I had been dating Claire for about 3 months. She 1, about 5 foot 6 slim, blonde, very light skinned and very innocent. She had a very protective mother who previously wouldn’t let her date any boys. I was her first boyfriend and the first man she had ever even kissed. We hadn’t done too much together, I had persuaded her to wank me off and had fingered her but she was always very reluctant – she was terrified of getting pregnant. Fingering her was always done with my hand up her skirt and down her panties which she would never let me take off completely. I was always amazed at how tight she was.
I eventaully persuaded her to come on holiday with me and to go to her doctor to get the birth control pill without her mother knowing.
When we got to Tenerife, the weather was hot, and so was I. I was still a virgin, but desperate to give it to Claire.
That evening, I lay on the bed wearing only my boxers whilst Claire took a shower. She came out of the bathroom wearing a knee length white nightdress looking really beautiful and virginal but very nervous. My cock was stiff immediately and bursting out of my shorts. I stood up and kissed her immediately, leading her onto the bed. Itouched her breasts through her nightdress, feeling them without a bra for the first time. I moved her hand to my cock and made her wank me – as ever, she was very passive and needed to be encouraged to do anything. I took my shorts off. This was the first time she had really seen my cock and I wanted her to see how big it was – about 8 inches but really thick.
I had her laying on her back and slid my hand up her thighs to discover she still had her panties on. I lifted her nightdress and put my hand down inside her panties stroking her hairy bush. I had to see her cunt for the first time, so got onto my knees, put my hands up her nightdress and pulled her white panties down. She didn’t lift her bum off the bed to held this so I just tugged them down hard anyway and took them right off. I then lifted her nightdress to her stomach so that I could get a good look at her very hairy blonde bush. I put my face into her bush and kissed her gently, but she kept her legs together so I moved them apart and licked up and down her lips. I put my tongue inside her and got her wet, but she was so tight, I could only get one finger inside her and this made her wince.
I continued to finger her gently, but went back to kissing her. I wanted her to suck my cock and gently pushed her head towards it, but she fought against me and said no.
I rolled on top of her and moved myself between her thighs, positioning my cock at the entrance to her cunt. I started to push in, but she winced and looked in real pain – it was so tight I only managed to get the head of my prick in. It was such a battle that I was already getting ready to come, but I had to get more in, so I pulled out and lay on my back and told her to get on top of me.
She straddled me, put the head of my cock in again but it was clearly hurting. She tried to pull her cunt flaps open to ease it in but this wasn’t helping, it was clearly hurting like hell. I was expecting her to get off and refuse to go any further, but then she just sat down hard on me and let out a pained ” aaagghh “. She sat there for a while, my cock throbbing like hell and then she started to move up and down – this was clearly very painful for her, and so tight on my cock. I lifted up her nightdress so that I could see my cock sticking up inside her hairy fanny and then shot wave after wave of hot jism up inside her vagina.
She immediately stopped riding me and sat still for a short time, then rose up off my cock and ran into the bathroom leaving me looking at my cock covered in spunk and blood.
She stayed in the bathroom for a long time before coming back to bed. I still wasn’t satisfied and after about two hours sleep woke her up and again took off the new panties she had put on. This time, I took her nightie off completely so that I could see her naked and suck on those 32A titties. I got her on her back and spread her legs as wide as I could before again forcing the head of my cock into her. There was no going back and I thrust my cock repeatedly into her, each time a little more going in. She was again in pain, but I just couldn’t control myself, I humped into her as hard as I could, again and again and again until she was hitting her head on the headboard. After anout 10 minutes hard shagging, I shot my load into her – If only her protective mother could see her now !!!!
Claire never really developed a liking for sex – I still think she is very frigid, but over that next week on holiday, I screwed her every day in different ways and she was surely not as innocent when she went back home to her mother.
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