Anal sex after church. [MF]. Losing our virginity and going to hell.

Marisa and I were classmates in a strict religious high school. We were both naive 18-year-old virgins and had been fully indoctrinated into the dogmatic rules of sex by religious purists. Premarital sex was forbidden, and if you masturbated you had to get on your knees and confess it to a dude in a little dark confined booth. As soon as I got cleared for entry back into heaven I always got kicked immediately back out for imagining boobs. It was frustrating. I was frustrated.

Despite attempting to perpetuate a culture that championed sexual abstinence, our head church figure was one day scandalously arrested in a public restroom. Considering this was the same person who scolded us not to explore our own sinful desires, we became more open to alternate viewpoints. Also, I just started assuming I was going straight to hell and quit going to that little booth to get bailed out every time I masturbated or thought about boobs.

Marisa started wearing this Britney Spears perfume that was outlawed at school, and I bought a Jay-Z CD. We would cruise around in her Dodge Neon and were pretty badass. Eventually we were making out in her basement everyday and watching Dawson’s Creek re-runs. Our shame based religious upbringing indicated it was crucial to stop kissing at the first sign of arousal, but we let it ride and progressed right into dry humping. It was reasonable to assume that our new stop line would be just prior to orgasm.

I accidentally railroaded right through the orgasm free zone one day while dry humping on the couch. The Dawson’s Creek song was playing and there was Britney Spears perfume and my lawless erection decided it couldn’t take it anymore. I clenched an Olympic gold medal kegel to try and fight it, but try stopping a wave from crashing on the beach with your bare hands.

“Shit, I’m sorry Marisa. I just had an orgasm.” She’s lying under me smiling, “Oh that happens to me every time we do this.” Why was I not informed of this sooner? Everything from then on escalated at an exponential rate. She would get on me and dry hump in her panties, then unabashedly announce her orgasms. I would grind her crotch until I came in my pants. When we transitioned to oral sex I was relieved to not have to say good night and hug her mom upstairs with sperm in my pants.

Pretty soon we were butt ass naked and flat out 69ing on the floor in her room. I’d lay on the carpet and she would squat her hairy crotch right into my face. It smelled so good. Buried and smothered in bush and pussy I would feel her breasts press into my stomach then feel a warm suction completely engulf my stiff cock. I couldn’t help but think it was an awesome sin.

We allowed all this to happen on the grounds that it wasn’t vaginal intercourse, which through our lens was still the great forbidden sex. It turns out dismantling an entire repressive belief system around sexuality is a complex process entangled with guilt and shame. That final line was hard to cross, and we considered ourselves morally compliant as long as my penis did not enter her vagina. Bottom line.

As we struggled with our premarital (vaginal) sex values being eroded by our lustful infatuation with each other, we were applauding our decision to hold the line on vaginal intercourse when she dropped it on me.

“I guess you could put it in my butt though.”

Did not see that coming. Did I mention I’m in? After processing the statement I’m like, “For real?” “Yeah, I mean technically it’s not really sex right?” “Yeah sex is in the vagina.” “Right. It’s different.” “When we’re you thinking we… “ She cuts me off, “We can do it right now if you want.” Holy fuck I can’t believe this is happening.

She leaves on her t-shirt, white socks, and purity ring, and pulls down her sweatpants and cotton panties. She gets on all fours in the bed and looks straight ahead with her ass up presenting at me. A primal part of me is tapped which nullifies the outside world and my balls became charged with an excessive amount of sexual tension. I trip over my pants and quickly move to get behind her. I feel the warmth of her ass as I inch my way toward the place we can never come back from.

“Here it comes.” Marisa is planted on her hands and knees as I press the tip of my firm dry penis directly into the warm skin of her butthole. “OH!” She buckles forward, then relaxes back. It’s so vulnerable and intimate. She raises her butt again to assist and I press right into her asshole. “OH!” Its way to tight and not going in. Oh we need lube or something for this. Right. Yeah we don’t have lube.

“Should I try to use some lotion or something?” “Yeah try that.” I reach over to the bottle of Jergens on her nightstand and almost knock over an angel figurine. With the heavily lotioned boner I push into her butthole again and the whole head pops in. “Oh stop!” “Sorry Marisa, like stop everything?” “No, no, just stay there for a second.” “Ok.” We wait. “Alright try to put it in more.” As gently as possible I push it in more. She gets tense. I feel her asshole squeezing my half sunk shaft. I wait again. She whispers, “It’s fine just go slow.” It’s insanely tight.

I ask, “Does it feel good?” “It feels different. It feels really big. Try to put the whole thing in.” “Ok.” With a stronger thrust inward she gasps, “Oh God!” We’re not supposed to use the lords name in vain! “Are you in all the way?” “Yeah, we’re in.” My rock hard, lotioned up, no longer virgin cock is warmly engulfed all the way up her tightly clenching ass channel, and her mom is right upstairs baking cookies or something. Her no longer virgin butthole is now completely stretched to the max and is clamping down so hard on the base of my penis it felt locked in place. When I I tried pulling it backwards it felt good, really good, but it didn’t move so much, but rather just stretched and contracted the skin tightly over my shaft.

I kneeled there with my penis stuck in her ass until she said she was starting to get used to the stretching and that she was going to try and relax her butt. At this point I can barely piston rhythmically inside of her. “Marisa I might cum already.” “Keep going and cum.” Holding her at the hips I start awkwardly rabbit humping her while the orgasm builds and squeeze my internal muscles as I gently pull out. I’m trying to hold the orgasm back while Marisa reflexively clamps her ass hard around my shaft and grunts it out. By the time my penis slipped out it was already quickly pulsing cum and kept spurting up onto her butt.

Cum started running down her crack over her asshole and we were terrified she was going to get pregnant because of our religious crash course in the reproductive sciences. We decided if she got pregnant we would just get married in like an hour and postdate the sex or something. “That was crazy. Most girls wouldn’t let you do that.” TRUTH.

Marisa and I decided the sacred anal sex adventure was a one time thing. Pretty much Marisa decided that. She eventually found the other kind of sex much more pleasurable. We had a great relationship for several more years before ultimately going separate ways.

Source: reddit.com/r/gonewildstories/comments/fyx2xb/anal_sex_after_church_mf_losing_our_virginity_and