About a decade ago I graduated college as a virgin. I had hooked up with several girls but never closed the deal because I lacked confidence. My 2nd semester of senior year I took 12 hours and hit the gym non stop. By May I was in the best shape of my life. I felt a lot more confident and I wanted to finally fuck.
My buddies and I all go out after graduation to our favorite bar for one final hoorah. We get tore up and had a blast. Randomly a woman comes up to me and starts chatting with me. I can tell she’s a bit older than me, I was thinking late 20s. She tells me she’s in town for her sister’s graduation. She’s a really sexy blonde that was about 5’5 and 150 if I had to guess. She had some curves on her and she was showing them off. She was wearing some tight low cut jeans and I still remember her green sparkly tank top that showed off her tits. Her bleach blonde hair and tan skin sealed the deal for me. She was my type. We danced for a little, made out and then headed our separate ways. My boys gave me shit for not getting her number or anything. I failed again…
As the bars close we get a taxi back home and because of construction it has to drop us off a few houses down. Another taxi pulls up for the same reason. Out of the taxi comes Courtney, the milf, and her sister. Her sister lived a few houses down. The sister starts talking to my one friend and all of the sudden they’re heading back to our house. Courtney asks if I’ll walk her home.
As we’re walking home she says that she’s been divorced for a year and has 2 kids in elementary school so she was excited to get out and have some fun. My drunk ass starts doing the math and I realize she’s older than I thought. I said no way you have kids that old aren’t you like 27? And she said add 8, and she pulled out her license even to prove it. As we get to her house we open the fence so I can walk her to the backdoor. That’s when she stops and says “we should fuck under the stars”
We instantly start making out and pulling off our pants. She sits up on the table in the backyard and spreads her legs. She is expecting me to slide my cock in her. Instead I drop to my knees and start eating her pussy. She makes a comment about how I’m a gentleman and I’m going to be rewarded later. After a few minutes of that I get back up and slide my cock in her. It finally happened for me. My cock was in a pussy for the first time. However it’s hard for me to stay hard because of the booze so I start to panic a bit. I suggest we go inside to continue so I can buy some time to get blood flowing (I don’t tell her that).
We go to the room she’s staying in and she takes off her shirt and bra and I finally get to see her tits. I immediately start sucking on them as she moans. When turn off the lights and get on the bed. She starts to suck my dick but I keep getting soft. I finally tell her I may need to take a break and drink some water to sober up.
We lay in bed together with her naked body straddling mine and we’re talking for about 30 minutes. The topic of sex gets brought up and she asks how many girls I’ve fucked. It was my do or die moment. I told her to guess. She started off with 5, then 10, then 20, and so on. I told her the truth… 0.
She said “oh shit, well we’re going to have fun tonight then! I’m gonna make you remember this.”
She asked what she could help me with to get me hard again. I told her to sit on my face. As she rode my face with her wet pussy she faced the wall and used it to stabilize herself. I finally got hard and I told her to turn around, and as she peaked over her shoulder she saw my hard cock. We were ready for action.
She started sucking my finger and told me to slide it in her asshole when she started sucking my cock. Her pussy and ass were still up by my face and I was loving it. I fingered her asshole as she lowered her pussy back onto my mouth. She then slid her wet pussy down from my mouth all the way down to my cock and she licked up whatever juice she left behind from my face to my chest.
We started off in cowgirl. It was so hot to see her big tan tits bounce as she rode my cock. We then rolled over to missionary. Then to me standing next to the bed with her laying on it. She told me to fuck her hard and I did. The sound my balls slapping against her was awesome to hear. And then it got better… she said “don’t fucking stop”
A few seconds later she started to cum. I wanted to cum so badly but I couldn’t because my dick was hard but I couldn’t feel as much as I wanted. I kept pounding away and she came again. I felt like I was the man (I knew if I was sober I would’ve came a loooong time ago).
She said let’s try something different so I can cum for her. I asked if I could fuck her doggystyle. And just like that she assumed the position. She even said that if we would’ve had lube I could’ve fucked her ass.
As I’m fucking her from behind I’m getting more and more feeling back in my cock. Our sweaty bodies covered in her pussy juice slapped against each other. I finally understood what people meant when they said something smelled like sex. WE smelled like hot steamy sex and I loved it.
I looked down at her asshole and she said told me to finger it again. So I reached up to her face and she sucked my thumb and told me to slide it in her ass. As soon as I did that I was back to full feeling in my cock. I knew the show was coming to an end soon.
I gave her the heads up that I was about to cum and she said I should fill her up. “I’m fucking fertile, fucking cum in me”… I didn’t know if this was dirty talk or if she wanted to run the risk of being knocked up by 21 year old recent college grad without a job. I didn’t think that was a good idea so I said I’m gonna pull out. Which prompted her to say cum on my face then. And like that… boom, I hit the point of no return. I pulled out and we literally pulled one of those porno moves where I stood up still jacking my dick and she turned around on her knees and propped up her tits and open her mouth.
She said “make me your cum slut” and as soon as she said cum I exploded on her face. It was like I had edged for hours. I let out a loud moan since no one was home and she pulled me by my ass closer to her and started sucking me off.
I gradually started to collapse back to the bed. I finally did it, I lost my virginity! She went and cleaned up and care back. We fell asleep soon after.
The next morning I woke up to her drinking coffee. In her bra and thong and she looked so sexy. I started to get dressed to leave because her sister was coming home. She gave me a tug on my cock and a kiss and said “I made you a man, you’ll never forget
me” … she was absolutely right
Source: reddit.com/r/gonewildstories/comments/lg53o6/mf_hot_milf_takes_21_year_olds_virginity_in_a_fun
You didn’t say her name, so I’m going to assume the girl you met at the bar is Courtney
Think that’s the dream way for most guys to lose their virginity!