Where it happened: His house, in a guest room bed
Langauge: English
Sex: Female
Rating: 5
Category: Straight
Okay, to give you a little back ground… I grew up devoutly Christian, thought I would never have sex before I was married. Then that changed a while back to “I’ll never have sex until I’m 18.” My boyfriend and I have been dating for almost 7 months, and it seems like everything we’ve done, I’ve regretted at first. The first time he took my shirt off, I told him I didn’t think we should do that again for a while, and then it was a few weeks before we did that again. Same with fingering. I told him I didn’t want to do that until we’d been dating for a lot longer, and somewhere along the way that changed, too. And the same with oral. Mind you, I only cared when it was on me. I didn’t feel any regret doing anything to him. (Lucky boy… Tons of oral for him, and he wasn’t allowed to give it to me.) Then came the pseudo-sex. No clothes on… rubbing… yeah, you get the idea. Really, if any of you are intending on waiting… don’t do that. Way too much temptation.
So last night, I ended up going to a friend’s house for a party. I drank a little, so I couldn’t go home. I went with my boyfriend to his house to sleep, and we went up to the guest bedroom like we usually do if I stay there. It’s really quaint. It’s decorated like a log cabin with a little (fake) bear-skin rug, and the moonlight shines in right on the bed. The bed is pretty nice too, it’s a queen. I changed into my pajamas, and he stripped down to his boxers and a t-shirt.
We laid down on the bed and he rolled over to me and wrapped his arms around me, and just held me. He told me he loved me, and started kissing the right side of my neck, right at the base of my skull. I starting getting shivers, and turned around to kiss him. I love the way his lips feel. We just kissed for a while, and then he rolled me onto my back and kissed down my neck to my breasts. He slid my pajama top off and kissed down to my left nipple. Dear Lord, I love that. He sucked on it as he rolled the other between his fingers. I was in heaven. He moved up to my lips and kissed me as his hands worked their way down and slid my pants and underwear off. He spread my legs with his hand and started rubbing his finger in circles against my clit, as his mouth starting working again on my nipple. It didn’t take long for me to come… he’s pretty good at that. I wanted him so bad.
I slid his boxers down and crawled on top of him. I was wet by now, and I love grinding against him when I am. I started moving against him, and he moaned and slipped his shirt over his head. I love his shoulders. He has the manliest shoulders. I decided that since I had orgasmed, it was only fair that he did as well. I kissed my way down to his cock, and teased him by licking and kissing by his belly-button and on his thighs. I started licking his balls, and he gasped. I took one in my mouth and swirled my tongue around it. He pulled me up to him and whispered “I want to fuck you so bad.” I said nothing and continued my work, until he pulled me up again and moaned my name. He told me to stop doing that because it makes him want to do things to me. I didn’t stop. I straddled him and put his cock against my opening. He started grinding his hips, and I could feel him slide in just a tiny bit. I laid down on him to stop myself from shoving him into me.
He made some comment about wishing I had brought my purse upstairs with us. I had a condom in my purse from the box that he bought (we’d just use them for when he would grind against me and sometimes cum… just easy clean-up). I had my purse in my backpack, and I grabbed it and took the condom out, and layed it on the bed. We went back to making out, and he joked around a few times that he was getting that condom out and fucking me, because that’s how he usually talked when we did this. Dirty talk, I guess. Nothing unusual had really happened so far, but I didn’t feel like stopping. I’m not even sure that it was lust so much as curiosity. I wanted to know what it felt like for him to be in me. I thought about it constantly.
I told him that I was tempted to do it just once tonight. I was kind of joking, but then I started thinking about it more seriously. We were laying there, and I asked him if he thought it would change anything. He kidded that he’d probably slap me on the butt more. I asked him if it would be harder for him to break up with me if he needed to, and he said that he wouldn’t ever break up with me unless I killed his dad (a little joke between us). I told him it would hurt. He didn’t say anything. I asked him what he thought. “About what?” I said nothing. “I think you need to make that decision for yourself.” I knew he had been wanting to have sex for a couple of months. I was thinking for a while, and he asked me what I’d decided.
“I think you should slide into me, just to see how much it hurts. And then, if it’s not too bad… … … you can finish up with the condom. “Are you sure?” he asked. I responded by straddling him again and putting him at the opening. He put his hands on my hips, and pushed me down. OW. It hurt too much for me to keep going. I have a pretty high tolerance for pain, but I had no idea it would hurt that much. “Here”, he said. He rolled me onto my back and I wrapped my legs around him. He tried to align himself, and pushed… and slid down. He tried to align himself again. And once more. “God dammit!” Maybe not the most romantic thing to utter when you’re having sex, but whatever. I did it for him. He pushed, and the pain was incredible. He looked into my eyes and asked me if I wanted him to back out. I told him that I did, so he pulled out, but not all the way. “Well, we could go on the count of 3…” I wasn’t sure what I thought of that… suddenly, this wasn’t seeming worth it. I told him to just push in slowly again. I thought if it was sudden, I would scream and wake the whole house up. He pushed, and somehow managed to slide in all the way. He mumbled that it felt incredible, and started thrusting slowly while kissing me. It was really different feeling. Not so much physically, just mentally… knowing that you’re having sex for the first time. That you’re not a virgin anymore. Then he stopped. “Do you want me to get the condom?”. He sounded afraid that I would say no. His fears were soothed, I told him to get the condom and he put it on and pulled me on top.
I lowered myself onto his cock, and started rocking back and forth. His hands moved from my hips to my nipples, and he played as I grinded against him. Five minutes or so later he told me he was close to coming, so I stopped and rolled off of him. We kissed some more, and then moved back into missionary position. I didn’t want to be on top when he came. He fucked for maybe another five minutes, telling me he loved me, kissing my lips and neck. And then he came. I wish I could have felt it in me. It seems like it would have been a lot more fufulling. He took care of the condom and came back to bed, wrapping his arms around me again. He asked me if I still hurt. I did, but just a little. He apologized when I said something like “Well, there goes my viriginity”. I really wish he wouldn’t have apologized. But he kissed me some more, and told me he loved me again, and the night ended in the very cliche curling up in each other’s arms and going to sleep.
I can’t say that I regret the actual act, but not being able to say that I’m a virgin sucks. Not sure why. That was his second time having sex, so he’s pretty much a newbie at it, too. All in all, I think it went alright. It’s pretty hard for me to make it sound as sexy as it seemed at the time when I’m writing it down. It wasn’t quite as awkward as it seems. Also, it did last a pretty long time for a first. 15 minutes of actual sex, over an hour of foreplay. Alright, I think. We do love each other. He told me that 4 months into the relationship, but it took me a lot longer. I have no unrealistic expectations. I don’t think I’m going to marry him. I don’t think that this is going to be peachy now because we slept together. I’m actually not sure if I’ll do it with him again. But that sounds a little too familiar.
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