Getting Road Head On The Way To Spring Break In a Pastor’s Car and Being Paid For It [MF]

Kudos to another poster’s road head story from last week, it brought back a pleasant memory from college. Figured I would share.

We were road tripping to Spring Break in Florida my Senior year. Ultimately we had a group of about 25 guys and about ten girls, so we had multiple cars over two days. My roommate and I wanted to save as much money for booze as we could, so we had agreed to ride down with some of the girls we knew. A few days prior to the trip one of the girls named Jessica said she had an option to pay for our gas in full if we were willing to take a little detour.

Her father owned an auto dealership and had just sold an used car to some pastor in Jacksonville, Florida. Upon learning his daughter was on her way to the Sunshine State he proposed to the pastor that he could save everyone money and time and have her deliver it. Jessica, though, was petrified of driving through Atlanta so she offered that if either I or my roommate drove the car her dad would pay for all the gas for the trip down and back and throw in an extra 100.00. Once we dropped the car off in Jacksonville we would pile in with the rest of the crew for the remainder of the distance to the beach. I agreed.

Jessica and I had been fairly close friends for a while but had never hooked up, in fact we really didn’t even flirt much. I had hooked up with several of her sorority sisters and had recently been hooking up regularly with one of her best friends from High School, only ending it about two weeks prior to Spring Break. Jessica was a beautiful girl, but not necessarily my type in several ways. She was tall and skinny, and had done some low level modeling for local advertisements and television commercials. Very pretty in the face, but very little shape in terms of breasts or ass. On top of that, she was very high maintenance and at times very rude. I had grown to enjoy her as a friend, but never found it worth my time to pursue her.

The trip was going to be about a 12 hour drive, before we dropped the car off. My roommate and two of Jessica’s sorority sisters rode ahead of us in a Yukon, we followed along. She slept the first couple hours and after she awoke it was becoming painfully clear that we had never spent an abundance time talking only one to one as the conversation was quickly drying up and somewhat awkward. We had mainly spoke previously either among a group setting or when I would visit her and both of her roommates since they lived within walking distance of my apartment. Suddenly her brashness sent us on a tangent that would completely change the trajectory of our road trip.

“So why did you break it off with you know who? She’s pissed at you by the way!”, obviously referring to her friend. Suddenly, the conversation quickly became personal and I had to endure her interrogation which I answered brutally honest knowing that anything I said most likely would be relayed back or used as gossip material. To my surprise her questions became extremely pointed and really slanted toward the physical part of the relationship, and it also took the tone of a fact checking of her friend more so than me.

“Did you all have sex the night you met?” (The answer was yes)

“Really? She told me you didn’t sleep together until like three weeks later. I knew she spent the night though and assumed she was lying.”

“Was it only a physical thing or did you have feelings for her?” (I made it clear I was not looking for a relationship)

“Did you say you were thinking of making it official and then ended it?” (I repeated my answer about not looking for a relationship)

After fulfilling all her inquisitions with the honest answers I then probed back hard at her finding out why she cared so much and also why she was so bent to check her own friend’s credibility. After over an hour of non-stop banter it became evident that there was an existing rivalry between the two and that they actually didn’t really like each other nearly as much as people may assume. Jessica had been single for over a year (not without guys trying) and my ex-hookup was clearly trying to make her jealous using me as the source of her bragging. This in turn led to a deeper discussion as to why she was single and her asking for my honest feedback why more guys don’t pursue her and the ones that do are the guys she has no interest in. At this point I was still a little on edge after her interrogation and some of the subtle comments she made about me being a man-whore, so caution went out the window and I was very frank. We began a fairly heated exchange about how she comes off pretentious and bitchy, in which I even reassured her that from an attractiveness standpoint I had always found her very pretty, but never even considered pursuing her because it seemed too much work and that I knew others who shared the same view.

The group stopped for lunch somewhere around Macon and she was noticeably upset and extremely quiet to the point everyone was asking what was going on and her sorority sister even volunteered to ride with us. Jessica told them we were just having a very heated debate but it needed to be had, and assured them we were fine and needed to continue getting it out. Once back in the car the first 20 minutes or so were complete silence and her staring out the window, obviously offended or embarrassed. To my surprise the first thing I hear is this:

“It’s not that I care if guys pursue me, but I just hate that people judge me as being a bitch. It also pisses me off that all these girls try to brag about their boyfriends because they feel like they have to compete with me. I appreciate you telling me the truth though, I guess I shouldn’t be mad at that.”

After that the conversation completely shifted as her guard fell and we began discussing more open subjects including sex. She asked all these sarcastic inquiries to me as a “man-slut” and I would make her answer her own questions and give her grief about being a prude or saying, “You’ll never find and keep a millionaire, model husband if you don’t gain experience on how to please him. Trophy wives know how to please their man.” Eventually somewhere south of Valdosta, GA we hit the tipping point on the subject of the craziest sexual things I had done. As I listed details and turned the table it became clear she had really never done anything adventurous and had really only even messed around with three guys total who she had dated for lengthy times since being a Sophomore in High School. I joked maybe she should do something on this Spring Break and she said she was afraid to do that with so many of her sorority sisters with her and that they are sharing beds anyways so it’s not like she could get privacy. I suggested, “well we are pretty private now.” She laughed it off and then mentioned, “yeah like there’s a lot we can do right now driving down the road”. I insisted “I can think of some options…” and quickly poked her a little more by adding, “..plus I am sure it would give you pleasure having this in your mind when Amy is around.” (Amy was her friend I had been seeing)

She took the bait and then asked “What could we possibly do? I am curious?”.. I insisted that she agreed this was our little secret and she obliged and then I ran my hand up her thigh and under the fabric of her tiny cotton shorts and slipped my fingers under the edge of her panties. To my surprise she was freshly shaved and bare to which I jokingly remarked that she obviously hoped something would happen on Spring Break. I began teasing her clit and slowly stroking the building wetness between her lips. I kept my eyes on the road periodically looking over as she sank in her seat and leaned back against the door. She put one foot on the dash and the other on the arm rest and I began plunging two fingers into her.

She mainly kept her eyes closed and her mouth slightly open, but would routinely lifter her head to make sure it was safe with a quick peak through the windows. I assured her I knew what I was doing and she began grinding in response. It really didn’t take long at all for her to cum. She gripped my wrist with her nails and holding me in place as she finished. I withdrew my fingers and she smiled, then I pushed her shorts and panties to the side saying I at least wanted to see it. She instead stretched her clothes for me to give me a peak and I complimented her and told her I wish I was fucking it instead.I then smiled and put my index finger on her clit and said “How about Round 2?” She remarked it was sensitive, but did not move me away so I continued playing with her. I tried to get her to take her shorts off but she was too afraid of a trucker looking in. I did convince her to lift her shirt up long enough for me to see her perky little A-Cup tits and nipples that were dark brown from the tanning bed.

I began telling her how we were going to sneak off that week at some point and I was going to fuck her little barely used pussy and teach her what sex is supposed to be. She loved the dirty talk and told me to go on. I obliged. My dick was at maximum hardness and was uncomfortable being restrained at the angle it was by my khaki shorts and boxer briefs. I had began fingering her again and withdrew long enough to adjust myself and steer my cock down my thigh instead. When she saw the outline of hard cock through the fabric suddenly it was like a whole new world of possibilities began.

“Someone’s getting turned on!”, she said

“Well that typically happens when I am making a girl cum and wishing I was fucking her brains out instead”

“Can I see it?”, she asked.

I would love to say I was cool and suave but instead I fumbled around trying to get to my zipper, unbutton the top of my shorts, and find the hole in my boxer briefs. All the while I was trying to maintain a safe distance between cars with a focus on my surroundings. She laughed and asked if I needed some help and I said “yeah that may be a good idea”.

I pulled my fingers out of her while she leaned over and helped unravel me while we both kept careful eyes around us. She leaned against the center console and used one hand to stroke me and I returned to trying to give her a second orgasm with my fingers, I made a joke about what we would say if our friends saw this in the rear view and the sight of the top of her head on my side. “Taking a nap without the sun in my eyes”, was the excuse we agreed upon.

In her new position it gave me access to her breasts so I made her remove her bra so I could feel beneath her t-shirt and pull her nipples as my hand was getting fatigued at the angle I was having to finger her. I would rub her breasts and she would rub her pussy until I worked my hand back down. She wasn’t cumming nearly as quick as the first time. I resumed dirty talking to her and telling her how much tighter she was than Amy, that I wanted to just pull over and fuck her on the side of the road and let them drive on. The more I talked the more animated she got, though she never talked back. Finally she hit her breaking point and said “I want to taste you”.

She turned over and got on all fours, her knees in her seat and balanced herself with one hand on the arm rest/console and the other on the dash (she actually accidentally changed the radio station to some Mexican dance music which made us laugh). She took me in her mouth and proceeded to give me head.

I kept my eyes fixed ahead and groped her ass and rubbed her pussy over top of her shorts. I tried to push them aside but could not free up enough space to continue fingering her. It wasn’t an especially great blow job by any means, but the novelty of the situation had me turned on and I could feel myself getting very close only a couple minutes in.

“Amy never made me cum from head.. you think you can do what she could not?”, I asked knowing I was on the verge of blowing.

“Mmmmhmmm”, I heard as she bobbed.

“You wanted to do something wild, you going to finish it off with me cumming in your mouth?”

“Mmmmhmmm”

With that I let myself go and shot into her mouth. About the time it hit her tongue she attempted to swallow immediately and pulled off me. A small string fell off her lips and the tip of my dick and onto the center console. She made a gross face and then frantically searched for something in her purse she could clean the console with. She found a tissue and wiped it immediately.

“I only let my ex do that before and I forgot how bad it tastes.”

I asked for the tissue and cleaned the head of my dick off and tucked myself back in to my pants. She was proud that she got me off since her friend never did (actually was the truth because usually we went straight to having sex after foreplay, but I didn’t tell her that part). We were only about an hour or so out to Jacksonville once we finished so we spent the remainder of time flirting and reassuring that this was nothing more than what it was. She almost forgot to put her bra back on, we were only about three exits away when she had an “Oh shit!” moment.

We met the pastor, an older and very serious man, in the parking lot of a large shopping center not far off the Interstate. I unloaded our items from the car as she talked to him and handed over the documents and spare keys. I cleaned up our drink bottles and threw them away, along with the tissue we cleaned up with. I overheard him ask “how she rode?” and had a very immature audible chuckle which I am sure made her blush. Once in with our friends they asked if we worked out everything and I remained silent, she just non-nonchalantly nodded her head yes and said “He made some good points, he was right about a few things I guess.”

The girls were staying at a much nicer hotel than all of the guys were once we arrived to the beach. My roommate and I carried their luggage in and then the plan was for one of the girls to shuttle us the mile or so down to our Spring Break headquarters. The girls were planning to go to a nice dinner their first night so we said our goodbyes and told them we would call with plans for the beach tomorrow. Jessica volunteered to drive us to our hotel. My roommate ran in to check us into our room and it gave us a little window of time to say our goodbyes in private.

“Our secret right? You aren’t going to be offended if the man-slut has an one night stand with someone?”, I asked smiling.

“Yes..our little secret… just don’t be an asshole in front of me or act like I don’t exist and I will let you do whatever you feel like”, she responded.

“Maybe you should try to get some this week, or if you can find a way to free up some alone time maybe we can sneak off and finish what we talked about.”

“Maybe..” she said with a wry smile.

Three days of subtle flirting and drinking later she ran out to bring back breakfast (or so she told them) and picked me up in front of my hotel. We found a parking spot that was private and I let her ride me with the passenger seat leaned back until she came. Later in the week we did the same thing in the same parking spot. When we got back to school she came over that very night to my apartment and stayed. We finally got to have some great sex in the comfort of a space where we actually could move without clothes, seat belts, or arm rests in the way or without worrying about someone catching us. We laughed after it was over because after three times hooking up in over a week’s time it was the first time we were seeing each other fully naked.

Source: reddit.com/r/gonewildstories/comments/5n0hdm/getting_road_head_on_the_way_to_spring_break_in_a