Debra and her teen daughter Brianna both have the hots for their married friend Steve. Brianna wants to learn about sex. With a little wine and coaxing Steve gets to bang a mother and her virgin teen daughter
My name is Steve. I am 46 and married to my wife Cheryl for 16 years. We have a daughter, Elizabeth. We stay together mainly because of our daughter. We bicker and our sex life is boring and unfulfilling. We really only have sex a couple times a year, which is more her doing than mine. We have been close friends with Debra for nearly 10 years. Debra divorced 8 years ago and has a son Liam, who is the same age and best friends with my daughter. So naturally we all hang out a lot. Debra has an older daughter as well. Brianna -- a little spitfire who is few years older than Liam. She is a cutie and has had a bit of a crush on me for awhile now. To complicate matters, Debra and I both have an attraction to each other but never explored it since I am married.
It’s a Saturday evening and my wife took my daughter and Liam to dinner, the movies and out for ice cream. Myself, Debra and Brianna stay Debra’s house to watch TV and order pizza in since the movie is for younger kids and not of interest to us.
I sit on the sofa and Debra tells me that Brianna was all excited I was coming over. “She’s been getting showered and dressed for over an hour. I think she wants to look special for you.”
“Awww” was my reaction.
A few moments later I hear Brianna come bounding down the stairs and into the living room. “Hi Steve!” She squeals, as she runs over to hug me. And plops down next to me on the sofa.
I can’t help but notice she has dressed up in a short frilly skirt and one of those tight white stretchy tops with the built-in bra. I don’t know what they are called but they form fitted her breasts making them look even larger than they are. Despite being young, she has already developed quite a bit. I heard Debra tell my wife once that they needed to go buy bras again because Brianna outgrew hers so fast. She was already a 36C. Considering she was fairly petite, toned, and only 5’4” her breasts were quite pronounced. And Brianna being a dancer wore sports bras and dancewear a lot so she showed them off very nicely. Images like this one have helped fuel many hot masturbation sessions where I blew load after load thinking about that amazing little body and what I would do to it if I could.
Debra broke the fantasy image by chiming in. “Bri, did you tell Steve that you finally perfected that dance move you were struggling with?”
“Oh My God Steve!” Brianna answered. “Check this out”
Brianna jumps up and goes to the middle of the living room and without hesitation does a cartwheel ending in a split. Then she flips up backwards and back onto her feet, like an acrobat.
And watching that little skirt fly up and her white panties displayed in full glory, certainly made it seem even better. Even her mother chimed in “Brianna! Maybe that isn’t the right outfit for this.”
Brianna giggles and jumps back onto the sofa. “Steve got an extra show.”
I told her how amazing that looked and how athletic she was getting…leaving out about her long, tone legs and tiny white panties being the best part.
She leaned up against me and put her arm over my chest snuggling in. I put my arm around her. Debra gave me one of those “Awww” looks and sat on the other side of me on the sofa.
Debra used this opportunity to say to her daughter “Brianna, you have an amazing body and need to be more discreet when you dress or do dance moves dressed like that. One day you’ll be on a date and you don’t want to give the wrong idea.”
Brianna popped her head up and gave her mom a nasty look. “Date? You won’t let me date. Steve, I’ll be in College before I get to have a real date. It’ll be embarrassing when I have to kiss a boy because my mother is a prude.”
“Prude?” Responded her mother. “I am definitely not a prude. I just know what it’s like to get broken up by your first boyfriend and if I was older and more mature it wouldn’t have hurt so bad.”
“Thanks. So I am the only one not allowed to date among my friends,” Brianna said with a pout on her face.
She then popped her head up and looked at me. “When did you first date Steve? You get to kiss a girl at my age?”
“Um”, I stammered, looking at Debra briefly. “I did kiss a girl around your age actually and I was terrible at it.” I thought that would help but it was just the opposite.
“See mom!” Brianna shouted. “I want to be a good kisser, not bad!”
We all sat quietly for a moment not knowing what to say, until we were saved by the doorbell.
“Pizza’s here!” Debra called out.
As Debra went to the front door to get the pizza Brianna looked at me and whispered “I wish you would give me my first kiss.”
I didn’t know what to say. I should push back and tell her no, but I was so flattered and kinda turned on actually. Those nasty thoughts returning. I just turned to Brianna and said “I don’t think that would be a good idea. But I am flattered you want me to be your first.”
Brianna then shocked me by saying “Well I bet you would love to kiss my mom. I know how you two look at each other.”
I looked at her with a shocked look as Brianna stared at me with a shit-eating grin on hers.
Debra returned with the pizza. She grabbed some soda for Brianna, and wine for us and we dug in. I had a glass of wine and Debra was almost finished with her second by the time we were done.
As we are finishing up, Brianna decides to be sassy between bites. “So mom, why can’t I learn to kiss at least?”
Her mom gives her a side eye and says “Excuse me missy. And how do expect that to come about?”
“Steve can show me,” She answered. “He’ll never break my heart and we aren’t dating so there.”
“Um Steve is a married man,” Debra noted
Ever ready with a snarky comeback, Brianna quipped “Well Cheryl doesn’t have to know.”
A sarcastic sounding “MmmmHmmm,” was her mom’s only response.
Brianna came right back with, “Fine, then you kiss him and show me how it’s done. I know you want too.”
“Listen missy,” Debra reacted sharply. “You need to stop this attitude and putting people into uncomfortable positions.”
“Steve isn’t uncomfortable”, She noted. “Bet he would love to kiss either of us….or both of us. Wouldn’t you Steve?”
At this point I feel two sets of eyes looking at me. I just looked back and forth at both of them and said “Um…look…you are two beautiful, gorgeous women, and it would be an honor to be able to kiss you both. However this is a terrible idea that could get everyone in trouble…right?”
Debra agreed, but almost with a tone of disappointment. She then got up to clear the dishes. I offered to help and got up grabbing the pizza box and dirty napkins. Debra and I went into the kitchen and she turned to me “I’m so sorry she’s making you uncomfortable. Her hormones are raging and she’s been all up in my face about boys and dating…and questions about sex.”
I replied, “I’m not uncomfortable at all. I understand these things and I love Brianna. I know it’s tough. Besides, it’s flattering to be wanted by beautiful women.”
“Debra stopped and turned towards me and whispered “Well she is right that I would love to kiss you.”
We stood and stared at each other for a second and she broke the silence and said “Let’s go sit down.”
Heading back into the living room, Brianna turned on a teen show on TV. I sat down back next to her and Debra plopped down on my other side, but closer this time.
We sat for a few minutes and a scene where two teens start kissing is on. Brianna decided to use this opportunity to revive the kiss discussion. “Oh look, two kids kissing. Looks enjoyable. Guess I won’t be doing that for a long time.”
Debra rolled her eyes and turned to Brianna and loudly said “What do you want?! You want to plant one on Steve right now? If anyone got to kiss him it would be me.”
Oh god! It must be the wine talking, I thought. After a couple glasses Debra gets really loose.
“Ok then let’s see it!” Brianna demanded.
Debra looked straight ahead sipping her wine. Appearing to contemplate what to do.
Brianna blurts out, “Well mom!” Are you all talk or are you about denying everyone in this house any sort of pleasure?”
Debra puts her wine glass down and turns to Brianna and says “So you want to watch me kiss Steve?”
“Yes, let’s see it!” Brianna demands and looks at me, “You do want to kiss my mom, right?”
I sat there looking back and forth between them. Not exactly sure what to say, but knowing that I really wanted to kiss Debra at this point and was getting excited thinking about the prospect of her daughter watching.
The best I could mutter is “All I know is this conversation has to stay between us. Anything that happens in this house stays in this house.”
“Oh that’s for sure”, Debra snarked.
“Ok, so let’s see it. Steve kiss my mom,” Brianna directed.
Debra looks at me and says “Are you sure about this Steve?”
“I’m more than good with it, I replied. “What about you?”
Debra shrugged and quietly says “Oh you know I am good with it.”
I pull away from Brianna who is now getting all excited and maneuvering to sit on the ottoman to get a better look. Debra and I face each other and move in closer. I put my right hand on the side of her face stroking back her light brown hair and start to move in.
Brianna blurts out “And it better be a real kiss with tongue and everything!”
We both pause for a split second and smile, then I place my lips on hers and we enjoy a few moments of settling in. I feel Debra’s mouth start to open and I reciprocate. Our tongues probe slightly into each other’s mouths. Brianna let’s out an audible sigh and whispers “oh wow, that’s hot.”
Debra and I continue to probe deeper into each other’s mouth for about a minute, when I feel Debra pull back suddenly and putting her hand on my chest.
“Why did you stop,” Briana asked
Debra responded “Maybe that’s enough for now.”
If I could beg for this not to end I would have, but too worried about saying something.
Luckily I didn’t have to say anything. Brianna did it for me by saying “Fine then can I kiss him next?”
Debra is a little drunk, obviously horny, and already crossed a line that she shouldn’t have. So she was reluctant, but somehow says “Ok… if Steve is ok with it you can have a kiss.” And they both look at me.
My response was a dumb sounding “Sure, I’m here to help.” I mean what the fuck is that response? Anyway it doesn’t matter. Before I could even prepare Brianna leaps onto my lap facing me and straddles me. And plants one right on my lips. My now growing hard-on is more than obvious to her as her skirt is pulled up and her barely covered pussy is rubbing against it.
Debra says “Bri! Geez, ease into it girl. You aren’t trying to eat his face.”
We both giggle and Brianna pulls back looking deep into my eyes. “I want you to kiss me like you kissed my mom.”
I reach my hand up and stroke her long beautiful dirty blonde hair away from the side of her face and pull her head in close. Our lips touch and I slowly open my mouth. She reciprocates and I feel her tongue start probing my mouth. I join in and our tongues entwine in a hot, wet dance. Brianna moans and kisses me deeper. We are now full on making out and I hear Debra right next to my ear whisper “That’s’ sooo hot. Don’t stop. Make her feel really good.”
I feel Debra start to move but not sure exactly where. But then I feel Brianna start to grind into me more. My cock wants to tear through my pants at this point. Brianna is moaning in my mouth and I feel Debra reach around from Brianna’s back and take my hands and pull them down around Brianna, placing them on her amazing ass. I am now kissing her and guiding Brianna as she grinds on me. I feel heat pouring out of her pussy.
Debra then says “Let’s let Steve enjoy those beautiful tits of yours.” Brianna paused, pulled back, and said “Mom! Really!...I mean sure, if it’s ok.” Debra proceeds to lift her top up over Brianna’s head exposing her absolutely perfect, round breasts that are so firm on her little body. I immediately take my left hand from her ass and take her breast into my hand and squeeze. Moving my head down I allow my tongue to gently flick her hardened nipple before engulfing it completely in my mouth. Brianna sighs, then moans quietly in pleasure.
“Doesn’t she have the most perfect breasts,” Debra asked, although more of a statement. I feel Briana start squirming again and moaning as I enjoy sucking on her tit. “MmmHmmm,” is all I could muster from my filled mouth. I then lifted my second hand up groping her other breast. These were just too incredible to pass up.
Debra came back next to me and pulls my face away from her daughter’s tit and turns my head to kiss her. I am now kissing the mother while the daughter is grinding on my cock and my hands are cupping those incredible tits.
Debra pulls back just enough to still have her forehead leaning against mine and says in hushed tones “Oh my god I wonder if she is as wet as I am right now. I need you to tell me.”
I am in heaven. Having been given permission I go back to kissing Debra while my right hand slowly makes its way back down Brianna’s ass and further in between her legs. Her panties are soaking wet and Brianna is moaning louder. Brianna is grinding faster and faster and her moans audibly letting us know she is going to cum soon. I whisper to Debra “She is soaking wet.”
Debra says a little louder “Make her cum….Then make me cum.”
I turn back to Brianna and use my left hand to pull her face back in and kiss her again deeply, while my right hand continues to rub her pussy and guide here back and forth. Brianna’s breathing and moans get louder and she suddenly breaks away from my mouth and just has it hanging open. She’s starting to quiver and starts repeating “Oh My god…Oh my god.” Over and over. I feel her explode as the crotch of my pants become soaking wet and she collapses on top of me.
“Holy Shit!” Debra exclaimed. “I have to have you inside me now. I am soaking wet.”
Debra proceeds to pull her top off and undo her bra, exposing her smaller, yet still amazing set of tits. As opposed to Brianna’s huge cups, Debra was more of a smaller 34B cup that fit her slim body quite well. Standing up she pulls down her jeans and thong showing me her fully shaven and glistening pussy. She then comes back down and slips her hand between Brianna’s soaked panties and my cock. Rubbing back and forth. This catches the attention of Brianna who is still lying on top of me. Lifting her head she looks at her mom naked and in essence rubbing her pussy and my cock. “MOM! What are you doing?!”
Debra looked right at her and very nonchalantly replied “What? You get all the fun? Mommy wants some too. Now sit back and learn something.”
She gently shoves her daughter off my lap onto the sofa next to me and proceeds to unbuckle my pants. I helped by removing my shirt. Debra pulls down my pants and throws them to the side. My underwear is damp from my own pre-cum and Brianna’s juices. Pulling them down she pauses and lets out a sigh and proclaims “What a magnificent cock!...I always thought it might be big but my god, look at it Bri. That’s what a real man’s cock looks like.”
Brianna looks at it and flairs her nostrils. All she can say is “wow! I’ve never seen one in person before.”
Debra looks at her and says “Brianna, this is a special time. What we are doing today is a secret and if I catch you doing this stuff with other boys you are in trouble…got it?”
Brianna nods and says “ok mommy.”
“Now watch mommy and see how this is done.” And with that Debra straddles me, grabs my raging cock and places it at her entrance. She whispers “I’ve wanted this for a long time,” and proceeds to lower herself onto my meat. She is so wet it slips in easily. She starts moving up and down, slowly at first and then faster and faster…a little deeper each time. She has her hands on my chest bracing herself.
I look at Brianna, who is entranced at the sight before her. I lift my hand to her head and pull her in to kiss me. Once again our tongues are entwined. Debra is moving quicker and quicker now. It feels so good. All of us are in the throes of lust. All reasoning and common sense is gone.
Debra starts moaning louder and louder. She’s moving faster…up and down, up and down. She’s getting louder and louder. I break away from Brianna and we both watch as her mom explodes in orgasm on my cock screaming “OH MY GOD, I’M CUMMMING!” I feel the juices running down and like Brianna before her she falls forwards on top of me.
Brianna is still in full lust and hornier than ever. She demands, “Mom…I want to do that!”
Debra looks at her. I fully expect her to chastise her daughter, but instead shocks me by saying, between her heavy breathing, “Are you sure? You’re a virgin. It’ll hurt.”
Brianna replies “Mom, I want this more than anything.”
Debra knows I had a vasectomy a couple years earlier so there is no risk of pregnancy. Debra says “Ok honey, if you are sure. I will guide you.”
Debra slowly gets up and stands in front of me and I watch as this hot as hell teen gets up and pulls down her panties, then lifts her skirt showing me her well trimmed pussy with just a touch of light fuzz at the top. I didn’t think my cock could get any harder, but I swear it felt like it was going to rip out of it’s own skin.
Brianna looks at me with that lustful look and climbs back up on top of me. I grab her waist and her mother takes my raging cock in her hand and guides it to her daughter’s entrance. I look at Brianna ”Are you absolutely sure about this.” Her reply was an immediate “More than anything in the world.”
Keep in mind that I am fairly well endowed. A solid 7 ½ inches and pretty thick. So I know we need to take this slowly.
Debra tells Brianna “Ok honey slowly lower yourself and let Steve guide you. It will hurt a bit and you might bleed but it’ll only be for a moment, then it will feel great…ok?”
“Ok mommy, I’m ready.”
I allow my cock to enter this soaking wet, hot virgin pussy. Going in a short way I feel resistance. I’m now pressing against her hymen. Brianna is breathing a bit harder and still has that look of lust in her eyes. As I push harder I see her eyes widen and her mouth open. I feel my huge cock tear through her hymen and enter into the tightest pussy I have ever felt. Brianna whimpers a little and grabs onto my chest. I could feel a warm trickle of blood mixed with her hot juices lubricating my cock. I push in further. Entering her deeper and deeper. I feel like I can die a happy man right now.
We pause a second and I feel Brianna start moving up and down. I see Debra holding her waist and guiding her. Slow at first, but gradually faster. Each thrust getting deeper. I am stretching out her tiny pussy. It’s so tight I don’t feel like it’ll go any further, yet somehow it slowly engulfs my entire cock. I see Brianna relax a bit as the pain subsides and pleasure takes over. She is now riding me in a regular rhythmic pattern.
Debra steps back and with her mouth open starts rubbing her clit with one hand and groping her tit with another. I am looking at her and then back to Brianna. I am in heaven.
Debra finally says something so amazingly hot…”Brianna you look so hot fucking him. You have to make him cum. Fuck him until he explodes inside of you.”
Brianna keeps riding but musters a “Are you sure mom? I won’t get pregnant?”
Debra responded, ”Don’t worry honey, Steve can’t get you pregnant. It’s safe.”
“OK mommy,” is all Brianna said between quickening breathes.
She is riding me faster and faster. I grab one of her amazing tits and squeeze. Brianna moans. I feel her start to quiver again and she is panting. She is going to cum again. Debra comes over and reaches around grabbing both Brianna’s tits from behind. That is so hot looking having her own mother hold her tits like that. Brianna is in such lust and about to cum she either didn’t notice or didn’t care. This amazing hot teen is going to cum all over my cock. This is better than any fantasy I have had about her. I feel my balls starting to tighten. Just then Brianna cries out “OHHH FUUCCCKKKKK!” and thrusts herself hard onto my cock. I feel her pouring out juices on me. I reciprocate with “I’m going to fucking cum!”
Debra yells “Do it! Cum inside my daughter!.... Brianna drain his cock inside of you!”
Those hot words were all I needed to hear. I yell out “AARRRGGGGHHHH…I’M FUUCCCKKIING CUMMMMMING!!!!” And explode deep inside Brianna’s womb. I pump load after load of boiling hot cum deep inside of her virgin cunt.
I relax and fall back into the cushions and Brianna collapses on me once again.
Both Brianna and her mother as if it were rehearsed say “Holy Fuck!” on cue.
Debra runs to grab some paper towel. Returning, she directs her daughter “Ok slowly lift up and see how good a job you did.”
Brianna lifts herself of my still semi-rigid cock. It pops out covered with a mixture of both our cum and a tinge of blood. She hovers over me as globs of thick cum pour out of her onto my cock and abdomen. Debra wipes up the majority and says “We better clean up. They will be home in less than an hour. Let’s use my shower”, Debra suggests, “It can handle all three of us.”
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