[Over the weekend I was cleaning out a closet and found a journal I kept in college. I paged through and found one particularly interesting entry about what was essentially my gateway sex. I have thought about this night many, many times over the years. Reading again what I wrote immediately after it was amusing. If what I wrote is accurate, I’ve misremembered a few things. Here I’ve added some context, cleaned up the grammar, filled in a couple spots to the best of my memory, and paraphrased a bit.]
Right before leaving for college I had a relationship fail in a big way. It fucked me up a little more than it should’ve. So I went to college not really concerned with dating or sex. That continued for a long while. Midway in my second year one of my friends said, “You are good-looking. You are interesting. Girls want to be with you. Get over whatever the fuck is holding you back and take advantage of it.” That sort of snapped me out of being closed off from it.
Shortly after that I met Beth through some mutual friends. We went out a few times. We made out. It was pleasant. After the second date, she went radio silent and I was really hard on myself. A couple weeks later I ran into her late at a party. It’s pouring rain and she asks for a ride home. Fine, whatever. I have to drive by her place to get home anyway. In the car she says two things: 1) she’s not over an ex and doesn’t want another “relationship” but enjoys my company; 2) I should be more confident because she wanted to go way further after our last date but I didn’t really move things along. (My recollection is she actually said it very nicely.) In her driveway she asks very reassuringly “So do you want to give it another shot?”
I think “It’s not going to get much more obvious than this.” I nod and lean over. We make out. And I take her words to heart. I’m a lot more aggressive than I had been before. She suddenly pulls away, but clasps onto my bottom lip with hers and snaps it back with a grin. “We should go upstairs.” I agree.
We walk to her room. She shuts the door behind us, and I pin her against the back of it. Making out continues aggressively. I have a hand fumbling around her chest and she has a hand undoing my belt. Soon it’s slipping into my jeans. She gently nudges me back and puts just enough space between us that my cock is brushing against her as she jacks me. I can’t help but look down to see her work. I feel myself getting close, so I spin her around and push her toward the bed. She falls backward and I get on top.
There’s grinding and kissing, and we both work to slide her jeans off. Yet it’s killing me that she’s still wearing her sweater because she had the biggest tits of anyone I’d been with up to then and I wanted so badly to see them. I’m squeezing them through the sweater, but waiting for her to take it off. When she does sit up to pull off the sweater, it’s so quick that I barely have time to enjoy the reveal. But the sight is magnificent. She sits on my thighs, squeezes her tits together between her arms and again starts to jack my cock. With a smirk she asks “This isn’t too fast for you, right?” I return the smirk with an emphatic “No.”
With that, she motions me toward the nightstand drawer with a handful of the campus health center’s giveaway condoms. While I’m tearing one open, she peels off her underwear and unhooks her bra letting her amazing tits fall out. As she straddles me and sits on my cock, I have this weird deja vu because I’ve fantasized about this before. And the reality is not bad at all. She’s calmly bouncing up and down with a smile and gently digging her nails into my chest. I’ve got a hand gripping her thigh and the other on her ass.
After a few minutes, I sit up and get an arm around her back sort of guiding her up and down faster and getting in a better position with her tits bouncing in front of my face before rolling her over. I get on top to take the lead. As I start to get into it, she nibbles on her bottom lip and starts nodding while keeping eye contact with me. Eventually she reaches between her legs and ekes out “I’m so fucking close” while I’m drilling her. It doesn’t take her long to get off, and it’s with a series of screams that could’ve woken up the whole block. At this point, I can’t hold out longer and I’ve just got to cum.
I’d had sex before, but that was a whole different level for me. It was passionate but carnal. We fed off each other in a way I couldn’t have imagined. While I was laying there afterward, I had a sudden realization that I’d basically thrown away at least a year of such fun because I was mopey over what had really just been a long fling right before college. And I was intent on not wasting anymore time. It put me on a completely different path with sex.
Source: reddit.com/r/gonewildstories/comments/ll58vq/mf_snapping_out_of_a_selfimposed_slump