SPH Experiences: My First Time with a Woman
By Hawks-8.

We arrive at her house and all walk in. Her two friends make their way to the kitchen/dining room area, grab a few drinks on the way, and begin to play cards. The lady I was attracted to made her was in the opposite direction and headed to her bedroom. I’m standing there thinking which way do I go until I hear, “We’ll play cards later, come with me.
We walk into her bedroom as she tells me to shut the door and sit in that chair as she goes into the bathroom. Her room was definitely the master bedroom, complete with a bathroom and a large walk-in closet. The bed was a king-size, situated in the middle of the room, and a chair sat in the corner. She comes out of the bathroom completely nude, she’s built as perfect as can be to me. She would be considered chubby/BBW.
She emerges nude and walks over to her closet, slipping into a purple satin nightgown. Then, she walks over to me, holding a pair of black sheer stockings in her hand, and sits on the edge of the bed in front of me to put them on. At this point in my life, it hadn’t been for movies/magazines, I wouldn’t know what a woman would look like naked. On the edge of the bed, she’s giving me an amazing show (the teasing was even better), and she slides back to the head of the bed and rests on the pillows and says to me, “This is your first time, isn’t it?”
Cause I’m still sitting in the chair, fully clothed, turned on obviously, but still with clothes on. I mean, I didn’t know what to do. I was a virgin at this time. So I reluctantly told her, “Yes.”
She responds with, “That’s OK, sweetie, we all have a first time. But we can’t have any fun if you still have your clothes on.”
So I’m full of mixed emotions, I have no idea what I’m doing, and I have a beautiful lady wearing nothing but a nightie and stockings lying in front of me, telling me to get naked. Never been naked in front of a girl, let alone me being very conscious about my size. Between the movies and magazines/magazines I’m nowhere close to those sizes, and I’m assuming that is the standard size. So I hope for the best and begin to strip, and at the moment I’m completely nude, I hear, “Oh, honey, that is cute, but that’s not going to work tonight.”
She said it with a gentle laugh, and there was nothing cruel or vulgar about it. I was still aroused and standing there naked in her room. With a sexy smirk, she says to me, “Honey, I can see why you still might be a virgin, but right now I want you to go wait out in the living room for me.”
Thinking I’ve done something wrong, I turn to pick up my clothes and walk out, but she stops me and says, “You can leave those there, go on out there and wait in the living room.”
Now I have many thoughts running through my head. I’m naked, her friends are out there still playing cards and drinking. ‘What am I doing?’ I wondered. She walks to her door, opens it, and says, “Go wait for me.”
Blushing, embarrassed, humiliated, I walk out to her living room — naked. Her friends turn and see me, and give a little giggle; both say to me, “Would you mind getting us a drink, sweetie?”
At this point, my face is so flushed that I can feel the warmth of the redness. I go grab the girls a drink from the fridge and come back to the table as one of them responded in a joking, fun way with, “You’re definitely cute, but I guess they all can’t have big dicks.”
By now, I’m beyond confused, but being naked in front of these clothed ladies aroused me even more. They thank me for the drinks, and I go back over to the living room and sit down, waiting to see what’s going to happen next. As I’m sitting there, I hear a knock on the door, and Anna calls out from her bedroom, “Kurt, could you answer the door, please?”
“Hmmm, sure,” I responded.
I answer the door (I’m standing there naked like an idiot), and it’s another guy, about thirty-five years old, at the door. He walks in and says hello to the girls playing cards, then heads down the hallway to Anna’s room. He’s already in the room when I see Anna poke her head out the doorway, looking at me, telling me to come here. I walk in, and this guy I’ve never seen before is stripping, and Anna closes the door behind me.
She says, “Kurt, meet Jordan. We used to date a couple of years ago; he still lives only a few houses down.”
I kind of slowly nod my head at him to acknowledge him. As I did, I noticed he was very well-endowed, and he wasn’t even hard yet. Anna tells me to help her remove her nightie, and I do without question. So now it’s the three of us in her room. Anna is only wearing those stockings (which is a sexy look), and Jordan is waiting for her on the bed. Anna walks over and gets on the bed and says to me, “I know you’re a virgin, but hopefully you learned what a lady enjoys.”
She spreads her legs, Jordan rests her legs on his shoulders, and slowly inserts his huge cock into her. Anna says, “I’m not finished with you, Sweetie. Just go back out there and wait for me. I just wanted to feel a real man’s cock inside me, sorry.”
I’m going back out the door, and Jordan says to me, “Dude, she’s trying to tell you your dick is too small.”
I’m back out in the living room, and her friends, who are still at the table, are done playing cards but still having a few drinks, and when they see me, they say, “Well, I guess Anna is gonna let Jordan have all the fun.”
We’re out in the living room for 30 minutes to 45 minutes. I’m sitting at the table with the girls at this point, just having a casual conversation with them and filling their wine glasses, when I finally see Jordan coming down the hallway, fully clothed and heading towards the door to leave. Jordan says goodbye to the girls and says to me, “Glad I could help you out, babydick.”
Her friends let out a good laugh, which I believe they have held in for a while now. Anna makes her way down the hallway and to the table. She’s wearing a satin robe, which looks wonderful on her. Sits down at the table and asks me to pour her a glass of wine. Pour her a glass, and she says, ‘Kurt, you’ve been really easy-going with all this; I’m surprised.’ Most guys wouldn’t be.
All I can say is, “It’s OK, I had fun.”
Her friend Rachael says, “We could tell. Your little babydick has been rock hard all night.”
Anna says, “Since you’ve been so nice and helping us tonight, I’m going to do something for you. Since you’re a virgin (both Rachael and Kim finally hear that and start laughing), I’m assuming you’ve never had a blowjob, have you?”
I tell her no.
“Well, honey,” she says. “Since you only have a few inches, I’m going to suck on it for a few seconds, but you are not allowed to cum in my mouth, ok?”
She tells me to walk to the middle of the living room, she follows behind me and gets on her knees and says, “I’m not gonna touch that little babydick with my hands, but you can stick it in my mouth.”
She opens her mouth and gently puts her mouth on my little dick and rubs her tongue over my penis. And yes, she only does this for a few seconds and stops. As she gets up and sits down on the couch directly in front of me, she says to Kim and Rachael, “Come, sit on the couch with me.”
All three girls are sitting there, Kim and Rachel fully clothed, Anna in her silky robe, and Anna says, “I bet you’re about to cum, aren’t you? I can see the pre-cum dribbling down your tiny dick.”
I tell them yes, and Anna says, “Well, here’s your chance. I want you to cum standing right here in front of us.”
Embarrassed as can be, Anna removes one boob from her robe and says, “You can look at this while you jerk off your clit.”
So I start to jerk my tiny dick in front of these three girls, and I’m staring right at Anna’s breast, with humiliation, embarrassment, and arousal. I only last maybe 10 seconds and start to dribble jizz down my leg. They giggle at the sight.
Anna says, “This has been a fun evening, but now it’s time to go.”
I’m standing there naked with dribbles of cum down my leg, and I ask Anna, “Can I get my clothes from your room, Anna?”
She says, “Sorry, honey. Jordan already took those to your car for you.”
I gasped and stared at her wide-eyed.
Now I’ve gotta walk to my car naked. Kim and Rachael both share that surprise laugh and say, “It’s been fun tonight. Bye-bye,” before leaving.
Then, Anna heads to her bedroom and says, “Good night, honey. We’ll get together again another time,” and winks and closes the door.
I stand there for a few moments thinking what in the world just happened, and then go to walk out the door, and Kim and Rachael are sitting in their car waiting, and once again get a good laugh before saying, “We just wanted to let you know we had a fun time tonight, and yes, you have smallest dick we’ve seen. See ya, babydick!”
They drive away.
Luckily for me, the front door to my car was only a few feet away, sitting in Anna’s driveway. I get in, and my clothes are in the passenger seat. I wipe my leg off, put my pants on, and drive away, thinking of Anna and the entire experience on my way back home. I still think about that night. One of the best experiences I’ve ever had. I’ve been a cuckold ever since.
The End.

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