I had been on a bike ride with my best friend Tom and we stopped at a bench and began to talk. The conversation came to me still being a virgin at 23. He first teased me a little which I was used to.
“But seriously, when I told Taylor she couldn’t believe it. She said you definitely fuck.” Taylor was his girlfriend. I wasn’t too bad at talking to girls, it was just making the next move I had trouble with. I told him I was nervous that I’d be inexperienced and bad in bed when I actually do have my first time. He was quiet for a while and soon we went our seperate ways.
The next evening I recieved a message from him.
‘Come to Taylor’s house tonight, you know where it is right?’ I questioned him but he kept telling me to just come over. I did and he answered the door, he led me through the house into a bedroom, where Taylor was waiting on the bed. I’d always thought she was attractive, in a girl-next-door kind of way. Quite a pretty face, with a sexy body. I had admitted to Tom before that she had nice hair. We said Hi and hugged then sat down. They looked at each other before Tom spoke to me.
“Listen. I’ve been thinking and…just to get it over with… Taylor’s agreed to give you your first time.” I looked over at her and she nervously smiled. Taken back, I didn’t know what to say.
“Are you sure?”
“Yeah, why not? Should be fun! If Tom doesn’t mind.”
“I wouldn’t let anyone you know.” Tom said. “Just you.” We fistbumped and he laid down two rules.
1. Don’t be too rough, if she says stop, then stop.
2. Don’t cum in her.
He sat in the gaming chair at the other end of the room, putting on his headset and a game. I looked back at her and we nervously laughed.
“Well, how do you want to start?” She asked.
I paused, before making a suggestion.
“Would you like to give me head?”
She happily said yes and got on her knees as I laid back in the bed, unzipping my trousers. She took out my cock, smiling, and planted a playful kiss on the head. Truth be told, I was at a semi, but her stroking soon brought me to a full erection. It felt so good, and when she finally put it into her mouth I let out an audible sigh as her lips wrapped around the tip. She was enjoying giving me pleasure and seeing my reaction, she’d lick the whole way up the shaft with her eyes on mine. She’d moan with it filling her mouth, as I built the confidence to stroke her hair. Gradually we had removed the rest of our clothes.
Occasionally, out of the corner of my eye I’d see Tom look over at us before turning back. Before long I felt that familar tension building and a tightening in my loins.
“Hold on a second!” I stopped her.
“Oop!” She giggled.
“Are you ready to…go all the way?” I nodded. She turned over on to her back, her bare tits exposed and swaying. I got on top of her, positioning my hard on at her pussy. Whispering my name, I looked at her.
“Fuck me.”
We moaned in unision as I pressed all the way into her. All the years imagining what it would be like to be inside a woman couldn’t have prepared me for the feeling of bliss. I began to thrust in and out, and getting more comfortable lowered my face down next to hers. We kissed each other’s necks a little and she wrapped her hands and legs around me. I felt her face turn away.
“Oh. Hey baby. You okay?”
I looked over to see Tom at the side of the bed watching us, he was rubbing his crotch over his trousers.
“Yeah, yeah. Don’t stop. You look amazing.” With that we started to go harder, faster and louder. Our sweaty bodies pressed against each other. I stopped again at the sign of climaxing. Pulling out, she sat up and kissed Tom, who then guided her on to all fours. She presented her round ass to me, swaying back forth and shaking it, giggling. I placed my hands at her hips and pressed against her, it felt so right.
She whimpered again as I entered, and moaned with each thrust, my body clapping against her ass cheeks. By now, Tom had taken out his dick and was jerking it hard, eyes fixed on Taylor’s as I took her from behind. With her ass bouncing against my cock it didn’t take long for the feeling to come again. She felt the same as her wet pussy tightened around me, pulsing in orgasm.
“God!” I said.
“I need to cum now.”
“On her face, quick.” I pulled out and rushed over to join him. Stroking ourselves, we came over her face and tits. She held up her face in adulation, her eyes closed. She sucked out the last drops of us both, cleaning us off.
And that’s how I lost my virginity.
Source: reddit.com/r/Erotica/comments/waq4b5/my_best_friend_let_me_use_his_gf
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