Reconnecting with my high school crush.
All throughout high school, I had a massive crush on Lindsey.
I wasn’t the only won, a large majority of the school had a thing for our blonde bombshell of a goalie for the girl’s varisty soccer team.
I had the disadvantage of being her friend, I wasn’t on her radar as a romantic interest in high school. And I accepted this, as while I made no secret of my crush, I understood not being attracted to someone.
Then junior year happened, and Lindsey moved to across the city and started attending our rival high school across and as is apt to happen when you are young.
Jumping forward three years, it is late July and my contract job just ended when I see that an alfalfa farm needs a general laborer, especially bilingual (Spanish and English). I apply, and get called for an interview.
When I show up, it is Lindsey that is interviewing the prospects, it is her family farm. We spend the next hour just catching up and I regale her with stories of my travels and the odd jobs that I have been doing in the year since we graduated.
She offers to take me on a tour of the ranch. Not realizing how large the ranch actually is, I am shocked that we have to saddle a couple of horses and ride out on the edge of the ranch.
Being July, it is barely survivable in the scorching heat. The sweat soaking through my shirt by the time we reach the “river”, more of a knee deep stream that snaked along the back of the ranch. Lindsey grins over her shoulder to me, sliding from her horse and tying the bridle to a post next to the water.
I catch myself staring, her gorgeous skin, tanned by the sun and her hazel eyes looking back at me from her soft face, I watch her thin red lips say something but I am lost in her beauty that I don’t register what she said. She repeats herself “Raven! Hey, it’s hot, let’s take a break and cool off”
I chuckle to myself and agree as I slide out of my saddle. I pull my shirt off and tuck it into the saddlebag after tying my horse to the pole as well.
That is when I see her fingers working the buttons of her white shirt loose. And suddenly my boot cut jeans were uncomfortably tight, it is clear she noticed my eyes locked on her gorgeous breasts. As she walked up to me as looked me in the eyes and said, “I’m glad you are enjoying the view”.
“Of course I am, I’ve always thought you were gorgeous” I said.
She then took my breath away, when she pulled me close and kissed my heatedly.
I stumbled back from the kiss after a moment, and was unable to form any words. My face must have been a picture as it caused Lindsey to laugh and then she pressed her body against me and whispered in my ear, “I never realized how good you looked, but seeing you handle Diablo so confidently and well, you’ve leaned up a little bit…. mmm I just couldn’t stop thinking about kissing you and feeling you close to me”
I turned and kissed her lips passionately, holding her close. I knew my hopes had been figured out when her hip pressed against my bulge and a small giggle got mixed into our kiss. Her hand shortly joined her hip as she teased me through my denim.
“Careful, I might get the idea that you want it in you” I teased, as I slipped a hand under her sports bra, and squeezed one of her firm c-cup breasts.
“I do, but you will need to provide a condom, I’m not on the pill” she said with a gasp as I pinched her pink nipple lightly.
“I don’t have any with me, they are back in my Tahoe, but I can still put it in you”
“I’m not risking the pregnancy” she replied, her lips quivered as I lightly bit her neck and rolled her nipple between my finger tips.
“As much as I would love to turn your donut into a cream puff” I joked, as I reached my other hand around to the denim thay covered her gorgeous bottom and gave a firm squeeze, “That isn’t the only place I could enter you.”
She gasped in shock, as if the thought had never crossed her mind before, “But… what will you use for lube?” She asked.
“That all natural saddlesoap, it is good for things other than cleaning leather” I said, as I kissed her neck.
She moaned and stroked my bulge through my jeans some more, “Deal, but if you hurt me, when we get back to the house, I get to fuck your ass with my dildo” she said.
“Deal, and if you enjoy it, when we get back to your house, we’re going to take a shower, and then I am going to fuck you until the sun comes up” I said as I unclasped her belt buckle and then her jeans.
It didn’t take long before I had her bend over, our feet in the river and her hands in the bank. I made sure to apply a liberal amount of saddlesoap to my hard shaft, and then with a heavy glob of saddlesoap on my fingers, I carefully lubed her tight backdoor. I first slid just a single finger in, then a second to make sure she was well lubed.
After removing my fingers from her, I pressed against her, and she moaned softly, but her body was still tensed. I softly cupped her breasts through her sports bra and whispered, “Deep breath for me”. As she took the breath in, her muscles flexed just enough to pull the head of my probing cock into her.
She gasped loudly in surprise and moaned in pleasure. But I knew better than to press deeper just yet, despite how amazing and tight her ass clang to my cock. As she exhaled another deep breath, her body relaxed enough for me to enter her the rest of the way.
She moaned again in pleasure, before I reached down and started to stroke her lovely clit as I slid in and out of her tightest hole.
It was not long before I felt her body quake underneath me, and she screamed my name. Of course, with her pleasured screams, I confirmed her concerns about pregnancy as I filled her toned ass with a massive amount of my seed.
After our shared climax, we cleaned off as best as we could in the stream. Which also lead to some more teasing but we waited until we got back to her place for any more reconnecting. And just as I had promised her, we reconnected multiple times that night.