted. I think it was how many licks to the cream-filled center.
We both got dressed and I headed off after she gave me another kiss and an invite back.
