This is a print version of story First Time Anal by thehearts from

First Time Anal

I have always been intrigued to see how it would feel having some kind of toy or dick in my ass.

I am a 24 year old male who has only ever been with girls but has always had an urge or a curiosity for guys. My girlfriend is sometimes a bit shy when it comes to the bedroom department where as I am always horny and always up for trying something new and different. My girlfriend knows of my feelings in regards to men and is 100% fine with them.

Recently I brought up the idea of anal play. She is against any anal being performed on her but said that she would try it on me if I was really wanting it. When I returned home from work just the other week my girlfriend told me that she had bought a surprise for me and that I could have it at the weekend.

When the parcel arrived she hid it out of my way. By the weekend I was really intrigued to see what was inside the parcel. She told me I had to follow her to the bedroom. When there she instructed me to strip off. This automatically made me aroused. I love it when I'm told what to do. Once stripped my girfriend pushed me down onto the bed and tied my heads to the bed posts. She then began to take off her clothes. When she took off her jeans she revealed a gorgeous pair of french knickers - black and lacy. Her legs were covered in black stockings which tied at the top with pink ribbon. My dick throbbed with excitement at the prospect of what was to come!

Little did I know she had something more in mind. My girlfriend took my cock in hand and rubbed it up and down. She lent over into my ear and told me that she was going to do to me exactly what she wanted and that she was in charge. I nodded in agreement - for me, she could do whatever she wanted. She began to suck on the head of my dick. My helmet slipping in and out of her wet mouth with ease and pleasure. Before long my girlfriend got up from the bed, slowly peeled down her knickers whilst facing away from me. As she went to slip the knickers off her feet she bent down showing me a beautiful view of her newly shaven pussy.

What I didnt know was that as she was bent over she had also picked up a lubed buttplug - the contents of the parcel she had brought. She lent back over to my ear and whispered that she was going to put the buttplug up my arse and that I was to be a good boy and take it. This sent my heart racing. My cock was throbbing and oozing precum by now. I was melting with desire. She f***ed me to spread my legs open and she took a good look at my arse hole. As she did so she bent forward, again showing me that bare naked pussy. I really wanted to lick her, touch her, feel her but my hands were tired and I had to allow her to do as she wished.

Within seconds, she began to push the buttplug against my hole. At first it didnt want to take it in. Refusing it entry. She began to slowly lick my dick up and down the shaft and caressing my balls with her tongue. As she did, she continued to push the plastic toy into my arse. I felt it penetrate, going into my hole slowly but surely. The sensation was immense. I had never felt anything quite like it before. My cock was throbbing more and more with every centimetre my arse took of the toy. Within a minute or so the toy was full inserted into my arse. My girlfriend turned around to show me a huge grin - a wicked, sexual grin. She told me that she was now going to use my dick to pleasure her pussy.

She was soon on my cock and riding me. The pleasure from the toy and her pussy was way too much for me to handle and I struggled to hold down an orgasm more than once. My cock wanted to explode in her pussy but I didnt want this feeling to end. After a good five minutes or so my girlfriend got off my cock and turned around to sit in a reverse cow girl position. She knew I loved this and after a minute could not resist squirting my load into her pussy.

Once cleaned up and showered my girlfriend told me that she had loved every minute of pleasuring me and that I shall be treated to the same experience if I behave myself... Needless to say, I have been a good boy ever since!


This is a true story and NOT a work of fiction. If you have any similar stories or a fantasy along these lines (whether male or female) I'd love to hear from you!

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