Clothes must stay on. That was the agreement we both made when she asked to stay over after a party I was hosting the next week. Allison was a long term friend and crush of mine I had for years. We had previously dated for a month or so, but it didn’t go anywhere, deciding to keep the friendship as a priority.
The party was great, but you aren’t here to read out about that. It ended around 1am and she was already in my bed wearing pyjamas. I tried my luck, stripping down to my underwear and she could see my growing cock. (It’s 5.5 inches. I know this, because I just measured it.) She reminded me that our clothes must stay on. I was a little disappointed since I was drunk and horny as hell, but I was still happy. She was a close friend after all and just lying in bed next to her was special to me. I offered a massage in an attempt to heat things up. She lay face down and I knelt over her thighs, massaging her toned back and ass. She politely rejected my advances. We fell asleep.
The next morning, things were a little different. We were spooning and touching each other and she told me “if you didn’t have me last night, I knew you definitely would in the morning”. I tried to act cool, but inside, I couldn’t believe how lucky I was. This was a girl I obsessed about for years and I was naked in bed with her again. Allison was lying on her back and I was on my knees, the head of my penis gently touching her entrance. We both stared at each other in anticipation.
When we dated a few months earlier, I had always wore a condom. I was about to reach for one since we couldn’t restrain ourselves any longer. But then I kinda slipped inside with just the tip. She felt so warm and wet. It felt incredible. She softly moaned and in the heat of the moment, I entered her fully. The memory is still so vivid. Allison was fully shaved, with a fresh tan. Her lips gently stretching around my now throbbing penis. I was slowly thrusting in and out of her. This wasn’t animal sex. I would have lasted merely seconds if I sped things up at all. Luckily, the slow intensity worked for her too, gently moaning and telling me how good I felt. Despite the slow speed, I was close, and there’s no way I wanted it to end so soon, so I entered half way and just stopped.
I licked my thumb and softly caressed her clitoris. She moaned with approval. I was relieved that this worked for her, because I was very happy enjoying the view with my cock inside such a beautiful woman. This went on for ~10 minutes. I’d give slow, deep thrusts whenever I could, without sending myself over the edge. Then she said “I want you to feel what it’s like when I cum.” I nodded and whispered “okay”. She began a long, deep moan and her legs started shaking. I loved giving her this pleasure and I was relieved she came first. I could relax more and enjoy the moment.
I knew I wouldn’t last much longer and my balls were now aching since I’d been saving myself for a week. It was time. I was expecting to pull out any minute and cum all over her flat stomach which would have been amazing. Instead, I asked if she’d like to feel what it’s like when I cum. She kind of nodded, but wasn’t sure and I was fully expecting a hard no. I had to ask a second time. Knowing her so well, I knew how strict she was with condoms (as am I) and knew this wasn’t like her at all. I know this wasn’t a romantic question or “animal like” behaviour, but I had to be sure or I would be having the sex of my life with guilt on my mind. So I asked again “Do you want to feel what it’s like when I cum?” She nodded with a sultry yes.
I couldn’t believe we went from not taking off our clothes, to this. I really was the luckiest man alive. I asked if she was still on the pill. She was. There was no hesitation anymore.
Allison was still on her back, knees slightly bent. I’m half kneeling / half sitting, slowly thrusting in and out of her. Each time I entered, it was indescribable. Like 1000 itch’s been simultaneously being scratched. The head of my penis feeling every sensation happening inside her. My eyes are staring into hers, occasionally looking down to watch myself enter all the way in and out of her perfect vagina. It was time. I thrusted deep inside once more, with my balls resting on the base of her ass. I just stayed deep, letting the intense throbbing of my penis do the rest. I began pulsating fast and strong. I don’t know how long. I wish I could remember every detail, like how many loads of cum I emptied, or the look on her face, but my mind kinda went fuzzy. Ears ringing, eyes blurry. I don’t know how long we stayed like that. As my heart rate finally slowed we look at each other, exhausted and satisfied. I slowly pull out.
I lay down next to Allison and we kissed. She stood up to walk to the bathroom and says to me “I’ve never let a guy do that before”. I was in aww. I felt like the most special man in the world. She then cupped herself with a cute “ooops” expression, with wide open eyes and rushes to the bathroom. My cum must have been dripping down her leg.
Things were awkward the next day. She thought the special moment meant we were a couple again, I didn’t. Knowing her, I should have realised. We actually ended up together for a few years, before realising we weren’t meant to be. It was one of the most intimate sexual experiences of my life. I’ll always remember it.
Source: reddit.com/r/gonewildstories/comments/ch40ea/clothes_must_stay_on_mf
Any pics on how dear Allison looks like?