Jennifer was the cute ‘girl-next-door” type of community college freshman that was an easy head-tuner. Always sporting an oversized t-shirt and gym shorts, she didn’t really stand out, in a crowd, except that she had a brilliant smile and extremely long brown hair.
I had met Jennifer by happenstance. She was the daughter of an insurance agent that officed across the hall from me in a small multi-tenant office in our small bedroom community. I casually knew her dad from conversations we shared in the office. I got to know Jennifer in a more personal level, since she and her college-aged girlfriends often hung out on the sidewalk patio at a local eatery, down the street from my office.
It was also by pure happenstance that she lived with her mom and dad in an adjoining neighborhood where my wife and lived.
I was not looking to have an affair. I really wasn’t. But if I were, Jennifer would have been my prime target. She had model quality good looks and she was easy to engage in a conversation. She was also very flirty and unashamedly not bashful when it came to talking about sex.
As I walked towards the Wine Bistro down the street from the office, after work, I once again discovered Jennifer and her friends sitting at the same spot where I usually see them. As I approached, they stopped talking.
Then I heard one of the girls whisper, “What do you think?”
“Stop it!” another one said.
I looked their way and smiled. Jennifer was seated with her back to me and her feet propped up on a chair.
“You ride is here,” one of the girls teasingly joked while looking at Jennifer.
Jennifer looked back over her shoulder at me as I approached. She casually placed her hand into her crotch and held it there.
“I’d love to ride it,” she suggestively replied to her two friends.
“You go for it!” one of them teased as I stepped up behind the group.
“Hello my lovelies,” I said, greeting no one in particular. “What type of mischievousness are we up to tonight?”
“We’re just taking in the sights,” one of the girls responded.
“I see that you are,” I replied.
“Sit down,” Jennifer suggested.
“I think I’m a bit old for your group,” I replied.
“No you’re not,” Jennifer replied. “You’re all good with us.”
I took up a seat and we chatted for a bit, mostly about their school work and career choices. I remarked about how hard it must be to be focused on school and not allow guys to steal away their time.
“Oh, don’t worry,” one of the girls replied, “We manage to find time for guys- well, most of us do, we’re not sure about Jennifer.”
Jennifer quickly shot back that she had a boyfriend and that she wasn’t ready to divulge who it was because she didn’t want any of her friends to get any wild ideas and try and snatch him from her. Her friends laughed.
“Like we would do that,” one of them kidded.
“Yes, you would!” Jennifer argued. “I know you bitches!”
It was still a light-hearted conversation and no offense was taken by Jennifer’s name-tagging.
“We are ladies and we do like big hard dicks,” one of them responded. I was not used to hearing such strong language from young girls, but chalked up to the “new age–say-what-ever-you-want” philosophy as something probably very common among a group of close-nit friends.
The sexual banter just seemed to naturally flow between the three of them.
“If I had a dollar for every hard dick that I have seen,” I’d have my tuition paid for one of the girls declared.
“Tell me about it,” another replied. “I wonder how some guys walk around with a stiffy, twenty-four hours a day.”
One of the girls looked my way and asked, “How do you guys control that thing or can you?”
I laughed.
“It’s hard,” I replied. “No pun intended.”
I looked at my phone and decided it was time to head home. I looked at Jennifer.
“Do you want a ride?” I inquired.
Before Jennifer could respond, one of her friends, teasingly replied, “She always wants a ride.”
“Shut up!” Jennifer responded, before turning and letting me know she’d appreciate a ride home.
“How about if I tag along?” one of the girls asked.
“I don’t think so,” Jennifer quickly replied, “besides, you don’t live on the west side.”
I had no problem with a tag along, but Jennifer said “no” and with that, the issue seemed to be settled.
We climbed into my SUV.
“Look,” Jennifer began, “I know my friends. They want a piece of you. That isn’t going to happen.”
“Sounds like a little jealousy is at play,” I responded.
“Maybe,” Jennifer responded, “but I met you before they did and they need to keep that in mind!”
She stretched out her long legs and put her bare, sandal-less feet up on the dash in front of her.
“Do you want to fool around a bit?” she asked.
“Sure,” I replied, looking for an empty parking lot into which I could turn. I found an elementary school parking lot and pulled up under a light pole. Jennifer reclined her seat-back and then climbed into the back seat. I followed her into the back seat.
She slipped her hand up under my shirt and gently teased my chest, before unbuttoning my shirt and leaning over to kiss my nipples. I slipped my hand to her inner thigh and she parted her legs to welcome my probing fingers. I gently slipped my fingers past the edge of her gym shorts and to the edge of her moist panties. I pushed my fingers under the edge of panties and she let out a deep sigh, as I pushed the envelope of what might be permissible.
“You’re pretty worked up,” I whispered as she kissed my neck.
“It’s not my fault,” she replied, balling up a fist on my chest. “You make me that way.”
I slipped a finger into her wet vagina and she let out another deep sigh, only this time it was more like a soft moan. I was making progress.
I pushed on the seat-back release and it reclined. I looped my fingers into the waistband of her gym shorts and pulled them down her muscular thighs and past her knees. She kicked them off and arched her back, as I did the same for her panties, revealing her shaved kitty. I pushed my middle finger deep into her pussy and she shuddered.
“Oh my God!” she exclaimed, grabbing my wrist and holding on to it.
“Does this bother you?” I asked.
“No,” she replied, slipping her fingers down to join mine in massaging her womanly assets. I worked my fingers around the inside of her vagina and then up to the hood that covered her clitoris. As I pressed on her clit, she shuddered a second time. I leaned over and began to kiss and suck on her neck, which seemed to be something she really enjoyed.
She grabbed her breasts and cupped them, massaging them through her t-shirt and bra, as I played with her love box. She closed her eyes and her entire body shook as an orgasm ricocheted through her.
“You’re driving me freaking crazy,” she gasped.
“I know,” I replied. “That’s what I want!”
She grabbed my hand and held on to it.
“Stop!” she exclaimed. “Stop before something happens.”
I withdrew my hand and asked, “What could possibly happen that hasn’t already happened?”
“I am a virgin,” Jennifer explained.
Her words hit me hard. I apologized profusely.
“Don’t apologize,” she replied. “Trust me, I want to know what it feels like to be a woman, but not right now, not here, not in a back seat.”
She thrust her mouth onto mine in a deeply passionate, deep-throated kiss, practically sucking my tongue right out of me.
As we broke for air, Jennifer whispered, “Make love to me.”
“But you said not here and not now,” I replied.
“I know what I said,” she replied, “but I want to feel what it is like.”
About that time, the inside of the SUV lit up as a school security officer pulled up behind us. I scrambled into the front seat and pretended to be fiddling with the radio, as Jennifer quickly pulled on her gym shorts.
The security officer stepped up to the driver’s side window and I rolled it down.
“Is everything okay?” he asked.
“Yes,” I replied. “I stopped to get directions and take a phone call.”
Jennifer hunkered down in the back seat.
“Okay,” the security guard replied, “I was just checking.”
I watched in the side-view mirror as he stepped back into his security truck and drove off.
“Oh my God!” Jennifer exclaimed from the back seat. “That was close!”
It was a close call. No doubt. Jennifer climbed back into the front seat beside me. We laughed.
I took her home and watched as she walked the short walk up the driveway to where she lived. She turned and waved just before stepping into the house.
I glanced into the back seat and noticed her pink panties tucked into the seat fold. My heart practically skipped a beat when I realized it was pure happenstance that I had seen them. I grabbed them and stuffed them under the front seat for safe-keeping.
Working late was fixing to become a habit.
